Location: Longwood , 32779
Do Not Show Listings
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00061 Days on yellowkey MLS ID: O6408467
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 7451 Built: 1984Monthly Fee: $367 Tax: $18,909 (2025)Community: Sweetwater Club Unit 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,909
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Located within the exclusive Sweetwater Club Estates, this custom home sits at the head of a private cul-de-sac with sprawling grounds, circular driveway, and rear-entry garage. Step through the front doors to bright, open views of the private pool and outdoor entertaining area. The gourmet kitchen features a Viking six-burner range, multiple Sub-Zero refrigerators, center island, granite counters, and custom cabinetry. A butler’s pantry leads to the formal dining room, perfect for entertaining, along with a dedicated wine storage area. A second full kitchen with pass-through access to the outdoor patio overlooks the pool area. The split-bedroom floor plan offers privacy throughout the home. Upstairs, a spiral staircase leads to a loft ideal for a game room or library. The owner’s retreat includes a spacious primary bedroom, media room, spa-style bath with Jacuzzi tub, separate shower, bidet, and dual walk-in closet. Every detail of this one-of-a-kind property has been thoughtfully designed, creating a truly unforgettable home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$195,000133 Days on yellowkey MLS ID: O6385064
REDUCED by $5,000 (2.5%) on 05/22/2026
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
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
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)
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,800,00096 Days on yellowkey MLS ID: O6396829
REDUCED by $400,000 (7.7%) on 05/12/2026
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10684 Built: 2002Monthly Fee: $885 Tax: $43,088 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$43,088
Elementary School: Heathrow Elementary
High School: Lake Mary High
Tax Year: 2024
Remarks: Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
1934 WINGFIELD DR, LONGWOOD, FL 32779
$924,50063 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)
441 WILD OAK CIR, LONGWOOD, FL 32779
$770,00068 Days on yellowkey MLS ID: O6405462
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 1982Monthly Fee: $54 Tax: $3,972 (2024)Community: Sweetwater Oaks Sec 13Single Family
Taxes:$3,972
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks on a quiet street, 441 Wild Oak Circle offers the space, privacy, and lifestyle that define Sweetwater Oaks living. Set on an expansive .64-acre homesite, this 4-bedroom, 3-bathroom residence spans over 2,800 square feet and has been thoughtfully maintained and updated throughout—offering both comfort and peace of mind. From the moment you arrive, the circular driveway and side-load 2-car garage create a welcoming presence, while the generous lot and natural surroundings set the tone for what’s inside. The home features an open, easy-flow layout designed for both everyday living and effortless entertaining, with spacious living areas and seamless connection to the outdoors. Natural light fills the interior, highlighting the home’s functional layout and inviting feel. Whether hosting guests or enjoying a quiet night in, the home lives comfortably with well-proportioned spaces and views that draw you outside. Step into your private backyard retreat, where a resurfaced pool is surrounded by an expansive paver patio, complete with a covered gazebo—creating the perfect setting for poolside entertaining, shaded lounging, and year-round gatherings. With over half an acre, the outdoor space offers a rare combination of privacy and flexibility, with plenty of room to expand, play, or simply unwind. Beyond its charm, this home has been meticulously cared for with major updates already completed, including new windows and doors, a whole-house generator, complete replumbing, and updated systems—providing true peace of mind for the next owner. Living in Sweetwater Oaks means embracing a lifestyle that’s hard to replicate. Residents enjoy access to a private, skiable Lake Brantley with a neighborhood boat ramp and beach, tennis and pickleball courts, playgrounds, and access to the Wekiva River for kayaking and outdoor adventures. All of this, zoned for top-rated Seminole County schools and conveniently located near shopping, dining, and major roadways. A rare combination of size, setting, and thoughtful upkeep—this is the kind of home that offers both immediate enjoyment and long-term value in one of Longwood’s most sought-after communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00064 Days on yellowkey MLS ID: O6406274
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1985Monthly Fee: $28 Tax: $3,449 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,449
Middle School: Teague Middle
Remarks: Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!
Listing Agent: Brenda Feliciani (407-405-0931)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640186 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: STARLINK REALTY (239-693-7263)
Listing Agent: Dr April Joh Johnson (813-545-9218)
7302 OLYMPIA CT, LONGWOOD, FL 32779
$249,90071 Days on yellowkey MLS ID: O6405170
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,457 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,457
Remarks: Welcome home to this beautifully maintained and move-in ready condo in the desirable Clubside at Sabal Point community in Longwood. Offering nearly 1,400 square feet of thoughtfully designed living space, this light-filled upper-level unit combines comfort, style, and convenience in one inviting package. Step inside to discover a spacious open floor plan with tile and laminate flooring throughout - no carpet for easy maintenance. The welcoming foyer leads to a convenient half bath, an in-unit laundry room with full-sized appliances, and a large closet straight ahead. The living and dining areas flow seamlessly into a generously sized kitchen featuring ample counter space, a pantry, and eat-in area, making it perfect for both everyday living and entertaining. The split-bedroom layout provides ideal privacy, with two oversized primary suites located on opposite sides of the home. Each bedroom includes its own ensuite bathroom - one with a tub/shower combination and the other with a walk-in shower - as well as large walk-in closets and additional linen storage. Whether for guests, roommates, or multi-generational living, this layout offers flexibility and comfort for all. Step outside to your private screened-in balcony or lanai, where you can relax with morning coffee or unwind in the evening while enjoying peaceful community views. Residents enjoy a low-maintenance lifestyle with HOA fees covering exterior maintenance, water, trash, pest control, and landscaping. Community amenities include a resort-style pool, fitness center, clubhouse, tennis courts, and beautifully maintained grounds with mature trees and walking paths. Ideally located just minutes from shopping, dining, parks, and outdoor recreation, with quick access to I-4, this home offers the perfect balance of natural Florida beauty and everyday convenience. Whether you're a first-time buyer, downsizing, or seeking an investment, this condo is a wonderful opportunity in a prime location.
Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)
Listing Agent: Cheryl Roda-Wu (407-595-9580)
9 STONE GATE N, LONGWOOD, FL 32779
$1,250,000156 Days on yellowkey MLS ID: O6381021
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4225 Built: 1991Community: Ravensbrook 1St AddSingle Family
Taxes:
Tax Year:
Remarks: Lakefront pool home on nearly 2 private acres in the established Ravensbrook community. This 4,225-square-foot residence features 6 bedrooms, 4 full and 2 half baths, a spacious multi-level layout, and oversized windows showcasing scenic lake views. Major updates include whole-house replumbing 2022, electrical panels updated, a water filtration and softener system, and new HVAC air handlers (2025). The pool was resurfaced in 2023, and the property offers approximately 190 feet of shoreline with a private dock and expansive grounds for recreation and privacy. The home presents an opportunity for cosmetic updates, allowing buyers to personalize finishes. Ravensbrook is known for large estate lots, architectural variety, and a quiet setting close to shopping, dining, parks, and major roadways. The voluntary HOA is $200 annually. A rare opportunity to own a substantial lakefront property in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
2405 ALAQUA DR, LONGWOOD, FL 32779
$3,500,000 MLS ID: O6372088
Bed: 6 Bath: 8.5 Liv Area Sq Ft: 10059 Built: 2000Community: Alaqua Ph 3Single Family
Remarks: Under contract-accepting backup offers. Experience the epitome of luxury living at 2405 Alaqua Drive, an extraordinary estate situated on a rare 2.31-acre double lot in the exclusive, guard-gated community of Alaqua. Offering sweeping golf and water views, this residence exudes elegance, privacy, and refined craftsmanship. The stately porte-cochère creates a grand first impression, leading you to the impressive entry where soaring ceilings, intricate millwork, and a breathtaking grand staircase set the tone for the home’s architectural grandeur. The formal living room serves as the centerpiece of the home, with high coffered ceilings, expansive windows, and a custom fireplace that adds warmth and sophistication. Rich custom built-ins and a grand piano lend the room both function and beauty, while an open flow to the adjoining spaces creates an ideal environment for both intimate gatherings and large celebrations. The home is flooded with natural light, enhancing its sense of openness and grandeur. The gourmet kitchen is a chef’s dream, featuring high-end appliances, a large center island perfect for meal preparation, and beautiful custom cabinetry with elegant hardware. The design seamlessly connects to the spacious family room, creating a welcoming space for relaxation and entertainment. An expansive formal dining area offers a perfect setting for hosting dinner parties, complete with refined lighting and ample space for a large dining table. On the upper level, the primary suite serves as a tranquil retreat, offering breathtaking views of the golf course and water. This suite features custom walk-in closets designed with luxurious finishes and ample storage. The adjoining spa-like ensuite bathroom is a sanctuary, with dual vanities, a massive walk-in shower with frameless glass doors, a freestanding soaking tub, and polished marble finishes. The suite also boasts a private kitchenette and laundry, adding unparalleled convenience and comfort. Adjacent to the master suite is a glass-enclosed room, offering panoramic views of the formal living area below. This versatile space could easily be used as a private office, home gym, or an additional sitting area, providing both privacy and stunning appeal. This home includes multiple ensuite bedrooms, each featuring high-end finishes, ample closet space, and natural light. The movie theater is designed to provide the ultimate cinematic experience, with plush seating, custom wood paneling, and an immersive surround sound system for an unparalleled viewing experience. Stepping outside, the estate unfolds into a resort-style backyard designed for ultimate relaxation and entertainment. The pool area commands attention with its raised spa, dramatic fountain features, and lush tropical landscaping that ensures privacy. The outdoor kitchen, complete with a built-in grill, hood, generous prep areas, and service space, is ideal for hosting guests year-round. Expansive deck areas provide ample space for lounging and sunbathing, while the covered lanai, adorned with decorative beams and multiple ceiling fans, offers comfort and elegance. Beyond the lanai, you’re greeted by stunning views of the golf course and water, creating a sense of serenity and seclusion. This outdoor retreat provides an ideal setting for enjoying quiet mornings or hosting large-scale gatherings, with space that flows seamlessly from the indoors to the outdoors. Whether you're enjoying a sunrise coffee or hosting an evening soiree, this estate offers the perfect backdrop.
Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)
Listing Agent: Abbas Sultanali (407-435-9596)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.