Location: Longwood
Do Not Show Listings
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$6,999,99943 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$70,734
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been 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)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640154 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Elementary School: Sabal Point Elementary
High School: None
Tax Year: 2024
Middle School: None
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: STARLINK REALTY (239-693-7263)
Listing Agent: Dr April Joh Johnson (813-545-9218)
490 WEKIVA COVE RD, LONGWOOD, FL 32779
$579,00046 Days on yellowkey MLS ID: O6401936
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2335 Built: 1985Monthly Fee: $125 Tax: $3,045 (2025)Community: Wekiva Cove Ph 3Spa: NoSingle Family
Taxes:$3,045
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome home to this BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence with a spacious office/den, thoughtfully remodeled with a tasteful design that blends comfort and style throughout. From the moment you step inside, you’ll notice the bright, open floor plan filled with natural light, enhanced by soaring vaulted ceilings and skylights that create an airy, inviting atmosphere. The living area features a real wood-burning fireplace with a charming brick detail, adding warmth and character, while sliding glass doors in both the living room and kitchen seamlessly connect indoor and outdoor living. The living room showcases TRIFOLD SLIDERS that open fully, and the primary suite features BIFOLD SLIDERS, creating a true indoor-outdoor experience. The home showcases stunning tile flooring that looks like real wood, offering both durability and modern appeal. At the heart of the home, the COMPLETELY REMODELED KITCHEN shines with real wood cabinetry, elegant QUARTZ COUNTERTOPS, stainless steel appliances, a DOUBLE OVEN, and a classic subway tile backsplash—perfect for everyday living and entertaining. A dedicated formal dining room provides the ideal space for gatherings, and the spacious interior laundry room with custom cabinetry adds both convenience and functionality. The guest bathroom has been fully remodeled, while the primary suite offers a relaxing retreat complete with a soaking tub and separate shower. Step outside to your private backyard oasis featuring a SPARKLING SALTWATER POOL, along with a covered back patio and deck—perfect for relaxing or hosting year-round. The fully fenced yard offers privacy and plenty of space to enjoy outdoor living, beautifully complemented by spacious front and back patios. An oversized two-car garage provides ample storage and convenience. This home has been meticulously maintained with major upgrades including a 2018 roof and skylights, 2018 fence, 2019 exterior repaint, full home replumbing in 2022, 2022 updates to flooring, guest bedrooms, bathroom, and ceilings, and a 2023 kitchen and laundry remodel, along with a new AC unit, Hot water heater, and alarm system for added peace of mind. Located in a highly desirable community, residents enjoy access to a clubhouse, dock overlooking the scenic Wekiva Cove pond, playground, community pool, and TENNIS & PICKLEBALL COURTS, and more. With its prime location in top-rated school zones and close proximity to major roadways, shopping, and dining, this home truly has it all—MODERN UPGRADES, a spacious layout, and an incredible community. Don’t miss your opportunity to make it yours!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Amber Zinno Adams (407-696-7908)
749 SEMINOLE AVE, LONGWOOD, FL 32750
$299,00054 Days on yellowkey MLS ID: O6400530
INCREASED by $10,000 (3.5%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1108 Built: 1971 Tax: $2,752 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$2,752
Elementary School: None
Remarks: Roof only one year old, Freshly Painted,All Tiled Floors,Electrical Updated,New Microwave,Some windows updated,Huge Back Yard,Great Location,Great Value
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Frank Filippelli (407-448-1042)
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,800,00045 Days on yellowkey MLS ID: O6402900
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
Middle School: Rock Lake Middle
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 is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
201 S SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$930,000254 Days on yellowkey MLS ID: O6349070
Bed: 5 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 6396 Built: 1976Monthly Fee: $54 Tax: $13,593 (2024)Community: Sweetwater Oaks Sec 07Spa: NoSingle Family
Taxes:$13,593
Remarks: Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with BRAND NEW ROOF and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
2113 SILVER LEAF CT, LONGWOOD, FL 32779
$1,800,00052 Days on yellowkey MLS ID: O6401270
0 Days Off yellowkey (back on 5/1/2026)
