Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
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Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.
Edgewater High - V4948473 - 2113 FALKNER RD, MAITLAND, FL 32751 Just Added on 04/16/2026 10:47AM
$399,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, nestled in the desirable community of Maitland. Recently installed laminate flooring and a freshly painted interior enhance the home’s comfort and style—perfect for Central Florida living. Step inside to a bright, open-concept layout where the kitchen and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen is a true highlight, showcasing granite countertops, stainless steel appliances, ample workspace, and generous cabinet storage, all overlooking the main living area. Natural light fills the home through sliding glass doors that open to a spacious, fully fenced backyard—perfect for entertaining, relaxing, or enjoying Florida’s year-round sunshine. The primary suite welcomes you with an elegant double-door entry and features a well-appointed en-suite bathroom with generous counter space, a separate shower and soaking tub, and a large walk-in closet. Ideally located just minutes from RDV Sportsplex and its popular Ice Den, with shopping, dining, and everyday conveniences just 10 minutes away. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, known for its crystal-clear springs, kayaking, swimming, and scenic trails. Don’t miss your opportunity to own this move-in ready home in desirable Maitland—schedule your private showing today! **Please allow 2 business days for a response from the seller. Seller’s preferred title company is BCHH, Inc.**
Listing is courtesy of: LOCAL LIVING REALTY GROUP
Edgewater High - O6399560 - 1393 BENEVOLENT ST, MAITLAND, FL 32751 Just Added on 04/16/2026 12:02AM
$379,000 | Townhouse | 3 beds | 2.5 baths | 1 gar
This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.
Listing is courtesy of: RENCHER REALTY GROUP
Lyman High - O6398112 - 354 HICKORY DR, MAITLAND, FL 32751 1 Day on yellowkey
$375,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome Home to 354 Hickory Drive — Where Your Next Chapter Begins! Nestled in the friendly Druid Hills community of Maitland, FL, this beautifully renovated 3-bedroom, 2-bathroom home is the perfect place to plant roots and make lasting memories. Whether you're buying your first home or looking for the ideal space to grow your family, this one was made for you. The open-concept floor plan makes everyday life easy and fun — from homework at the kitchen table to hosting friends and family on the weekends. The fully updated kitchen, renovated bathrooms, and new flooring throughout mean you can move right in and start living without the stress of costly upgrades. When it's time to unwind or play, the huge enclosed screen porch and deck deliver the outdoor lifestyle Florida is known for — shaded space to play or a relaxed spot to decompress after a long day. The .20-acre lot gives the whole family room to run, garden, or just enjoy the Florida sunshine. Big-ticket items are already taken care of, so you can focus on building your future rather than your repair list — featuring a 2025 AC, 2024 tankless water heater, 2023 water softener, whole house water filtration system, 2018 roof, and propane tank that feeds the water heater. For added convenience a stub out is readily available for future appliances. Located in the heart of Maitland with easy access to top-rated schools, family-friendly parks, local shopping and dining, major commuter routes — everything you need is right at your doorstep. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
Lake Howell High - O6396883 - 2466 FIELDINGWOOD RD, MAITLAND, FL 32751 6 Days on yellowkey
$599,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 2466 Fieldingwood Rd, a fully re-imagined pool home in Maitland, FL. This 4 bedroom, 2 bathroom home has been completely renovated from top to bottom with a fresh, modern feel that is move-in ready and designed for today’s lifestyle. From the moment you arrive, you will notice the clean exterior, updated landscaping, and quiet street that sets the tone for the rest of the home. ALL major systems have been updates: Roof 2022, Plumbing 2024, Hot Water Heater 2024, AC 2016, and newer pool equiptment. Inside, the layout flows effortlessly with light-filled living spaces, updated flooring, and a bright, open feel throughout. The kitchen and main living areas connect seamlessly, making it perfect for both everyday living and entertaining. Step outside to your private backyard retreat featuring a newly refreshed pool and spacious deck area. This is the kind of space that feels like Florida living should. Whether you are hosting friends or enjoying a quiet evening at home, this backyard delivers. The bedrooms offer comfortable, flexible space for families, guests, or a home office, while the primary suite provides a clean and calming place to unwind. Located in English Estates, you are just minutes from Winter Park with easy access to 17-92, 436, and Red Bug Lake Road. Commuting is simple with quick access to I-4 and the express lane entrance, getting you to downtown Orlando efficiently. If you are looking for a fully updated home with a pool in a central location that actually makes your day-to-day life easier, this is one you need to see in person.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY
Winter Park High - O6396663 - 101 MARINER WAY, MAITLAND, FL 32751 7 Days on yellowkey
$769,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the home features a thoughtfully curated interior with upgraded finishes, including laminate flooring, enhanced baseboards, wet bar in family room and a seamless, light-filled layout. The kitchen, enhanced with quality wood cabinetry, flows seamlessly into the main living areas, while generously sized split bedroom plan provides flexibility for family, guests or a home office. A comprehensive list of upgrades reflects pride of ownership such as a newer roof (2020), resurfaced pool (2020), advanced air-conditioning system with Enviracare Elite air purification (2019), updated electrical panels (2012), replumbing (2006) and a water heater (2022). More recent enhancements include full interior and exterior painting (2025), a newly installed wooden fence and a serviced sprinkler system with a new impeller (2026). Outdoors, enjoy a private retreat with a sparkling pool and covered deck with an outdoor entertainment area, ideal for year-round Florida living. Residents of Maitland Isle benefit from exclusive access to Lake Maitland, offering a rare opportunity for boating and waterfront recreation within one of Central Florida’s desirable communities. Ideally in a top-rated school district and just a short distance to the charm of downtown Maitland, this home delivers a lifestyle of convenience, prestige and tranquility. A rare offering where location, quality and lifestyle converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY
Winter Park High - O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751 9 Days on yellowkey
$850,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the heart of the home, featuring a stunning marble fireplace and seamless flow into multiple gathering areas, including a dedicated dining space just off the kitchen, a family room that leads to the outside and access to the bedrooms. The fully renovated chef’s kitchen is a true standout, showcasing soft-gray shaker cabinetry, quartz countertops, a Carrera marble backsplash, and stainless steel appliances. With ample counter space and a built-in water filtration system, this kitchen is as functional as it is beautiful. Throughout the home, you’ll find upgraded Italian wood-plank porcelain tile flooring, offering both durability and elegance. The primary suite provides a peaceful retreat with a walk-in closet and a fully updated ensuite bathroom featuring a double-sink vanity, granite countertops, and a spacious walk-in shower with marble and porcelain finishes. Step outside into your private backyard oasis. Designed for true Florida living, this space features a Pebble Tec pool, paver deck, covered gazebo with ceiling fan, a 65” outdoor TV, and a premium sound system perfect for entertaining or relaxing year-round. The lush landscaping, grassy area, and additional storage shed complete the outdoor experience. Additional highlights include a new roof (2019), A/C system (2021), WiFi-enabled irrigation system, fresh interior paint, and new LG washer, dryer, and dishwasher. Located in the desirable Dommerich area, just minutes from top-rated schools, dining, shopping, and major roadways, this home offers the perfect combination of location, upgrades, and lifestyle. This is the one you’ve been waiting for.
Listing is courtesy of: COMPASS FLORIDA LLC
Edgewater High - O6395347 - 1662 BOBTAIL DR, MAITLAND, FL 32751 9 Days on yellowkey
$525,000 | Single Family Home | 5 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your new home in the vibrant Winfield neighborhood. With close to $70,000 in recent upgrades, this spacious 5-bedroom, 2.5-bathroom home offers 2,330 square feet, ideal for those needing extra space. Enjoy cooking in the brand new remodeled kitchen, featuring soft close cabinetry, upgraded fixtures and lighting. You'll love the three renovated bathrooms too, especially the primary suite which has an extra large soaking tub, dual vanities and high end counters and fixtures. The open floor plan allows natural light to fill the home, showcasing the beautiful wide plank luxury flooring throughout the main living spaces. Step outside to an inviting screened patio, perfect for relaxing or entertaining. Plus the fully fenced backyard is perfect for letting your dogs run free or for a quick game of soccer or tag football. The home is freshly paint inside and out and has new landscaping and fresh sod. Situated near the Maitland Business District and Orlando Sportsplex, you will have quick access to shopping, dining, and entertainment. The Maitland Art Center is also close by. This home suits those wanting a beautiful and serene neighborhood, situated just outside the city bustle, while still being near expressways and top restaurants in Winter Park and Maitland. Make an appointment today!
