Location: Longwood
Do Not Show Listings
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,990169 Days on yellowkey MLS ID: O6377495
1 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,531
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
280 HUNTERS POINT TRL, LONGWOOD, FL 32779
$445,00029 Days on yellowkey MLS ID: O6416712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1978Monthly Fee: $23 Tax: $1,928 (2025)Community: Hunters PointSingle Family
Taxes:$1,928
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: Welcome to 280 Hunters Point Trail, a beautifully situated residence in the highly desirable Wekiva area of Seminole County, Florida. This home offers an exceptional opportunity to enjoy a peaceful residential setting while staying close to everything Central Florida has to offer. Architectursl Facts: Dramatic vaulted tongue and groove cedar ceilings with exposed beams, Large, open living area with excellent natural light; Updated tile flooring throughout; Renovated primary bath with contemporary finishes. Located within a well-established and sought-after neighborhood, this property benefits from a quiet, family-friendly atmosphere with tree-lined surroundings and a strong sense of community. Residents in this area appreciate the balance of suburban comfort with convenient access to major roadways, making commutes to downtown Orlando, Lake Mary, and surrounding employment hubs both simple and efficient. One of the standout advantages of this location is its access to Seminole County’s highly regarded school district, known for its strong academic programs, extracurricular opportunities, and commitment to student success. Families are drawn to this area for its educational reputation and long-term value. Everyday convenience is unmatched, with a wide selection of shopping centers, grocery stores, restaurants, and retail options just minutes away. Whether you’re running errands or enjoying a night out, everything you need is close by. In addition, residents benefit from proximity to top-tier medical care, including nearby hospitals and specialty physician offices, providing peace of mind and easy access to healthcare services. Outdoor enthusiasts will especially appreciate the close proximity to the stunning Wekiwa Springs area and surrounding parks, where residents can enjoy kayaking, canoeing, swimming, hiking, and exploring Florida’s natural springs and river systems. The nearby Wekiwa Springs State Park offers crystal-clear waters, scenic trails, and abundant wildlife, making it a true local treasure. A variety of waterfront dining and casual restaurants in the area also provide the perfect setting to unwind after a day on the water or exploring the outdoors. The Wekiva area is also known for its beautiful Golf Court and parks, nature trails, lakes, and recreational opportunities, offering an ideal Florida lifestyle. From weekend adventures to everyday relaxation, the surrounding environment supports an active and enjoyable way of life. Overall, 280 Hunters Point Trail presents a compelling blend of location, lifestyle, and livability—making it an excellent choice for buyers seeking comfort, convenience, and long-term value in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ben Alonso (407-335-3434)
895 PASADENA AVE, LONGWOOD, FL 32750
$475,000325 Days on yellowkey MLS ID: O6338561
REDUCED by $15,000 (3.1%) on 06/17/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2632 Built: 1971 Tax: $4,169 (2024)Community: Lake Wayman Heights Lake AddApartment
Taxes:$4,169
Remarks: Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Frank Filippelli (407-448-1042)
210 WEEPING ELM LN, LONGWOOD, FL 32779
$470,00065 Days on yellowkey MLS ID: O6406186
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 1974Monthly Fee: $30 Tax: $4,245 (2024)Community: Springs The Shadowood Village Sec 2Townhouse
Taxes:$4,245
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Rare Opportunity in Shadowood Village at The Springs! Welcome to this spacious 3-bedroom, 2-bathroom townhome nestled in the heart of The Springs, a gated and guarded community. This charming home offers a bright and airy living space with soaring ceilings, creating an open and inviting atmosphere. Located at the end of a quiet cul-de-sac, it boasts a private front gated courtyard and a deep fenced backyard complete with two covered patios, perfect for outdoor entertaining. You'll also have easy access to the Shadowood Village Pool right from your backyard! Inside, enjoy the private screened atrium accessible from the dining room and both guest bedrooms, filling the home with natural light from the southeast exposure. The sunken living area features a two-sided