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$499,900
4 Beds ⋅ 2 Baths ⋅ Forest Brook 4th Sec SubDv. ⋅ 32751 Zip Code
Updated 4-bedroom, 2-bath heated pool home situated on a .27-acre corner lot in the sought-after Forest Brook neighborhood. From the moment you arrive, you’ll notice the paver driveway, mature landscaping, pops of color, and warm wood accents that give the home great curb appeal. Step inside to an open floor plan with soaring ceilings and plenty of natural light. The spacious living room features vaulted ceilings and offers plenty of flexibility for different furniture layouts. At the center of the home is the updated kitchen, highlighted by a level 3 stone countertop island with breakfast bar seating and pendant lighting. Shaker-style cabinetry, a dry bar, tile backsplash, decorative molding, single-basin sink, and updated cabinet hardware complete the space. Just off the kitchen is a bright dinette with sliding glass doors leading to the covered patio. The split-bedroom floor plan places the primary suite on one side of the home, with bedrooms 2, 3, and 4 and the second bathroom on the opposite side. The primary bedroom features a beautifully updated ensuite bath with marble tile flooring, dual-sink vanity, level 3 stone countertops, and a spacious frameless glass walk-in shower with upgraded tile and dual rainfall shower heads. A large walk-in closet provides plenty of storage. The secondary bedrooms have also been updated and include built-in closets. The indoor laundry room offers additional space for shelving and storage. Outdoor living is a big part of this home. Sliding glass doors open to a screened and covered patio with tile flooring overlooking the fenced backyard and solar-heated pool. The pool was resurfaced in 2017, and the pool pump was replaced in 2021. Make this space your own personal outdoor oasis. Major updates include a NEW ROOF in 2025, HVAC in 2024, and newer exterior paint. Forest Brook has a optional HOA and offers a convenient Maitland location with easy access to Winter Park, Baldwin Park, Audubon Park, Winter Springs, Oviedo, SR-417, UCF, shopping, dining, and more. A move-in-ready pool home with plenty of updates, indoor space, and outdoor living!

812 Woodside Road, Maitland
$115,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Welcome to 484 Banyon Tree Circle, Unit #100, Maitland, a well-updated 1 bedroom, 1 bathroom FIRST-FLOOR condo offering 759 square feet of comfortable living space. This move-in ready unit features a functional layout, a modern kitchen with granite countertops, and an IN-UNIT WASHER AND DRYER COMBO for added convenience. The spacious primary bedroom offers a walk-in closet. The living room has sliding glass doors that provide direct access to the front porch, creating a great space to enjoy your morning coffee or relax outdoors. Enjoy resort-style community amenities including a community pool, fitness center, clubhouse, and playground. The first-floor location provides easy access with no stairs, making everyday living simple and convenient. Ideally located in Maitland, close to shopping, dining, entertainment, major highways, and everything Central Florida has to offer. Whether you're looking for a comfortable primary residence or an investment opportunity, this condo is a great place to call home. Schedule your showing today!

484 Banyon Tree Circle Unit 100, Maitland
$218,400
2 Beds ⋅ 2 Baths ⋅ Building 14 Visconti West SubDv. ⋅ 32751 Zip Code
Auction Property. Auction Property. AUCTION/OCCUPIED. Buyers will be required to sign a occupancy declaration. 2-bedroom 2-bathroom condominium in gated community of Visconti West situated off Lake Shadow. Quick access to interstate 4 and Florida turnpike. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.

1225 Lake Shadow Circle Unit 14102, Maitland
$350,000
3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code
Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately .40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No representations are being made regarding the condition, functionality, or future usability of the pool. With approximately .40 acres, there is plenty of room to envision a beautiful new residence and outdoor living space designed to take advantage of this desirable Maitland setting. Enjoy being directly across from Lake Seminary while remaining convenient to Maitland, Winter Park, shopping, dining, recreation, and major roadways. Build new. Create your vision. Take advantage of a hard-to-find .40-acre homesite in an established Maitland location. Property is being sold AS-IS. Buyer and Buyer’s Agent are responsible for independently verifying all information important to Buyer, including zoning, lot dimensions, building requirements, utilities, demolition requirements, permitting, pool condition, and intended use. Do not enter the existing structure without authorization.

265 Lake Seminary Circle, Maitland
$650,000
3 Beds ⋅ 4 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code
Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle.

1501 Oranole Road, Maitland
$215,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Need Room! Welcome home to this spacious 1612 S.F. first-floor condominium featuring three bedrooms and two full baths in a well-maintained community conveniently located near shopping, dining, and Full Sail University. Step inside to find brand-new luxury plank flooring throughout the living and bedroom areas, ceramic tile in the kitchen and bathrooms, and absolutely no carpet! Blinds on all windows and ceiling fans add to the comfort and convenience of this inviting home. The kitchen comes complete with refrigerator, range, microwave, and dishwasher, while a brand-new washer and dryer are also included. Relax and enjoy Florida's beautiful weather year-round from your private screened-in lanai, with the community pool and playground conveniently located nearby. The HOA offers exceptional value by covering water, sewer, trash, building insurance, roof, grounds maintenance, and the community pool. With its desirable first-floor location, fresh updates, generous three-bedroom floor plan, and convenient location, this condo offers easy Florida living and is ready for you to make it home!

2308 Haywood Court Unit 100, Maitland
$749,000
3 Beds ⋅ 3 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code
LAKEFRONT LIVING IN THE HEART OF MAITLAND WITH EAST/WEST EXPOSURE! Set on approximately .68 acres with an impressive 115 feet of frontage on beautiful Wood Lake, this gorgeous updated 3-bedroom, 3-bath residence offers the perfect blend of timeless character, modern updates, and effortless Florida living with the potential to add your own private dock. From the moment you step inside, expansive windows and skylights fill the home with natural light while framing tranquil views of the water. Beautifully restored terrazzo floors bring vintage character back to life, complemented by fresh interior paint, renovated bathrooms, and new LED lighting throughout. At the heart of the open living spaces, a striking double-sided fireplace creates a dramatic focal point connecting the living and dining areas. The spacious kitchen offers an incredible opportunity to create a custom chef's kitchen tailored to your style. The waterfront primary suite is a true retreat, featuring floor-to-ceiling windows overlooking the lake and a private en-suite bath with large closet and dressing room. Two additional generously sized bedrooms, one with an en-suite provide flexibility for family, guests, or a dedicated home office. Step outside and discover your own private waterfront oasis. A new saltwater pool, added in 2023, overlooks the lake and creates a spectacular backdrop for entertaining, relaxing in the sun, or enjoying peaceful evenings by the water. With approximately 115 feet of lake frontage, there is plenty of room to embrace the lakefront lifestyle bring your paddleboard, kayak, canoe, or other non-motorized watercraft and launch your next adventure right from your backyard. Thoughtful improvements include a 2020 roof, 2021 HVAC, and updated electrical and plumbing within the last 10 years, offering added peace of mind while preserving the home's distinctive character. Ideally positioned with convenient access to Winter Park, Maitland, and Altamonte Springs, as well as exceptional dining, shopping, medical facilities, parks, and major roadways, this one-of-a-kind property delivers the rare combination of space, privacy, character, and waterfront living all in the heart of Central Florida.

