Location: Maitland
Do Not Show Listings
1140 S ORLANDO AVE #E2, MAITLAND, FL 32751
$214,50057 Days on yellowkey MLS ID: O6404875
REDUCED by $5,000 (2.3%) on 07/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1971 Tax: $539 (2025)Community: Lake Maitland Terrace AptsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$539
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly painted and thoughtfully enhanced, the home blends timeless mid-century character with modern comfort and style. The spacious bedroom showcases sleek modern concrete flooring, adding to the authentic architectural aesthetic and contemporary feel. Perfectly positioned within a charming two-story mid-rise building, this residence offers effortless access to the community’s exceptional waterfront amenities and relaxed lakefront atmosphere. Set on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—residents enjoy direct lake access for boating, kayaking, canoeing, fishing, and water-skiing. A private community dock is located on-site, while the City of Maitland public boat ramp sits conveniently next door. Boat slips may also be available upon request. The location is truly unbeatable. Just one block from Lake Lily and Fort Maitland Park, and only minutes from Park Avenue, residents can walk to the Maitland Farmers Market, local restaurants, coffee shops, gym, dry cleaning, barber shop, boba tea, and more—all directly across the street. Enjoy easy biking access to Park Avenue for premier shopping, dining, and entertainment. Residents of Lake Maitland Terrace enjoy outstanding amenities including a newer community pool, lakefront clubhouse with breathtaking views available for private events, on-site laundry facilities, free unlimited water, and twice-weekly valet trash service. Experience maintenance-free living where iconic mid-century modern design meets modern updates and an unmatched Central Florida lakefront lifestyle.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
249 W LAKE FAITH DR #205, MAITLAND, FL 32751
$325,00058 Days on yellowkey MLS ID: O6406744
REDUCED by $14,000 (4.1%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1739 Built: 1974Monthly Fee: $620 Tax: $1,339 (2025)Community: Lake Faith VillasCondo
Taxes:$1,339
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Middle School: Maitland Middle
Remarks: One or more photo(s) has been virtually staged. Tucked away in this delightful and quiet lakefront community this beautifully renovated GROUND FLOOR condo offers so much, including a 2 PARKING SPACES - one is a deeded carport and the other is an open assigned parking spot... And there is a separate storage closet too! Situated on one level, this condo overlooks the charming grounds and a peek of Lake Faith from the living areas and porch. Inside is a treat for sure with a large open living and dining room layout that is light and bright. The unit has a luxury vinyl plank flooring throughout most of the unit and tile flooring in the kitchen and baths. The kitchen is updated with granite countertops and plenty of cabinetry. Off the living room is an expansive back porch that has tile flooring and was recently updated with newer windows and entry door (2024) .... And off the dining area is a charming, covered porch. So, lots of areas to enjoy day to day or if you like to entertain. The master bedroom is a spacious size and also opens to the back porch… You will love the master bath - completely redone with a large shower, a stylish vanity with ample storage as well as a make-up vanity and a generous walk-in closet. The 2 additional bedrooms are both a good size with great closet storage. Other notable features are the inside laundry closet with open shelving and newer LG washer and dryer (2024) and the custom shades installed in the living areas and bedrooms (2023). Along with these upgrades, there have been system updates including new hot water heater (2015), new AC (2016) and replumbed (2013). This complex offers a private, tranquil atmosphere and has terrific amenities including a gated entrance, clubhouse, and pool. And the location couldn’t be more convenient, with easy access to I-4 as well as a new retail and restaurant development within a short stroll. This is one not to miss!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Dawn Romance (407-929-2826)
200 MOSELEY AVE, MAITLAND, FL 32751
$410,00039 Days on yellowkey MLS ID: O6413652
0 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,000 (2.4%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 2026 Tax: $1,843 (2025)Community: Pindar SubSingle Family
Taxes:$1,843
Elementary School: Hungerford Elem
Remarks: Every detail of this home was thoughtfully curated to offer timeless beauty, upscale finishes, and modern functionality. This exceptional property blends contemporary design with everyday comfort, creating the perfect living experiences. The oversized walk-in shower creates a true resort-style experience with floor-to-ceiling marble-inspired tile, frameless glass enclosure, rainfall showerhead, and designer pebble stone flooring that adds texture and tranquility. Natural light pours through the window, enhancing the bright, airy atmosphere while highlighting the glossy porcelain tile floors that flow seamlessly throughout the space. lastly this home has the perfect blend of modern elegance and functionality in this beautifully designed gourmet kitchen. Featuring stunning granite countertops, sleek custom gray shaker cabinetry, and premium stainless-steel appliances, this space was crafted with both style and everyday living in mind.