Listing is courtesy of: MAINFRAME REAL ESTATE
Lyman High - O6395765 - 361 HICKORY DR, MAITLAND, FL 32751 14 Days on yellowkey
$369,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS
Edgewater High - O6395778 - 540 CENTRAL AVE, MAITLAND, FL 32751 14 Days on yellowkey
$2,500 | Single Family Home | 1 beds | 2.0 baths | 1 gar
Amazing Home for Rent in the Heart of Downtown Maitland! This beautifully updated home offers everything you need for comfortable and convenient living. With TWO full bedrooms & bathrooms, LAUNDRY ROOM, and a FULLY FENCED backyard, this property is perfect for those seeking a cozy retreat in a prime location. Rent includes weekly landscaping, so you can enjoy a pristine yard without the hassle. Home includes TV, couch, barstools, & BBQ grill for your enjoyment! This property is also fully secured with an ADT security system. Situated near Maitland City Centre, Maitland Art Center, the Maitland Public Library, Lake Lily, and the Maitland Farmer’s Market, this home combines luxury and convenience. Easy access to I-4 makes commuting effortless. Available now! Don’t miss your chance to rent this gorgeous, move-in-ready home in a highly sought-after area. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC
Winter Park High - O6394702 - 2112 CHIPPEWA TRL, MAITLAND, FL 32751 14 Days on yellowkey
$965,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under contract-accepting backup offers. LONG AWAITED ARRIVAL IN DESIRABLE MAITLAND SUBDIVISION This beautiful, impeccably maintained and updated four bedroom three and a half bath pool home absolutely has it all! Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers four spacious bedrooms and three full baths on the first level and a bonus room/5th bedroom with half bath on the second level. The gorgeous kitchen boasts handsome, solid wood cabinets, granite countertops and stainless steel appliances with double ovens. The first floor open layout includes a large dining area with double fireplace leading into a wonderfully sized family room with fireplace and custom built-ins. Newly installed double pane, hurricane proof French doors brings in tons of natural light and leads out to your private oasis including newly resurfaced pool and brick paver deck, open patio and super fun gazebo with gas grill and nighttime lighting for entertaining! This home is fully supported by a full Generac system, never to be without power. Entire interior just freshly painted and new carpets installed in bedrooms and bonus room. Newer Roof (2021), HVAC (2020) and Tankless water heater. Samsung washer and dryer also included. Beautiful landscape and outdoor lighting add to its charm and warmth. THIS opportunity does not come along often. Look forward to meeting you there!
Listing is courtesy of: COLDWELL BANKER REALTY
Edgewater High - O6395711 - 1161 CHARMING ST, MAITLAND, FL 32751 14 Days on yellowkey
$599,000 Reduced | Townhouse | 4 beds | 3.5 baths | 2 gar
Sunrises over Lake Charity, two primary suites, and a kitchen made for serious cooking — this Montacino townhouse isn’t like anything else on the market. With 4 bedrooms, 3.5 baths, and new luxury vinyl flooring throughout, it’s effortlessly modern and move-in ready. The first-floor primary suite offers single-level living with a spa-inspired bathroom with two vanities, a tub and shower and generous closet space. The second-floor primary provides a private retreat for guests or family — a rare and highly sought-after layout. The brand new LG induction oven with air fryer and Café double dishwasher make cooking and cleaning a breeze, and the private back patio is perfect for morning coffee, entertaining or evening relaxation. An extra-large two-car garage adds plenty of storage for bikes, tools, or hobbies. Nestled in a gated community with a pool, this home blends comfort, security, and lifestyle convenience. With minutes to I-4, Winter Park, Downtown Orlando, and all of Maitland’s best dining and shopping are within easy reach. A rare floor plan, thoughtful updates, and flexible living spaces — this Montacino gem truly stands apart.