255 Wood Lake Drive, Maitland
$415,000
3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code
Welcome to beautiful Montacino, Enclave at Maitland, a well maintained Mediterranean inspired gated community. This well appointed town home features three bedrooms and two and 1/2 bathrooms. The first floor is a desirable open floor plan with a welcoming foyer, 1/2 bathroom, fully tiled living/dining room, kitchen with bar top and access to the first floor covered patio. The kitchen has beautiful rich cabinetry, dark granite countertops with newer stainless steel appliances as well as pantry for additional storage space. The second floor features all three bedrooms, two bathrooms and ideally located central laundry closet with 2 year old (high capacity) washer and dryer included. The primary bedroom features a private ensuite bathroom with an updated double vanity, gorgeous walk-in shower with rain shower option, a walk in closet with built-in storage cabinets and a private balcony overlooking community green space. The flooring on the second floor is luxury vinyl plank in the bedrooms and hallway and tile in the bathrooms. (carpet only on stairwell). The interior was just freshly painted and new fans were added in the living room and primary bedroom, allowing for a turnkey move-in ready experience. Additionally there are high end plantation shutters throughout! There is an attached one car garage and private paver driveway as well as open community parking. Montacino features a resort style community pool and beautiful sidewalks overlooking Lake Charity perfect for an evening stroll. All this with exceptionally easy access to I-4 and Maitland Blvd allow for convenient shopping and dining and commuting. Schedule a tour today!

1257 Blessing Street, Maitland
$130,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
**LOCATION, LOCATION!** Welcome to this charming and cozy 1-bedroom, 1-bathroom condo, ideally located in a convenient and desirable area near Semoran Blvd and Howell Branch Rd. This move-in-ready second-floor unit offers comfort, convenience, and easy access to everything you need. Enjoy being just walking distance from shopping, restaurants, supermarkets, and everyday essentials. The community offers a refreshing swimming pool, perfect for relaxing or enjoying quality time with family and friends, as well as ample parking for residents and guests. The property is also conveniently located near schools and educational institutions, including Rollins College, making it an excellent opportunity for professionals, or anyone looking for a convenient Central Florida location. HOA includes water, adding even more value and convenience. Whether you're looking for your next home, a low-maintenance place to live, or an investment opportunity, this condo is one you won't want to miss! Schedule your showing today and come see all this property has to provide.

2520 Caper Lane Unit 204, Maitland
$200,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Welcome to 2637 Legacy Villas Drive, a spacious 2-bedroom, 2-bath residence located in the gated Visconti community in Maitland. Offering 1,280 square feet of living space, this home features a comfortable and functional floor plan along with the added convenience of a private 2-car garage. Enjoy everything the Visconti community has to give, including a resort-style swimming pool, clubhouse, fitness center, tennis courts, basketball courts, playground, and gated entry. The community's recreational spaces and amenities provide plenty of opportunities to enjoy the Central Florida lifestyle. Conveniently located in Maitland with easy access to I-4 and major roadways, the property offers a short commute to Downtown Orlando and convenient access to shopping, dining, entertainment, and employment centers throughout the Orlando area. Whether you're looking for a primary residence or an investment opportunity, this 2-bedroom, 2-bath home combines generous living space, a private 2-car garage, desirable community amenities, and a convenient Maitland location.

2637 Legacy Villas Drive Unit 2637, Maitland
$229,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
LOCATION LOCATION LOCATION! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this well-maintained townhome with 2 levels of comfortable living, a one-car garage, a nice sized laundry room under air, along with a private screened back patio. As you step inside, look over your shoulder at the community pool that is literally steps from your front door! Once inside you will immediately fall in love with the wood-look easy care tile throughout the first floor. The large living room has the cutest window seat, streaming in tons of natural sunlight, with room for many different seating configurations. A convenient half bath to your left leads you into the kitchen and dining areas of the home. The large open concept kitchen features new appliances and shiny granite countertops with plenty of counterspace for the chef in the family. Off the dining area you'll find a set of sliding glass doors leading out to a private screened-in patio, perfect for morning coffees, grilling or entertaining friends and family. The patio also provides access to the attached one-car garage with garage door opener. This garage leads into the oversized indoor laundry room complete with a washer and dryer and a large storage area. As we head up the stairs, you'll notice the brand-new carpet in a lovely neutral color running on the stair treads and into the first bedroom for comfort and style. The 2nd bedroom features the wood-look flooring for added convenience. Both bedrooms share a well-appointed en-suite bathroom with a newly reglazed tub and shower. Freshly painted inside makes this home truly turn-key. Residents of the Park Lake Townhome Community not only enjoy the sparkling community pool, but your HOA also covers trash collection, exterior maintenance (including the roof!) and lawn care! Low Maintenance Living at it's Best! And have I mentioned this AMAZING LOCATION? This lovely townhome community is less than 1 mile from N Park Avenue and less than 1/2 mile to 17/92 (Orlando Avenue)! The convenience to Maitland City Center, Rollins College, shops, restaurants, and the ease of commuting to work is 2nd to none. Make an appt to see this home, it is a gem and won't last! Note, some photos have been virtually staged for furniture placement.

856 Park Lake Circle Unit 51, Maitland
$460,000
3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code
Charming 3-bedroom, 2-bath pool home in Maitland with tons of potential! This home is ready for a buyer with the vision to renovate, restore, and make it their own. The property needs substantial TLC throughout, but offers a wonderful opportunity to customize it to your personal style. Features include a private pool, screened patio, spacious yard, and covered parking. Conveniently located near shopping, dining, schools, and major roadways. Property is being sold AS-IS. Seller will not make repairs. Cash or conventional financing only.

315 Lake Seminary Circle, Maitland
$360,000
3 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
Beautifully updated 3-bedroom, 2-bath home in Maitland, conveniently located approximately 10 minutes from Park Avenue. Major improvements include hurricane-impact windows and a new roof in 2021, an updated kitchen with granite countertops in 2022, new tile flooring in 2023, a new A/C system and ductwork installed in August 2025, and new appliances in 2026. The home features a comfortable open layout, a one-car garage, and a private fenced yard perfect for relaxing or entertaining. Conveniently situated near shopping, dining, major roadways, Maitland, and Winter Park. Move-in ready with many major improvements already completed!