Listing is courtesy of: SYCHAR REALTY (407-921-0069)
Listing Agent: Brianna Grant (407-764-8436)
2329 COAWOOD #103, MAITLAND, FL 32751
$140,00011 Days on yellowkey MLS ID: O6421431
0 Days Off yellowkey (back on 7/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1206 Built: 1973Monthly Fee: $470 Tax: $2,475 (2025)Community: Carrington Park A CondoCondo
Taxes:$2,475
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)
Listing Agent: Jahmarie Jean (919-638-5652)
814 PARK LAKE CIR #8, MAITLAND, FL 32751
$215,00068 Days on yellowkey MLS ID: O6404876
REDUCED by $1,000 (0.5%) on 07/07/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1432 Built: 1972 Tax: $3,936 (2025)Community: Park Lake TwnhsCondo
Taxes:$3,936
Remarks: A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The second floor has two bedrooms with an updated bathroom. The shower has been remodeled to allow easy access. This home has a large patio with artificial grass flooring. The one car garage is an added bonus. The property has had the window replaced, a new hot water heater and the electrical panel upgraded within the past couple of years. This wonderful unit is at a great price and will not last long.
Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)
Listing Agent: Warren Gagne (407-461-9120)
900 BRIGHTWATER CIR, MAITLAND, FL 32751
$1,150,00013 Days on yellowkey MLS ID: O6420911
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3857 Built: 1999Monthly Fee: $395 Tax: $8,875 (2025)Community: Maitland Club RepSpa: NoSingle Family
Taxes:$8,875
Remarks: Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.
Listing is courtesy of: ENGEL & VOLKERS ORLANDO DR PHILLIPS (407-905-6700)
Listing Agent: David Alderman (407-758-7358)
1150 LAKE SHADOW CIR #3304, MAITLAND, FL 32751
$139,90060 Days on yellowkey MLS ID: A4693485
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (6.7%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000Monthly Fee: $509 Tax: $3,110 (2025)Community: Visconti EastCondo
Taxes:$3,110
Remarks: Sought-after Visconti community of Maitland. The lowest 2-2 entry point currently available. This third-floor, 2-bed, 2-bath, 1,048 sqft condo features updated flooring, designer paint, LED lighting, new ceiling fans, updated faucets, and a screened patio with exterior storage. Community amenities include two pools overlooking Lake Shadow, tennis courts, lakeside walking paths, dog stations, and car wash stations, minutes to I-4, 429, downtown Orlando. Sold as-is, priced to sell.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
1460 LAKE SHADOW CIR #7207, MAITLAND, FL 32751
$245,0006 Days on yellowkey MLS ID: O6422624
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 2000 Tax: $3,635 (2025)Community: Visconti West CondoCondo
Taxes:$3,635
Remarks: A rare 4 BR condo with A rated High School could be your next home. Visconti is a high end luxury community featuring a huge lakeside pool with beach entry, fitness center that rivals many commercial gyms, tennis courts, walking paths, and a fantastic clubhouse. The 2nd floor condo has an extremely functional layout that separates the master BR from the other 3 bedrooms. The kitchen is stunning with updated cabinets, solid surface counters and a gorgeous back splash. The common areas feature wood laminate floors with carpet in the bedrooms. Conveniently located in Maitland, this homes is just minutes away from restaurants, shops, I4, 414, and the Maitland business center. A fantastic choice for your main home, a 2nd home or an addition to a rental portfolio.
Listing is courtesy of: INFINITY REAL ESTATE GROUP (407-760-0835)
Listing Agent: Christopher Paul (321-277-7609)
1905 POINSETTA LN, MAITLAND, FL 32751
$499,00061 Days on yellowkey MLS ID: O6406934
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $11,900 (2.3%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1970 Tax: $3,353 (2025)Community: NorthgateSingle Family
Taxes:$3,353
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Big vibes and even bigger possibilities! Say Hello to easy Florida living! This stylish 4-bedroom, 2-bath Maitland home delivers bright natural light, functional living spaces, and room for everyone to spread out. Whether you’re hosting game nights, working from home, or enjoying quiet mornings with coffee on the patio, this home checks all the boxes. A backyard perfect for entertaining and soaking up the sunshine! Prime location close to everything Central Florida has to offer! This one is ready to impress!