fireplace, offering a cozy spot to relax. The primary bedroom includes its own private patio creating a peaceful retreat. The en suite bathroom features a large walk-in shower for added comfort. The Springs offers an array of community amenities such as nature trails, horse stables, boat/RV parking, tennis and pickleball courts, basketball, beach access, springs, river access, a clubhouse, and an additional community pool. This home comes with a termite bond provided by The Shadowood Village. With easy access to I-4, you’ll have quick commutes to two international airports, amusement parks, Lake Mary Business District, Historic Sanford, Historic Mount Dora, and Downtown Orlando. This home has been meticulously maintained with a HVAC (February 2021), Roof (September 2023), Repipe (2023), Water Heater (2023). Updated Bathrooms (2023). Interior Painted and Popcorn removed (2023), Laminate (2024), Interior and Exterior door hardware (2024), Exterior Painted (2024), New Carpet (2025), New Refrigerator (2026). This listing includes a Home Warranty! This rare find is one-of-a-kind! Don’t miss out – call today to schedule a showing before it’s gone!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,000120 Days on yellowkey MLS ID: O6391269
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $25 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Elementary School: Longwood Elementary
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,000100 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! OTHER NOTABLE MENTIONS INCLUDE: NEW BLINDS AND GARAGE FLOOR PAINTED. Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000292 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)
102 EASTERN FRK, LONGWOOD, FL 32750
$389,00034 Days on yellowkey MLS ID: O6412608
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1666 Built: 1972 Tax: $4,433 (2025)Community: Woodlands Sec 3Single Family
Taxes:$4,433
Remarks: Under contract-accepting backup offers. WELCOME TO THE WOODLANDS, one of Longwood’s most established and desirable neighborhoods known for its mature trees, spacious homesites, and convenient Seminole County location. Offered for the first time since it was built, this original-owner home has been cared for by the same family for more than five decades and is ready for its next chapter. This 3-bedroom, 2-bath home offers 1,667 square feet of living space, a desirable single-story floor plan, and a spacious 2-car garage. Even better, the sellers will install a NEW ROOF prior to closing, helping provide peace of mind for years to come. Inside, you'll find a functional layout with generously sized rooms, including three bedrooms with walk-in closets and flexible living spaces that can accommodate everyday living, entertaining, hobbies, or a home office. The kitchen offers abundant cabinet and counter space and overlooks the main living areas, creating a comfortable flow throughout the home. Step outside to the covered and screened patio overlooking the fenced backyard. Whether you enjoy gardening, entertaining, spending time with pets, or simply relaxing outdoors, the backyard offers plenty of room to enjoy Florida living. A storage shed and additional utility area provide added convenience and functionality. For buyers looking to build equity through cosmetic improvements rather than paying a premium for someone else's renovations, this property presents a unique opportunity. With the roof being replaced prior to closing, one of the largest future expenses is already being addressed, allowing the next owner to focus on updates and personal touches that fit their own style and budget. Located just minutes from shopping, dining, parks, major highways, and everyday conveniences, this home offers the combination of location, space, and potential that is becoming increasingly difficult to find. Zoned for Woodlands Elementary, Rock Lake Middle School, and Lyman High School, and with an optional HOA, this is an outstanding opportunity to own a home in one of Longwood’s most sought-after established communities. Priced under $390,000, this is a rare chance to own an original-owner home in The Woodlands and create your own vision in a neighborhood where homes are often held for generations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900156 Days on yellowkey MLS ID: O6381034
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1126 BROWNSHIRE CT, LONGWOOD, FL 32779
$2,598,00030 Days on yellowkey MLS ID: O6415357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 8100 Built: 1984Monthly Fee: $367 Tax: $11,452 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$11,452