1982 Water Lane, Maitland
$825,000
3 Beds ⋅ 3 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this gorgeous, move-in-ready 3-bedroom, 2.5-bath POOL home in the desirable Oakland Shores neighborhood of Maitland! Situated on an oversized, beautifully landscaped lot, this exceptional home welcomes you with mature landscaping, a large circular driveway, and additional side parking ideal for a boat or RV. Inside, you’ll immediately appreciate the light and bright open feel, luxury vinyl flooring, and crown molding throughout the main living areas. The formal living room flows seamlessly into the dining and family rooms, all overlooking the spectacular resort-style pool and backyard. The expansive sparkling pool is surrounded by a custom pavered patio with multiple spaces for lounging, dining, and entertaining, while the generous green space and privacy create your own backyard retreat. The beautifully appointed kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, a center island with sink, walk-in pantry, and a charming dining nook with custom seating. The spacious primary suite offers direct pool access, a huge walk-in closet with a custom organizing system, and a spa-like ensuite bath complete with dual sinks, vanity, garden tub, and separate glass-enclosed shower. Two generously sized secondary bedrooms share an upgraded full bath, while an additional upgraded half bath provides convenience for guests. A well-designed interior laundry room includes built-in cabinetry and direct access to the yard. One of the home’s most versatile features is the large bonus room, complete with a spacious walk-in, air-conditioned storage room. Whether you envision a home gym, classroom, office, creative space, or potential mother-in-law suite, the possibilities are endless. Recent updates provide additional peace of mind, including a roof and septic system replaced in 2017. The septic was recently cleaned in 2025 with the filter replaced. Additional upgrades include electrical, fencing, water heater, pool pump, interior paint, HVAC, irrigation pump, plumbing, and windows. Oakland Shores offers a wonderful neighborhood setting for walking and includes deeded access to Lake Faith, a non-motorized lake great for paddle boarding and kayaking, with a community access point on Lake Shore Drive. Conveniently located near shopping, dining, major roadways, and the newly planned Maitland Trader Joe’s, this home combines comfort, versatility, privacy, and an ideal Maitland location. With its beautiful pool, oversized lot, extensive updates, and flexible living spaces, this is one you won’t want to miss!

505 Oak Lane, Maitland
$699,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
This move-in-ready 4-bedroom, 3-full-bath pool home is located in the beautiful Dommerich Estates! (A NEW ROOF is scheduled to be installed in late September/early October.) Enjoy a waterfront lifestyle just steps from your front door, with access to a private community boat ramp, fishing pier, picnic tables, built-in grills, social events, and endless sunset views along the shoreline of Lake Minnehaha. Lake Boat access is available to Dommerich Estates residents for just $150 annually. Walk or bike to Dommerich Elementary and Maitland Middle. High school is Winter Park High. Beyond the community amenities, you’ll love exploring the multiple nearby resident parks (Maitland Community Park is just a short walk away from the home) featuring canopied tree-lined walking and biking trails, playgrounds, tennis courts, lush gardens, and so much more. Inside, this spacious home offers a desirable split-bedroom floor plan, with the over-sized private primary suite thoughtfully separated from the three additional bedrooms. Build in surround sound speakers. There is no carpet—the home features beautiful travertine and tile flooring throughout. Step outside to your own private oasis! The huge swimming pool is the centerpiece of the expansive screened-in outdoor living area, complete with an oversized paver lanai—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Additional features include a 2-car garage and paver driveway. A NEW ROOF is scheduled to be installed in late September/early October. A wonderful opportunity to enjoy the comfort of a move-in-ready home with exceptional community amenities. (Throughout the home are pieces of Stickley furniture that are available for sale)

431 Arapaho Trail, Maitland
$175,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Welcome to 1150 Lake Shadow Circle, Unit 3305, a 2-bedroom, 2-bath condominium located in the gated Visconti community in Maitland. Situated on the third floor, this 1,048-square-foot residence offers a functional floor plan with comfortable living spaces, luxury vinyl flooring, crown molding, ceiling fans, and the convenience of an in-unit washer and dryer. Step outside onto your private balcony or take advantage of the community's extensive amenities. Visconti residents enjoy access to a swimming pool, clubhouse, fitness center, tennis courts, playground, sidewalks, and gated entry. Conveniently located in Maitland with easy access to major roadways, the property is a short commute to Downtown Orlando and close to shopping, dining, entertainment, and everything Central Florida has available. Whether you're looking for a primary residence or an investment opportunity, this 2-bedroom, 2-bath condo combines a convenient location, desirable community amenities, and comfortable Florida living.

1150 Lake Shadow Circle Unit 3305, Maitland
$960,000
3 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32751 Zip Code
A truly unique opportunity to own well over half an acre of ultra-private property, set far back from the road, with 12 feet of deeded Lake Sybelia frontage and access. This charming, updated, cottage-style home offers 3 bedrooms plus a den, 2.5 bathrooms, and plenty of separate flex space for entertaining, both inside and out. The family room is light and bright with skylights, terracotta-look tile floors, a beamed ceiling, a window seat, and brick mantle. The inviting kitchen features smoky blue cabinetry, a farm sink, new refrigerator, tile counters and floors, and opens to the dining room and a light-filled sitting room with built-in wet bar, wine storage, and accordion doors opening to the backyard. The adjacent Florida room has walls of windows overlooking the yard and a door leading to the backyard. The split-bedroom floor plan offers two bedrooms sharing an updated hall bath with tile floors, quartz counters, dual sinks, and multiple showerheads, including a rain shower. The separate primary suite, part of the 2001 addition, is spacious with three closets and French doors opening to a brick patio. The primary bath features a single-sink vanity, built-in cabinetry, and shower. An attached den with a half bath and closet provides flexible space for an office, nursery, or additional sitting area. Additional features include wood floors in all bedrooms, ceiling fans, plantation shutters, a water softener, and interior laundry. Recent updates include roof (2019), AC (2023), insulation (2025), electric panel (2024), hot water heater (2026), lighting, fixtures, a new electric fence, and more. A long private driveway leads to a large circular drive at the rear of the property. A detached shed has electricity and running water. The fully fenced backyard offers mature landscaping, in-ground irrigation, and ample space and flexibility for outdoor living, entertaining, RV or boat storage, or for future improvements, additions, or to create a custom new build. The property includes a deeded 12-foot-wide strip of Lake Sybelia frontage, providing usable lake access and potential for an EZ floating dock; see survey/attachment for details. Ideally located near the new Maitland Public Library, currently under construction and expected to open in 2027, as well as the Enzian Theater, Maitland Art & History Center, and Lake Lily Park, and just minutes to Winter Park and Downtown Orlando. Assigned schools include Lake Sybelia Elementary, Maitland Middle, and Edgewater High. Lot size is approximately 0.65 acres per public record, including the portion of the parcel extending into Lake Sybelia; approximately 0.58 acres is dry land. Buyer to verify all measurements, property boundaries and lake access.

790 S Lake Sybelia Drive, Maitland
$960,000
32751 Zip Code
A truly unique opportunity to own well over half an acre of ultra-private property, set far back from the road, with 12 feet of deeded Lake Sybelia frontage and access. This charming, updated, cottage-style home offers 3 bedrooms plus a den, 2.5 bathrooms, and plenty of separate flex space for entertaining, both inside and out. The family room is light and bright with skylights, terracotta-look tile floors, a beamed ceiling, a window seat, and brick mantle. The inviting kitchen features smoky blue cabinetry, a farm sink, new refrigerator, tile counters and floors, and opens to the dining room and a light-filled sitting room with built-in wet bar, wine storage, and accordion doors opening to the backyard. The adjacent Florida room has walls of windows overlooking the yard and a door leading to the backyard. The split-bedroom floor plan offers two bedrooms sharing an updated hall bath with tile floors, quartz counters, dual sinks, and multiple showerheads, including a rain shower. The separate primary suite, part of the 2001 addition, is spacious with three closets and French doors opening to a brick patio. The primary bath features a single-sink vanity, built-in cabinetry, and shower. An attached den with a half bath and closet provides flexible space for an office, nursery, or additional sitting area. Additional features include wood floors in all bedrooms, ceiling fans, plantation shutters, a water softener, and interior laundry. Recent updates include roof (2019), AC (2023), insulation (2025), electric panel (2024), hot water heater (2026), lighting, fixtures, a new electric fence, and more. A long private driveway leads to a large circular drive at the rear of the property. A detached shed has electricity and running water. The fully fenced backyard offers mature landscaping, in-ground irrigation, and ample space and flexibility for outdoor living, entertaining, RV or boat storage, or for future improvements, additions, or to create a custom new build. The property includes a deeded 12-foot-wide strip of Lake Sybelia frontage, providing usable lake access and potential for an EZ floating dock; see survey/attachment for details. Ideally located near the new Maitland Public Library, currently under construction and expected to open in 2027, as well as the Enzian Theater, Maitland Art & History Center, and Lake Lily Park, and just minutes to Winter Park and Downtown Orlando. Assigned schools include Lake Sybelia Elementary, Maitland Middle, and Edgewater High. Lot size is approximately 0.65 acres public record, including the portion of the parcel extending into Lake Sybelia; approximately 0.58 acres is dry land. Buyer to verify all measurements, property boundaries and lake access.

