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2312 Sierra Lane Unit 2312, Maitland
$349,600
2 Beds ⋅ 3 Baths ⋅ Sierra Condo Ph 1 SubDv. ⋅ 32751 Zip Code
Hidden Gem! This small community is quiet, independent, extremely well maintained and one of Maitland's most desirable communities. This unit is a spacious with two bedroom suites each with its own connected bathroom and an additional 1/2 bath four guest. Home is arranged with a separate dining room or office space, living room, kitchen and breakfast room. The kitchen is fully equipped with all appliances including a gas stove. There's also plenty of room with the breakfast nook which looks out onto the wooded back area. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. An additional Florida room adds a great peaceful reading room .All the of the main rooms have tall ceiling which provide open feel and lots of natural lite from the upper windows. Bedrooms are spilt plan, main bedroom is on ground floor with 10 ft ceiling. Great location.. this lot, offers a generous outdoor area where you can relax and take in the lush landscaping front and back The attached private one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Home offers gas stove, gas water heater and gas heater. Community offers amenities including the pool and tennis courts, enhancing your lifestyle. Sellers offer possible concessions for loan buy-down or closing costs. See today! New plumbing re-piped 2018, new roof 2018 new windows 2023, new Ac 2024 Cable and WIF provided by HOA.

2312 Sierra Lane Unit 2312, Maitland

1475 Lake Shadow Circle Unit 6205, Maitland
$199,900
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Step into easy, resort-style living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo offering 1,048 square feet of thoughtfully designed space in the gated community of Visconti. With an open, light-filled floor plan and two spacious primary suites each with its own full bathroom this home delivers a flexible layout for everyday living. Luxury vinyl plank flooring runs throughout the entire home, giving every room a cohesive, modern look that's as durable as it is easy to maintain. The kitchen and living areas flow together seamlessly, creating a natural gathering space that keeps everyone connected, whether you're cooking dinner, watching a game, or settling in for the evening. Both suites are generously sized with ample closet space, and the split layout gives residents privacy when they want it. The bathrooms have been partially updated, offering a refreshed feel while leaving room to add your own finishing touches. Step outside to the large screened-in balcony a true extension of the living space, perfect for morning coffee, evening unwinding, or dining al fresco while overlooking the community's lush surroundings. The balcony also includes a dedicated storage area, keeping bikes, seasonal items, and outdoor gear neatly out of the way. A brand-new 2025 air conditioner adds comfort and peace of mind for years to come. The well-maintained, gated grounds feature mature landscaping and walking paths, along with a welcoming clubhouse for gatherings, two swimming pools for warm Florida afternoons, a fitness center for your daily workout, and tennis and basketball courts for friendly competition. HOA services cover water, sewer, pest control, and valet trash. Centrally located near shopping, dining, entertainment, and I-4, this condo offers easy access to Maitland, downtown Orlando, and area attractions. A great opportunity for low-maintenance living in a desirable Maitland location.

1475 Lake Shadow Circle Unit 6205, Maitland

1140 S Orlando Avenue Unit J12, Maitland
$225,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Welcome to this amazing opportunity to own inside the highly coveted Lake Maitland Terrace community. This second floor condo is two bedrooms and one bathroom and ready to be renovated & updated. It’s time to enjoy a low-maintenance turnkey lifestyle in the perfect walkable location…just steps away from dining, famed Enzian Theater, Fort Maitland Park, Lake Lily Park and a moments drive to all other conveniences of Maitland, Winter Park and all surrounding areas. Lake Maitland Terrace amenities include a large community pool, grill area, shuffleboard, fishing dock & pier, kayak storage and direct access to Lake Maitland and the beautiful chain of lakes. Enjoy peaceful lakefront sitting & views EVERY DAY. BRAND NEW HVAC - September 2026. Water & trash is included in your monthly fees. Private small storage unit located near the condo. Multiple laundry centers onsite in the community plus an option to plumb inside the condo for private laundry (project completed by multiple condo owners). One (1) assigned parking space and multiple open spaces. Zoned for TOP schools. WELCOME HOME!

