Location: Longwood
Do Not Show Listings
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$524,99018 Days on yellowkey MLS ID: O6393203
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,352
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: RARE OPPORTUNITY! Tucked away on a quiet cul-de-sac in the highly desirable Wekiva Cove community, this updated lakeside cottage-style home offers a rare opportunity to enjoy peaceful living with stunning sunset views over Sand Lake. From the moment you arrive, the charm is undeniable, surrounded by mature oak and palm trees, lush landscaping, and a setting that feels like a private retreat. Step outside to your spacious deck and private paver patio with fire pit, perfect for relaxing, entertaining, or simply taking in the breathtaking lake views. Enjoy easy access to the community dock, where you can launch your paddle board and soak in the refreshing lake breeze. Inside, the home blends warmth and style with an open floor plan, soaring vaulted ceilings, and rich dark Hemingway-style flooring throughout. A cozy fireplace anchors the living space, while the bright sunroom is filled with natural light and serene lake views, creating the perfect place to relax year-round. The flexible layout includes 3 bedrooms and 2 bathrooms, with one space ideal as a peaceful zen den or yoga retreat. A private terrace off the secondary bedroom adds an extra layer of charm and privacy. Beyond the home, enjoy direct access to community amenities right from your backyard including the residents’ clubhouse, pool, playground, tennis courts, and baseball field. Zoned for excellent schools and located in one of Central Florida’s most beloved neighborhoods, this home truly offers the best of both lifestyle and location. Recent updates include a roof (2021) and water heater (2022) for added peace of mind. ALL appliances are also included. Come experience the beauty, tranquility, and charm for yourself and imagine the memories waiting to be made here. From morning coffee by the water to unforgettable sunset evenings, this is more than a home, it’s a lifestyle ready to be yours. Call to schedule your private tour today!
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Caroline Beck (407-312-3281)
825 ARDEN ST, LONGWOOD, FL 32750
$480,000172 Days on yellowkey MLS ID: O6366005
REDUCED by $20,000 (4.0%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 1985 Tax: $1,964 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$1,964
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning fireplace. The welcoming kitchen thoughtfully overlooks the dining area and downstairs living space, creating a perfect environment for entertaining. The rear of the home is a true retreat; relax on the large covered porch that seamlessly transitions to the generously sized, screen-enclosed pool. This private haven offers ultimate tranquility with an oversized lot and the added benefit of no rear neighbors—if you are looking for elbow room and a peaceful setting, look no further. Peace of mind comes with a roof replaced in 2018 and a new electrical panel with generator connections, plus plenty of storage in the oversized two-car garage. This one-of-a-kind property is ideally located just minutes from public schools, the Altamonte Mall, major hospitals, and all primary highways, offering the best of both worlds. Schedule your private viewing today!There are total of 2 parcels being sold in this listing 01-21-29-5ck-730-0400 equals .28 of an acre, the second parcel is 01-21-29-5ck-730E-0110 equals .14 of an acre.