790 S Lake Sybelia Drive, Maitland
$560,000
4 Beds ⋅ 2 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code
Welcome to Maitland living, where space and everyday convenience come together. This 3-bedroom, 2-bath home offers a surprisingly flexible floor plan with a formal living area, dining space, fireplace, open-concept kitchen and living areas, plus a separate family room and an additional flex space that could easily become a home office, playroom or 4th bedroom. Outside, a fenced backyard offers plenty of room to enjoy Florida living. But it may be the location that makes this home such a find. This home puts you close to some of Maitland’s favorite places, including Minnehaha Park, Lake Lily Park and the shops, dining and gathering spots around downtown Maitland. You are also in a great proximity to highly requested schools such as Dommerich Elementary, Maitland Middle School and Winter Park High School. Enjoy weekends at the farmers market, dinner nearby, neighborhood parks and easy access to Winter Park, all while coming home to an established Maitland neighborhood. A home with room to live, work and grow, right in the heart of the Maitland lifestyle.

1540 E Horatio Avenue, Maitland
$404,800
3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates SubDv. ⋅ 32751 Zip Code
Virtually Staged. Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath block home offers approximately 1,750 square feet of living space on a .33-acre double corner lot in Maitland. Located across two parcels, the property provides additional outdoor space, added privacy, a partial new wood fence, and a beautiful live oak canopy. Inside, luxury vinyl flooring flows throughout the home, complemented by fresh interior and exterior paint, new ceiling fans, and updated door hardware. The refreshed kitchen features newer cabinets, granite countertops, and coordinating appliances. A Florida room provides flexible space for a home office, sunroom, playroom, or additional sitting area. Both bathrooms have been updated. The guest bathroom includes a tub-and-shower combination, new tile surround, new hardware, pedestal sink, mirror, and light fixture. The primary bathroom features a new vanity, mirror, and lighting. Major improvements include a roof replaced in 20221, water heater replaced in 2024 and a new septic system installed in 2024. Conveniently located near downtown Maitland, Winter Park, Altamonte Springs, Longwood, Casselberry, and downtown Orlando, this home offers comfortable living with easy access to shopping, dining, employment centers, and major roadways.

1202 Oranole Road, Maitland
$739,000
3 Beds ⋅ 3 Baths ⋅ Dommerich Ests 1st Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Situated on a quiet, tree-lined street in the highly sought after and desired Dommerich neighborhood this home is just a short walk or bike ride to DOMMERICH Elementary and Maitland Middle schools. This charming residence has been thoughtfully renovated and offers the best of old world charm and modern updates. Some of this homes many features include an renovated oversized kitchen with breakfast bar seating, indoor laundry room with office space, beautiful hardwood flooring, updated bathrooms, newer AC system installed in 2023/24 and a bright and open floorplan which is perfect for indoor/outdoor entertaining. Located in a fabulous school district and is conveniently located to all the great amenities the Maitland and Winter Park lifestyles have to offer. Residents also enjoy deeded lake access to the Winter Park Chain-of-Lakes with boat ramp, panic area and dock with canoe/paddleboard storage. This home should be viewed in person to truly appreciate what a rare find it is!

1761 Tippicanoe Trail, Maitland
$699,000
4 Beds ⋅ 3 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. RARE OPPORTUNITY! Nestled on .68 acres in one of Maitland‘s most established and beautiful neighborhoods, Hidden Estates, this single story 4 bedroom, 2.5 bath pool home is filled with loads of character and charm. Once you enter the handsome foyer with brick flooring, you will notice the spaciousness of this home, which is one of its greatest features. The beautiful mature landscaping and plenty of room to enjoy the outdoors provides this property with an incredible sense of privacy that is so increasingly hard to find! The great room with brick fireplace and adjacent living room, as well as the kitchen, overlook the large pool and expansive deck just perfect for entertaining or simply relaxing in your own backyard retreat. The inside utility room and half bath are conveniently located right off of the kitchen. The large game room/office/workout room has lots of cabinetry for wonderful storage space. The home’s layout offers tremendous potential for a buyer ready to renovate while preserving its unique warmth and character. Convenient access to shopping, dining, schools, and medical facilities adds to it’s desirable location. This long time, family home awaits its next chapter, offering it’s new owner an exceptional setting to preserve or create something truly special. Look forward to seeing you there!

212 Flame Avenue, Maitland
$375,000
2 Beds ⋅ 2 Baths ⋅ Maitland House SubDv. ⋅ 32751 Zip Code
LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN THE HEART OF MAITLAND/WINTER PARK! Welcome to Maitland House, a hidden gem perfectly positioned between Maitland and Winter Park, where convenience, character and an unbeatable lifestyle come together. Located just steps from the iconic Enzian Theater and its lush Eden Bar, and minutes from Winter Park Village, Lake Lily and Park Avenue, this beautifully updated second floor 2 bedroom, 2 bath condo puts some of Central Florida’s best dining, entertainment, shopping and nightlife right outside your door. Inside, you’ll find a bright and inviting open floor plan with thoughtful updates throughout. The spacious living area features a wood burning fireplace, granite countertops, plantation shutters and custom-built closet systems with abundant shelving, drawers, shoe storage and hanging space. Step outside to your screened, pool view porch, the perfect spot for morning coffee, an evening glass of wine or simply enjoying the peaceful surroundings. The kitchen is equipped with a 2025 dishwasher, 2021 refrigerator, range and microwave, while the home also features a BRAND NEW water heater. The 2019 HVAC system includes electrostatic filtration and a UVC air purification system, with air ductwork replaced in 2024. Additional improvements include updated windows and attic insulation replaced in 2021. Maitland House offers the kind of amenities and conveniences that make everyday living easy. Enjoy a tranquil pool and clubhouse, community bathrooms, Weber Genesis grill, covered dog walk area, community laundry room with three large washers and three dryers, covered assigned parking and an assigned storage unit. The community itself has been well maintained, with exterior painting completed in 2025 and the parking lot resurfaced in 2026. And the HOA delivers exceptional value. Included with the association are water, sewer, exterior maintenance, and an impressive Spectrum entertainment and connectivity package. Schedule your showing today!