1140 S Orlando Avenue Unit J12, Maitland

206 Quayside Cir Unit 203, Maitland
$950,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
This Winter Park Chain of Lakes condominium has been completely reimagined to the highest of standards with meticulous attention to detail, providing luxury living in the ideal Maitland location. The sale includes a desirable, dedicated boat slip, giving you access to the entire Winter Park Chain of Lakes for year-round enjoyment and unparalleled lake views. A corner unit, the property is filled with beautiful natural light, creating a bright, fresh ambiance against the quintessential Florida backdrop of sunshine. The home has been entirely reconstructed from ground up, featuring updated electrical, plumbing, HVAC, windows, sheetrock, an on-demand water heater, a whole-home water filter, in-floor heating, flooring, paint, lighting, a kitchen and baths. Every interior detail showcases bespoke craftsmanship, including authentic oak chevron floors, designer wall and trim treatments, handcrafted base and crown moldings and a Level 5 sheetrock finish with sprayed matte paint. Elevating the modern aesthetic are a double-sided Dimplex fireplace, integrated Lutron lighting and shades, handcrafted HVAC vents and built-in Samsung Frame TVs. The home also offers brilliant storage solutions, featuring a large hidden storage closet concealed behind the entryway mirror alongside integrated hallway doors for seamless HVAC and closet access. The gourmet kitchen flows openly into the gathering space with direct views of the lake, centering around a seated island and an intimate eat-in area perfect for dining or entertaining. Designed to be efficient, sleek and integrated with the formal living spaces, it boasts a restaurant-quality induction cooktop and speed oven, custom cabinetry with real brass inlays and brass doors, a Brizo touch faucet with on-demand hot water and an integrated Thermador refrigerator with touch-sensitive doors. The luxurious owner's retreat enjoys stunning water views, upgraded lighting, a fully organized walk-in closet and the ambiance of the double-sided fireplace. The primary bath offers an indulgent, spa-like experience with book-matched porcelain marble slabs, a shower with body sprays, in-floor heating and a heated towel warmer. Thoughtful conveniences include a private water closet with a Kohler Veil intelligent toilet and bidet, seamless marble finishes and double sinks paired with oversized medicine cabinets for ample storage. Perfectly positioned in a premier Lake Maitland location, the property is just across the street from hours of scenic trails weaving around the lakes of Maitland and Winter Park. Exceptional dining and coffee options like Luke’s, Francesco’s, Antonio’s and Starbucks are just a short distance away, alongside numerous other local restaurants and bars. Daily conveniences are effortless with Whole Foods, Trader Joe's, Publix, Target, Home Depot and REI all within a five-minute drive, while the historic Enzian Theater is close by for the ideal movie night.

206 Quayside Cir Unit 203, Maitland

219 Quayside Circle Unit B9, Maitland
$799,000
2 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Tucked inside The Moorings, one of Maitland's most charming lakeside enclaves, 219 Quayside Circle sets a new standard for the community, and it comes with its own DEEDED BOAT SLIP on Lake Maitland, your gateway to the Winter Park Chain of Lakes. This two-story townhome-style condo has been completely reworked around an open, light-filled floor plan. The kitchen takes center stage with a 13-foot island wrapped in waterfall quartz. The same quartz runs across the counters and climbs the walls as a dramatic full-height backsplash, paired with GE Monogram and Café appliances and solid wood soft-close cabinetry. In the living room, soaring ceilings frame a wood-burning fireplace, and a sunroom/den just off the dining area makes an easy spot for morning coffee, a home office or a reading nook. Upstairs, two en-suite bedrooms each offer their own private retreat. The primary features a vertical wood-slat accent wall with sconce lighting, a generous walk-in closet, and a spa-inspired bath with an oversized walk-in shower that encloses a soaking tub. Throughout the home you'll find exquisite tile work, new PGT insulated windows and Andersen French doors that pour in natural light, recessed lighting, iron stair railings, and all-new baseboards and trim. A 2023 HVAC system and water heater add peace of mind, and the attached one-car garage includes a laundry room. Residents enjoy a community pool, recreation hall and dock, with Lake Lily Park and its year-round events right nearby. Park Avenue's boutiques and restaurants are about five minutes away. Move-in ready with true lock-and-leave convenience, this is lake living without the upkeep.

