Location: Longwood
Do Not Show Listings
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$222,000255 Days on yellowkey MLS ID: O6335868
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,976
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
891 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,095,0003 Days on yellowkey MLS ID: O6401694
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 1970 Tax: $6,764 (2024)Community: Des Pinar AcresSingle Family
Taxes:$6,764
Elementary School: Woodlands Elementary
Remarks: Privately positioned on 1.62 acres along one of the most sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility, and modern upgrades without the restrictions of an HOA. Tucked behind private entry gates at both the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining, and everyday conveniences of both Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions, and the beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures, and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, an irrigation well, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, near 1,000 square foot guest house provides the versatility for multigenerational living, visiting guests, a separate office for running a business, or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations, and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s most desirable destinations in one compelling offering.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$184,90077 Days on yellowkey MLS ID: O6381034
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Tax Year: 2025
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,99090 Days on yellowkey MLS ID: O6377495
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Taxes:$2,531
Elementary School: None
High School: None
Middle School: None
Remarks: PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
214 SHERIDAN AVE, LONGWOOD, FL 32750
$425,0006 Days on yellowkey MLS ID: O6400828
1 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 1976 Tax: $4,935 (2024)Community: Winsor Manor 1St AddSingle Family
Taxes:$4,935
Remarks: **MULTIPLE OFFERS** **BEST AND FINAL DUE ON 4/25 BY 5:00PM** Welcome to your next home—where comfort, style, and everyday living come together effortlessly. This beautifully maintained 3-bedroom, 2-bathroom home offers over 1,700 square feet of thoughtfully designed space, featuring a desirable split floor plan with two separate living areas—perfect for both relaxing and entertaining. At the heart of the home, you’ll find a flawlessly upgraded kitchen complete with sleek stainless steel appliances, modern finishes, and plenty of space to cook, gather, and create memories. Step outside and enjoy your morning coffee on the charming front porch, or unwind in your private backyard oasis. The brand-new paver patio and perfectly designed fire pit set the stage for cozy evenings, all while taking in peaceful water views that make this home truly special. Conveniently located just minutes from major highways, airports, shopping, and dining, you’ll have easy access to everything Central Florida has to offer while still enjoying your own serene retreat. This one checks all the boxes—come see it for yourself!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
3144 PLAYERS VIEW CIR, LONGWOOD, FL 32779
$1,299,000157 Days on yellowkey MLS ID: O6362382
0 Days Off yellowkey (back on 4/26/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3976 Built: 2017Monthly Fee: $350 Tax: $13,406 (2024)Community: Reserve At AlaquaSingle Family
Taxes:$13,406
Remarks: Welcome to 3144 Players View Circle, a stunning executive home in the exclusive guard gated community of Reserve at Alaqua. This elegant Fitzgerald model features 5 bedrooms, 5.5 bathrooms and around 4,000 sq ft of luxury living, including an oversized driveway and a 3-car garage equipped with an EV charger. Step inside to engineered hardwood floors and a bright, open layout filled with upscale finishes. The gourmet kitchen is a chef’s dream, with light cabinetry, stone countertops, a natural gas cooktop and a farmhouse sink. A massive walk-in pantry and butler’s pantry make entertaining effortless.A temperature-controlled wine room adds a refined touch, holding over 200 bottles. Enjoy meals in the formal dining area or relax in the spacious family room. A private office with built-ins provides the ideal work-from-home space. The first floor also includes a guest suite with its own en suite bath and the 2nd floor, a second family room with a wet bar expands the living space. Three additional bedrooms each have private bathrooms. The luxurious primary suite features a spa-like en suite with garden tub, walk-in shower, and two custom closets. Step outside to your personal oasis with a saltwater, gas-heated pool and spa. An outdoor kitchen and covered patio create the perfect entertaining space. The landscaped backyard offers both privacy and beauty. This home sits next to a peaceful park and is close to the driving range and clubhouse. Enjoy access to a Gary Player-designed golf course and 24/7 guard-gated security. Located near top-rated schools including Heathrow Elementary and Lake Mary High. This home blends luxury, comfort, and lifestyle—don’t miss your chance to make it yours.