210 Magnolia Road Unit 207, Maitland
$950,000
5 Beds ⋅ 4 Baths ⋅ Oakleigh Third Add SubDv. ⋅ 32751 Zip Code
Coveted Maitland Location – Renovate or Build New! A rare opportunity to create your dream home in one of Maitland’s most sought-after communities. Situated on nearly half an acre along a quiet, beautiful street, this 5-bedroom, 3.5-bath home offers a spacious floor plan, an oversized pool, and endless potential. Renovate the existing home and make it your own or take advantage of the incredible homesite and build the home you’ve always envisioned. With the property already replumbed and rewired, there’s a great foundation for a thoughtful renovation. And then there’s the location—you simply can’t beat it. Enjoy the charm and convenience of Downtown Maitland, with its local restaurants, shops, farmers market, parks, and community events all nearby. Stroll to neighborhood favorites, spend a morning at the Maitland Farmers Market, or enjoy the beautiful grounds, museums, and gardens of the Art & History Museums of Maitland. Winter Park and Park Avenue are just a short drive away, along with convenient access to major roadways and the airport. Whether you choose to reimagine the existing home or start fresh, this is a special opportunity to create something truly your own in a community you’ll never want to leave.

60 Oakleigh Lane, Maitland
$250,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Move-in ready 3-bedroom, 2-bath condo in the heart of Maitland! This beautifully maintained home features an open-concept layout, abundant natural light, and ceramic tile flooring throughout. The updated kitchen offers generous cabinetry, stylish countertops, decorative backsplash, stainless steel appliances, breakfast bar, and views of the community pool. The spacious primary suite features a walk-in closet and private ensuite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a full-size stacked washer and dryer, ample storage, and generous closet space. Community amenities include a sparkling pool, picnic areas, BBQ grills, and mature landscaping. Ideally located within walking distance of Casselberry Commons, offering Publix, Starbucks, shopping, dining, and more, with easy access to major highways and Central Florida attractions.

416 Banyon Tree Circle Unit 108, Maitland
$455,000
3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code
Virtually Staged. PRICED BELOW APPRAISAL! Exceptional value in a desirable Maitland location! Whether you’re starting out, slowing down or somewhere in between, this home is a must see. Located in an absolutely delightful neighborhood and beautifully renovated in 2026. Your new home is move-in-ready and features new windows, flooring, hot water tank, entry and garage doors, as well as new exterior siding and the roof and HVAC were replaced in 2023. Soaring 14-foot ceilings and expansive sliding glass doors fill the home with natural light and create a bright, inviting atmosphere. The beautifully updated kitchen is a true delight, featuring quartz countertops with a waterfall edge, abundant cabinetry, pantry, a smart digital faucet with temperature display, and new stainless-steel appliances. The cozy breakfast nook overlooks the spacious, fenced backyard and is the perfect spot to enjoy your morning coffee. The desirable split-bedroom floor plan offers privacy, while the primary suite opens directly to the generously sized screened porch—perfect for relaxing or enjoying the Florida lifestyle. The location is hard to beat, with the SunRail, Lake Lily Park, shopping, dining, and entertainment all nearby. And best of all, NO HOA! A beautifully renovated home in a fantastic location and priced to deliver outstanding value—don't miss it!

761 Robinhood Drive, Maitland
$184,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
**Welcome to Carrington Park, a beautifully maintained community in the heart of Maitland!** This spacious **2-bedroom, 2-bathroom condo** offers **over 1,200 square feet** of comfortable living space and has been lovingly cared for as a seasonal winter home, reflecting its exceptional condition throughout. Step inside to discover a bright and inviting floor plan featuring **vaulted ceilings**, **no carpet throughout**, and **newer kitchen appliances**, creating a clean, low-maintenance living environment. The home is being offered **mostly furnished**, making it an ideal opportunity for a primary residence, seasonal retreat, or investment property. Enjoy the convenience of a well-maintained community with a beautiful swimming pool and peaceful surroundings, all while being just minutes from abundant shopping, popular restaurants, entertainment, and major roadways for easy access throughout Central Florida. Located in one of Maitland's most established and desirable areas, this move-in-ready condo combines comfort, convenience, and exceptional value. **Whether you're looking for a full-time residence, a winter getaway, or an investment opportunity, this is a home you won't want to miss. Schedule your private showing today!**

2305 Haywood Court Unit 203, Maitland
$500,000
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. A beautifully renovated, move-in ready family home is now available in the established Winfield community in the heart of Maitland. This 4-bedroom, 3-bathroom, two-story property, set on 2,321 square feet of thoughtfully updated living space, combines fresh modern finishes with the long-term peace of mind every family deserves. Step inside to a bright, open layout filled with natural light, complemented by brand new flooring, fresh paint and modern fixtures throughout. The fully renovated kitchen takes center stage with gorgeous Olive Green solid wood shaker cabinets featuring soft-close hinges, elegant Quartz countertops, brand new appliances and a clean, timeless design built to stand the test of time. All bathrooms have been fully updated with a fresh, modern feel, while major improvements including a brand new roof, a fully serviced AC and a new water heater offer the kind of worry-free ownership that lets you focus on what really matters; making everlasting memories with your family. Outside, the property continues to shine with a large backyard and a spacious two-car garage, creating the ideal setting for weekend gatherings, quiet evenings and everyday enjoyment. Set within Winfield, a well-established neighborhood of quiet streets and mature landscaping where pride of ownership is evident and neighbors create a genuinely welcoming atmosphere, this is a community that has stood the test of time. Conveniently located just minutes from the Genesis mega gym, Lake Shadow Park, the Maitland Center business district and the shopping and dining along Maitland Boulevard, with quick access to I-4, HWY 414, historic downtown Maitland, Winter Park's Park Avenue, the Maitland SunRail station and both the Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB), this home truly offers the ideal blend of lifestyle, comfort and location. This is a fantastic opportunity to plant roots in one of Central Florida's most convenient and sought-after communities. Reach out to your preferred real estate professional today to schedule your private showing before it's gone.

7909 Chartreux Lane, Maitland
$475,000
3 Beds ⋅ 2 Baths ⋅ Lakewood Shores SubDv. ⋅ 32751 Zip Code
Do you enjoy boating, fishing, and relaxing days on the water just moments from home? This beautiful three bedroom two bath block home offers private access to Lake of the Woods in Maitland Florida! Inside you will find; porcelain wood-plank tile flooring flows throughout, providing a clean, modern look with easy maintenance, major improvements including a 2026 HVAC, 2019 roof, PEX plumbing, 200-amp electrical service, newer septic system, and hurricane panels. Outside, the property offers exceptional functionality with a spacious driveway accommodating up to five vehicles, a two-car garage, heavy-duty metal storage shed, and a screened lanai ideal for relaxing or entertaining. Conveniently located in Maitland with easy access to Interstate 4, for commuting, shopping, dining, east and west coast beaches, two international airports, and world renowned theme parks. This home combines meaningful updates, generous parking, storage, and the lifestyle benefit of private lake access—all in one desirable location.