Listing is courtesy of: CORCORAN PREMIER REALTY
Edgewater High - S5146986 - 551 RUFFEL ST, MAITLAND, FL 32751 15 Days on yellowkey
$304,999 | Single Family Home | 3 beds | 1.5 baths | 1 car
Situated at the end of a cul-de-sac in the Eatonville/Maitland area, this home offers a great opportunity for a first-time buyer or someone looking to downsize. According to the owner, the property was rehabilitated by the county in 2017, with updates that included the HVAC, plumbing, and electrical systems, and the roof was replaced approximately 10 years ago. Conveniently located near I-4 and Winter Park, this home is just minutes from local eateries, the library, and public transportation.
Listing is courtesy of: RESIDENTIAL MATCHMAKERS LLC
Edgewater High - O6395472 - 1000 WINDERLEY PL #239, MAITLAND, FL 32751 15 Days on yellowkey
$299,000 | Condo | 2 beds | 2.0 baths
Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
Edgewater High - O6395545 - 1125 LAKE SHADOW CIR #5106, MAITLAND, FL 32751 15 Days on yellowkey
$1,400 | Condo | 1 beds | 1.0 baths
Beautiful 1 bedroom,1 bath condo of Visconti of approximately 672 square feet. The community offers, Two resort-style swimming pools and spa, State of the art fitness center Basketball, tennis, sand volleyball courts and Car wash center. Floring, New appliances. Vinyl floring in Ready. Don't miss this opportunity, Call today for more Details.
Listing is courtesy of: MAGNUS REALTY GROUP LLC
Lake Howell High - S5146896 - 1241 MANCHESTER RD, MAITLAND, FL 32751 16 Days on yellowkey
$625,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Maitland, where space, comfort, and modern design come together effortlessly. From the moment you walk in, you’ll notice the bright open-concept layout that creates a warm and inviting atmosphere, perfect for both everyday living and unforgettable family moments. The seamless flow between the living, dining, and kitchen areas makes this home ideal for gatherings, entertaining, or simply enjoying time at home. Natural light fills the space, enhancing every detail and making each room feel open, airy, and welcoming. Each bedroom offers comfort and versatility, whether you need space for a growing family, a home office, or guest accommodations. The thoughtful updates throughout the home provide a true move-in ready experience. As part of the renovations, the seller has a new roof scheduled, adding even more value for the future owner. Enjoy the charm and convenience of living in Maitland, with easy access to shopping, dining, parks, and major roadways. This is more than just a house—it’s a place where everyday life feels a little more special.
Listing is courtesy of: LA ROSA REALTY LLC
Winter Park High - O6392479 - 2600 MOHAWK TRL, MAITLAND, FL 32751 16 Days on yellowkey
$669,000 | Single Family Home | 4 beds | 2.5 baths | 3 gar
Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living space. A timeless brick exterior and side-entry two-car garage create strong curb appeal, while the single-level floor plan provides effortless everyday living. The kitchen flows naturally into the connected living and dining areas, promoting an open, comfortable layout perfect for gatherings or flexible work-from-home use. Enjoy a fully fenced backyard great for pets, gardening, play, or weekend entertaining in your own outdoor retreat. Recent updates include: roof (Nov 2021), HVAC (May 2023), garage door (Apr 2022), and now connected to the city sewer (Nov 2025). Dommerich Hills is a well-established, tree-lined neighborhood known for its spacious lots, mid-century architecture, and strong sense of community. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, with the convenience of walking or biking to nearby schools. Minutes from Downtown Winter Park dining, boutique shopping, and easy access to major roadways and everyday conveniences. A rare opportunity to own a meticulously maintained home in one of Maitland’s most established and sought-after communities—offering the perfect blend of location, lifestyle, and long-term value.