Listing is courtesy of: SYNCHRONICITY REAL ESTATE SOLUTIONS (407-617-2378)
Listing Agent: Michelle Terry (407-617-2378)
910 GAMEWELL AVE, MAITLAND, FL 32751
$645,00065 Days on yellowkey MLS ID: O6404438
REDUCED by $10,000 (1.5%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 1964 Tax: $5,302 (2025)Community: Greenwood Gardens Sec 02 Rep 01Spa: YesSingle Family
Taxes:$5,302
Remarks: Under contract-accepting backup offers. Tucked away in the heart of Maitland, this thoughtfully updated three-bedroom, two bath residence blends everyday comfort with meaningful, modern upgrades. Freshly painted interior (June 2026) and a private spa pool WITH BRAND NEW POOL PUMP creates a serene outdoor retreat—perfect for unwinding or entertaining year-round in true Florida style. Inside, the home offers both function and peace of mind with a dedicated laundry room featuring a brand-new washer (2026) and newer dryer (2024). Major system updates have already been taken care of, including a new water heater (2025) and a recently installed HVAC system (April 2026), providing efficiency, reliability, and confidence from day one. Ideally located with close proximity to I-4 for easy commuting, and just a short walk to Maitland Community Park and Lake Lily, this home offers the perfect balance of convenience and lifestyle. A move-in-ready opportunity where the essential upgrades are already done for you.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Sarah Tomlinson (407-721-7823)
541 MANOR RD, MAITLAND, FL 32751
$1,499,00052 Days on yellowkey MLS ID: O6406458
REDUCED by $100,000 (6.3%) on 06/25/2026
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 3400 Built: 1956 Tax: $10,374 (2025)Community: Ravndals RepSingle Family
Taxes:$10,374
Remarks: Under contract-accepting backup offers. Tucked between the shores of Lake Nina and Lake Maitland, this beautifully reimagined California ranch blends modern design with effortless everyday living in one of Maitland’s most desirable locations. Completely remodeled in 2022, the home showcases a fresh, sophisticated aesthetic with thoughtfully curated finishes throughout. The light-filled interior offers seamless flow between living spaces, combining clean modern lines with warm, inviting character. The renovated kitchen features a brand-new range, oven, and microwave, creating a stylish and functional centerpiece for both entertaining and daily life. Custom closets throughout the home provide elevated organization and exceptional storage. In addition to the main living areas, a spacious bonus room offers incredible flexibility and can easily function as a second family room, home office, fitness studio, playroom, or media space to fit your lifestyle needs. Step outside to a private backyard retreat designed for entertaining, complete with a sparkling pool, expansive outdoor living space, and plenty of room for gatherings, dining, and relaxing under the Florida sunshine. The indoor-outdoor flow perfectly captures the essence of California-inspired living. Ideally positioned in a picturesque pocket of Maitland between two beautiful lakes, this home also benefits from zoning for top-rated schools while offering convenient access to dining, shopping, parks, and major roadways. A rare opportunity to enjoy modern California-inspired living in an exceptional location.
755 CRANES CT, MAITLAND, FL 32751
$1,395,500450 Days on yellowkey MLS ID: O6299581
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4566 Built: 2009Monthly Fee: $199 Tax: $10,895 (2024)Community: Lake Sybelia CoveSingle Family
Taxes:$10,895
Tax Year: 2024
Remarks: Virtually Staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. The Saltwater pool has a brand new sparkling finish! Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family’s needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the luxurious owner’s retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park’s Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience, and endless possibilities to create a space that truly reflects your lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida’s most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jo Ann Lamar (321-231-0052)
1275 LAKE SHADOW CIR #13206, MAITLAND, FL 32751
$139,000144 Days on yellowkey MLS ID: O6383068
2 Days Off yellowkey (back on 7/6/2026)
REDUCED by $6,500 (4.5%) on 06/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 2000Monthly Fee: $400 Tax: $1,942 (2024)Community: Visconti West CondoSpa: NoCondo
Taxes:$1,942
Middle School: Lockhart Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Water views, major system upgrades, and the best value in Visconti. This beautifully updated 1-bedroom, 1-bath condo is priced $16,000 below the next comparable unit in the community and features over $15,000 in recent improvements, including a brand-new Goodman 2-ton 14.3 SEER HVAC system (2025), a new water heater with an expansion tank (2026), and stylish shaker kitchen cabinets (2025). Enjoy tranquil pond views from both the living room and bedroom, with a large sliding glass door leading to your private balcony. The open-concept layout offers abundant natural light, built-in shelving, and a functional floor plan designed for comfortable everyday living. A separate laundry room adds extra convenience and storage. Located within the gated Visconti community, residents enjoy resort-style amenities including two swimming pools, a fitness center, clubhouse, tennis and basketball courts, and scenic paths. HOA fees include water, sewer, and trash service. Conveniently located just minutes from I-4, Downtown Orlando, Winter Park, Altamonte Springs, major employers, shopping, dining, Walt Disney World, Universal Orlando, and Orlando International Airport. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance investment property, this move-in-ready condo offers exceptional value and location. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Trevin Perez (305-793-6807)
