Location: Longwood , 32779
Do Not Show Listings
3138 WINDING PINE TRL, LONGWOOD, FL 32779
$1,349,00014 Days on yellowkey MLS ID: O6396505
1 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3739 Built: 2000Monthly Fee: $353 Tax: $9,522 (2024)Community: Alaqua LakesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,522
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Elegant custom-built Maroon home situated on a sought-after golf-front homesite in Seminole County's premier 24-hour guard-gated golf community of Alaqua Lakes. This IMPECCABLY-KEPT estate features numerous recent upgrades and enhancements, including a REPLACED TILE ROOF, newer A/C units and water heaters, updated pool equipment, new kitchen appliances, and a beautifully remodeled primary bath. This incredibly open and airy floorplan showcases soaring ceilings with detail abounding, inviting guests to a shimmering pool and massive covered lanai with tranquil golf vistas. Arrive at the oversized courtyard entry with brick paver drive, and guests are greeted with double glass front doors. Upon entry, soaring ceilings and an abundance of natural light showcase the inviting floor plan. The foyer, living room, and dining room set the stage with captivating views of the golf course, while the kitchen opens up to the family room and massive covered lanai overlooking the sparkling pool(resurfacing pending 4/2026). The primary bedroom is privately nestled unto itself and features a remodeled spa-quality bath and dual walk-in closets. The office has its own closet and can make for a 4th bedroom on the main level if needed, while the other 2 bedrooms are situated across the home and share an updated frameless glass shower and bath. Upstairs, a bonus room with private full bathroom and walk-in closet makes for the ultimate in living space flexibility. The oversized 3 car garage with high ceiling offer copious storage for all life's incidentals. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$585,00095 Days on yellowkey MLS ID: O6369834
REDUCED by $10,000 (1.7%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
113 WISTERIA DR, LONGWOOD, FL 32779
$1,050,00038 Days on yellowkey MLS ID: O6390667
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $45,000 (4.1%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3491 Built: 2008Monthly Fee: $229 Tax: $10,837 (2025)Community: Springs Willow Run Sec TheSingle Family
Taxes:$10,837
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Seller is offering a $10,000 concession towards closing costs or rate buy down! Located in the highly sought-after community of The Springs, this stunning estate offers an exceptional opportunity to enjoy one of Central Florida’s most unique lifestyles. Set on nearly an acre, the property welcomes you with a circular drive and spacious three-car garage, creating an impressive arrival. Inside, natural light pours through large windows showcasing beautiful outdoor views, creating a seamless connection between indoor living and the surrounding landscape. The newly remodeled chef’s kitchen serves as the heart of the home and flows effortlessly into the main living areas, perfect for entertaining or everyday living. Additional highlights include a wet bar, private wine cellar, and a desirable ground-floor primary suite, offering both comfort and convenience. Residents of The Springs enjoy an unparalleled community experience featuring a private natural spring, swimming pools, scenic walking trails, and equestrian stables, all within a gated setting known for its beauty and tranquility. Homes on lots this size in this iconic community are rare and offer a unique chance to experience space, nature, and refined living in one of the area’s most beloved neighborhoods.