Bed: 7 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 7973 Built: 1986Monthly Fee: $104 Tax: $14,623 (2024)Community: Wingfield Reserve Ph 2Spa: YesSingle Family
Taxes:$14,623
Remarks: Under contract-accepting backup offers. Welcome to 2113 Silverleaf Court! This is a once in a lifetime opportunity to own this Custom, Private Luxury Estate in Longwood’s Wingfield Reserve community, an upscale community of over 180 homes on oversized lots of at least 1 acre located inside the Prestigious Markham Woods Corridor! This one-of-a-kind custom luxury estate residence offers 7 oversized bedrooms, 5 full bathrooms, 7,793 square feet of living space which includes an 800 square foot indoor sports court, a 600 square foot home second floor bonus room with multi-use capabilities & includes a sauna, a primary suite that totals over 1,500 square feet & has direct elevator access. There is also an additional 600 square foot loft, a 3-car attached garage and the kind of architectural presence and resort style outdoor living that is one of a kind! The outdoor pool and entertainment area itself is approximately 3,000 sqft & can accommodate as many guests as you would like to host! Every inch of this home was imagined, designed and built to perfection. From the moment you arrive, the grand porte cochere entrance, paver circular driveway, and stately front elevation create a true estate feel. All of your family, friends and guests are sure to be impressed from the moment they arrive. Inside, the home opens to a massive and luxurious foyer with soaring ceilings, large but comfortable main living spaces, abundant natural light, and an unforgettable sense of scale throughout. This is an entertainer’s dream, designed for both impressive gatherings and comfortable everyday living. Outside, the property transforms into a private resort. The entire outdoor entertainment area was renovated recently, creating a spectacular setting for gatherings and relaxation alike. The 52,000-gallon saltwater pool features a waterfall, two fountains, and a heated spa, & a 9.5-foot-deep end, while the backyard is fully enclosed by concrete block and stucco wall fencing for a rare level of privacy. One of the home’s most unique features is the indoor sports court, accessible from the outdoor pool and entertainment area and currently equipped with a basketball hoop while also offering flexibility for volleyball, pickleball, handball or other recreational uses. Back inside, the chef’s kitchen is as functional as it is beautiful, featuring custom cabinetry, stone countertops, a custom cooktop installed in 2026, & all the space you need! The kitchen flows seamlessly into the home’s expansive gathering spaces, making it ideal for hosting on any scale. The primary suite includes 3 balconies, 3 closets and a second laundry room totaling close to 1500 square feet by itself! The remodeled primary bathroom was updated recently & features dual vanities, a sky light, a freestanding soaking tub, a private balcony and 3 closets! This home also offers the peace of mind with major updates, including 5 HVAC systems including one recently installed in 2026, updated electrical panels, Aqua Ox whole house water filtration system installed in 2024, several windows & doors replaced in 2021, interior painting completed in 2025 & 2026 and an artesian well for irrigation! We have also completed a 4-Point Inspection and Wind Mitigation report for your peace of mind. Zoned for Woodlands Elementary, Markham Woods Middle, and Lake Mary High School, 2113 Silverleaf Court is a once in a lifetime opportunity to own an unforgettable estate where architectural grandeur, privacy, and luxury lifestyle come together in spectacular fashion.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
888 LONGDALE AVE, LONGWOOD, FL 32750
$270,000195 Days on yellowkey MLS ID: O6361212
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 1970 Tax: $8,995 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$8,995
Remarks: Under contract-accepting backup offers. Short Sale. Back on market..buyer backed out prior to final approval. Wont take long for reapproval. This charmer 4-bedroom, 2-bath home is a fantastic find! The one-car garage has been thoughtfully converted into a fourth bedroom, giving you extra room for guests, family, or a home office. Enjoy a large backyard plus a detached structure with plumbing already installed—ideal for a guest suite, studio, office, or more. Major updates are already done: roof (2021), AC compressor (2021), AC fan motor (Dec 2021), updated electrical panel, and full replumbing. Move-in ready but some repairs needed. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
182 PARSONS RD, LONGWOOD, FL 32779
$925,000109 Days on yellowkey MLS ID: O6383972
1 Days Off yellowkey (back on 3/24/2026)
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4221 Built: 1960 Tax: $9,654 (2024)Community: NoneSpa: YesSingle Family
Taxes:$9,654