Remarks: This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed with generous spaces and refined finishes throughout. The soaring high ceilings flood every room with natural light, creating a bright and airy atmosphere. Designed for both entertaining and relaxation, the property boast a custom-designed bar, a private home theater, a luxury sauna , and a fully equipped summer kitchen for outdoor gatherings. The sparkling saltwater pool is surrounded by lush landscaping, offering the perfect setting for tranquil retreats or elegant celebrations. Every detail reflects meticulous craftsmanship and timeless style, making this estate a true sanctuary of luxury living in a serene natural setting.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Gustavo Vargas (407-854-2161)
450 E WARREN AVE, LONGWOOD, FL 32750
$265,00034 Days on yellowkey MLS ID: O6415957
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1958 Tax: $3,920 (2025)Community: LongwoodSingle Family
Taxes:$3,920
High School: Winter Springs High
Remarks: Under contract-accepting backup offers. Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kerry Stafford (407-821-8600)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,000103 Days on yellowkey MLS ID: O6396045
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $17,000 (2.8%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
409 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
$219,90082 Days on yellowkey MLS ID: O6402183
0 Days Off yellowkey (back on 6/14/2026)
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
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)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,500,000124 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)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000195 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)
130 FOXRIDGE RUN, LONGWOOD, FL 32750
$399,99052 Days on yellowkey MLS ID: O6410544
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1950 Built: 1972 Tax: $1,523 (2025)Community: Woodlands Sec 2Single Family
Taxes:$1,523
Remarks: Under contract-accepting backup offers. Are you longing to be a part of something? Come be a part of this wonderful community in Longwood Fl. No HOA. This split floorplan 4-bedroom 2 bath home is sure to impress. This corner lot has a beautiful landscaping and a circular paver driveway for easy access and plenty of parking. The primary suite has a unique custom vanity and excellent walk-in shower. The main Livingroom is great for entertaining or could even be enclosed to make a larger primary suite. The large addition in the back of the home has plenty of space for relaxing and entertaining. Fenced in backyard offers security and privacy. No need to worry about power outages. The whole home generator has got you covered. roof only 3 years old. HVAC, Plumbing, and Electric are in excellent condition. The large laundry room offers plenty of storage. The primary bedroom and kitchen are awaiting your personal touch. With this home priced approximately $50k less than comparable homes in the area, there is plenty of equity to make it your own.
Listing is courtesy of: SPECTRUM PROPERTY GROUP LLC (407-250-5170)
Listing Agent: Brian White (407-590-7647)
1006 CROSS CUT WAY, LONGWOOD, FL 32750
$569,90039 Days on yellowkey MLS ID: O6413921
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2301 Built: 1987Monthly Fee: $43 Tax: $4,990 (2025)Community: Hidden Oak EstatesSingle Family
Taxes:$4,990
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly desirable Hidden Oaks community of Longwood. Situated on a spacious homesite in an established neighborhood known for its mature landscaping, community pond with dock access, and convenient Seminole County location, this home combines extensive updates, functional living space, and exceptional outdoor amenities. Step inside to discover all-new wood flooring throughout the first floor and new carpet throughout the second floor. The remodeled kitchen (2023) serves as the heart of the home and features a gas range, abundant cabinetry, and generous prep space for everyday living and entertaining. The spacious great room is anchored by a wood-burning fireplace, while the formal dining room provides an inviting setting for gatherings and special occasions. The first-floor primary suite offers comfort and privacy with a walk-in closet and en-suite bath. Upstairs, you'll find three additional bedrooms and a full bath, providing flexibility for guests, hobbies, a home office, or additional living space. Major improvements provide peace of mind and set this home apart, including a remodeled kitchen (2023), whole-home replumb (2023), tankless water heater (2023), most windows replaced (2025), irrigation system (2020), paver driveway (2024), resurfaced