Location: Longwood , 32779
Do Not Show Listings
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900489 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Shadowbay, Lake Vista AtSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,483
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Welcome to Lake Vista at Shadowbay — NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring, and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together—perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a pond and wooded conservation area within a beautiful lakefront community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley with exclusive community amenities, including a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. This home is conveniently located just minutes from I-4, Wekiva Springs State Park, Wekiva Island, and more. Assigned Seminole County schools include Lake Brantley High School, Rock Lake Middle School, and Sabal Point Elementary School. Major home updates include the HVAC system, electrical, plumbing, tankless water heater, covered front porch, oversized screened-in back patio, and fenced backyard and side yards with a dedicated K-9 run for added privacy—all completed in 2022. The roof was replaced in 2013. This exceptional property combines comfort, functionality, and an unbeatable location, making it a true must-see!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$599,00083 Days on yellowkey MLS ID: O6393377
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $1,000 (0.2%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $54 Tax: $6,163 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,163
Remarks: Under contract-accepting backup offers. Back on the market after significant updates completed for your peace of mind. The pool has just been refinished with beautiful new tile (June 2026), while a new roof and HVAC system were installed in 2025. With these major improvements already taken care of, this home is truly move-in ready. Now professionally staged and showing better than ever, this exceptional Sweetwater Oaks home is ready to impress its next owner. Located in the highly desirable Sweetwater Oaks community, this inviting residence blends timeless character with modern upgrades and smart-home convenience. With fresh furnishings thoughtfully showcasing each space, buyers can now truly experience the home’s layout, flow, and potential. The open-concept floor plan is filled with natural light, enhanced by recessed lighting and brand-new luxury vinyl plank flooring throughout. The inviting living area features a cozy wood-burning fireplace and flows effortlessly into the beautifully renovated kitchen. The kitchen is a true centerpiece, featuring a spacious island with a dramatic waterfall edge, quartz countertops, and abundant cabinetry. High-end smart appliances include a ceiling-mounted recessed range hood with remote control and a built-in oven and microwave combo with touchscreen functionality. Upgraded smart digital faucets with temperature-sensitive controls add a sleek, modern touch throughout the home. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom includes a skylight for natural light and convenient direct access to the pool. Step outside to a spacious screened-in porch overlooking the pool — the ideal space for relaxing or entertaining. Additional highlights include a laundry room with a utility sink and pool access, plus an oversized side-entry garage with an extended driveway for ample parking. Sweetwater Oaks offers an exceptional lifestyle with amenities including tennis courts, playgrounds, private beach access, and Lake Brantley access for boating, fishing, and water sports. Just minutes from Wekiwa Springs State Park, you’ll enjoy nature trails, canoeing, and more. Zoned for top-rated Seminole County schools, including Lake Brantley High School. If you’ve seen this home before, it’s worth another look—you won’t want to miss how it feels now.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Cheryl Geluso (407-792-9796)
36 STONE GATE S, LONGWOOD, FL 32779
$1,100,00014 Days on yellowkey MLS ID: O6413256
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
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Virtually Staged. Offered 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)
3116 CLUBSIDE DR, LONGWOOD, FL 32779
$215,0008 Days on yellowkey MLS ID: O6413117
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,537
High School: Lyman High
Remarks: Virtually Staged. This beautifully appointed and updated condo features new kitchen cabinets and granite countertops, TWO bedrooms each with an ensuite bath and huge walk in closet plus linen closes, and a spacious great room that looks out to the screen rear porch and tranquil green space. There is a half bath and large closet in the foyer and a laundry room with washer and dryer. Excellent Seminole County schools and easy access to shopping, dining, golf and I-4 makes this a prime location. Welcome to Clubside at Sabal Point in desirable Wekiva Springs! This updated 2-bedroom, 2.5-bath end-unit condo offers an abundance of natural light and a convenient first-floor location. The spacious great room flows seamlessly to a tranquil screened back porch through sliding glass doors, creating the perfect space to relax or entertain. The beautifully updated kitchen features new cabinetry and a functional layout ideal for everyday living. A thoughtfully designed split floor plan provides privacy, with two en suite bedrooms perfect for roommates or multigenerational living. A convenient hall half-bath and laundry closet are located just off the foyer. With great updates, an excellent layout, and priced to sell, this one is not to be missed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Kathleen Bousquet (508-982-7879)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$555,90014 Days on yellowkey MLS ID: O6413487