Listing is courtesy of: ENGINE REALTY INC (407-801-8888)
Listing Agent: Jennifer Jordan (321-304-9969)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000272 Days on yellowkey MLS ID: O6323408
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$5,374
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Welcome home to your very own personal sanctuary located in the gated community of Sweetwater Springs. Recently updated with new exterior and interior paint, new water heater, new Goodman 5 Ton AC system, new recess lighting throughout, and a newly painted pool deck and screened enclosure, this stunning four-bedroom, two-and-a-half-bathroom POOL home features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with tons of natural light. The formal living and dining rooms create an ideal setting for entertaining guests. Cozy up by the inviting fireplace in the family room, which also includes built-in features. The kitchen is well-equipped with stainless steel appliances, built-in oven, cooktop range, exhaust fan, pantry, and a dinette area perfect for casual meals. Retreat to the primary bedroom, complete with new carpet and an ensuite bathroom that boasts a walk-in closet, dual sinks, separate shower, and a large garden tub—perfect for unwinding after a long day. The additional three bedrooms offer ample space for all your needs. This home showcases numerous designer upgrades, including crown molding, chair rails, built-in features, arched windows, plant shelving, plantation shutters, modern stair railing and California closets. Step outside to your backyard oasis, featuring a spacious screened patio, with a covered section ideal for lounging. Dive into the inviting pool or relax in the spa, all within a fenced yard that ensures privacy. Situated in a gated community, this home is conveniently located near the Wekiva River and offers deeded access to Lake Brantley with private boat launch, and tennis courts. Additionally, nearby state parks such as Wekiva Springs State Park, Wekiva Island and Kelly Park provide opportunities to explore Florida’s natural beauty, complete with trails and crystal-clear springs. The area is known for its A rated public school system. Plenty of shopping and dining nearby . Don’t miss the chance to own this rare gem. Truly a must see. Some photos have been virtually staged.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
432 STANTON PL, LONGWOOD, FL 32779
$297,00031 Days on yellowkey MLS ID: O6388641
REDUCED by $8,000 (2.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Elementary School: Wekiva Elementary
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds 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)
100 HIDDEN OAK DR, LONGWOOD, FL 32779
$409,90087 Days on yellowkey MLS ID: O6376333
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1746 Built: 1972Monthly Fee: $175 Tax: $4,454 (2024)Community: Springs Glenwood Village Sec 1 Rev TheTownhouse
Taxes:$4,454
Remarks: Wonderful end-unit townhome located in a guard-gated community with an array of amenities. This freshly painted residence welcomes you with laminate flooring, neutral tones, and a spacious family room adjacent to the kitchen and living area. Soaring 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Upstairs features an oversized primary suite with a walk-in closet. Enjoy scenic views of the beautifully maintained grounds. The unit is move-in ready and easy to show.
Listing is courtesy of: LOVELAND PROPERTIES (407-352-8118)
Listing Agent: Cleve Loveland (407-352-8118)
217 TOMOKA TRL #217, LONGWOOD, FL 32779
$240,00079 Days on yellowkey MLS ID: O6376759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $722 Tax: $2,614 (2024)Community: Wekiva Villas CondoCondo
Taxes:$2,614
Remarks: Welcome to the tropical paradise of the Springs! This beautiful 2 bedroom 2 bath second story condominium has been up-dated and is ready for its new owner. Once you enter this home you will be swept away by its soaring ceilings and light and bright windows. This beautifully decorated home feels so much larger than it is. Enjoy your up-dated kitchen with plenty of storage and work space; great for entertaining friends and family. The dining area is open and bright, and adjoins the family room featuring a built-in fireplace with vaulted ceilings and natural light, and leads to your private one-of-a-kind balcony. The primary bedroom with its vaulted ceiling is spacious and can accomodate large furniture. The ensuite bath features a walk-in closet, two vanities and a shower/tub combo. The primary bedroom also opens up to a private balcony; perfect for that morning cup of coffee. The large guest bedroom is spacious and is perfect for guests or even a roommate! A separate bath is just off the guest room. The guest room features an adjoining balcony. There is a large second story loft that would make a great office space, television room or even another bedroom. The possibilities are endless. The piece of resistance of this beautiful condo is living in the Springs; one of Longwood's premiere guard-gated communities. Your monthly HOA includes :Exterior Maintence, including roofs, grounds, pool, Water, Sewer and Trash. The Springs HOA also includes 24 hour gated security,and community access, Private nature trails, Access to the horse stables, The yearly event of the springs concerts and so much more. You will soon be living in a lush tropical paradise, that is close to everything including: Restaurants, Shopping, Medical and so much more! Call today to schedule your private showing.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Tim Swanson (321-356-7246)