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated six-bedroom, five-and-a-half-bathroom resort-style home offering 4,221 square feet of thoughtfully designed living space on an expansive 1.36-acre lot in the highly desirable Markham Woods area of Longwood. From the moment you enter, the split floor plan, abundant natural light, and wood-grain tile flooring throughout create an open and inviting atmosphere. The flexible layout offers exceptional versatility with three additional bonus rooms ideal for a home office, playroom, fitness space, or creative studio. Recessed lighting and ceiling fans throughout enhance both comfort and style, while the main living area is anchored by a stunning electric fireplace with decorative shiplap trim and brand-new sliding glass doors that open seamlessly to the outdoor living spaces. Significant upgrades provide peace of mind and modern efficiency, including a whole-house solar panel system installed in 2025, updated electrical and plumbing systems, a new roof in 2022, HVAC replaced in 2021, mini-split systems added to the in-law suite in 2025, and a water heater installed in 2023. Fully renovated bathrooms throughout the home add a fresh, contemporary feel. The beautifully updated kitchen blends modern style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances including double ovens, a wine refrigerator, and a dramatic waterfall granite island that provides both workspace and seating. The kitchen flows seamlessly into the surrounding living and dining areas, making it ideal for both entertaining and daily living. The primary suite serves as a private retreat, complete with a spacious walk-in closet and a beautifully appointed ensuite bathroom featuring separate quartzite vanities and a large walk-in tiled shower. French doors provide direct access to the pool area, creating a seamless indoor-outdoor lifestyle. A recently renovated in-law suite offers outstanding flexibility for multigenerational living, guests, or potential rental opportunities. The suite features a private entrance and parking area, its own kitchen with stainless steel appliances, washer and dryer, walk-in closet, tiled shower with single vanity, and a dedicated screened lanai. Outdoor living truly shines with a resort-style backyard designed for relaxation and entertaining. The screened saltwater pool and spa are complemented by a cold plunge, summer kitchen with beverage refrigerator, and multiple screened outdoor living spaces perfect for gatherings. The property also includes garden irrigation, a hydroponic garden, and mature pine, oak, and fruit trees that enhance the tranquil natural setting. Additional highlights include a tandem three-car garage and a private setting on over an acre with ample space for recreation, gardening, or outdoor enjoyment. Ideally located, this home is just minutes from top-rated Seminole County schools, six minutes to the Jones Trailhead of the Seminole Wekiva Trail, 14 minutes to Sylvan Lake Park, and 17 minutes to Wekiwa Springs State Park. With easy access to Interstate 4 and close proximity to restaurants, grocery stores, and retail, this exceptional property offers the perfect balance of privacy, convenience, and resort-style living. Roof – 2022 | HVAC – 2021 | Mini Splits – 2025 | Water Heater – 2023 | Solar System – 2025 | Electrical – Updated | Plumbing – Updated
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000229 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.
Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)
Listing Agent: Alvin Moore (407-331-4444)
1025 BUCKSAW PL, LONGWOOD, FL 32750
$419,00080 Days on yellowkey MLS ID: O6393492
4 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2289 Built: 1988Monthly Fee: $37 Tax: $6,834 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,834
Elementary School: Longwood Elementary
High School: Lyman High
Middle School: Greenwood Lakes Middle
Remarks: Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
1949 DEERVIEW PL, LONGWOOD, FL 32750
$798,00072 Days on yellowkey MLS ID: O6395646
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3498 Built: 2002Monthly Fee: $120 Tax: $4,966 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$4,966
Remarks: Don’t miss this stunning Mediterranean estate home in the highly sought-after gated community of Hidden Cove. This spacious residence features 4 bedrooms, including a dedicated office, 3.5 bathrooms, and an upstairs bonus room. The open floor plan showcases a beautifully finished open-concept kitchen, formal living and dining rooms, and a welcoming family room designed for both everyday living and entertaining. The owner’s suite offers a private retreat with a sitting area overlooking the pool and lanai, an expansive walk-in closet with custom shelving and separate dressing area, and a luxurious en-suite bath. Upstairs the oversized bonus room is perfect for movie nights and game days, complete with a wet bar, powder bath, and dedicated brand new AC unit. Step outside to enjoy the screened-in swimming pool, large covered lanai with built-in grill, and generously sized backyard. Additional highlights include tile flooring in main living areas, soaring 15-foot tray ceilings, crown molding, plantation shutters, custom draperies, built-ins and decorative niches, a paver driveway, tile roof, and 3 car garage. Conveniently located to shopping, restaurants, and I-4.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,000145 Days on yellowkey MLS ID: O6373846