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$635,00085 Days on yellowkey MLS ID: O6387465
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $14,000 (2.2%) on 05/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Spa: NoSingle Family
Taxes:$5,564
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
105 FAIRWAY DR, LONGWOOD, FL 32779
$170,000309 Days on yellowkey MLS ID: O6330225
REDUCED by $4,999 (2.9%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973Monthly Fee: $566 Tax: $1,370 (2024)Community: Fairway VillasCondo
Taxes:$1,370
Remarks: THE SPRINGS LIFESTYLE AT AN UNBEATABLE VALUE Imagine waking up in the heart of one of Longwood’s most coveted gated enclaves. This ground-floor, end-unit retreat in Fairway Villas offers more than just a home; it offers a total lifestyle transformation. Whether you are seeking a peaceful "lock-and-leave" residence or upgrade, this condo delivers a rare combination of character, comfort, and privacy. CHARECTER & COMFORT The open-concept layout is anchored by soaring wood-beamed ceilings, creating an atmosphere that is both rustic and modern. Features sliding glass doors that lead to your massive private deck, perfect for morning coffee or hosting friends under a canopy of mature trees. PREMIUM UPDATES Enjoy the peace of mind that comes with updated counters, solid surface finishes, and the convenience of a primary suite located entirely on the main floor. As an end unit, you benefit from additional natural light and enhanced privacy that other units simply don't offer. WORLD-CLASS AMENITIES You aren't just buying a condo; you’re gaining 24-hour gated security and access to The Springs' legendary amenities: a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. ACT FAST Properties at this price point within The Springs are a rare find. Maintenance fees are all-inclusive, covering water, exterior upkeep, 24/7 security, and all recreational facilities. Schedule your private showing today. Welcome home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carl Vano (407-495-2040)
129 LAUREL OAK DR, LONGWOOD, FL 32779
$899,50037 Days on yellowkey MLS ID: O6401346
2 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2564 Built: 1978Monthly Fee: $54 Tax: $7,254 (2024)Community: Sweetwater Oaks Sec 11Spa: YesSingle Family
Taxes:$7,254
Remarks: Under contract-accepting backup offers. WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
2271 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$925,00015 Days on yellowkey MLS ID: O6408106
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1982Monthly Fee: $50 Tax: $3,798 (2024)Community: Springs Landing Unit 3Single Family
Taxes:$3,798
Elementary School: Woodlands Elementary
Remarks: Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the highly sought-after Springs Landing community of Longwood. This fully renovated 5-bedroom, 3-bathroom pool home spans 2,702 square feet, blending elevated contemporary design with timeless luxury finishes throughout. From the moment you arrive, the home’s striking curb appeal makes a lasting impression with all-new paver driveways, lush landscaping, and a completely updated sprinkler system. Inside, the home has been thoughtfully redesigned from top to bottom with porcelain tile flooring throughout, contemporary baseboards and doors, and recessed can lighting added throughout the home to create a bright, sophisticated atmosphere. The heart of the home is the breathtaking kitchen, featuring custom shaker cabinetry, Taj Mahal granite and quartz countertops, designer tile backsplash, under-cabinet lighting, a wine refrigerator, and a massive walk-in custom pantry. The layout flows seamlessly into the living areas, centered around a custom stacked-stone fireplace with Taj Mahal granite hearth, creating the perfect blend of warmth and modern elegance. This thoughtfully designed floorplan includes two luxurious primary suites, ideal for multigenerational living or hosting guests. The main primary retreat features a custom luxury walk-in closet, individual vanities, and a spa-inspired bathroom complete with a soaking tub and designer-level finishes. An additional bedroom offers flexibility as a home office, gym, or flex space. Indoor and outdoor living merge effortlessly through all-new sliding glass doors leading to the screened-in pool and outdoor entertaining spaces. The resurfaced pool, updated tile border, and expansive screened deck create a private backyard retreat perfect for entertaining year-round. Every space throughout inside and out has been beautifully renovated with elevated finishes, including a pool bath featuring a double vanity and custom storage shelving. Major system updates provide complete peace of mind, including a new roof (2024), new windows, new water heater (2026), new HVAC system (2026), electrical panel updates (2025), and plumbing updates (2025). Located in the desirable Springs Landing community off Markham Woods Road, residents enjoy proximity to Wekiwa Springs State Park, the Seminole Wekiva Trail, and top-rated Seminole County schools. If you're looking for that "Old Florida" feel while still being centrally located, then this is the home for you! Don't blink - this home is a rare opportunity to own a truly turnkey luxury home with resort-style amenities in the heart of Longwood.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