REDUCED by $10,000 (1.8%) on 06/10/2026
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
Remarks: MOVE IN READY!! Welcome to your 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. 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 with no HOA; bring your boats, RVs work vehicles, or 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)
145 STENHOUSE LN, LONGWOOD, FL 32779
$334,90048 Days on yellowkey MLS ID: O6403064
REDUCED by $4,600 (1.4%) on 05/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2010Monthly Fee: $310 Tax: $4,261 (2024)Community: Wekiva LandingsTownhouse
Taxes:$4,261
Elementary School: Wekiva Elementary
Tax Year: 2024
Middle School: Teague Middle
Remarks: Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Thomas Siciliano (321-303-3401)
409 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
$219,90055 Days on yellowkey MLS ID: O6402183
REDUCED by $5,100 (2.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1996Monthly Fee: $509 Tax: $2,373 (2025)Community: Residences At Sabal Point A CondominiumCondo
Taxes:$2,373
Elementary School: None
High School: None
Middle School: None
Remarks: Gated Community! 1st Floor Unit! Outstanding Renovations! 2 Bd 2 Bt, Updated Kitchen. Open concept, single story with a lot of natural light. Laminate flooring. New AC (New 3 yrs) . New Compressor & Dishwasher 4/27/26 . New Refrigerator, Washer & Dryer (New 3 yrs). New Water Heater (New 2 yrs). Grand size Community Pool & Clubhouse, Playground and Swingset! Move in Ready. Hurry! Won't Last!
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900127 Days on yellowkey MLS ID: O6378220
1 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (3.2%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: Virtually Staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open tropical pool**, **screened lanai**comfortable living on an expansive Thoughtfully modernized this. Set on a Cul-de-sac street, the property enjoys a unique presence with 2 front entrances, enhancing both convenience and curb appeal. Open-concept single story with a lot natural light. Superb family room with a cozy fireplace, Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. **oversized living room** and a **spacious dining room** ideal for hosting. Recent upgrades elevate the home’s **to "new flooring in 3 bedrooms, and new porcelain tile flooring in Florida room". (2026)**, a **new roof (Dec 2025)**, **new AC compressor (2024)**, **new pool pump (2024)**, and a **pool resurfacing (2019)**. Throughout the home, **laminate and tile flooring** offers durability and style., **fenced yard**, and **sun-splashed patio** serene backdrop for relaxation, play, and outdoor entertaining. Sought-after community amenities, enjoy access to a **playground, tennis courts, basketball court, volleyball court, covered picnic area**, and exclusive **lake access to Lake Brantley**, complete with a sandy beach area. **Wekiva River access** Move in ready! Hurry! Won't last!
1101 CLUBSIDE DR #1101, LONGWOOD, FL 32779
$199,00022 Days on yellowkey MLS ID: O6411049
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $1,194 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,194
Remarks: Welcome to this beautifully updated first-floor condo in the highly sought-after Clubside at Sabal Point community, where comfort, style, and tranquil pond views come together perfectly. Ideal as a primary residence, vacation retreat, or investment opportunity, this spacious 2-bedroom, 2.5-bath home offers a thoughtfully designed layout and extensive recent upgrades throughout. Step inside to an expansive open-concept living and dining area filled with natural light, creating a warm and inviting atmosphere. Sliding glass doors lead to a private screened-in patio overlooking the serene pond — the perfect spot to enjoy your morning coffee or unwind at the end of the day. Designed for both privacy and functionality, the split-bedroom floor plan features two generously sized primary suites, each complete with its own private bathroom and walk-in closet. An additional half bath provides added convenience for guests. The well-appointed kitchen offers ample cabinet space, a cozy eat-in dining area, and includes all major appliances: refrigerator, range, microwave, and dishwasher. An indoor laundry area with washer and dryer included makes everyday living even easier. This move-in-ready condo has been extensively renovated with quality updates, including complete replumbing, new shower valves, a new 40-gallon water heater, new shower pan, new hose bib, fresh interior paint, new baseboards, interior doors, hardware, and hinges. Both bathrooms have been beautifully upgraded with new tile, new cabinetry, granite countertops, and updated faucets. Additional improvements include new ceiling fans and lighting, updated light fixtures and switches, and new window blinds throughout. Located in the desirable Clubside at Sabal Point community, residents enjoy a prime location close to shopping, dining, major roadways, and everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carmen Henderson (407-538-9216)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,500,00097 Days on yellowkey MLS ID: O6390690