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC
Winter Park High - O6395056 - 210 ALPINE DR, MAITLAND, FL 32751 16 Days on yellowkey
$550,000 | Single Family Home | 2 beds | 2.0 baths | 1 gar
Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE
Lyman High - O6394681 - 502 OAK LN, MAITLAND, FL 32751 16 Days on yellowkey
$629,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar
Welcome to 502 Oak Lane in Maitland, a beautifully updated pool home that blends comfort, character, and peace of mind. This fully improved 3 bedroom, 3.5 bathroom home has been thoughtfully updated throughout, including the replacement of the cast iron plumbing, offering both charm and important system improvements. Inside, you will find a well designed layout with spacious living areas, updated finishes, and plenty of natural light. Each bedroom offers its own bathroom, creating privacy and flexibility for guests or family. The home has been meticulously maintained and improved, making it truly move in ready. Step outside to your private backyard oasis featuring a pool, perfect for relaxing afternoons or entertaining friends and family. Located on a quiet street in Maitland, this home offers a great combination of location, updates, and lifestyle. This is a rare opportunity to own a fully improved pool home in one of Maitland’s most desirable areas.
Listing is courtesy of: KRESSLER REAL ESTATE
Edgewater High - O6395028 - 1010 WINDERLEY PL #127, MAITLAND, FL 32751 16 Days on yellowkey
$339,000 | Townhouse | 3 beds | 2.5 baths | 1 gar
Welcome to Villas of Lake Destiny, a gated lakefront community tucked quietly in the heart of Maitland, offering a rare blend of privacy, natural beauty, and unmatched convenience. Residents enjoy a serene, low-traffic setting surrounded by mature landscaping, water features, and direct access to Lake Destiny, including a private community boat ramp, lakefront pool, and tennis courts. Located just minutes from I-4, the Maitland Exchange (414), Maitland Center, RDV Sportsplex, shopping, dining, and major employers, this community delivers an ideal balance of lifestyle and accessibility. This beautifully updated townhome features a private 1-car garage with gated courtyard-style entry, creating both security and a welcoming first impression. Inside, soaring ceilings and a transom window over the sliding glass doors fill the home with natural light, leading to a private screened patio that extends your living space outdoors. The main level showcases all tile flooring, a spacious open-concept living and dining area, and a well-appointed kitchen designed for both function and style. Features include upgraded white shaker cabinets with crown accents, subway tile backsplash, an extra-large stainless steel basin sink, glass cooktop with microwave hood, french door refrigerator, and pendant lighting over the breakfast bar. Upstairs and down, the layout offers flexibility and privacy with three generously sized bedrooms, each with ceiling fans and ample closet space. The oversized primary suite is a true retreat with two closets, including a walk-in, and a large ensuite bath featuring dual vanities, a walk-in shower, and a full wall vanity mirror. Additional highlights include brand new carpet, a 30-year tile roof replaced in 2023, HVAC system installed in 2020, modern brushed nickel fixtures throughout, and a versatile 9x9 bonus room with indoor laundry and washer/dryer included. Whether you are looking for low-maintenance living, proximity to everything Central Florida has to offer, or a quiet lakefront community to call home, this property delivers on all fronts.
Listing is courtesy of: DON HARKINS REALTY LLC
Winter Park High - O6394855 - 1420 LYNDALE BLVD, MAITLAND, FL 32751 17 Days on yellowkey
$1,100,000 | Single Family Home | 4 beds | 2.5 baths
LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot (.26 acre). NEW plumbing, NEW fixtures, NEW kitchen, NEW bathrooms and more! From the moment you enter the front door, you can notice the large new tile floors, complimented by all custom cabinetry, high end light fixtures and a spacious floorplan. A gourmet kitchen with beautiful, light quartz counters to compliment the light and navy blue cabinetry. Retreat to the Master Suite with a stunning ensuite master bathroom featuring a glass enclosed shower with rain head, dual vanity and a modern garden tub great to soak away the stress from the day. Time to have some fun in the backyard! Jump right into the sparkling pool or lounge on the large open patio. The backyard is privacy fenced leaving a nice private space for entertaining and gathering with friends and family. This home is also in the perfect location just minutes from Park Avenue and many high end restaurants. Come check out you new home today!