1 Days Off yellowkey (back on 4/21/2026)
REDUCED by $24,999 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSpa: NoSingle Family
Taxes:$6,401
Remarks: Under contract-accepting backup offers. Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
109 MARGO LN, LONGWOOD, FL 32750
$360,000118 Days on yellowkey MLS ID: O6382694
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1979 Tax: $4,561 (2025)Community: Shadow HillSingle Family
Taxes:$4,561
Remarks: Opportunity awaits in this 3 bedroom, 2 bath home offering 1,399 SF home. Featuring an open layout with neutral tile flooring throughout the main living areas, this home provides a solid foundation for buyers looking to personalize and add value. The kitchen offers white cabinetry, new countertops, subway tile backsplash, and a functional layout overlooking the main living space — a great starting point for your finishing touches. The spacious living and dining areas flow to French doors leading to the backyard, allowing for natural light and indoor-outdoor potential. The primary bedroom offers a comfortable retreat with natural light and a private en suite bath. The bathroom features a nice size walk-in closet, walk-in shower with clean white tile surround, updated vanity, and a window that allows for beautiful natural light. The garage has been converted into additional living space and includes a designated laundry area; however, this conversion is not fully complete and will require finishing work. This property still needs cosmetic updates and finishing touches, making it ideal for investors, renovators, or buyers with the right vision to make it their prefect home!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Gwyn Clark (407-616-9051)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,00073 Days on yellowkey MLS ID: O6395450
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2382 Built: 1981Monthly Fee: $54 Tax: $3,115 (2024)Community: Sweetwater Oaks Sec 18Single Family
Taxes:$3,115
Remarks: Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin with breathtaking sunrises over the water, often accompanied by birds and deer just beyond your backyard, creating a peaceful, almost retreat-like setting. From the moment you arrive, the home’s presence is felt. Lush, mature landscaping, a welcoming approach, and a quiet street that reflects the character and pride of this established community. Inside, the layout strikes a thoughtful balance between openness and defined spaces, ideal for both entertaining and everyday living. Tile flooring flows throughout, including Italian porcelain driftwood tile in all bedrooms, offering both durability and a cohesive, elevated aesthetic. At the heart of the home, the kitchen is designed to gather, featuring granite countertops, stainless steel appliances, a breakfast bar, and a dedicated wine bar with refrigerator. It seamlessly connects to both formal and casual living spaces, as well as an enclosed Florida room lined with glass doors that open to the pool and patio, allowing for effortless indoor-outdoor living. The family room is warm and inviting, highlighted by soaring ceilings with exposed beams and a striking coral rock wood burning fireplace with a granite hearth that echoes the kitchen finishes, creating a cohesive and comfortable space for relaxing or hosting. The primary suite offers a true retreat, with direct access to the screened pool deck and tranquil water views. The en suite bath is well appointed with tiled walls, a glass enclosed shower, and convenient pool access, while the custom walk in closet provides both function and organization. Three additional bedrooms are generously sized and share a well designed bath with dual sinks and a tub. Step outside to your private backyard oasis. The screened pool and expansive patio provide ample space for entertaining, while a separate pavered fire pit area invites evenings under the stars. The canal backdrop adds a rare sense of calm and connection to nature. A fully fenced dog run with direct access from the pool area, additional paver paths, citrus trees, and thoughtfully placed seating areas complete the outdoor experience. Beyond the property itself, Sweetwater Oaks offers a lifestyle that is hard to replicate, private access to Lake Brantley with a resident only beach and boat ramp, tennis and pickleball courts, parks and playgrounds, a community center, and direct access to the Wekiva River for kayaking and outdoor adventure. All of this is paired with top rated Seminole County schools and a location that keeps you close to everything while still feeling tucked away. This is more than a home. It is a setting, a lifestyle, and an opportunity to live in one of Longwood’s most sought after communities. Schedule your private viewing today.