2262 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$975,00018 Days on yellowkey MLS ID: O6406922
1 Days Off yellowkey (back on 5/18/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3493 Built: 1982Monthly Fee: $50 Tax: $4,636 (2024)Community: Springs Landing Unit 3Spa: YesSingle Family
Taxes:$4,636
Remarks: Under contract-accepting backup offers. Welcome to one of the largest homes in the coveted community of Springs Landing! A rare six-bedroom, 4.5-bath custom pool home is making its debut on the market for the first time in over 20 years. Privately on an expansive homesite along the Markham Woods Corridor, this timeless estate blends warmth, scale and unforgettable character in one of Central Florida’s beloved neighborhoods. From the moment you arrive, the charming German schmear exterior and long paver driveway create a storybook presence unlike anything else in the neighborhood. Inside, experience soaring 16-foot ceilings in the dramatic family room, where natural light pours through oversized windows and the grand fireplace anchors the heart of the home. Designed for both entertaining and everyday living, this expansive floor plan offers an effortless flow with generously sized gathering spaces, large bedrooms and endless flexibility for multigenerational living, guests, home offices, fitness rooms or playrooms. The kitchen opens seamlessly to the family room and is designed for connection. Features abundant cabinetry, extensive prep space, an eat-in breakfast bar and room for everyone to gather during holidays, celebrations and game days alike. The home's impressive scale continues outdoors where the sprawling fenced-in backyard offers enough room for football games, backyard parties, pets, playgrounds and unforgettable Florida evenings under the stars. The pool area creates the ultimate private retreat with plenty of covered lounging space for entertaining year-round. Whether hosting summer cookouts, enjoying quiet mornings by the pool, relaxing in your hot tub or gathering around the kitchen while loved ones fill the home, this property was built for making memories on a grand scale. Homes with this combination of size, charm, lot presence and location rarely become available in Springs Landing. Residents enjoy access to community amenities including tennis courts, pickleball, basketball courts, clubhouse, community pool and private access to the Little Wekiva River. Conveniently near Interstate 4, top-rated Seminole County schools, shopping, dining, state parks and everything Central Florida has to offer. A special opportunity to own a legacy property in one of Longwood’s sought-after communities. Buy with confidence, as this home has been meticulously maintained over the years. The roof, three HVACs, two hot water tanks, the electrical panel and full home replumbing have been handled for you. You don’t want to miss this one!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
123 TOMOKA TRL #123, LONGWOOD, FL 32779
$249,900437 Days on yellowkey MLS ID: V4941609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1243 Built: 1974 Tax: $2,219 (2024)Community: Wekiva Villas CondoSpa: YesCondo
Taxes:$2,219
Remarks: True Florida Paradise ! Possible owner financing is just an added bonus True gated and guarded Community. Enjoy your ground level 2 bedroom, 2 bath home with many community features. new CARPETS, STOVE, flooring and lighting. Home has nice fireplace in Living room that overlooks the private courtyard. Master has New carpet new lighting and over look private courtyard! Community features of the beautiful Wekiva to include large community building, playgrounds, walking paths, tennis courts and horse barn, The Springs' is a guarded gated community that offers guarded security but also a ton of amenities for the residents to enjoy. From the beach and clubhouse to tennis courts, basketball courts, and even a horse barn, there's something for everyone. Also, the proximity to over 100 acres of preserved land and access to natural wonders like the Palm and Sanlando Springs and the Little Wekiva River makes it an ideal location for nature lovers seeking tranquility and outdoor adventures. And with its convenient access to I-4, commuting to downtown Orlando, international airports, beaches, and amusement parks is a breeze. Right off S.R. 434 and I-4 in Longwood you’re close to diverse restaurants, groceries, Sunrail, and more. The Springs features a natural wonderland as the entire area is dedicated as a wildlife sanctuary.
