Location: Longwood , 32779
Do Not Show Listings
700 BLUE LAKE DR, LONGWOOD, FL 32779
$539,00046 Days on yellowkey MLS ID: O6411965
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $11,000 (2.0%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 1975Monthly Fee: $54 Tax: $3,522 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,522
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a semi-open floorplan with volume ceilings and an abundance of natural light, generous sized bedrooms, a timeless floor-to-ceiling STACKED STONE FIREPLACE, and these remarkable UPDATES in 2026: NEW ROOF, POOL RESURFACING and NEW POOL LIGHT, NEW SOFFITTS and GUTTERS, NEW FENCE, INTERIOR AND EXTERIOR PAINTING, NEW CROWN MOLDING, NEW CEILING TEXTURE, NEW CEILING FANS AND INTERIOR LIGHT FIXTURES, NEW BATHROOM VANITIES, NEW FLOORING in 2 BEDROOMS, NEW GARAGE DOOR, UPDATED IRRIGATION and LANDSCAPING. Step outside to a true BACKYARD OASIS with a screen-enclosed EXTENDED PATIO and an oversized backyard with a pool, mature landscaping and SERENE POND VIEWS—creating the perfect setting for relaxation, outdoor living, and entertaining. Located in the highly sought-after Sweetwater Oaks community, residents enjoy exclusive access to Lake Brantley, including a private beach, boat ramp, and fishing pier, as well as access to the Wekiva River for kayaking and outdoor adventures. Community amenities also include tennis courts, pickleball courts, basketball courts, parks, and playgrounds. Zoned for highly rated Seminole County schools—Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School—and conveniently located near shopping, dining, entertainment, and major Central Florida attractions, this home offers an exceptional combination of lifestyle and location. Experience the very best of Seminole County living—schedule your private showing today! **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1041 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,800,00010 Days on yellowkey MLS ID: O6425075
Bed: 6 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10623 Built: 1988Monthly Fee: $249 Tax: $25,920 (2025)Community: Sweetwater Club EstatesSpa: YesSingle Family
Taxes:$25,920
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome to one of Central Florida's most extraordinary private estates. Nestled behind wrought-iron privacy gates on 2.89 fenced acres in the prestigious Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park, major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
3591 TERRA OAKS CT, LONGWOOD, FL 32779
$995,00063 Days on yellowkey MLS ID: NS1088208
REDUCED by $105,000 (9.5%) on 07/08/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3810 Built: 2002Monthly Fee: $169 Tax: $5,617 (2024)Community: Terra OaksSpa: YesSingle Family
Taxes:$5,617
Elementary School: Forest City Elementary
Tax Year: 2024
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.
Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)
Listing Agent: David Dell'Olio (407-228-4613)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$549,00050 Days on yellowkey MLS ID: O6413487
REDUCED by $6,900 (1.2%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: PRICED TO SELL!! SELLER IS OPEN TO NEGOTIATION!! Welcome to your move in ready dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living.NO HOA!! Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks. The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood; BRING YOUR BOATS, WORK VEHICLES, R.V's & build accessory garages & workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
374 WINCHESTER PL, LONGWOOD, FL 32779
$280,00030 Days on yellowkey MLS ID: O6419030
0 Days Off yellowkey (back on 7/16/2026)
REDUCED by $10,000 (3.4%) on 07/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1303 Built: 1983Monthly Fee: $510 Tax: $1,156 (2025)Community: Governors Point Ph 2Townhouse
Taxes:$1,156