Listing is courtesy of: RE/MAX ASSURED
Winter Park High - O6394358 - 1750 POCAHONTAS PATH, MAITLAND, FL 32751 17 Days on yellowkey
$679,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Set along a quiet, tree-lined street in Maitland, this 3 bedroom, 2 bathroom home with 1,922 square feet captures the essence of mid-century modern design with a fresh, updated edge. Clean lines, open flow, and a strong connection to the outdoors define the home from the moment you step inside. The living spaces feel intentional and uncluttered, with natural light highlighting the architectural simplicity that makes this style so enduring. An updated kitchen anchors the home with modern finishes and functionality, complemented by an eat-in dining area that invites everyday gathering. A dedicated bar area adds character and ease for entertaining, creating a space that feels both relaxed and refined. A separate office/flex space provides flexibility for today’s lifestyle, offering a quiet place to work or create without disrupting the flow of the home. Updated bathrooms carry a cohesive, minimalist design throughout, staying true to the home’s architectural roots. The outdoor space continues the story. Minimalist landscaping and open, usable areas create a calm and private setting that feels like a natural extension of the interior. It is a setting designed for both quiet mornings and easy evenings with friends. An optional HOA provides deeded lake access, adding a lifestyle component that is increasingly hard to find. All of this is paired with access to some of the most highly regarded schools in Central Florida and a location just minutes from Park Avenue, dining, and shopping. This is not just a home with style. It is a home with intention.
Winter Park High - O6393247 - 2120 DELORAINE TRL, MAITLAND, FL 32751 18 Days on yellowkey
$3,500 | Single Family Home | 4 beds | 2.0 baths
There is a reason why Dommerich continues to be one of the most sought-after neighborhoods in Maitland. The very best schools are walkable as well as Maitland Community Park. Most of all, it is home to a tightly-knit community of neighbors. This four-bedroom two-bath home has been renovated with lots of extras. Porcelain tile wood grain floors are throughout living spaces, so durable and so great for day-to-day living. The kitchen is renovated with 42-inch deep walnut-stained cabinetry, granite counters, and custom backsplash with room for a center work island. Generous space off the kitchen for an eat-in kitchen table or additional family space. Living and dining spaces combine and open through updated doors to a cobblestone patio that wraps the house to another side patio where summer cooking is made simple with doors back into the kitchen. Dommerich is home to the best schools in Orange County, Dommerich Elementary, Maitland Middle, and Winter Park High. Maitland is home to fantastic restaurants, great community parks, and more. Zoned for the best schools in Orange county, Dommerich Elementary, Maitland Middle and Winter Park High School.
Winter Park High - O6391679 - 1000 S ORLANDO AVE #B25, MAITLAND, FL 32751 28 Days on yellowkey
$335,000 | Condo | 2 beds | 2.0 baths
Highly desirable Maitland Harbour, a boutique 38-residence lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.