Listing is courtesy of: KUNERT REALTY INC (407-745-0949)
Listing Agent: Andreas Kunert (407-467-1830)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$709,0002 Days on yellowkey MLS ID: V4948735
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2760 Built: 1982 Tax: $2,994 (2024)Community: Mandarin Sec 2Single Family
Taxes:$2,994
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy touch. It also overlooks the kitchen which is ideal for entertaining. The kitchen features stainless steel appliances, generous counter space, and a closet pantry. Large sliders in both the family room and living room lead to the fully fenced yard, a screen-enclosed porch, and a paver-lined pool area. Other perks include an indoor laundry room with washer and dryer, a storage shed, and a freshly paved driveway with ample parking. Roof replaced in April 2026. No HOA. Horses welcome, and the property borders a scenic bike trail. Zoned for Lake Mary High School—Go Rams!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Stalzer (386-405-3457)
1498 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,870,0008 Days on yellowkey MLS ID: O6399260
Bed: 7 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7675 Built: 1991Community: Markham Woods CorridorSingle Family
Taxes:$0
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Looking for a private, multi-acre estate with the flexibility to expand, entertain, or create a true multi-generational compound? Welcome to the prestigious Markham Woods Corridor. Set on a cleared, high-and-dry 5+ acre homesite with no HOA restrictions, this property offers rare freedom and tranquility, feeling like your own private park complete with gorgeous mature oak trees, lush living privacy walls, and a dual-gated entrance. Partial Owner Financing Available...Call For Details. The beautifully renovated main residence spans nearly 5,600 square feet and has been meticulously updated within the last year to offer ultimate peace of mind. Major recent upgrades include completely brand-new plumbing throughout the entire home, four new HVAC units, and fully modernized bathrooms featuring pristine new tile, hardware, lighting, and vanities. Luxurious Main Residence Features include a Flexible Layout with up to 7 bedrooms (including 5 en-suites) and 8 bathrooms. Three spacious primary suites feature private baths and walk-in closets, plus a separate in-law suite with its own entrance, living area, kitchenette, and full bath. The Gourmet Kitchen is The heart of the home and boasts granite countertops, a massive center island, and premium appliances, including a Samsung 3-door refrigerator, Samsung dishwasher, and an Electrolux Icon dual oven/freezer stack. With Smart Home Technology; Enjoy automated luxury blinds on the main floor, smart-controlled exterior fountains, and customizable, color-changing boundary wall lighting. With Unrivaled Entertainment & Outdoor Living features include a separate Ballroom / Theater with a $30,000 state-of-the-art automated LED lighting system that transforms this exceptional space. Featuring smart-controlled curtains, an LG mini-beam short-throw projector, a dedicated stage, and eight surrounding screens, it is perfect for hosting large-scale events, weddings, yoga retreats, or epic movie nights. Outdoor Entertaining doesn't get any better than this. Step out onto +/- 4,000 square feet of luxury brick pavers. The outdoor summer kitchen area is a chef's dream, featuring a commercial Vulcan convection oven complete with a full-sized pizza stone for authentic, restaurant-quality entertaining. *BONUS*- Exclusive Custom Pool Opportunity: While the expansive grounds offer a blank canvas, the seller—a commercial pool contractor—is offering an exclusive buyer incentive to build a custom pool to your exact specifications at their direct cost, allowing you to design your dream oasis without the retail markup! The Detached Guest Quarters is Connected to the main home by a beautiful red-tiled covered breezeway. The massive two-story detached building offers a fully climate-controlled space. Upstairs features a 3-bedroom, 1-bath apartment with a spacious lounge. Downstairs boasts a beautiful stainless steel kitchen, a storage room, and a garage—ideal for guests, staff, or incredible income-producing potential. Zoned for horses and offering ample space for boats, RVs, and recreational vehicles, this estate is perfectly suited for a variety of uses. Conveniently located near Heathrow shopping, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches. This is more than a home; it’s an investment in endless possibilities. Properties with this level of versatility, luxury, and land in this corridor rarely hit the market, and they never stay long. Call Today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Warren (407-928-3760)