106 S Lakewood Circle, Maitland
$475,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets that have been beautifully restored and updated with new hardware, adding warmth, character, and timeless appeal. With lots of counter space, a window over the sink, and a large breakfast bar, the kitchen is both functional and inviting. It seamlessly connects to the family room, which features a wonderful brick fireplace and sliding glass doors leading to the outdoor patio overlooking a private, fenced backyard. The home also boasts both formal living and dining rooms, providing plenty of space for entertaining. The spacious primary bedroom offers a large walk-in closet, while the great secondary bedrooms provide flexibility for family, guests, or a home office. Beautiful terrazzo flooring is located underneath the carpet, offering the opportunity to restore a classic feature of the home. A large brick driveway provides ample parking for residents and guests, and the home is conveniently within walking distance of English Estates Elementary School. This home is truly ready for you to make it your own, offering a desirable location, spacious layout, and an incredible opportunity to build equity. Conveniently located near shopping, restaurants, and major roads, this home offers both comfort and convenience. Call today to schedule your private viewing of this wonderful home!

2453 Worthington Road, Maitland
$130,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Discover comfort, style, and convenience in this beautifully renovated and tastefully furnished first-floor condominium in the centrally located Carrington Park community. This inviting home features brand-new tile flooring throughout and a thoughtfully updated kitchen with wood cabinetry, stainless steel appliances, granite countertops, and a spacious pantry for excellent storage. The generously sized bedroom includes a walk-in closet, offering plenty of room for organization. The updated bathroom features a walk in shower, new toilet and vanity. Carrington Park provides a desirable lifestyle with multiple swimming pool areas, a fitness facility, playground, and a peaceful courtyard for relaxation. Ideally located just steps from shopping and near the intersection of Howell Branch Road and 436, this condo offers easy access to major destinations, including UCF, Valencia, and Full Sail. A great opportunity for those seeking a move-in ready home in a convenient central location.

476 Banyon Tree Circle Unit 104, Maitland
$349,999
3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

1866 Bobtail Drive, Maitland
$425,000
3 Beds ⋅ 2 Baths ⋅ Forest Brook 2nd Sec SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Waterfront potential on Brookside Circle! Classic 3-bedroom, 2-bathroom property situated directly on peaceful Howell Creek with canoe access to Waumpi Lake. Renovation opportunity! The interior layout includes a living room with a window nook, a dedicated dining area, and a primary suite located off the dining room. The kitchen features a breakfast nook and opens directly into the main living area. A split floor plan places two secondary bedrooms on the opposite side of the home, alongside an indoor, air-conditioned laundry room. The second full bath opens directly to the screened pool deck to serve as a dedicated pool bath. The property sits on an expansive lot featuring a wide side yard and a deep backyard running along the creek. Filled with warmth and pride of ownership, the home showcases unique, hand-painted artistic touches throughout that reflect years of love—ready for the next owner to bring their own style. Ready for a complete transformation, this property presents an exceptional waterfront renovation opportunity. Schedule your tour today!

535 Brookside Circle, Maitland
$979,000
4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Welcome to 1281 Wellington Terrace, a beautifully maintained 4-bedroom, 3-bath home offering 2,931 square feet in one of Maitland’s most desirable and established neighborhoods. With spacious interiors, thoughtful updates, and deeded access to Lake of the Woods, this home offers an exceptional combination of comfort, versatility, and location. One of the home’s most distinctive features is its rare split floor plan with two private primary suites positioned on opposite sides of the home. The second primary suite also features its own separate entrance, offering exceptional flexibility for multigenerational living, extended family, guests, a private home office, or an independent retreat—all while maintaining privacy within the main residence. Inside, soaring beamed ceilings and skylights fill the home with natural light, while a beautiful statement fireplace anchors the main living area. The open kitchen flows effortlessly into the gathering spaces and is complemented by a separate butler’s pantry and spacious laundry room, providing the extra storage, functionality, and convenience that make everyday living and entertaining effortless. Recent improvements include new windows throughout and a three year old roof, adding comfort, efficiency, and peace of mind. An expansive Florida room opens the home to the private, low-maintenance backyard, creating a wonderful extension of the living space and an inviting setting for entertaining, morning coffee, or simply relaxing and enjoying Florida living year-round. Ideally located in Maitland’s sought-after Wellington community, residents enjoy deeded lake access, highly rated Seminole County schools, and convenient access to Winter Park’s Park Avenue, with its renowned restaurants, boutiques, museums, and cultural attractions. Nearly 3,000 square feet, two private primary suites, generous living spaces, beautiful architectural character, and an outstanding Maitland location—1281 Wellington Terrace offers the space, privacy, and flexibility to live beautifully at every stage of life.

1281 Wellington Terrace, Maitland
$340,000
3 Beds ⋅ 2 Baths ⋅ Sierra Condo Ph 2 SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo in the desirable Sierra Condominium Association, offering a comfortable split-bedroom floor plan, private attached garage, exceptional curb appeal, and a serene outdoor setting. The meticulously maintained landscaping features a stunning bougainvillea plant, adding vibrant color and charm to the home's inviting exterior. Inside, wood flooring extends through the family room, hallway, and primary bedroom, adding warmth and character to the living spaces. The spacious family room features a wood-burning fireplace and additional storage closet space, providing both a cozy gathering area and convenient functionality. The kitchen offers 42-inch wood cabinetry with ample storage and provides a functional space for everyday cooking and entertaining. The open flow into the main living areas makes it easy to stay connected with family and guests. The split-bedroom floor plan provides added privacy, with the spacious primary suite thoughtfully separated from the additional bedrooms. The primary bedroom features wood flooring, while both full bathrooms are equipped with walk-in showers and porcelain tile flooring, adding a clean, durable, and stylish finish. The HVAC system was replaced in 2020 and has been routinely serviced for added peace of mind. Enjoy the tranquility of your private outdoor space with a paver patio and covered pergola overlooking a peaceful creek—an ideal spot for morning coffee, outdoor dining, or unwinding at the end of the day. The property also includes a private attached one-car garage, providing convenient parking and additional storage. Residents of the Sierra Condominium Association enjoy desirable community amenities, including a community swimming pool and tennis courts, with cable and internet included in the association fees for added convenience and value. Conveniently located near shopping, dining, entertainment, and major roadways, this home provides easy access to Orlando and surrounding communities while offering a peaceful retreat to call home. Combining low-maintenance living, beautiful landscaping, thoughtful storage, desirable amenities, and a tranquil creekside setting, this Sierra condo is an opportunity you won't want to miss.