219 Quayside Circle Unit B9, Maitland

1100 S Orlando Avenue Unit 306, Maitland
$599,900
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest.

1100 S Orlando Avenue Unit 306, Maitland

1140 S Orlando Avenue Unit H-16, Maitland
$625,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code
EXQUISITE CONDO WITH BOAT SLIP AND DOCK ON THE WINTER PARK CHAIN OF LAKES! This stunningly reimagined corner unit boasting extra windows for light/space and a limestone porcelain zero entry threshold which extends inside-out opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and extraordinary view of the morning sunrise over the lake, which is nestled on the Winter Park Chain of Lakes bordering Winter Park-and less than a mile to Park Avenue. This is penthouse style living, with a fully extensive elevated remodel by W DESIGNS LTD leaving nothing spared.As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling which meets a beautiful and coffer ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area, also carries the refined custom millwork paneling throughout, with a built in banquette for seating which also provides ample storage. Aloft the solid wood dining table with custom French feather & down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel paneled refrigerator . All appliances are 3 years of age with little use. Master bedroom, also features beautiful millwork throughout including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and lucite knobs. All extra wide louvered shutters throughout, are custom hand milled shutters by Lloyd’s Shutter Shoppe. Bathroom has been redesigned with commercial grade, for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architecture detail, marble shower with soaking tub, Contemporary Signature Hardware waterfall faucets offer the jewelry for the bathroom. This masterfully done jewel box, Pied-à-Terre, is the epitome of simple luxury perfectly situated in this cozy community on Lake Maitland.

1140 S Orlando Avenue Unit H-16, Maitland

1010 Winderley Place Unit 100, Maitland
$349,000
2 Beds ⋅ 3 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
Discover the best of Maitland living in this light and bright end-unit townhome in the gated, lakefront community of Lake Destiny. Offering 2 bedrooms, 2.5 bathrooms, and 1,640 square feet, this inviting home features vaulted ceilings, a versatile loft perfect for a home office, media room, or additional living space, and plenty of valuable upgrades. The updated kitchen showcases crisp white cabinetry and contemporary quartz countertops as well as a dining area for special gatherings. Low-maintenance ceramic tile and laminate flooring flow throughout the first floor, drawing you into the two-story living room. This space is enhanced with transom windows, adding even more natural light creating an airy feel. Upstairs, the loft and two spacious bedrooms offer comfortable retreats, with brand-new carpet adding a fresh touch. The primary features a walk-in closet and plenty of storage in the ensuite bathroom. You also have a beautiful water view further adding to the tranquilty of the space. For added convenience, there’s an interior laundry room and a one-car garage. Step outside and take in the serene water feature view from your private patio or walk over to the community pool for a relaxing afternoon soaking up the sunshine. When you’re heading off to work or play, I-4 and 414 are just minutes away and one of Orlando’s most popular fitness facilities, Genesis Health Club, is just 1.5 miles away. Costco, Target, Home Depot, along with a variety of shopping and dining options are a short 10 minute drive and Winter Park and downtown Orlando are less than 20 minutes from the home as well. Recent improvements include new upstairs carpeting, a Kinetico whole-home water softener and filtration system with reverse osmosis filtration at the kitchen sink, a roof replaced in 2023, a 2020 water heater, and an AC system updated in 2018/2019. **The home is available to be sold unfurnished or fully furnished for a complete turnkey experience!**

1010 Winderley Place Unit 100, Maitland

508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland

180 E Faith Terrace, Maitland
$485,000
2 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code
Welcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in the heart of Maitland. Thoughtfully renovated in 2016, this inviting residence offers a wonderful blend of character, comfort, and modern finishes. Step inside to discover updated wood flooring, fresh interior paint, and a completely renovated kitchen featuring stainless steel appliances and stone countertops. The two generously sized bedrooms provide a comfortable living space, while both bathrooms have been tastefully renovated. Stone countertops can be found throughout the home, adding a cohesive and timeless touch. Peaceful water views of Lake Seminary, create a lovely backdrop for morning coffee, entertaining, or simply relaxing at home. Additional highlights include a new well installed 2022, a new septic tank installed in 2024, and a new grey water tank in 2026. The backyard was also freshly resodded, providing a beautiful outdoor space to enjoy Florida's year-round sunshine. Located in desirable Maitland, the home is close to shopping, dining, parks, Winter Park, and major roadways, making it easy to enjoy everything Central Florida has to offer.