Listing is courtesy of: DELTONA LAKES REALTY INC (386-574-1401)
Listing Agent: Sheila Campbell (407-687-7900)
6206 BAYHILL LN #6206, LONGWOOD, FL 32779
$230,00043 Days on yellowkey MLS ID: O6399633
REDUCED by $5,000 (2.1%) on 05/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $532 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,300
Remarks: SELLER OVER IMPROVED and it's in YOUR FAVOR!! Step into elevated living in this BEAUTIFULLY RENOVATED 2-bedroom, 2.5-bathroom condo in CLUBSIDE at Sabal Point, offering 1,365 square feet of thoughtfully designed space. Located on the SECOND FLOOR, this unit includes a RESERVED PARKING spot right out front for everyday convenience. From the moment you walk in, the OPEN LAYOUT feels bright, welcoming, and effortlessly functional. PREMIER-LUXURY VINYL FLOORING THROUGHOUT MAIN LIVIN AREAS, tying together the spacious living and dining rooms. The kitchen is a true standout, with ALL NEW ELECTRICAL,PLUMBING,INSULATION,WALLBOARD,ANDPAINT!! It features PREMIUM KITCHENMAID CABINETRY - solid wood construction and soft-close hardware, paired with STUNNING CAMBRIA QUARTZ COUNTERTOPS and a full-height QUARTZ BACKSPLASH that creates a clean, modern look. All APPLIANCE are in like-NEW CONDITION, complementing the space with both style and reliability. Both BEDROOMS are GENEROUSLY SIZED and feature en suite bathrooms with dual vanities and walk-in closets. The primary suite offers a sleek walk-in shower, while the guest bath includes a tub and shower combination. Each bathroom has been tastefully updated with a fresh, modern feel. Step outside to the COVERED, SCREENED IN LANAI and enjoy peaceful views overlooking the tennis courts and lush surroundings. Ideally positioned NEAR the COMMUNITY POOL, GYM, and tennis courts, this home also benefits from Sabal Point’s scenic setting with mature trees, sidewalks, and green space. With easy access to shopping, dining, parks, and I-4, everything you need is within reach. A MOVE-IN READY opportunity that blends style, comfort, and location in one exceptional package.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
1934 WINGFIELD DR, LONGWOOD, FL 32779
$924,50017 Days on yellowkey MLS ID: O6407478
2 Days Off yellowkey (back on 5/17/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3575 Built: 1990Monthly Fee: $104 Tax: $6,902 (2024)Community: Wingfield Reserve Ph 3Spa: NoSingle Family
Taxes:$6,902
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Exceptional custom estate pool home offering luxurious indoor-outdoor living, expansive entertaining spaces, and resort-style privacy on a beautifully landscaped oversized homesite. This meticulously maintained residence combines elegant architectural design with high ceilings, abundant natural light, and an impressive single-story split floor plan designed for both comfort and sophistication. A circular drive and covered entry introduce a stunning interior highlighted by dramatic ceiling heights, oversized windows, custom architectural details, and spacious gathering areas throughout. The layout blends elegant formal living with relaxed everyday functionality while creating seamless transitions to the expansive outdoor living spaces. The spacious chef’s kitchen serves as the heart of the home and features extensive cabinetry, generous counter space, center island, breakfast bar seating, stainless steel appliances, double built-in ovens, and casual dining areas overlooking the lanai and pool. The adjoining family room showcases soaring ceilings, oversized windows, multiple French doors, and exceptional natural light that enhances the home’s open and inviting atmosphere. The oversized primary suite offers a luxurious private retreat with abundant natural light, spacious proportions, and direct access to the outdoor living areas. The spa-inspired primary bath includes dual vanities, soaking tub, oversized walk-in shower, and generous storage. Additional guest bedrooms are spacious and thoughtfully positioned with updated adjoining baths, while the dedicated executive office with soaring ceilings and oversized arched window creates the ideal work-from-home environment or flex space. The outdoor living experience is exceptional! An expansive covered lanai overlooks the screened resort-style pool and private backyard, an ideal environment for year-round Florida entertaining. Multiple covered seating and dining areas provide seamless indoor-outdoor flow, while the oversized screen enclosure and mature landscaping create privacy and architectural impact rarely found in similar homes. A dedicated pool bath adds convenience and functionality for guests and entertaining. The expansive backyard showcases mature oak trees, lush landscaping, and an impressive sense of space and privacy that further enhances the estate-like setting. Property Highlights Include: • Custom estate-style pool residence • Expansive single-story split floor plan • Circular driveway and impressive curb appeal • Soaring ceilings and oversized windows throughout • Chef’s kitchen with double built-in ovens • Extensive cabinetry, island, and breakfast bar seating • Spacious family room with multiple French doors • Luxurious oversized primary suite • Spa-inspired primary bathroom with soaking tub and oversized shower • Dedicated executive office/flex room • Updated guest baths and dedicated pool bath • Resort-style screened pool and oversized enclosure • Expansive covered lanai with multiple entertaining areas • Seamless indoor-outdoor living design • Mature oak trees and beautifully landscaped grounds • Exceptional backyard privacy and oversized homesite feel • Beautifully maintained interior and exterior • Convenient access to shopping, dining, golf, and major roadways This exceptional residence offers the rare combination of elegant design, spacious luxury living, and true resort-style outdoor entertaining in one of the area’s most desirable settings.