2362 Sierra Lane, Maitland
$775,000
5 Beds ⋅ 3 Baths ⋅ Stonewood First Add SubDv. ⋅ 32751 Zip Code
**PRICE IMPROVEMENT ON THIS STUNNING LAKEFRONT RETREAT IN MAITLAND!** Step into your next chapter at this exceptional lakefront property, where striking curb appeal is only the beginning. Perfectly positioned along the serene shores of **Lake Ruby**, this home blends timeless character with thoughtful modern updates. Inside, natural light pours through dramatic vaulted ceilings, illuminating spacious open living areas. The main gathering space flows seamlessly into the dining area, both showcasing **panoramic lake views** through expansive **updated sliding doors**, complemented by **built-in shelving** and **skylights** that enhance the airy ambiance. For the culinary enthusiast, the kitchen is more than a workspace—it’s a creative haven featuring **Corian countertops**, **tile backsplash**, abundant cabinetry, and **stainless steel appliances**, including a **newer dishwasher**. A charming **garden window** offers the perfect spot for plants or décor, while the eat-in nook provides yet another **stunning lakefront view**. Enjoy casual meals here or take the experience outdoors to the **incredible deck**, where Florida breezes set the tone for unforgettable gatherings. The formal dining room, anchored by a **wood-burning fireplace**, invites cozy evenings and intimate celebrations. Nearby, a versatile family room adapts to your lifestyle—ideal as an office, den, playroom, or even a fifth bedroom—with sliders leading to the **screened-in porch** and more peaceful lake scenery. The master suite is a true sanctuary, complete with a **private deck** overlooking Lake Ruby—perfect for sunrise reflections or unwinding at day’s end. The spa-inspired bathroom features designer tile and a rejuvenating shower, while the walk-in closet offers exceptional organization. Additional bedrooms provide comfort for family or guests, each with access to **updated bathrooms** that balance style and practicality. The home also includes an **indoor laundry room** with sink and **2-year-new washer and dryer**, plus numerous major updates: **roof (2019)**, **water heater (2023)**, **plumbing (2022)**, **AC (2017)**, and **irrigation with reclaimed water**. The beautifully landscaped **large corner lot** enhances the property’s charm. Convenience is unmatched with easy access to Maitland’s top amenities, schools, and major highways. This isn’t just a home—it’s a lifestyle, offering beauty, comfort, and the rare opportunity to live lakefront in one of the area’s most desirable communities. Homes with this level of character and luxury don’t come around often. Claim your future here.

956 Stonewood Lane, Maitland
$239,000
3 Beds ⋅ 3 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Welcome to this beautiful 3-bedroom townhouse in the desirable gated community of Visconti East in Maitland! This spacious townhouse features three levels, an open-concept living and dining area, a well-appointed kitchen, and plenty of natural light. The primary suite and additional bedrooms are located upstairs, along with a convenient laundry area. The third bedroom offers flexibility as a home office, den, or guest room. The attached two-car garage provides convenient parking and additional storage. Residents of Visconti East enjoy resort-style amenities, including two swimming pools, a 24-hour fitness center, tennis, basketball and pickleball courts, a clubhouse, and beautifully maintained grounds. Ideally located near I-4 and major roads, with easy access to shopping, dining, Winter Park, Downtown Orlando, and Central Florida's many attractions. This home is an excellent opportunity for a primary residence or investment property with strong rental potential. Schedule your private showing today!

1807 Shadow View Circle Unit 1807, Maitland
$590,000
3 Beds ⋅ 2 Baths ⋅ Lake Sybelia Shores First Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Virtually Staged. LOCATION! LOCATION! LOCATION! Set on a beautiful street lined with multi-million dollar homes and beautifully landscaped yards, this 1,785-square-foot, 3-bedroom, 2-bathroom single-story home offers comfortable, practical living with no HOA. The location puts the best of the area right at your doorstep. You are within short walking distance to Homer Hough Park on Lake Sybelia where you have access for kayaking or paddle boarding! A quick 3-minute drive (less than a mile) brings you to Lake Lily Park, the Maitland Community Center, and the Maitland Public Library. You are also just minutes from the new Maitland downtown shops, the Maitland Art Center, the local Farmers Market, top-rated schools, Winter Park dining, and I-4. Inside, walking through the double entry doors brings you into a bright foyer with a direct view straight into the backyard through a wall of windows. The open layout features fresh paint and newer energy-efficient windows, with easy-to-maintain laminate flooring throughout the main living areas and bedrooms, and tile in the kitchen and bathrooms. The central kitchen features granite countertops, a breakfast bar, and stainless steel appliances, including a new refrigerator and dishwasher. Right off the 2-car garage and kitchen, a large indoor laundry room acts as a functional mudroom with a utility sink and space for added storage. The primary bedroom includes a walk-in closet and an ensuite bath, while two guest bedrooms share a full hall bathroom. Out front, a circular driveway provides convenient extra parking. In the back, new sliding glass doors lead to a spacious, fully fenced yard with plenty of room for a pool, garden, or patio. Also, move in with total confidence knowing this home is backed by transferable Florida Pest Control warranties covering both Drywood and Subterranean termites. Key mechanical updates include a 2021 roof, updated plumbing and electrical, and a recently serviced dual AC system.

1231 N Lake Sybelia Drive, Maitland
$184,900
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Look at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedroom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown Orlando, or Maitland Center. Community Features include Swimming Pool less than 50 yards from Unit as well as Dock on Lake in Community. All Appliances in Unit. All Electrical Panels replaced July 2026, Alumicons to satisfy insurance for aluminum wiring added July 2026, Air Conditioning Replaced in 2016, Hot Water Heater in 2018, Garage Door in 2021. Sold As Is, Priced based on current condition.

895 Park Lake Circle Unit 75, Maitland
$219,900
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Impressive - 2 bedroom 2 bath condo on first floor in resort style community of Visconti Maitland. This recently remodeled unit features designer paint throughout, berber carpet, new ceramic tile, a gourmet kitchen with contemporary light grey cabinets, stainless steel appliances and laundry room with w/d hook ups. Community offers its residents 2 tropical pools overlooking Lake Shadow, a fitness center, tennis - and basket ball court and car wash area. Located within minutes to major shopping, entertainment and I-4.

1475 Lake Shadow Circle Unit 6105, Maitland
$239,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Rare updated 2/2 | | Top-Rated Schools Welcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High. Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced throughout Remodeled Kitchen with updated cabinets, appliances, paint, and a cozy dinette space Fully Remodeled Bathrooms (2024) including a private primary en-suite Private Outdoor Space: Second bedroom opens via slider to a fenced yard & patio Convenience: Indoor laundry room with washer/dryer included, pull-down attic storage, and designated parking right out front. Community & Location: Enjoy a tranquil, well-maintained neighborhood with a community pool just steps away. Walk or bike to Lake Lily Park & Farmers Market, Downtown Maitland, Enzian Theater, and local dining. Minutes to SunRail, I-4, Winter Park Village, and Park Ave!