Listing Agent: Tiffany Yates (321-684-2399)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000403 Days on yellowkey MLS ID: O6303923
REDUCED by $10,000 (1.8%) on 03/31/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $7,914 (2024)Community: Longwood PlantationSingle Family
Taxes:$7,914
Remarks: Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
990 BURLWOOD CT, LONGWOOD, FL 32750
$749,000150 Days on yellowkey MLS ID: O6371683
5 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3184 Built: 2000Monthly Fee: $112 Tax: $4,216 (2025)Community: Longwood Club Ph 2Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by sleek iron railings and rich wood treads, creating a breathtaking focal point that sets the tone for the rest of the home. High-gloss hard-surface flooring flows seamlessly throughout the main living areas, reflecting natural light and enhancing the home’s bright, airy feel, while soaring ceilings and an open-concept layout create a sense of scale and sophistication perfect for both everyday living and entertaining. This stunning residence offers 5 spacious bedrooms and 4 full bathrooms across 3,184 square feet of thoughtfully designed living space. The chef’s kitchen is both stylish and functional, featuring propane GAS cooking, granite countertops, stainless steel appliances, and ample prep space & cabintry with a closet pantry as well. The primary suite and a secondary bedroom with a full bath are conveniently located on the first floor, offering flexibility for guests or multi-generational living. Upstairs, you’ll find a full in-law or guest suite with a private bathroom, along with a spacious loft ideal for a media room or additional living area. Step outside to a private backyard oasis featuring a BRAND NEW CUSTOM pool with a tranquil waterfall, built-in in-pool seating.. perfect for Florida living and outdoor entertaining. Additional highlights include a brand-new roof installed in November 2024, a 2-car garage, a gated community offering privacy and security, and elegant architectural details throughout. Located in the charming city of Longwood, this home offers the perfect blend of luxury, comfort, and convenience, close to top-rated schools, Wekiva Spring, parks, dining, and shopping.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
672 MOSSY BRANCH CT, LONGWOOD, FL 32779
$799,900232 Days on yellowkey MLS ID: O6355385
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3924 Built: 1983Community: Sabal Point Sabal Glen AtSingle Family
Taxes:
Tax Year:
Remarks: Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, Longwood redefines comfort and elegance in Central Florida. Every detail has been carefully updated — from finishes and lighting to the brand-new stainless-steel appliances, bringing convenience and modern living to your daily life. Located in an area with top-rated schools (rated 10/10 in Seminole County), this home is perfect for families seeking quality of life, safety, and convenience. Nestled at the end of a private cul-de-sac on a spacious 0.36-acre lot, the property offers peace, privacy, and a welcoming atmosphere surrounded by mature and well-maintained landscaping. With nearly 4,000 sq ft of living space, the open single-story layout provides excellent flow between rooms, featuring bright, spacious, and connected living areas — perfect for entertaining family and friends. The fully renovated kitchen is the heart of the home, equipped with modern cabinetry, built-in pantry cabinets, new stainless-steel appliances, stone countertops, and plenty of workspace for cooking and gathering. The dining room adds an extra layer of functionality and sophistication, featuring a built-in bar area complete with sink and dishwasher, ideal for hosting and entertaining guests. The primary suite is a true retreat, offering an additional sitting or office area and a spacious bathroom with contemporary finishes. The other bedrooms provide comfort and flexibility — ideal for large families, a home office, or guest accommodations. The exterior is equally charming — the generous, flat lot offers ample space to build a pool, outdoor kitchen, or playground, all while enjoying the privacy that only a cul-de-sac can provide. The location is another highlight: close to major roads, restaurants, parks, and some of the best shopping destinations in the area, yet tucked away in a quiet, refined residential neighborhood. If you’re looking for a modern, spacious, single-story home in one of Longwood’s most desirable areas, this is your opportunity. Fully remodeled, featuring built-in upgrades, new appliances, and located within one of Florida’s top school districts, 672 Mossy Branch Ct offers the perfect balance of style, comfort, and lasting value.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luanna Maia (407-360-8056)
9 STONE GATE N, LONGWOOD, FL 32779
$1,250,000124 Days on yellowkey MLS ID: O6381021
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4225 Built: 1991Community: Ravensbrook 1St AddSingle Family
Remarks: Lakefront pool home on nearly 2 private acres in the established Ravensbrook community. This 4,225-square-foot residence features 6 bedrooms, 4 full and 2 half baths, a spacious multi-level layout, and oversized windows showcasing scenic lake views. Major updates include whole-house replumbing 2022, electrical panels updated, a water filtration and softener system, and new HVAC air handlers (2025). The pool was resurfaced in 2023, and the property offers approximately 190 feet of shoreline with a private dock and expansive grounds for recreation and privacy. The home presents an opportunity for cosmetic updates, allowing buyers to personalize finishes. Ravensbrook is known for large estate lots, architectural variety, and a quiet setting close to shopping, dining, parks, and major roadways. The voluntary HOA is $200 annually. A rare opportunity to own a substantial lakefront property in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
1709 IVERNESS CT, LONGWOOD, FL 32779
$975,000107 Days on yellowkey MLS ID: O6385572
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4257 Built: 1990Community: Markham MeadowsSingle Family
Remarks: 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.