1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751
$174,90078 Days on yellowkey MLS ID: O6402311
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 898 Built: 2000Monthly Fee: $462 Tax: $2,714 (2025)Community: Visconti WestCondo
Taxes:$2,714
Remarks: Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
Listing Agent: Simon Colak (407-666-7686)
1501 DRUID ISLE RD, MAITLAND, FL 32751
$799,900117 Days on yellowkey MLS ID: O6389520
REDUCED by $24,100 (2.9%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1971 Tax: $11,716 (2025)Community: Druid IsleSingle Family
Taxes:$11,716
Remarks: Substantial price reduction for LAKESIDE LIVING in Maitland, Florida! LEASE OPTION CONSIDERED! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2024. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
119 HOLLIE CT, MAITLAND, FL 32751
$975,000172 Days on yellowkey MLS ID: O6375808
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2192 Built: 1964 Tax: $12,057 (2024)Community: Hollieanna ShoresSingle Family
Taxes:$12,057
Elementary School: Dommerich Elem
High School: Winter Park High
Remarks: Located in a premier Maitland neighborhood, 119 Hollie Ct presents a rare opportunity to own a beautifully maintained home in an established pocket community where properties seldom come on the market. This secluded one-level residence sits on a private lot and includes deeded access to the neighborhood boat ramp and the renowned Chain of Lakes, bringing waterfront recreation within easy reach. Inside, you will find 2,192 square feet of bright and inviting living space across 3 bedrooms and 3 bathrooms. The kitchen opens directly into the gathering room, where a cozy fireplace creates a warm focal point for relaxing or hosting friends and family. An adjoining sunroom takes full advantage of the home's southern exposure, filling the interior with natural light throughout the day and adding a cheerful energy to everyday living. The split floor plan is designed with privacy in mind. The oversized primary suite occupies one side of the home and features a large ensuite bathroom with double sinks, a separate shower, and a soaking tub for those well-deserved moments of relaxation. On the opposite side, two additional bedroom suites provide comfortable and independent spaces for family members or visiting guests. A small bonus area adds welcome flexibility, serving nicely as a home office, hobby room, or creative studio. Outside, the backyard offers a true personal retreat. A sparkling pool and a terrace shaded by a beautiful pergola create the perfect setting for entertaining outdoors or simply unwinding in peace. The seamless blend of indoor and outdoor spaces makes this home ideal for the Florida lifestyle. Beyond the property itself, the location delivers everyday convenience with easy access to shopping, restaurants, theme parks, major roads, and the airport. You get the best of quiet suburban living without sacrificing proximity to everything Central Florida has to offer. Homes in this neighborhood rarely become available, making this a truly unique opportunity. Schedule your private showing today and see everything this special property has to offer before it is gone.
Listing Agent: Drew Belani (407-203-9441)
110 N LAKEWOOD CIR, MAITLAND, FL 32751
$375,00016 Days on yellowkey MLS ID: O6420264
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1341 Built: 1959 Tax: $769 (2025)Community: Lakewood ShoresSingle Family
Taxes:$769
Remarks: Sensational ALL-Block Home in Maitland with NO HOA and Deeded Private Lake Access! Nestled within Lakewood Shores, a charming and welcoming enclave of 42 homes, this 3BR/2BA residence offers a leisurely lifestyle with deeded access to Lake of the Woods via private neighborhood boat ramp. Venture inside to discover an openly flowing traditional layout, soft natural light, well-equipped kitchen w/skylights, separate dining area, and a cozy living room with a wood-burning fireplace. Each bedroom is generously-sized, while the primary bedroom has an en suite w/step-in shower. Enjoy the entertaining possibilities of the screened-in lanai, as well as the fenced-in backyard boasting a shed with electricity connected. Other features: attached carport w/newly epoxy floors, indoor laundry area, new electrical service panel, updated windows/plumbing/water heater, cost-savings well sourced irrigation system, near Maitland Art Center, Lake Lily Park, and the Enzian Theater, close to Downtown Maitland, Park Avenue, Winter Park Village, I-4, and much more! Call and schedule your private showing today!