REDUCED by $50,000 (3.2%) on 06/03/2026
Bed: 7 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6315 Built: 1992 Tax: $15,684 (2024)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$15,684
Remarks: ****NEWLY FLEXIBLE SHOWINGS**** RARE MULTI-GENERATIONAL ESTATE | NO HOA | MARKHAM WOODS CORRIDOR Welcome to this meticulously renovated estate on nearly 1 acre along the coveted Markham Woods corridor. Two fully updated homes, one extraordinary property. Whether you're looking for multi-generational living, a guest retreat, or income potential, this is a rare find in Seminole County. The main residence offers 5 bedrooms, 4 full baths, and over 3,750 sq ft of thoughtfully upgraded living space. The fully remodeled kitchen (2024) is a true showpiece featuring custom cabinetry, quartz countertops, induction cooktop, double oven with air fryer, farmhouse sink, and a custom bar seating extension. The luxurious primary suite features a fully remodeled bath with concrete soaking tub, bidet, frameless shower with Schluter system, and custom closet. Every bedroom includes custom melamine closet systems (2025). Major mechanicals are all new: both A/C units, fully replumb (poly-b replaced), 80-gallon water heater, updated electrical panel, and whole home surge protection with lifetime warranty. The private mother-in-law suite with wood grain tile flooring, kitchenette with custom cabinets, completely self-contained with a private entrance. Step outside to a resort style backyard transformed top to bottom: heated saltwater pool (Rheem heater + Pentair salt cell, 2024), covered lanai with eucalyptus ceiling, stacked stone walls, and slate tile floors, a 10x12 pond with waterfall feature, pergola with fire pit and beach sand lounge area, new back fence, and lush professional landscaping with 6,500 sq ft of sod, mature trees, and full irrigation throughout. The detached guest cottage (built 2014, 2,550 sq ft) features hardwood floors, gas fireplace, tankless water heater, brand-new AC (2023), Generac generator, and a stunning upstairs master suite with balcony, move-in ready for guests or extended family. Beyond the property, the lifestyle is unmatched. You’re steps from the Seminole Wekiva Trail, with direct access to miles of bike and nature trails winding through some of the most beautiful natural scenery in the region. The Wekiva River and surrounding conservation lands are right in your backyard, offering kayaking, hiking, and a true connection to nature, all while being just minutes from top-rated Seminole County schools, I-4, SR-434, and every convenience you need. The Markham Woods corridor is one of the few remaining areas where protected land ensures the peaceful, rural character you fell in love with today will still be there tomorrow. New paver driveway, freshly painted exterior, Ring cameras throughout, and too many upgrades to list. Schedule your private showing. This one won’t last.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,725,00050 Days on yellowkey MLS ID: O6402900
REDUCED by $75,000 (2.7%) on 06/14/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5435 Built: 1998 Tax: $21,736 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$21,736
Remarks: Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.
Listing Agent: Frank Benevento (407-492-5153)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000168 Days on yellowkey MLS ID: O6370385
REDUCED by $1,960,000 (19.7%) on 06/08/2026
Bed: 9 Bath: 12.5 Gar: 8 Liv Area Sq Ft: 14623 Built: 1979Monthly Fee: $367 Tax: $33,128 (2024)Community: Sweetwater Club Un 1-ASpa: YesSingle Family
Taxes:$33,128
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00076 Days on yellowkey MLS ID: O6396152
REDUCED by $16,000 (2.6%) on 06/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. - Price Improvement - Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers on space, style, and location, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
1931 LOST SPRING CT, LONGWOOD, FL 32779
$510,0007 Days on yellowkey MLS ID: O6416262
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 2002Monthly Fee: $229 Tax: $5,455 (2025)Community: The SpringsSingle Family
Taxes:$5,455
Remarks: The Springs, a Gated Community with Manned Security and Patrol, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof was installed 6/2021. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Disney, Seaworld and Advent Health Hospital and Orlando Health Lake Mary Hospital. A beautiful Home ready for a new family.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
432 WILDERNESS DR, LONGWOOD, FL 32779
$670,00085 Days on yellowkey MLS ID: O6393288
REDUCED by $19,000 (2.8%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: Virtually Staged. Virtually Staged for visual inspiration. MOTIVATED SELLER!!! Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained four-bedroom, with bonus pass through bedroom attached to the primary three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, attached room could make great nursery, office or workout room, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from Wekiwa Springs State Park, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$225,000218 Days on yellowkey MLS ID: O6358122
REDUCED by $10,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Remarks: Virtually Staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