1711 Grove Street Unit 519, Maitland
$810,000
4 Beds ⋅ 2 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code
1 year Home Warranty included. Discover Maitland Grove, a well-maintained enclave within one of Central Florida's most sought-after communities. Set in the heart of historic Maitland, celebrated for its scenic beauty and small-town charm, residents enjoy a relaxed suburban lifestyle just minutes from the urban energy, dining, entertainment, and employment centers of Downtown Orlando. Welcome to 231 White Oak Circle, a meticulously maintained 4-bedroom, 2-bath home filled with thoughtful upgrades, distinctive architectural details, and exceptional spaces for both everyday living and entertaining. This is not a cookie-cutter home; it is a property with a story, a sense of place, and details that reveal themselves from room to room. The spacious floor plan offers three separate gathering areas, including a formal living room, an inviting family room, and an oversized great room featuring a bar and access to the expansive screened patio. Natural light pours into the home through two skylights in the family room and an additional skylight in the private primary suite. Travertine flooring and genuine mahogany hardwood create warmth and character throughout. The kitchen is designed for convenience with soft-close cabinetry, two Lazy Susans, and a pot filler positioned above the range. Under-cabinet lighting adds an elegant, inviting ambiance while providing practical task lighting for cooking and meal preparation. Crown molding enhances the dining room, family room, foyer, primary bedroom, and great room, while chair rail detailing adds timeless character to the foyer, entryway, and dining room. A dedicated mudroom provides additional functionality and organization. The split-bedroom layout places the primary suite on the opposite side of the home for added privacy. A pocket door at the entrance to the secondary-bedroom wing provides additional separation and privacy for the home's three secondary bedrooms, while another pocket door at the secondary bathroom maximizes usable space and enhances functionality. The primary suite features an expansive walk-in closet, an additional closet with mirrored sliding doors, and a skylight that fills the space with abundant natural light. The spacious primary bathroom offers two separate showers, including one with a bathtub, dual sinks with granite countertops, and a dedicated makeup and dressing area with a desk. The secondary bathroom also features granite countertops and dual sinks for added convenience. Outdoor living is equally impressive, with porches surrounding the home, beautiful gardens, mature landscaping, established shade trees, rose bushes, privacy fencing, and an expansive screened patio ideal for relaxing or entertaining. An extensive French drain system provides enhanced drainage throughout the property, while four exterior faucets with hose connections are conveniently positioned around the home for easy landscape maintenance. Additional improvements include whole-house re-piping, updated ductwork, and an oversized garage with built-in shelving and a newly finished epoxy floor. A generator and air compressor are also included with the sale, providing added value and convenience. Rich in character, storage, and carefully considered upgrades, this exceptional home offers space, comfort, and timeless appeal inside and out.

231 White Oak Circle, Maitland
$315,000
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Completely renovated and move-in ready, a desired first-floor unit in the sought-after Lake Maitland Terrace! This impeccably updated two-bedroom, 1.5-bath condominium blends modern style with an unbeatable lakeside location in the heart of the Maitland/Winter Park area. Thoughtfully redesigned throughout, the home showcases a new kitchen with fresh cabinetry, granite countertops and stainless steel appliances. The baths have been tastefully reimagined with contemporary finishes, and stylish updates continue across the entire unit, delivering a turnkey home you can move into with confidence. The comfortable two-bedroom layout features a full bath in the hall plus a convenient half bath tucked within one of the bedrooms. Sunlight pours through large windows, and the easy first-floor accessibility makes everyday living a breeze. A space-saving washer/dryer combo is conveniently inside the unit, and a dedicated parking space adds day-to-day ease. Set within Lake Maitland Terrace, residents enjoy an amenity-rich community on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Take in the sparkling community pool with beautiful lake views, gather at the clubhouse with a full kitchen, and enjoy lake access from the private dock and fishing pier, plus kayak racks and tree-lined sidewalks throughout. Ideally just minutes from the charming shops, restaurants, and entertainment of downtown Maitland and Winter Park, you can walk to Lake Lily Park's popular events and the Enzian Theater, and reach Winter Park Village and Park Avenue in no time. Zoned for top-rated schools Dommerich Elementary, Maitland Middle and Winter Park High, this beautifully updated home is ready to impress. Whether you're seeking a primary residence or a seasonal retreat, don't miss your chance to claim this exceptional lakeside gem as your own.

1140 S Orlando Avenue Unit G3, Maitland
$225,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Welcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one of Maitland’s most convenient locations. Offering the charm and space of a townhouse with the ease of condominium living, this inviting home is just minutes from Downtown Maitland, Park Avenue, Winter Park Village, Lake Lily, major healthcare campuses, I-4, and some of Central Florida’s best shopping and dining. Inside, the home feels fresh, comfortable, and move-in ready. Newer energy-efficient windows and sliding glass doors fill the interior with natural light, while updated flooring creates a clean, cohesive look throughout. The renovated kitchen features quartz countertops, stainless steel appliances, updated cabinetry, and a functional layout that makes everyday cooking and entertaining easy. A convenient half bath completes the main level. Step outside to a spacious, fenced courtyard offering a rare amount of private outdoor living space. Create a comfortable lounge area, grilling station, container garden, or a secure place for pets to enjoy the outdoors. The partially covered area provides additional flexibility for parking, storage, or an expanded patio. Upstairs, two remarkably spacious bedrooms provide room for king-sized furniture, home office space, or a comfortable guest retreat. Each bedroom offers generous closet storage and direct access to the shared Jack-and-Jill bathroom. An additional upstairs closet adds even more practical storage. Just beyond the front door, residents can enjoy the community pool, expansive green space, and the peaceful surroundings of Park Lake. Whether spending a sunny afternoon by the pool, taking a morning walk, or simply unwinding outdoors, the community offers welcome opportunities to relax and enjoy the Florida lifestyle. With an updated interior, private outdoor space, oversized bedrooms, newer A/C, community pool, and an exceptional Maitland location, Unit 11 offers a compelling combination of comfort, convenience, and value.

820 Park Lake Circle Unit 11, Maitland
$235,000
4 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. LOOK LOOK LOOK THE OPPORTUNITY WE HAVE BEEN WAITING ON!! YES ITS HERE!4-bedroom, 1.5-bath concrete block home featuring a one-story layout and 1,635 square feet of living space. The home offers a living room, family room, indoor laundry room, and ceramic tile flooring throughout. Whether you're an investor or a buyer looking to renovate and add your personal touch, this property offers great potential. Conveniently located close to I-4, Downtown Orlando, shopping, dining, museums, schools, and other local attractions. Don't miss this opportunity to bring your vision to life! I must call now!

18 Eaton Street, Maitland
$219,900
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Exceptional - 2 bed 2 bath condo on 1st floor in resort style community of Visconti. Featuring designer paint throughout, plush carpeting, a gourmet kitchen with newer appliances, laundry room with full size washer/dryer hook ups and screened in patio with outside storage. Community offers its residents 2 tropical pools overlooking Lake Shadow, Gym, Tennis - and basketball court, play ground and clubhouse. Located within minutes to major shopping, entertainment and Interstate 4. Call and schedule your private showing today !

1100 Lake Shadow Circle Unit 2103, Maitland
$559,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand.

1241 Manchester Road, Maitland
$394,000
4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code
Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding.

2467 Fieldingwood Road, Maitland
$959,000
4 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways.

1889 Berkeley Court, Maitland
$325,000
3 Beds ⋅ 3 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code
Welcome to Lake Faith Villas, an established lakefront community in Maitland. This spacious 3-bedroom, 3-bathroom condominium offers 1,860 square feet with an open floor plan, abundant natural light, and views of the community's landscaped grounds. The layout includes a first-floor bedroom and full bathroom, offering flexibility for guests, a home office, or everyday living. Upstairs, the primary suite features a walk-in closet and en-suite bath, while the third bedroom also has its own full bathroom. Recent updates include a new Washer and Dryer (2025), HVAC System (2022), Hot Water Heater (2022), and the roof replaced by the HOA (2022). Enjoy your garden patio or take advantage of the community's lakefront clubhouse, swimming pool, and direct views of Lake Faith. Located just minutes from Winter Park, SunRail, and major highways, the home is also close to Maitland's growing selection of restaurants, shopping, and fitness options, including the newly opened Crunch Fitness. Schedule your private showing today!

283 W Lake Faith Drive Unit 146, Maitland
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