Listing is courtesy of: SMITH MCINTOSH PROPERTIES, INC (407-302-0446)
Listing Agent: Brian Smith (321-377-4355)
417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
$235,00036 Days on yellowkey MLS ID: V4948454
REDUCED by $4,000 (1.7%) on 05/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1996Monthly Fee: $508 Tax: $2,058 (2025)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,058
Remarks: Welcome to this beautifully updated condo located in the desirable community, Residences at Sabal Point. This spacious unit features an open-concept layout with abundant natural light, creating a bright and inviting atmosphere throughout. The modern kitchen is equipped with sleek countertops, ample cabinet space, and a breakfast bar that opens to the main living area—perfect for entertaining or everyday living. The living room flows seamlessly to a private balcony, offering a peaceful outdoor space to relax and unwind. The first primary bedroom is generously sized, complete with a large closet and easy access to a well-appointed bathroom, which is also accessible from the common spaces. The additional primary bedroom provides flexibility for a guest room, home office, or personal retreat - attached is a larger primary bathroom equipped with a double sink, vanity and a large bathtub/shower combo. Enjoy stylish finishes, updated flooring, and neutral tones throughout, making this home truly move-in ready. The community offers well-maintained grounds and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this property checks all the boxes. Schedule your private showing today and experience everything this Longwood gem has!
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Amanda Broughton (689-808-5270)
1735 TIMOCUAN WAY, LONGWOOD, FL 32750
$550,00014 Days on yellowkey MLS ID: S5150078
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1708 Built: 1982 Tax: $4,446 (2025)Community: Spring HammockSpa: NoApartment
Taxes:$4,446
Elementary School: Highlands Elementary
High School: Lake Mary High
Remarks: Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Accepting all offers through May 30th, 2026 Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Sukumar Haldar (516-508-0791)
121 CROWN POINT CIR #121, LONGWOOD, FL 32779
$297,90014 Days on yellowkey MLS ID: O6408433
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1616 Built: 1982 Tax: $754 (2024)Community: Crown Point By The SpgsSpa: NoCondo
Taxes:$754
Remarks: Welcome home to this beautifully renovated 2 story, 3 bedroom, 2 1/2 bath condo in the sought out community of Crown Point By The Springs!! Lovingly cared for and meticulously maintained, this condo exudes pride of ownership. This home offers a spacious kitchen with beautiful travertine flooring, newer stainless steel appliances, ample wood cabinetry and generous counter space. Slide the charming barn door to reveal the conveniently tucked away washer and dryer. Flowing seamlessly from the kitchen is a bright, inviting dining room with effortless care luxury vinyl flooring. French doors open to your private fenced pavered patio, the perfect spot to relax and unwind. The living room features a charming wood burning fireplace and elegant plantation shutters on the windows, creating a warm and elegant atmosphere. A half bath is also located conveniently on the first floor. Upstairs, a lighted built-in bookshelf accents the hallway, leading to three bedrooms and a guest bath. The spacious primary suite has a walk in closet and sliders that lead out to the balcony, which provides a luxurious view of the surrounding trees for peaceful enjoyment. The primary bath boasts a soothing, spa-inspired design. This condo has been updated with a re-pipe, electric panel and water heater (2022). Enjoy the community pool which is a short walk away. Just 3 miles from Wekiva State Park with the famous Wekiva Island! Enjoy shopping and a variety of restaurants within a short walk. Centrally located, just a few miles from Seminole College and I-4, with easy access to Orlando's world famous theme parks and beaches. You will not want to miss out on this lovely gem so make your appointment today for a private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Cheryl Browning (321-960-9619)
8203 OLYMPIA CT #8203, LONGWOOD, FL 32779
$198,000141 Days on yellowkey MLS ID: O6372375
REDUCED by $1,000 (0.5%) on 04/14/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,978 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,978