110 DEVON CT, LONGWOOD, FL 32779
$455,00010 Days on yellowkey MLS ID: O6412026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1974Monthly Fee: $23 Tax: $2,359 (2025)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,359
Remarks: Welcome to 110 Devon Court in Wekiva Hunt Club, where a quiet cul-de-sac setting, flexible floor plan, and nearly half-acre homesite create the perfect combination of comfort, convenience, and future potential. This beautifully maintained 3-bedroom, 2-bath residence offers an inviting layout designed for both everyday living and entertaining. Inside, you'll find two spacious living areas, a formal dining room, and a bright kitchen that flows into an oversized breakfast room, providing exceptional flexibility and exciting possibilities for future kitchen expansion. The primary suite has been thoughtfully updated with a beautifully remodeled en-suite bath completed in 2023, creating a comfortable private retreat. Newer French doors with built-in blinds enhance both style and functionality while opening to a large covered and screened porch, perfect for enjoying Florida's outdoor lifestyle year-round. Beyond the porch, the expansive backyard offers endless opportunities. At just under half an acre, there is ample room to add a pool, outdoor living space, garden, or recreation area tailored to your vision. Additional highlights include a huge interior laundry and utility room with abundant storage and space for additional refrigeration, making everyday organization easy. This home is spotless, move-in-ready feel. Significant improvements provide peace of mind for years to come, including a new roof in 2021, windows and doors in 2020, paver driveway in 2020, 8-zone sprinkler system in 2020, HVAC system in 2023, remodeled primary bathroom in 2023, and updated electrical panel in 2021. Located within the highly sought-after Wekiva Hunt Club community and just blocks from Wekiva Elementary, parks, and recreational amenities, this 3-bed home in Longwood offers an exceptional opportunity to enjoy a well-cared-for property in one of the area's most established and desirable neighborhoods. Fresh, clean, updated, and exceptionally maintained, this home is ready for its next owner to move in and enjoy from day one. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
$225,00055 Days on yellowkey MLS ID: V4948454
REDUCED by $10,000 (4.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1996Monthly Fee: $508 Tax: $2,058 (2025)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,058
Remarks: Welcome to this beautifully updated condo located in the desirable community, Residences at Sabal Point. This spacious unit features an open-concept layout with abundant natural light, creating a bright and inviting atmosphere throughout. The modern kitchen is equipped with sleek quartz countertops, ample cabinet space, and a breakfast bar that opens to the main living area—perfect for entertaining or everyday living. The living room flows seamlessly to a private balcony, offering a peaceful outdoor space to relax and unwind. The first primary bedroom is generously sized, complete with a large closet and easy access to a well-appointed bathroom, which is also accessible from the common spaces. The additional primary bedroom provides flexibility for a guest room, home office, or personal retreat - attached is a larger primary bathroom equipped with a double sink, vanity and a large bathtub/shower combo. Enjoy stylish finishes, updated tile flooring, and neutral tones throughout, making this home truly move-in ready. The community offers well-maintained grounds and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this property checks all the boxes. Schedule your private showing today and experience everything this Longwood gem has!
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Amanda Broughton (689-808-5270)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$215,000307 Days on yellowkey MLS ID: O6335868
REDUCED by $5,000 (2.3%) on 06/13/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: Virtually Staged. Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
102 STEVENAGE CT, LONGWOOD, FL 32779
$544,90016 Days on yellowkey MLS ID: O6413080
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1980Monthly Fee: $23 Tax: $2,850 (2025)Community: Wekiva Hills Sec 09Single Family
Taxes:$2,850
Remarks: Welcome to 102 Stevenage Ct in Longwood’s Wekiva community. This 4 bedroom, 2 bath pool home offers 2,090 square feet of living space, a 2-car garage, and a screened, solar-heated pool. The floor plan provides multiple living and dining areas, generous natural light, and a functional layout with space for everyday living, entertaining, or a home office setup. The screened pool area extends the living space outdoors and offers a comfortable setting for Florida outdoor living. Major updates include roof 2023, water heater 2022, full home replumb 2022, pool pump 2020, and pool solar 2019. Located in the Lake Brantley school district, the home also offers access to Wekiva community amenities including parks, the Wekiva trail system, pickleball courts, tennis courts, racquetball, community center, soccer field, and baseball field. With its established Longwood location, community amenities, screened pool, and recent major system updates, this home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
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