306 HICKORY DR, LONGWOOD, FL 32779
$549,0002 Days on yellowkey MLS ID: O6402271
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 1974Monthly Fee: $54 Tax: $6,074 (2025)Community: Sweetwater Oaks Sec 06Spa: NoSingle Family
Taxes:$6,074
Remarks: Under contract-accepting backup offers. Welcome to 306 Hickory Dr. in Longwood, Florida, nestled within the charming Sweetwater Oaks community. This inviting home is situated on an oversized corner lot, surrounded by mature landscaping and beautiful trees. Offering four bedrooms and two bathrooms, this well-maintained pool home exudes warmth and charm. As you enter, you are greeted by stunning views of the backyard pool area, creating a serene atmosphere. The master bedroom features two closets, along with a sunken tub and shower for added luxury. Throughout the living areas and bedrooms, you'll find stylish vinyl plank flooring. The family room is enhanced by a cozy wood-burning fireplace, and the indoor laundry room conveniently includes a washer and dryer. The kitchen seamlessly opens to the family room and boasts a refrigerator that is less than a year old. The roof was recently installed in 2024, ensuring durability for years to come. Residents of Sweetwater Oaks enjoy exclusive access to Lake Bradley, a large ski lake complete with a private boat dock, beach, and playground. The community also offers numerous tennis and pickleball courts, along with several parks and playgrounds. Additionally, this property is conveniently located near restaurants and the scenic Wekiva Springs State Park, alongside the picturesque Wekiva River. Situated on .41 acres, this home is sure to impress from the moment you step inside.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$649,00052 Days on yellowkey MLS ID: O6387465
REDUCED by $1,000 (0.2%) on 04/26/2026
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
High School: Lake Brantley High
Remarks: 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)
450 STANTON PL, LONGWOOD, FL 32779
$365,0004 Days on yellowkey MLS ID: O6398984
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $3,660 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$3,660
Elementary School: Wekiva Elementary
Remarks: Welcome to this beautifully maintained 3 bedroom/2bath, single story end-unit townhome, where lush, natural landscaping sets the tone for a truly inviting lifestyle. Inside, a wide-open main living area is filled with natural light and enhanced by ELEGANT PLANTATION SHUTTERS and TIMELESS WHITE WOOD CROWN MOLDING THROUGHOUT, creating a bright and cohesive space that feels both spacious and refined. This move-in ready home showcases a long list of thoughtful upgrades, including a NEWER ROOF (2021), a BRAND-NEW RHEEM WATER HEATER (APRIL 2026), and a HIGH-EFFICIENCY TRANE HVAC SYSTEM installed in 2024 WITH TRANSFERABLE WARRANTIES for added peace of mind. The UPDATED KITCHEN is both stylish and functional with granite countertops, a travertine backsplash, updated appliances, and refreshed cabinetry hardware, while the primary suite offers dual granite vanities and upgraded fixtures for a spa-like feel. Secondary bedrooms have been beautifully refreshed with new LVP flooring, updated closets, fresh paint, and modernized finishes, and the second bath has also been tastefully updated. Enjoy outdoor living on the FULLY REPAINTED SCREENED PORCH with an enhanced patio and planter area, perfect for relaxing or entertaining. Additional highlights include a FULLY UPGRADED GARAGE with new door and rails (2026), LiftMaster system, attic storage with lighting, and NUMEROUS INTERIOR UPDATES such as new lighting, vents, locks, and fresh paint throughout. With a DESIRABLE THREE-WAY SPLIT FLOOR PLAN, a ONE-YEAR HOME WARRANTY, and meticulous care evident at every turn, this exceptional property offers comfort, style, and convenience in one complete package. ENJOY LOW-MAINTENANCE LIVING with an HOA that covers exterior maintenance, lawn and ground care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,550,0003 Days on yellowkey MLS ID: O6399898
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Taxes:$11,952
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, boathouse and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings & space. EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional as well as impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Run the bath, add the bubbles & SOAK away the days troubles! Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private boat house, lift & covered space. Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools. Don't miss viewing this incredible property and dare to dream the memories you create here.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Crudo (407-489-8953)