180 E Faith Terrace, Maitland

2313 Haywood Court Unit 201, Maitland
$150,000
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Welcome to Carrington Park Condominiums! This 2-BEDROOM, 2-BATHROOM condo is located on the TOP FLOOR, (only1 flight of stairs) offering added privacy with no neighbors above. The comfortable floor plan provides plenty of space for everyday living, while the SCREENED-IN BALCONY is the perfect spot to relax and enjoy the Florida weather. A STACKABLE WASHER-DRYER is conveniently located inside the unit, and the REFRIGERATOR CONVEYS for added convenience. The condo building is ideally situated NEXT to the COMMUNITY POOL, making it easy to take advantage of one of the communities most popular amenities. The community also features a LARGE FITNESS CENTER and PLAYGROUND, providing something for everyone. Conveniently located in Maitland with easy access to major highways, shopping, dining, and everyday necessities, this condo offers a great combination of location and low-maintenance living. Whether you're searching for a PRIMARY RESIDENCE OR INVESTMENT/RENTAL PROPERTY, this Carrington Park condo is a wonderful opportunity!

2313 Haywood Court Unit 201, Maitland

2637 Legacy Villas Drive Unit 2637, Maitland
$190,000
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

856 Park Lake Circle Unit 51, Maitland
$228,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
FIRST 6 MONTHS OF HOA PAYMENTS COVERED BY SELLER! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this extremely well-maintained townhome with 2 levels of comfortable living, a one-car garage, a generously sized laundry room under air, along with a lovely 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, either as a residence or as an investment. 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! BONUS, there is a dock on the lake accessible by the community (think about walks to the lake in the mornings to watch the sunrise with your coffee or in the evenings to watch the sunset with your glass of wine!). Low Maintenance Living at its 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! Note, some photos have been virtually staged for furniture placement.

856 Park Lake Circle Unit 51, Maitland

1150 Lake Shadow Circle Unit 3305, Maitland
$170,000
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

210 Magnolia Road Unit 207, Maitland
$339,000
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

2305 Haywood Court Unit 203, 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

895 Park Lake Circle Unit 75, Maitland
$179,900
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

1711 Grove Street Unit 519, 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

1140 S Orlando Avenue Unit G3, 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

820 Park Lake Circle Unit 11, Maitland
$224,900
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
** SELLER TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, RATE BUYDOWN OR HOA PREPAYMENT WITH ACCEPTABLE OFFER ** 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

1713 Gulfview Drive Unit 435B, Maitland
$249,000
2 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph C SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader Joe's, Whole Foods, Park Avenue and countless local dining favorites all within minutes. Inside, you'll immediately notice one of this home's most unique features. The floor plan was thoughtfully reimagined to create an expansive open-concept living space centered around a beautifully enlarged kitchen—offering a layout rarely available within the community. Warm cabinetry, stainless steel appliances, a center island, under cabinet lighting, recessed lighting and abundant workspace make this kitchen equally suited for everyday living and entertaining. Ceramic tile flooring flows throughout the entire first floor, while upstairs features durable laminate wood flooring throughout both bedrooms. Each bedroom serves as its own private primary suite with an ensuite bathroom, providing exceptional flexibility for guests, roommates or multi-generational living. One suite features a tub/shower combination while the other offers a walk-in shower. A third full bathroom downstairs with a walk-in shower adds additional convenience for visitors. Additional highlights include a re-roof (2021), energy-efficient double-pane windows and sliding glass door (updated 2023), a dedicated interior laundry room complete with cabinetry and folding counter, attractive 5¼-inch baseboards throughout the main living area, and a private rear courtyard that connects to the garage—perfect for grilling, outdoor dining, container-gardening or additional storage. Combining an exceptional location, a one-of-a-kind floor plan, and low-maintenance living in the heart of Maitland and minutes from Winter Park, this home offers a rare opportunity to enjoy both convenience and comfort in one of Central Florida's most desirable areas.