Elementary School: Wekiva Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 374 Winchester Place, a charming 2-bedroom, 2-bath townhome in Governors Point, located within the highly desirable Wekiva community of Longwood. This well-designed home offers a functional split-bedroom layout, comfortable living spaces, and the convenience of low-maintenance townhome living. The spacious living room features soaring vaulted ceilings, neutral tones, plush carpeting, and sliding glass doors that flood the space with natural light and provide direct access to the screened patio. The kitchen offers rich dark wood cabinetry, light countertops, stainless steel appliances, tile flooring, generous storage, and a pass-through opening that keeps the space connected to the main living area. The primary suite includes vaulted ceilings, soft carpeting, a large window, a ceiling fan, ensuite bathroom, and a walk-in closet. The second bedroom also features vaulted ceilings, soft carpeting, a ceiling fan, its own ensuite bathroom, and a walk-in closet, making it ideal for guests, family, or a private secondary suite. Enjoy relaxing outdoors on the screened patio, surrounded by mature trees and greenery for added privacy and a peaceful setting. Nestled in one of Longwood’s most established communities, this home offers easy access to the Wekiva lifestyle, including tree-lined streets, nearby parks, walking trails, golf, shopping, dining, and major roadways. Zoned for the sought-after Wekiva Elementary School and Lake Brantley High School, this townhome is a great opportunity in a sought-after location. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,399,000122 Days on yellowkey MLS ID: O6392922
INCREASED by $70,000 (5.3%) on 07/16/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4007 Built: 1988Monthly Fee: $347 Tax: $8,385 (2025)Community: Alaqua Ph 1Spa: YesSingle Family
Taxes:$8,385
Elementary School: Heathrow Elementary
Remarks: PRICE REDUCED! Welcome to Alaqua Drive, Luxurious Upgraded Executive Home Reflects Timeless Appeal **Sprawling Over an Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include: Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourmet Chef Kitchen w/ Large Island & State of the Art Appliances**Walk-in Pantry **Three-Car Garage**Large sparkling w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storage & Large Closets to be Found Everywhere**NEW Roof being installed** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Louis Joachim (407-333-0711)
116 CROWN OAKS WAY #116, LONGWOOD, FL 32779
$94,999128 Days on yellowkey MLS ID: O6391198
REDUCED by $4,901 (4.9%) on 07/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 877 Built: 1974 Tax: $1,984 (2025)Community: Crown OaksCondo
Taxes:$1,984
Remarks: Virtually Staged. Welcome to your paradise located in the lush,nature filled community of The Springs! This ground level condo and community has so much to offer! The floor plan offers a great use of space with an open kitchen, good sized bedroom and bathroom and an extended living/dining area. Features include Granite countertops, solid wood cabinets, bamboo wood floors in the kitchen and bedroom, a gorgeous copper kitchen sink, brand new luxury vinyl plank flooring in bathroom and living area, newer Master shower, water heater, HVAC, and electrical panel, as well as fresh interior paint. Lots of extra storage in the carport and front patio and the All in one washer/dryer is even included! The master bedroom offers it's own private courtyard. Step outside and enjoy an extended patio with TREX® flooring overlooking lush plants and a serene atmosphere. You will feel like you are tucked away somewhere in the woods, but you are just minutes to everything you could ask for. The Springs community offers a 24 hour manned security gate, a clubhouse for activities surrounded by a beautifully treed area with benches; enjoy the Tennis court, Basketball court, or try your hand at pickleball! There are two pools as well as the natural spring that stays cool all year round, and plenty of walking trails to enjoy!! You can even board your HORSE at the stables! There are fun family events that take place in the community every year. The Springs is right around the corner from I-4 for an easy commute. It is centrally located and you will be close to hospitals, restaurants, shopping, UCF, Rollins, Seminole State College and more! Zoned for Seminole County Schools! This is truly a unique neighborhood that you will love!! Come take a look!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Giselle Ramirez (407-448-5789)
306 N SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$1,350,00015 Days on yellowkey MLS ID: O6423982
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3362 Built: 1978Monthly Fee: $70 Tax: $7,797 (2025)Community: Sweetwater CoveSpa: YesSingle Family
Taxes:$7,797
Remarks: Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.
