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$825,000
3 Beds 3 Baths Dommerich Hills First Add SubDv. 32751 Zip Code
Expect to be impressed with this beautifully maintained 3-bed/3-bath, 1-story Dommerich pool home. With almost 2,300 square feet of thoughtfully designed living space, this home offers over $100K in impactful updates and improvements, including a newer roof (2022), newer HVAC system (Dec 2023), recent conversion from septic to sewer (2026), new pool pump and filter system, newer paver driveway and drainage, and more. Step inside to a spacious family room where a stacked stone wood-burning fireplace sits between elegant built-in shelving and cabinetry to present a warm and inviting focal point. The family room opens to the dining area and adjacent breakfast bar that overlooks the kitchen…an ideal design for both everyday living and entertaining…all anchored by timeless hardwood flooring. The sunny kitchen features skylights newer stainless appliances (all replaced within the last 5 years), a cooktop with a pot filler, and a new beverage refrigerator for added convenience. Sliding glass doors at the rear of the dining area open to the covered lanai and private backyard, offering a seamless indoor-outdoor experience with pool views. Outside you’ll enjoy a private backyard oasis, complete with a covered lanai, open paver patio deck, a covered gazebo with festive lights and a large sparkling pool, all fully-fenced creating the perfect space to relax, entertain, and enjoy Florida living. Enhancing versatility, pocket doors off the side of the dining room open to reveal a den/flex space, and a 207- sq ft Florida room with a dedicated 1.5 ton ductless AC unit. These 2 areas are perfect for a home office, workout room, or playroom. There is a 3rd full bathroom adjacent to the den. The desirable split-bedroom floor plan provides comfort and privacy, with 2 secondary bedrooms positioned off the front hallway while the Primary Suite sits at the rear of the home, featuring wood floors, a large walk-in closet, and sliding glass doors for direct access to the backyard area. Located off the 2-car garage entrance, the spacious indoor laundry room includes utility sink with storage cabinetry, along with an adjoining office nook for a cozy and functional workspace, a storage closet, and access to a 3rd full bath with extra linen storage. Zoned for A-rated Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional home combines thoughtful updates, flexible living spaces, and a fantastic outdoor setting in a highly desirable location.

2414 Chinook Trail, Maitland

$799,000
3 Beds 5 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

233 Flame Avenue, 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

$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

$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

$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

$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

$465,000
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

$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

$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

$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

$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

$649,000
3 Beds 2 Baths Dommerich Estates 1st Add Maitland SubDv. 32751 Zip Code
**BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

553 Arapaho Trail, Maitland

$299,000
3 Beds 3 Baths Park Lake Twnhs SubDv. 32751 Zip Code
Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized, and highly functional. Walk into the fully renovated kitchen, showcasing elegant Calacatta quartz countertops, updated cabinetry, stainless steel appliances, and modern finishes that make it the centerpiece of the home. Waterproof luxury vinyl plank (LVP) flooring extends throughout the entire residence, complemented by updated lighting and fixtures that give the home a fresh, contemporary feel. Upstairs, the spacious primary suite offers a generous walk-in closet and private access to a screened balcony—the perfect place to enjoy your morning coffee or unwind in the evening. Step outside to your private courtyard, an inviting outdoor retreat perfect for relaxing or entertaining. Residents also enjoy access to a sparkling community pool, perfect for cooling off during Florida's warm summer months. Ideally situated with quick access to I-4 and Orange Avenue, this home places you just minutes from Downtown Orlando, top-rated hospitals, shopping, dining, and entertainment. Nearby attractions such as the Orlando Science Center and Orlando Museum of Art provide endless opportunities for culture and recreation, while schools and everyday conveniences are all within easy reach. With tasteful updates throughout, modern finishes, and an unbeatable Maitland location, this move-in-ready townhouse offers the perfect combination of style, comfort, and convenience. Schedule your private showing today!