pool deck (2024), new wood flooring throughout the first floor, and new carpet throughout the second floor. Outdoor living shines with a screened patio overlooking the sparkling pool, beautifully updated pool deck, and fire pit area. Whether hosting gatherings or enjoying a quiet evening outdoors, this backyard offers the perfect setting to enjoy Florida's year-round lifestyle. Hidden Oaks offers the appeal of an established Longwood neighborhood with mature landscaping, spacious homesites, and a community pond with dock access, while remaining conveniently located near shopping, dining, parks, SunRail, major roadways, and many of Central Florida's most popular destinations. Combining thoughtful updates, major system improvements, versatile living space, and a resort-inspired outdoor setting, this move-in-ready home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
136 HABERSHAM DR, LONGWOOD, FL 32779
$539,99943 Days on yellowkey MLS ID: A4695578
REDUCED by $5,501 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3089 Built: 1978Monthly Fee: $20 Tax: $7,077 (2025)Community: Wekiva Hills Sec 06Single Family
Taxes:$7,077
Remarks: 4 Bed / 3 Bath home in the highly desirable Wekiva Hunt Club community in Longwood, FL. Prime opportunity on a mature, established street with strong community demand, excellent schools, parks, shopping, and quick highway access. This home features a 6-year-old roof with plenty of life remaining, two A/C units (the primary unit is 5 years old, and the second unit, which serves the primary bedroom and three additional bedrooms, is only 2 years old), and two hot water heaters. The property also includes an in-ground pool that is ready to be enjoyed. With a solid layout and strong lot potential, this home is perfect for an owner-occupant or investor.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
1387 DUNHILL DR, LONGWOOD, FL 32750
$220,00035 Days on yellowkey MLS ID: O6415885
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1983Monthly Fee: $82 Tax: $211 (2025)Community: Westlake Manor Unit 2BTownhouse
Taxes:$211
Remarks: HUD CASE #094-539452 (IN) 2/2 SPLIT PLAN TOWNHOME WITH SCREEN PORCH AND 1 CAR GARAGE. TILE FLOORS-INSIDE LAUNDRY. COMMUNITY POOL AND TENNIS COURTS.
Listing is courtesy of: YELLOW DOOR REALTY LLC (407-256-9593)
Listing Agent: Nancy Groves (407-600-1446)
2656 BENT HICKORY CIR, LONGWOOD, FL 32779
$425,00064 Days on yellowkey MLS ID: O6406840
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $25,000 (5.6%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1897 Built: 1985Monthly Fee: $99 Tax: $2,919 (2024)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$2,919
Remarks: Under contract-accepting backup offers. Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this distinctive 3-bedroom, 2-bath residence offers a rare sense of serenity while keeping you close to everything Central Florida has. Just minutes from the natural beauty and endless outdoor recreation of Wekiwa Springs State Park, residents can enjoy kayaking, hiking, swimming, biking trails, and abundant wildlife, while also being conveniently located near exceptional dining, shopping, major roadways including I-4 and SR 434, and one of Central Florida’s last classic shopping destinations, Altamonte Mall. Inside, the home welcomes you with rich maple hardwood flooring throughout and a stunning double-sided fireplace that creates the perfect ambiance whether relaxing in the spacious living room or entertaining guests in the elegant dining area accented by beautiful wood inlay terracotta flooring that continues seamlessly into the kitchen. The thoughtfully designed kitchen also features its own dedicated under-counter water heater for added convenience. The expansive 19x9 screened lanai opens to an outdoor oasis where a pathway leads to a charming new 12x12 gazebo with brick flooring overlooking a tranquil pond filled with abundant wildlife, creating the perfect setting for morning coffee or evening unwinding. A substantial 36x21 elevated wood deck, accessible both from the backyard staircase and directly from the primary suite, offers yet another incredible space to enjoy the peaceful surroundings. The spacious primary retreat is designed for comfort with direct deck access, a luxurious garden tub, walk-in shower, dual vanities topped with Silestone quartz, and a spa-like feel. Additional highlights include irrigation for easy lawn maintenance and a setting that offers both seclusion and accessibility. This is more than a home—it’s a private sanctuary in one of Longwood’s most convenient and naturally beautiful locations.
Listing Agent: Tom Langmann (321-229-2041)
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