Listing is courtesy of: TRIPLE S REALTY (407-690-4727)
Listing Agent: Shanti Stewart (407-690-4727)
4308 CLUBSIDE DR #4308, LONGWOOD, FL 32779
$159,900124 Days on yellowkey MLS ID: V4948046
3 Days Off yellowkey (back on 7/16/2026)
REDUCED by $10,000 (5.9%) on 07/07/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,300
Remarks: Large 2 bed 2 1/2 bath 3 story condo convenient to everything
Listing is courtesy of: BUYING PARADISE LLC (407-729-9849)
Listing Agent: Jim Mcfadzean, Jr (321-662-5337)
305 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,388,00030 Days on yellowkey MLS ID: TB8522474
REDUCED by $12,000 (0.9%) on 07/10/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4975 Built: 1979Monthly Fee: $367 Tax: $10,447 (2025)Community: Sweetwater Club Unit 1Spa: YesSingle Family
Taxes:$10,447
Remarks: Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. EVERY major system (roof, HVAC, electrical, and plumbing) has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kyle Leahigh (407-242-9238)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000301 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 14801 Built: 1977Monthly Fee: $370 Tax: $29,413 (2024)Community: Sweetwater Club Unit 1-ASpa: NoSingle Family
Taxes:$29,413
Remarks: Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
315 MENASHE CT, LONGWOOD, FL 32779
$2,000,000171 Days on yellowkey MLS ID: O6378845
1 Days Off yellowkey (back on 7/16/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4982 Built: 1990Monthly Fee: $87 Tax: $10,731 (2025)Community: Lake Brantley Club Ph 2Spa: NoSingle Family
Taxes:$10,731
Remarks: Available for the first time, this exceptional estate is set on a rare peninsula lot surrounded by Lake Brantley on three sides and offers a level of privacy, tranquility, and presence that is truly unmatched. A long, private paver drive winds past the community tennis court and leads to a striking residence featuring a newly painted exterior in a light, timeless tone that enhances its overall appeal. Inside, soaring ceilings and dramatic walls of glass immediately draw your eye to the expansive lake views beyond, with nearly every room oriented to capture the scenery and create a constant connection to the outdoors. The main level is designed for both refined entertaining and everyday living, featuring formal living and dining rooms, an expansive kitchen overlooking the family room, and a sunken gathering space that adds depth and architectural character to the heart of the home. The primary suite is a true retreat, privately positioned on the first floor with serene lake views, a sitting area, an oversized walk-in closet, and a beautifully renovated bath featuring a soaking tub, dual sink vanity, and an expansive walk-in shower. A dedicated office with double door entry and closet offers flexibility as a fifth bedroom. Upstairs, three additional bedrooms include two connected by a Jack and Jill bath, one with its own en-suite, along with a loft-style catwalk and gathering space overlooking the main living area and framing stunning views through the two-story windows. A spacious laundry room and large storage room are located just off the three-car garage, which features a rare pass-through bay with front and rear access ideal for boat storage, plus an additional flex space for a workshop, hobbies, crafts, or storage. The screened pool area is designed for true indoor-outdoor living, complete with a built-in bar, expansive seating areas, and uninterrupted panoramic lake views that create a resort-style experience. The private boathouse with lift and a waterside sitting area, perfect for relaxing or fishing complete the property, offering direct lake access and a lifestyle centered around the water. Ideally located in Longwood, this is a rare opportunity to own a property defined by its extraordinary setting and timeless appeal.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
36 STONE GATE S, LONGWOOD, FL 32779
$1,075,00050 Days on yellowkey MLS ID: O6413256
0 Days Off yellowkey (back on 7/11/2026)
REDUCED by $25,000 (2.3%) on 07/06/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3443 Built: 1991Monthly Fee: $17 Tax: $10,594 (2025)Community: Ravensbrook 2Nd AddSpa: YesSingle Family
Taxes:$10,594
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller is offering up to $25,000 towards Buyer's closing costs with a full price offer! For the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Amanda Salazar (407-917-0706)
230 HUNTERS TRL, LONGWOOD, FL 32779
$699,00058 Days on yellowkey MLS ID: O6411144
REDUCED by $50,000 (6.7%) on 06/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3180 Built: 1980Monthly Fee: $44 Tax: $3,493 (2025)Community: Markham PlaceSpa: YesSingle Family