1742 FIFESHIRE CT, LONGWOOD, FL 32779
$1,275,00012 Days on yellowkey MLS ID: O6396719
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4053 Built: 1993Monthly Fee: $65 Tax: $10,135 (2026)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,135
Tax Year: 2026
Remarks: Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home has many features. The Primary master suite is privately situated to itself and showcases a sitting area in front of the wood burning fireplace and overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall and a private water closet. A separate office with built-ins which offers the perfect environment for working from home or pursuing personal projects. There is a wet bar, 3 wood burning fireplaces located in the family room, living room and master bedroom. The home has all tile and hardwood flooring throughout, an oversized 3 car garage. Numerous updates were made including installation of solar panels for low monthly utility cost, remodeled master bathroom and 2 guest bathrooms, installed exterior pool bathroom, remodeled the outdoor kitchen, and replaced the patio, pool deck, and porch tiles. A MUST SEE - GUEST/MOTHER-IN-LAW SUITE WITH KITCHENETTE, BATHROOM, WITH PRIVATE INTERIOR & EXTERIOR ENTRANCES. A great home for entertaining. A must see to appreciate. Wekiva Island is nearby as is an entrance to I-4 which will take you North to Daytona Beach where it terminates into I-95 or South to Downtown Orlando, past the attractions area and to Tampa where it terminates into I-75. What's Around & Near Markham Meadows? Grocery-Restaurants: Lake Mary Collection Mall: Altamonte Mall Hospital: Orlando Health South Seminole Hospital Attractions: Planet Obstacle & Wekiva Island Get Out & Play: Cross Seminole Trail Local Hang Out: Casey's Sports Bar Closest Beach: New Smyrna Beach
Listing Agent: Melissa Dietz Levering (321-388-4268)
207 WEEPING ELM LN, LONGWOOD, FL 32779
$450,00016 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: 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)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,085,00038 Days on yellowkey MLS ID: O6390329
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Taxes:$5,468
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640100 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: FIDICITY REALTY INC (772-678-8158)
Listing Agent: Dr April Joh Johnson (813-545-9218)
6 ROBINWOOD DR, LONGWOOD, FL 32779
$789,99922 Days on yellowkey MLS ID: V4948197
REDUCED by $55,001 (6.5%) on 04/08/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2678 Built: 1979 Tax: $7,329 (2024)Community: RobinwoodsSingle Family
Taxes:$7,329
Remarks: Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.
Listing Agent: Anne Hall (407-748-6789)
1209 CLUBSIDE DR #1209, LONGWOOD, FL 32779
$184,99997 Days on yellowkey MLS ID: O6373181
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $473 Tax: $2,482 (2025)Community: Clubside At Sabal Point A CondominiumCondo
Taxes:$2,482
Remarks: Under contract-accepting backup offers. Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor condo located in the desirable Clubside at Sabal Point community in Longwood, Florida. This spacious residence offers approximately 1,365 square feet of thoughtfully designed living space featuring two master bedrooms, each with generous walk-in closets, and 2.5 bathrooms, providing comfort and privacy. Step inside to an open floor plan with modern finishes, abundant natural light, and a seamless flow between the living and dining areas. Enjoy the Florida lifestyle from the large screened balcony, ideal for relaxing or entertaining guests. The home also includes the convenience of in-unit laundry, central air conditioning, and ample storage throughout. Residents of Clubside at Sabal Point enjoy a variety of community amenities including a resort-style swimming pool, fitness center, tennis courts, and outdoor grilling areas. These features offer a welcoming and active lifestyle right at home. Conveniently situated in the 32779 area, this condo provides easy access to shopping, dining, major highways including I-4, and top-rated schools, creating an ideal balance of comfort, convenience, and community living.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
490 N PIN OAK PL #216, LONGWOOD, FL 32779
$169,000132 Days on yellowkey MLS ID: O6365456
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991Monthly Fee: $416 Tax: $538 (2025)Community: Windsor @ Sabal WalkCondo
Taxes:$538