812 Park Lake Circle Unit 7, Maitland

$435,000
3 Beds 2 Baths Winfield SubDv. 32751 Zip Code
Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home featuring a sparkling pool and exceptional curb appeal! Nestled among lush landscaping, the backyard is a true private oasis—perfect for relaxing or entertaining. Inside, you'll be greeted by vaulted ceilings, abundant natural light, upgraded flooring, high-end countertops, and a beautifully designed kitchen that's both stylish and functional. The thoughtfully designed split floor plan offers privacy, with the spacious primary suite situated in its own wing and two additional bedrooms on the opposite side of the home. Additional highlights include a charming breakfast nook, a large living room, a dedicated office area, and a convenient indoor laundry room with the washer and dryer included. The attached garage provides ample storage and parking. Currently has a tenant with a lease ending on Nov 19th. Ideally located near the thriving Maitland business district, this home is just minutes from shopping, dining, Altamonte Mall, Winter Park, and offers easy access to I-4 and SR 414, making commuting throughout Central Florida a breeze. Don't miss the opportunity to make this exceptional home your own—schedule your private showing today!

2180 Tortoise Shell Drive, Maitland

$235,000
3 Beds 3 Baths Park Lake Twnhs SubDv. 32751 Zip Code
**Listing price is seller's bottom line, he won't accept anything lower than asking** Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!

916 Park Lake Circle Unit 34, Maitland

$549,000
3 Beds 2 Baths Druid Hills Estates 1st Add SubDv. 32751 Zip Code
Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by original hardwood floors that flow throughout the home, creating warmth and charm from the moment you step inside. The beautifully updated kitchen, renovated in 2019, is both stylish and functional, featuring propane service to the stove, newer appliances replaced in 2023, and an open flow into the living and dining area—perfect for everyday living and entertaining alike. Just beyond the main living space, the expansive Florida room is filled with natural light and features French doors that open to your private backyard oasis. Whether you’re hosting weekend gatherings or enjoying a quiet evening at home, the outdoor space is sure to impress with a sparkling pool, outdoor shower, fully fenced backyard, dedicated boat parking, and plenty of room for gardening, pets, or play. All three bedrooms are conveniently located together down the hall, creating a comfortable and private retreat. The bathrooms were tastefully remodeled in 2023, and additional updates provide peace of mind, including a BRAND NEW tankless water heater, new HVAC system (2023), a roof that’s just three years old, and a propane water heater. The septic drain field was replaced in 2019, and the septic system was professionally flushed just one year ago. Storage is abundant with an inside laundry room, built-in garage shelving, and a spacious attic for all your storage needs. Ideally located in a quiet pocket of Maitland with no HOA, you’ll enjoy easy access to the shopping, dining, parks, and entertainment of both Winter Park and Altamonte Springs while coming home to the peaceful charm of this established neighborhood. With the new Trader Joe’s planned just five minutes away, this location continues to become even more desirable. Blending classic character with modern updates and an incredible outdoor lifestyle, this move-in-ready Maitland pool home is one you won't want to miss!

1055 Druid Drive, Maitland

$799,890
3 Beds 2 Baths Dommerich Hills Second Add SubDv. 32751 Zip Code
Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty. The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and living room, while cool and durable tile flooring extends throughout the remaining living areas. The family room features a wood-burning stone fireplace, French doors to lanai, walk-in closet, Just outside, a lakeside fire pit is perfect for relaxing with family and friends while taking in peaceful water views and sunsets. The 12-foot-deep lanai overlooks the screened swimming pool and the 120 feet of lake frontage. Across the water lies a protected nature preserve, providing a backdrop of trees and nature. Whether hosting holiday gatherings, celebrating special occasions, or enjoying quiet evenings at home, the layout provides flexibility and comfort. Imagine your own pineapple patch and fruit trees! You’ll have seasonal oranges, Key limes, plums, and kumquats. Whether you're enjoying your morning coffee overlooking the lake or spending evenings under the stars, the outdoor spaces invite you to slow down and savor every season. The original 1968 home was replaced with a new home in 1998, including new electrical and plumbing and incorporating the updated building codes that required hurricane-resistance structures. In 2026 the home was connected to the new City of Maitland sewer system. The home has fresh paint throughout, new fixtures, and new water heater. This is more than just a home; it's a lifestyle. Here, families have room to grow, creating lasting memories, and nature is always just outside the door. This home has an exceptional waterfront setting and is situated very close to the Maitland and Winter Park Chain of Lakes. With a bright and inviting interior, thoughtful features, and an outstanding location, with A-rated schools, this property offers a rare opportunity to enjoy peaceful lakeside living without sacrificing convenience.

2624 Tuscarora Trail, Maitland