Remarks: COME AND SEE this 2 bedroom 2.5 bath second story home offers incredible value in Clubside at Sabal Point. Nearly 1,400 square feet with a scenic fountain view. Tons of comfort with double primary bedroom suites and the split plan layout is perfect for roommates or family. The foyer at entry is where you’ll find the laundry room with full sized appliances, as well as the conveniently located half bath. From there, step into the great room with attractive dark wood planks. You’ll love how spacious the living space is, which leads to the kitchen in front and bedrooms at back. The open kitchen is a very good size with eat-in space and a window, and there’s tons of counter space to prepare meals and a pantry closet with even more storage. This condo has two well-appointed primary bedrooms. The two primary bedrooms each feature an ensuite bathroom with granite countertops, one with a tiled shower and one with a tub. There are large walk-in closets and linen closets on both sides so there’s ample storage in this home. Low monthly fee covers all exterior maintenance and landscaping, sewer, trash services, and water. Homeowners have access to the clubhouse, resort-style pool, tennis courts, fitness center, and car wash station. Excellent location near Sabal Club Way and multiple paths to access Wekiva Springs Road—plus there’s no thru traffic on Olympia Court. Check out nearby Wekiva Springs, and very close to Altamonte Springs shopping for places like Aldi, Costco, Target and Walmart, or pick-up the Seminole County biking trails, and of course quick access to I-4. Contact us today to schedule a private showing. Please allow up to 48 hours for a response to any inquiry. Any request received on a Sunday will be processed on the following business day.
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: Joan Thompson (407-948-5592)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$629,90032 Days on yellowkey MLS ID: O6403175
REDUCED by $15,100 (2.3%) on 05/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: PRICE ADJUSTMENT : Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
3508 VESTAVIA WAY, LONGWOOD, FL 32779
$509,00030 Days on yellowkey MLS ID: V4948800
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2347 Built: 1984Monthly Fee: $20 Tax: $2,343 (2024)Community: VestaviaSingle Family
Taxes:$2,343
Remarks: LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed split-level home located in one of Longwood’s most desirable areas, zoned for top-rated Seminole County schools and surrounded by a quiet, established neighborhood with mature trees and low HOA. As you enter, you’re welcomed into the center of the home with a true split-level layout that creates both flow and privacy. Head upstairs to find 3 bedrooms and 2 bathrooms, along with comfortable living space for everyday life. The main level features a private primary suite, giving separation from the rest of the home. Downstairs offers incredible flexibility with an additional living area, bedroom, and a full bathroom with shower, perfect for a mother-in-law setup, guests, or a private retreat. This level also features its own separate A/C system, providing added comfort, privacy, and energy efficiency. With multiple rooms downstairs, there is also potential for additional bedroom space, making this an excellent option for larger households or multi-generational living. Step outside and enjoy a spacious backyard and deck, perfect for relaxing or entertaining, all set within a peaceful residential setting with minimal through traffic. Location is a major advantage. You are just minutes to Wekiva Springs State Park, parks, trails, shopping, and dining. Easy access to I-4, 417, and 429 makes commuting simple, with quick drives to Lake Mary, Altamonte Springs, and Downtown Orlando. You are also within reach of Disney, Universal, and the East Coast beaches. Homes offering this kind of layout, flexibility, and location do not come up often. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Seth L Rowlands, Llc (407-796-1932)
283 LAKAY PL, LONGWOOD, FL 32779
$825,00081 Days on yellowkey MLS ID: O6389639
REDUCED by $24,000 (2.8%) on 05/09/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Remarks: Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
628 E CLUB CIR, LONGWOOD, FL 32779
$995,00017 Days on yellowkey MLS ID: O6400643
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4026 Built: 1988Monthly Fee: $367 Tax: $5,748 (2024)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$5,748