Listing is courtesy of: KELLY PRICE & COMPANY LLC
Winter Park High - O6389696 - 150 SENECA TRL, MAITLAND, FL 32751 28 Days on yellowkey
$745,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Under contract-accepting backup offers. In the heart of Dommerich, this thoughtfully renovated mid-century pool home offers deeded access to the Winter Park Chain of Lakes & a well-executed floor plan designed for everyday living. Set on a .20-acre lot measuring 79’ x 111’, the home balances indoor comfort with outdoor livability, beginning with a welcoming front entry that opens to a casual foyer. To the left is a shared formal living and dining space filled with natural light from large-format windows. Wide plank engineered wood flooring, charming built-ins & updated finishes continue throughout the main living areas, creating a cohesive & visually consistent interior. Toward the back of the home, the layout transitions to a family room & adjoining Florida room, which, when used together, create a spacious secondary living area, or may function separately as a family room, casual dining area, office or reading room, all overlooking the pool and functionally connected to the kitchen. The kitchen is positioned at the center of the home & features white shaker cabinetry, grey quartz countertops, a large island with a butcher block countertop, seating and storage on all sides, a vent hood over the range, stainless steel appliances & a large white ceramic single-bowl farmhouse sink with a pull-down commercial-style faucet, along with windows overlooking the pool & backyard. The home offers an ideal split-bedroom plan, with the primary suite located on the back left side of the home and added in 2018 by Winter Brothers Construction. The suite includes a spacious bedroom with recessed lighting, separate closets with built-in organization & a well-appointed bath with dual vanities, a freestanding soaking tub, a glass-enclosed walk-in shower with rain shower head & a private water closet. On the opposite side of the home are three additional bedrooms, including one with an en-suite bath designed with a pedestal sink, wall-mounted storage & a glass-enclosed walk-in shower, along with a full hall-entry bath which comes with a tub/shower combination & new vanity (2026). Highlights of the backyard include a paver deck, saltwater swimming pool with a generous shallow shelf, child safety fence, play set, raised garden bed, lawn space for people and pets and a mature peach tree that produces fresh peaches. The home also features an attached two-car garage with a laundry area, professional landscaping and a newly installed white privacy fence with gated access on both sides. In addition to its charm & interior updates, the home offers meaningful system improvements, including electrical panels (2018), two HVAC systems (2018 and 2022), a full re-pipe to PVC/CPVC, roof replacement (2017–2018) & an electric water heater (2018). The property owner has the option to join the Dommerich Estates Beach Civic Association, which provides access to a private boat ramp, picnic area and lakefront amenities on Lake Minnehaha. Residents also enjoy convenient access via the neighborhood boardwalk to Maitland Community Park, offering tennis and basketball courts, trails, pavilions and year-round activities. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High and located just minutes to Park Avenue, Lake Lily, the Maitland SunRail station and major roadways, this is an opportunity to own a move-in ready home in a well-established neighborhood with strong school zoning, a true sense of community and lake access to the Winter Park Chain of Lakes.
Winter Park High - O6382220 - 103 WHITECAPS CIR, MAITLAND, FL 32751 31 Days on yellowkey
$2,000,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar
Under contract-accepting backup offers. Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully curated interiors. From the moment you enter, you’ll experience a bright, open layout that flows seamlessly from one space to the next. At the heart of the home is a culinary-inspired kitchen, complete with premium appliances, custom cabinetry, quartz surfaces, and a generous island that invites gathering and conversation. The living and dining areas are ideal for hosting, framed by expansive windows that capture views of the outdoor retreat. The private primary suite feels like a personal spa, featuring a serene bath with dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious wardrobe closet. Each additional bedroom offers comfort, style, and ample storage—perfect for family, guests, or a dedicated office. Outside, the property transforms into an outdoor sanctuary with a shimmering pool, a covered lanai designed for year-round enjoyment, and a fully equipped summer kitchen ready for unforgettable weekends. A rare opportunity to own a remarkable residence where modern design meets everyday livability—a home you’ll never want to leave.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC
Lyman High - O6390412 - 106 OAKWOOD DR, MAITLAND, FL 32751 33 Days on yellowkey
$649,900 Reduced | Single Family Home | 3 beds | 2.0 baths
One or more photo(s) has been virtually staged. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy. At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spaces—perfect for both elevated entertaining and everyday living. The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape. Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yard—designed for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs. This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and more—offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement—an exceptional and increasingly rare feature in this area. Buyer to verify access and use. Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadways—giving you the perfect balance of privacy and accessibility.
Edgewater High - O6390473 - 320 WHITE OAK CIR, MAITLAND, FL 32751 34 Days on yellowkey
$849,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving Room, Dining Room and 4 bedrooms. Kitchen features all new SS appliances and sink w/ faucet, a separate breakfast room and laundry room. Primary room features en suite updated bathroom with dual vanity, shower, w/ tub, walk in closet and large slider doors overlooking the serene pool. Home offers lots of closet and ample storage. Extra Long driveway with side entry oversized garage includes utility sink. Home has been lovingly cared for. Call to view today!
Listing is courtesy of: OVERSTREET REAL ESTATE INC