207 WEEPING ELM LN, LONGWOOD, FL 32779
$450,00023 Days on yellowkey MLS ID: O6396133
REDUCED by $10,000 (2.2%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 1974Monthly Fee: $136 Tax: $3,664 (2024)Community: Springs The Shadowood Village Sec 2Townhouse
Taxes:$3,664
Remarks: Under contract-accepting backup offers. Tucked inside the exclusive, guard-gated community of The Springs, this beautifully renovated home offers a stylish-open concept layout surrounded by nature and everyday convenience. The updated kitchen features newer soft-closed cabinetry, stone counters tops, backsplash and an induction oven for efficient, safe cooking. Just beyond, the indoor laundry area continues the cabinetry and counterspace, providing added storage and functionality. The dining and living areas are enhanced with soaring wood ceilings and a wood burning fireplace, creating a warm inviting atmosphere. Large picture windows fill the space with natural light while fresh interior paint and new luxury vinyl plank add a clean modern touch. The standout main bathroom- affectionately called the “The Grotto”, offers a spa-like retreat with jetted soaking tub designed for relaxation and serenity. The primary suite serves as a true sanctuary, featuring vaulted wood ceilings, a private bathroom with updated vanity, tiled shower and upgraded automated toilet with built- in bidet. THE SPRINGS is a haven for nature lovers, offering a unique lifestyle with access to a private natural spring, scenic walking trails, horse stables, community pool, basketball, tennis and pickleball courts. Residents also enjoy a vibrant calendar of community events throughout the year and the peace of mind that comes with 24/7 guard gated security. Conveniently located near schools, shopping, and entertainment, this home presents a rare opportunity to experience this unique community. Schedule your private showing today.
Listing is courtesy of: HOME IMAGINED (386-314-0000)
Listing Agent: Rikki Koberg (386-314-0000)
148 SUNSET DR, LONGWOOD, FL 32750
$332,50011 Days on yellowkey MLS ID: O6399766
2 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$574,99961 Days on yellowkey MLS ID: O6385431
REDUCED by $8,000 (1.4%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$4,171
Remarks: Welcome home to this spacious 4-bedroom, 2-bath pool residence with dedicated office, nestled in the peaceful Cypress Landings neighborhood of Sabal Point in Wekiva Springs. From the moment you enter, you’re greeted by warm wood floors and an inviting great room with soaring vaulted ceilings and a wood-burning fireplace — the perfect gathering space for family and friends. Outside, your oversized lot transforms into a private backyard oasis featuring a sparkling pool, screened patio, firepit, and brand-new playground, creating endless opportunities for relaxation and entertainment. With all brand new appliances, including washer and dryer, a 2017 roof, 2022 A/C, and 2023 water heater, the major updates are already done for you. Enjoy miles of shaded walking and jogging trails, a scenic three-mile loop, and direct access to the Wekiva River Buffer Conservation Area, all while being minutes from highways, shopping, dining, and highly rated Seminole County schools.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Antonio Salinger (407-304-9867)
409 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
$225,0003 Days on yellowkey MLS ID: O6402183
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1996Monthly Fee: $509 Tax: $2,373 (2025)Community: Residences At Sabal Point A CondominiumCondo
Taxes:$2,373
Remarks: Gated Community! 1st Floor Unit! Outstanding Renovations! 2 Bd 2 Bt, Updated Kitchen. Open concept, single story with a lot of natural light. Laminate flooring. New AC (New 3 yrs) . New Compressor & Dishwasher 4/27/26 . New Refrigerator, Washer & Dryer (New 3 yrs). New Water Heater (New 2 yrs). Grand size Community Pool & Clubhouse, Playground and Swingset! Move in Ready. Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
$239,0003 Days on yellowkey MLS ID: V4948454
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)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00010 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
366 WEKIVA COVE RD, LONGWOOD, FL 32779
$550,000162 Days on yellowkey MLS ID: O6359535
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2268 Built: 1983Monthly Fee: $89 Tax: $3,707 (2024)Community: Wekiva Cove Ph 1Single Family