Remarks: Custom Built Estate Residence by Jones Clayton Construction showcases timeless elegance in architecture, style and livability. Begin your next chapter in this beautiful home featuring one story, a screened pool with approximately 4026 sq ft, of living space with 4 Bedrooms, 4 Baths. Located in Sweetwater Club Seminole County's Premier 24 hour Guard Gated Community with more nature than homes and spacious estates spanning 1 - 11 acres. This Mediterranean Style residence blends classic architectural charm with today's most desired features. From the moment you pull into your circular driveway you're greeted by a professionally landscaped lawn spanning approximately one acre with an oversized side entry 3 car garage. Your foyer and entry hallway features marble floors and picturesque views through the Living Room of the tropical pool and lanai. There is a formal Dining Room with a Window Bench Seat off the Entry. In the Living Room there are soaring ceilings and a wet bar area for entertaining. There is a nearby Powder Bathroom for guests. You''ll notice abundant Custom millwork, moldings and built in features throughout the home. Recent Updates include: Beautiful New Tile Roof in 2022, Two Brand New Air Conditioning Units with Ecobee Thermostats. New Luxury Vinyl Plank flooring in main living areas, Pool Enclosure Rescreened, New Ceiling Fans, New Sundeck Pool Deck, All New Recessed Lighting throughout! Your Private Backyard adds to the peace and tranquility of this property. The pool is large enough for your lap swimming excercise. Primary Bedroom Suite is very spacious with access to the pool lanai area and a separate walk in closet. The Primary Bath is also very spacious with a double sided fireplace. 2nd Bedroom/Office has an ensuite full bathroom. Bright Kitchen and Nook area opens to spacious Family Room. Down the hall there are two bedrooms and a full bath. There are many French Doors to the Screened Pool Lanai for seamless indoor outdoor living. Separate Laundry Room with sink and exit door to a covered porch out to side entry 3 car garage parking area. There's pure potential for the next owner to renovate kitchen and baths. In mid Spring you'll enjoy a multitude of Azaleas, Gardenias and Magnolia Flowers. In Fall/Winter you'll have gorgeous Camelias. You'll have Deeded Lake Access to Lake Brantley and walking distance to over 7000 acres at the Wekiwa State Park. There are Tennis and Pickle Ball Courts and Gazebo Park. Seminole County Excellent Schools, close to the 429 and !-4 Freeways. Disney and Beaches are 40- 60 minute drives.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carolyn Kickhofel (407-538-4210)
334 MAPLE DR, LONGWOOD, FL 32750
$469,900320 Days on yellowkey MLS ID: O6325785
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2311 Built: 1970 Tax: $2,482 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$2,482
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT– HISTORIC LONGWOOD OPPORTUNITY! This charming indoor pool home presents a rare opportunity in the heart of Historic Longwood. Situated on a corner lot directly across from a peaceful protected green space with scenic trails, this property offers a unique blend of location, character, and potential in one of Seminole County’s most desirable and evolving areas. A distinctive courtyard-style layout welcomes you through the front entry into a private indoor pool area before entering the main living space—creating a true indoor-outdoor Florida lifestyle experience perfect for entertaining and year-round enjoyment. Inside, you’ll find vaulted wood ceilings, wood flooring, abundant natural light, and a functional layout featuring a formal dining area, cozy living room, and an open kitchen with granite countertops, skylight, and breakfast nook. A versatile enclosed flex space off the kitchen offers additional options for a home office, guest area, or bonus room to suit your lifestyle. The spacious primary suite features a private skylight and refreshed en suite bath with updated mirrors and lighting. Recently appraised and professionally measured at approximately 2,311 sq ft of living area, this home offers exceptional space and flexibility. With a roof replaced in 2024, screened two-car garage, interior laundry, and NO HOA, this property delivers strong value and endless potential. Conveniently located just minutes from I-4, Uptown Altamonte, Cranes Roost, Reiter Park, top-rated Seminole County schools, shopping, dining, and major hospitals. Seller is motivated — schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Ramona Biggs (321-947-6981)
4308 CLUBSIDE DR #4308, LONGWOOD, FL 32779
$189,90069 Days on yellowkey MLS ID: V4948046
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoCondo
Remarks: Large 2 bed 2 1/2 bath 3 story condo convenient to everything
Listing is courtesy of: BUYING PARADISE LLC (407-729-9849)
Listing Agent: Jim Mcfadzean, Jr (321-662-5337)
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