Taxes:$3,493
Remarks: Under contract-accepting backup offers. Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich architectural details including crown molding, wainscoting, and chair rail accents create a classic, refined ambiance throughout. The kitchen features maple cabinetry, updated stainless-steel appliances, brick flooring, and a spacious breakfast nook with French doors opening to a newly enclosed, air-conditioned lanai overlooking the sparkling pool and spa. Formal living and dining rooms showcase oversized bay windows and abundant natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the outdoor living areas. Upstairs, generously sized bedrooms feature beautiful wood flooring, while the luxurious primary suite includes its own fireplace, remodeled bath, and French doors leading to a private screened sun deck. Completing the home is an oversized 20’ x 40’ resurfaced pool and spa, creating the ultimate private retreat. All this with a reasonable HOA fee, and incredible proximity to world-class attractions, restaurants, shopping, and great schools. 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)
111 JUNIPER LN, LONGWOOD, FL 32779
$437,5009 Days on yellowkey MLS ID: V4949780
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 1972Monthly Fee: $404 Tax: $1,873 (2025)Community: Springs Glenwood Village Sec 1 Rev TheTownhouse
Taxes:$1,873
Remarks: Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Shari Lawrence (386-748-6858)
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$6,999,99984 Days on yellowkey MLS ID: O6403834
Bed: 10 Bath: 15.0 Gar: 17 Liv Area Sq Ft: 25706 Built: 2003 Tax: $70,734 (2025)Community: N/ASpa: YesSingle Family
Taxes:$70,734
Remarks: Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
1709 IVERNESS CT, LONGWOOD, FL 32779
$975,000148 Days on yellowkey MLS ID: O6385572
1 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4257 Built: 1990Monthly Fee: $65 Tax: $10,401 (2025)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,401
Remarks: Under contract-accepting backup offers. DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.
Listing is courtesy of: PREFER 1 REAL ESTATE, INC. (321-303-1706)
Listing Agent: J Robert Brown (321-303-1706)
573 SHINING ARMOR LN, LONGWOOD, FL 32779
$379,00017 Days on yellowkey MLS ID: O6422350
0 Days Off yellowkey (back on 7/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1705 Built: 2005Monthly Fee: $435 Tax: $2,401 (2025)Community: Highcroft Pointe TwnhmsTownhouse
Taxes:$2,401
High School: Lyman High
Remarks: Nestled within a desirable gated community, this beautifully maintained 3-bedroom, 2.5-bath Townhome offers over 1,700sqft of stylish living space in an unbeatable Longwood location! Step inside to discover beautiful Laminate flooring throughout the main level and an open-concept design that seamlessly connects the Kitchen and Living room area, creating the perfect space for everyday living and entertaining. Beautiful Plantation Shutters and Crown Molding throughout! The Kitchen features Granite countertops, a spacious breakfast bar, abundant 42" cabinetry, stainless steel appliances and plenty of prep space for the Home Chef. A separate formal Dining room provides additional living and entertaining space, ideal for holiday gatherings or dinner parties. Upstairs, the spacious Primary suite serves as a private retreat with a completely renovated ensuite bathroom showcasing modern finishes and a stunning spa-inspired design! The secondary bathrooms have also been updated with stylish new vanities, and the upstairs laundry room adds everyday convenience with washer & dryer included! Step outside to your private, rear paver patio, offering the perfect outdoor space for grilling, relaxing or enjoying Florida’s beautiful weather. A detached rear-entry 2-car garage provides secure parking and additional storage. Maintenance free living with freshly painted exterior, newer Roof 2023, AC 2020 and Hot Water Heater 2021. Residents enjoy the security and privacy of a gated community with scenic walking paths, while being just minutes from top-rated Seminole County schools, shopping, restaurants, entertainment, medical facilities and major roadways including I-4, SR 417, SR 434 and SR 436. Enjoy Florida living with nearby Wekiwa Springs State Park and numerous parks, walking trails and recreation opportunities. Whether you’re searching for a primary residence, a low-maintenance lifestyle or a home in one of Central Florida’s most convenient locations, this move-in-ready property offers the perfect combination of modern updates, functional living space and exceptional location! Schedule your private showing today and discover everything this beautiful Longwood home has to offer!
Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)
Listing Agent: Kim Hogan (321-202-5235)
200 CROOKED OAK CT, LONGWOOD, FL 32779
$775,00051 Days on yellowkey MLS ID: O6412046
REDUCED by $15,000 (1.9%) on 07/14/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1974Monthly Fee: $54 Tax: $4,878 (2025)Community: Sweetwater Oaks Sec 03Single Family
Taxes:$4,878
Remarks: Are you looking for an affordable Multi-Generational home? This beautiful pool home offers the flexibility to have up to 5 bedrooms and 3 living spaces. There is a main living space and 3 bedrooms upstairs, a flex space in the basement with a living room and separate room that can be used as an office/bedroom, and a detached Guest House with 1 bedroom and 1 bath. The detached guest house has its own private entrance and full kitchen, ideal for multigenerational living, a private office, or potential income-producing use. You will love the size of the property, where you can enjoy the private pool and have plenty of green space for entertaining. Plenty of upgrades including Brazilian wood flooring & Butcher block countertops. Located close to Wekiwa Springs State Park in one of Longwood's most sought-after neighborhoods, this home has the beauty and flexibility that is rare to find. * POOL * BOAT/RV PARKING * MUSIC STUDIO * LOW HOA * 3 CAR GARAGE * OUTDOOR ACTIVITIES * All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$222,50021 Days on yellowkey MLS ID: O6421582
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 3996 Radley Court, a spacious 2-bedroom, 2-bathroom condo located in Hunt Club Condos in the heart of Wekiva. This beautifully maintained home offers charming Mediterranean-inspired architecture, tile roof accents, an attached garage, covered entry, mature landscaping, and a private courtyard setting surrounded by manicured hedges and greenery. Inside, you’ll find an open dining and living room space featuring soaring ceilings, bright neutral walls, and beautiful wood-look flooring throughout. The dining area is highlighted by a modern chandelier. At the same time, the spacious living room offers a cozy fireplace, ceiling fan, and sliding glass doors that bring in natural light and open to the private screened balcony. A convenient wet bar with built-in cabinetry, a prep sink, a mirrored backsplash, and glass shelving adds extra functionality and makes entertaining easy. The bright kitchen features tall ceilings, abundant cabinet storage, stainless steel appliances, plenty of counter space, and a pass-through opening that connects to the main living area. Just off the kitchen, the breakfast nook is filled with natural light from oversized windows and a large arched window that adds architectural character, creating the perfect space for casual dining, morning coffee, or a cozy sitting area. The spacious primary bedroom features tall ceilings, wood-look flooring, a ceiling fan, and sliding glass doors with direct access to the private balcony. The primary ensuite bathroom includes an extended vanity with generous counter space, built-in cabinetry, ample closet storage, and a separate shower space for added privacy and function. The comfortable second bedroom offers neutral walls, wood-look flooring, a ceiling fan, and flexible use as a guest room, home office, or hobby space. Enjoy Florida living year-round from the private screened balcony overlooking mature trees, lush landscaping, and peaceful community grounds. Condo fees include internet and cable, adding everyday convenience. Residents also enjoy access to community pool and more than 145 acres of green space, seven parks, 25 miles of walking and biking trails, tennis and pickleball courts, playgrounds, and scenic ponds. Zoned for highly rated schools, including Wekiva Elementary School and Lake Brantley High School, this home offers comfort, recreation, and location all in one.
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