Listing is courtesy of: BESPOKE REAL ESTATE (407-476-7647)
Listing Agent: Todd Norwood (407-733-1491)
1327 CHIPOLA TRL, MAITLAND, FL 32751
$415,00037 Days on yellowkey MLS ID: O6404670
3 Days Off yellowkey (back on 7/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1538 Built: 1969 Tax: $3,454 (2024)Community: Indian Hills Unit 1 RepSingle Family
Taxes:$3,454
Remarks: Under contract-accepting backup offers. Discover a beautifully transformed 4-bedroom, 2-bath Maitland gem, a turnkey showpiece that blends modern style, smart upgrades, and undeniable curb appeal. The home greets you with a fresh look, mature landscaping, manicured hedges, and a custom front deck with modern horizontal railing, creating a welcoming entry and the perfect spot to enjoy your morning coffee. Step inside to an open and airy layout with abundant natural light, wood-look flooring, updated lighting fixtures, and multiple living areas ideal for both everyday living and entertaining. The renovated kitchen features white shaker cabinetry, modern countertops, stylish backsplash details, stainless steel appliances, and ample cabinet space. The dishwasher and oven were recently updated between 2022 and 2024. The kitchen flows seamlessly into the dining and living areas, creating a functional and inviting layout. The home offers spacious bedrooms along with versatile flex spaces perfect for a home office, guest room, or additional living area. The primary suite includes an updated ensuite bathroom with a glass-enclosed walk-in shower and a custom-designed primary closet with built-in organization. Out back, enjoy a fully refreshed backyard featuring brand new sod, a brand new paver patio, and a covered, screened back porch ideal for relaxing or entertaining year-round. Additional upgrades include a brand new driveway, solar panels for energy efficiency (to be paid off in full by the sellers at closing upon an accepted offer), smart home features, updated bathrooms, and modern finishes throughout. Adding to the appeal, HOA membership is optional, offering buyers the freedom of homeownership without mandatory HOA dues or restrictions. Conveniently located near shopping, dining, parks, and major roadways, this beautifully maintained Maitland home combines comfort, functionality, and contemporary style in one of Central Florida's most desirable communities.
Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)
Listing Agent: Abbas Sultanali (407-435-9596)
1952 LEGACY COVE DR #1952, MAITLAND, FL 32751
$199,00010 Days on yellowkey MLS ID: O6422110
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 2000 Tax: $3,285 (2025)Community: Visconti EastTownhouse
Taxes:$3,285
Remarks: Experience resort-style living in the heart of Maitland at the highly desirable gated community of Visconti. This beautifully maintained three-story townhome offers 1,280 square feet of thoughtfully designed living space plus an oversized attached garage, providing the perfect combination of comfort, functionality, and low-maintenance living. The open-concept main living level features luxury vinyl flooring, soaring ceilings, abundant natural light, and a spacious kitchen with stainless steel appliances, updated countertops, tile backsplash, breakfast bar seating, and generous cabinet space. The spacious primary suite offers a large walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or growing families. A full-size interior laundry room, ample storage, and neutral finishes make this home truly move-in ready. Visconti residents enjoy an impressive collection of amenities including a gated entrance, resort-style swimming pool, a state-of-the-art fitness center, playground, scenic walking paths, car wash station, and beautifully landscaped grounds shaded by mature oak trees. Conveniently located just minutes from I-4, Winter Park, Downtown Orlando, AdventHealth, RDV Sportsplex, shopping, dining, and entertainment, this home offers the perfect blend of convenience, lifestyle, and value.
Listing is courtesy of: OLDE TOWN BROKERS INC (407-425-5069)
Listing Agent: Patricia Sullivan (407-719-6550)
2422 BRANCH WAY #100, MAITLAND, FL 32751
$113,00089 Days on yellowkey MLS ID: O6398992
REDUCED by $2,000 (1.7%) on 07/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1973Monthly Fee: $216 Tax: $1,408 (2024)Community: Carrington Park A CondoCondo
Taxes:$1,408
Remarks: Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!
Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)
Listing Agent: Moses Nae (407-499-0240)
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