Taxes:$3,707
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Beautifully Refreshed Home in the Highly Desired Wekiva Cove Community! This stunning home is back on the market after significant upgrades, including a brand-new kitchen and improved open floor plan designed for modern living and effortless entertaining. Fresh interior and exterior paint, new ceilings in the kitchen and garage, and numerous updates make this home truly move-in ready. Step inside to a bright and welcoming formal living room featuring dramatic vaulted ceilings, a striking fireplace, and abundant natural light. The brand-new kitchen showcases elegant quartz countertops, stainless steel appliances, and a breakfast bar, perfectly positioned to overlook the dining and family room with seamless access to the pool area. Step outside and discover your own private backyard paradise. The in-ground pool, surrounded by lush landscaping and equipped with brand-new pool equipment, creates the perfect setting for relaxing or entertaining. Additional valuable upgrades include a fully paid solar panel system powering the entire home, a new water heater, and a new sprinkler system. The first-floor primary suite offers comfort and privacy, complete with a walk-in closet, private bath, and direct access to the pool. The primary bathroom features a beautiful skylight that fills the space with natural light, creating a spa-like atmosphere that feels like your own private retreat. Upstairs, you’ll find two spacious bedrooms with generous closets and a shared balcony overlooking the pool and the lake, along with a versatile loft/office that can easily serve as a 4th bedroom, workspace, or flex room. An additional indoor patio/flex space provides even more room for relaxing, entertaining, or creating a charming indoor garden area. Located in the picturesque lakefront community of Wekiva Cove, residents enjoy a scenic paved walking trail around the lake, a fishing pier, community pool, tennis courts, playground, sports fields, and clubhouse. The greater Wekiva area also offers 26 miles of walking trails, beautiful parks, and a vibrant community atmosphere. Ideally located near Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, as well as shopping, dining, and major roadways. All of this is complemented by access to top-rated Seminole County schools. Experience the perfect blend of comfort, upgrades, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: A2Z REALTY GROUP (407-401-8822)
Listing Agent: Olga Ray (407-404-2133)
318 VALLEY DR, LONGWOOD, FL 32779
$715,0003 Days on yellowkey MLS ID: O6401622
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2424 Built: 1974Monthly Fee: $54 Tax: $3,373 (2024)Community: Sweetwater OaksSpa: YesSingle Family
Taxes:$3,373
Remarks: Welcome to 318 Valley Drive! This must see home has been meticulously cared for, the improvements are very nice, this home is a must see!! This great 4 bedroom, 2 and a half bath home boasts 2424 square feet of living space, a large back porch and pool area as well as an oversized side entry garage! This amazing home has had so many extremely nice improvements! Beautiful wide plank Brazilian Cherry floors, fantastic and updated bathrooms, the high end kitchen is ready for entertaining, there are fantastic shutters at most windows of this great home! The kitchen features beautiful cabinets(as does the entire home), granite counter tops, upgraded Viking and Bosch appliances, a beautiful backsplash and just a warm and graceful feeling! The main bedroom suite feels very relaxing and welcoming, the main bathroom feels like it is from a great spa hotel! The three other cozy bedrooms are well appointed, one has wood floors that match the rest of the home, another has a convenient Murphy style bed!! This home has a 24KW Generac generator that is almost new, this system is powered by on site propane tanks and will last for many days to take away any worry of the infrequent power outages! There is a super convenient EV outlet in the garage! This home has been replumbed, the roof was installed in 2021, all of the systems are in great condition and nearly new! The back of the home is very private and has a very large and cozy back porch, a relaxing tropical screened pool, a separate spa, and more! This home is on an almost half acre(.47 acre) well landscaped property and is on a quiet side street! The lawn and landscaping are irrigated with a deep well providing clean and inexpensive water to keep everything very fresh looking! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing Agent: Mark Humphreys (407-310-5765)
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