1713 Gulfview Drive Unit 435B, Maitland

1140 S Orlando Avenue Unit E1, Maitland
$287,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Ready for Lake Living?!Welcome to Lake Maitland Terrace! This beautifully updated, first floor corner , low-maintenance living in a desirable Maitland location near Winter Park. Condo Features & Updates: • 2 spacious bedrooms • Brand-new kitchen cabinets, countertops, and appliances • Beautifully renovated bathroom • New lighting throughout • New interior doors • Newer air conditioning system • Newer hot water heater • In-unit washer and ventless dryer • Private screened-in porch • Custom window blinds • Convenient first-floor corner location Community Amenities: • Lakefront community with private dock access • Boat slip rental • Swimming pool and clubhouse • HOA includes water, sewer, lawn care, and valet trash service Enjoy the convenience of being minutes from Winter Park, downtown Maitland, restaurants, shopping, parks, and entertainment. Move-in ready with the major updates already completed! An excellent opportunity for anyone seeking a comfortable Florida home in a convenient location with wonderful community amenities. Schedule your private showing today!

1140 S Orlando Avenue Unit E1, Maitland

2329 Coawood Unit 103, Maitland
$140,000
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying Florida’s year-round weather without the bugs. Both bedrooms are generously sized, and the split-style layout offers privacy for owners and guests alike.Residents enjoy access to community amenities including a sparkling pool, fitness center, and more, all just steps from your front door. Situated at the corner of Howell Branch and SR-436, you’re minutes from shopping, dining, and major employers, with easy access to UCF, Full Sail, and Downtown Orlando.Whether you’re looking for a place to call home or a turnkey rental opportunity in a high-demand corridor, this one checks all the boxes. Priced at $140,000, schedule your showing before it’s gone.

2329 Coawood Unit 103, Maitland

1140 S Orlando Avenue Unit H3, Maitland
$389,900
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

1140 S Orlando Avenue Unit H3, Maitland

1000 Winderley Place Unit 141, Maitland
$289,900
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo Ut 1 SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with a new vanity, mirror, and lighting. Durable wood-look tile and wood flooring throughout — no carpet. This is a two-story building, which falls outside Florida's SIRS and milestone inspection requirements that apply to condos three stories and taller. The open-concept living space extends through sliding glass doors to an enclosed sunroom overlooking the pond, ideal as a home office or morning coffee spot, and each bedroom opens to its own private screened patio. The primary suite adds a walk-in closet with built-in shelving; the second bedroom offers double closets with built-in shelving as well. HOA fee includes cable/internet, lake access for boats and jet skis, a large lakefront pool, a tennis court, and all exterior maintenance, including the roof. Minutes to Maitland and Winter Park shopping and dining, and easy access to highway I-4. Great option for low maintenance living as a primary residence or an investment opportunity. Schedule a viewing today!

1000 Winderley Place Unit 141, Maitland

1140 S Orlando Avenue Unit I14, Maitland
$325,000
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy access to boutique shops, upscale dining, and vibrant entertainment. This unit stands out with its unique two-bedroom, one-and-a-half-bath layout—a rare find in the community, where most units are built with just one bath. Sunlight floods in through large windows, and warm wood floors flow throughout. This charming efficiently designed kitchen, with light cabinetry with contrasting hardware, quartz counters, and stainless steel appliances, is perfect for entertaining. Beyond the comforts of the home, enjoy the exclusive opportunity to secure a boat slip—a prized amenity in this tranquil lakeside retreat. Complex is amenity-rich with sidewalks, a community pool where residents enjoy lake access with beautiful views. The amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. Walk to Lake Lily Park’s events, the Enzian Theater, and be just minutes from Winter Park Village and Park Avenue. Zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a chance to embrace the best of Maitland living. Don’t miss your chance to claim this exceptional retreat as your own.

1140 S Orlando Avenue Unit I14, Maitland

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