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community of Windsor at Sabal Walk, offering a perfect blend of comfort, convenience, and Florida living. Step inside to a bright, open layout featuring a spacious living room, a dedicated dining area, and sliding glass doors that lead to your screened-in balcony which is perfect for morning coffee or unwinding in the evening. The split-bedroom floor plan ensures privacy, with each bedroom offering generous walk in closets and access to its own full bathroom. The well-appointed kitchen includes ample cabinet storage, a breakfast bar, and views into the main living space, making it ideal for both everyday living and entertaining. A full-sized laundry room adds extra convenience. Residents of this peaceful community enjoy fantastic amenities including a resort-style swimming pool (currently being remodeled), fitness center, clubhouse, and beautifully landscaped walking areas. The location is unbeatable being close to Wekiva Springs, Uptown Altamonte, Lake Mary, and just minutes from I-4 for an easy commute. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance investment property, this condo offers exceptional value in a prime Longwood location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00026 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00013 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$5,456
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
110 DEVON CT, LONGWOOD, FL 32779
$470,00081 Days on yellowkey MLS ID: O6377933
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1974Monthly Fee: $23 Tax: $2,594 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,594
Remarks: NEW PRICE! You are going to fall in love with this beautiful residence in desirable Longwood community of Wekiva Hunt Club! Located on the circle part of a cul-de-sac and blocks from Wekiva Elementary and community parks! This home offers an expansive and open floor plan, split bedrooms, primary with updated en-suite bath, TWO living areas, formal dining and kitchen with a large breakfast room, perfect for a kitchen expansion or butler pantry! There's more....a HUGE interior laundry/utility room large enough for storage and additional refrigeration, newer French door with internal blinds leading to a large covered, screen enclosed back porch overlooking a beautiful yard...the lot size is just under a 1/2 acre!! Freshly painted inside and out - ready for you to move in! MAJOR updates include: ROOF 2021, HVAC 2023, WINDOWS/DOORS 2020, PAVER DRIVEWAY 2020, ELECTRICAL PANEL 2023, PRIMARY BATH REMODEL 2023, 8-ZONE SPRINKLER SYSTEM 2020...Seller will pay for lawn care (mowing) for 6 months! This home is fresh, clean and ready to move in!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
100 E WYNDHAM CT, LONGWOOD, FL 32779
$395,000165 Days on yellowkey MLS ID: O6358179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1977Monthly Fee: $23 Tax: $4,708 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Spa: NoSingle Family
Taxes:$4,708
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated Wekiva Elementary in the highly desirable Wekiva community! Sitting proudly on a large corner lot, this home offers tons of potential for personalization with great bones and plenty of space for the whole family. Step inside to find two comfortable living areas, including a front living room and a cozy family room with a wood-burning fireplace—perfect for relaxing evenings. The large kitchen overlooks the backyard and features stainless steel appliances, lots of counter space, and a small pantry for extra storage. Both bathrooms are well designed—one with a tub and shower combo with direct access to the screened patio, ideal for backyard entertaining. All four bedrooms are generously sized, with the primary suite featuring a walk-in closet and private bath. Flooring features wood laminate in most living areas and bedrooms, complemented by fresh paint inside and out, for a clean feel. Enjoy outdoor living on the screened back porch or take a stroll along nearby walking trails leading to several parks and the Wekiva Golf Clubhouse (just 5 minutes away!). The Rain Bird sprinkler system, New Roof (2025), HVAC (2020), gutters, garage door pad entry, and freshly painted garage floor with Maytag washer and dryer add extra convenience. Easy access to great schools, golf, and nature, this Wekiva gem offers both privacy and proximity to everything Longwood has to provide. Bring your vision and make this home shine—it’s ready for its next chapter!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$200,00047 Days on yellowkey MLS ID: O6385064
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Christina Rordam (407-928-8294)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,00019 Days on yellowkey MLS ID: O6395212
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2107 Built: 1983Monthly Fee: $622 Tax: $2,778 (2024)Community: Wekiva Country ClubCondo
Taxes:$2,778
Remarks: Discover the perfect blend of space, style, and location in this beautifully updated townhome-style condominium featuring an oversized garage and a highly desirable first-floor primary suite. Soaring ceilings create an airy, open feel, enhanced by a dramatic floor-to-ceiling fireplace and a striking mirror accent wall, while the enclosed lanai adds additional living space to relax or entertain. The versatile loft offers endless possibilities for a home office, library or fitness nook. Enjoy stainless steel appliances, a charming front patio perfect for morning coffee, and access to a refreshing community pool. Ideally situated within walking distance to shopping, dining, and the Seminole County Public Library West Branch, and just minutes from outdoor adventures at Wekiwa Springs State Park and golf at Wekiva Golf Club, this home offers the lifestyle you’ve been looking for in one of the area’s most sought-after communities. Roof 2025, Exterior Painting scheduled for 2026, HVAC replaced 2020.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
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