Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
1653 WINDY BLUFF PT, LONGWOOD, FL 32750
$580,000Listed 06/17/2026 3:37PM MLS ID: O6417754
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2061 Built: 1985Monthly Fee: $45 Tax: $2,686 (2025)Community: NorthridgeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,686
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Absolutely stunning, fully updated 3-bedroom, 2.5-bath pool home located in the highly sought-after Northridge community of Longwood! From the moment you enter, you'll be impressed by the abundance of natural light, beautiful hardwood floors, and soaring cathedral ceilings that create an inviting and spacious atmosphere. The heart of the home is the beautifully remodeled kitchen, featuring granite countertops, custom cabinetry, stylish tile backsplash, a large center island, newer stainless steel appliances, and a picturesque window overlooking the sparkling pool. The adjacent family room boasts cathedral ceilings, a cozy wood-burning fireplace, and expansive views of the backyard oasis. The spacious primary suite with walk in closet, offers a beautifully updated en-suite bathroom with dual vanities, a bidet and walk in shower. The private office with entrance to the primary bedroom could easily serve as a nursery, sitting room, or flex space. Bedrooms two and three are conveniently located near the updated secondary bathroom. An interior laundry room and half bath with direct pool access add functionality and convenience. Designed for year-round Florida living, the fully fenced backyard is an entertainer's dream, featuring a large refinished pool, ample space for grilling, gatherings, and outdoor relaxation with no rear neighbors. The community amenities include a playground, pickle ball, tennis, and basketball courts. This is truly Florida living at it's finest! Major updates provide peace of mind, including: Roof (2022), Windows & Doors (2022), Gutters (2022), HVAC (2023), Exterior Paint (2023), Vinyl Fence (2023), Kitchen Appliances (2024), Water Heater (2021), Pool Refinish (2017), Pool Pump (2025), and Pool Deck Paint (2026).
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Randy Adams Pa (321-438-1027)
100 FAIRWAY DR #100, LONGWOOD, FL 32779
$160,000Listed 06/17/2026 9:23PM MLS ID: O6417535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $2,750 (2025)Community: Fairway VillasCondo
Taxes:$2,750
Elementary School: Sabal Point Elementary
High School: Lyman High
Remarks: The Springs lifestyle at an exceptional value. Discover the perfect blend of comfort, character, and convenience in this ground-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. Sliding glass doors open to an expansive private deck surrounded by mature trees - an ideal setting for morning coffee, quiet evenings, or entertaining guests. Thoughtful updates include refreshed counters, solid-surface finishes, and the ease of a primary suite conveniently located on the main floor. As an end unit, the home enjoys extra natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare - schedule your private showing and experience it for yourself.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
2644 BENT HICKORY CIR, LONGWOOD, FL 32779
$429,000Listed 06/17/2026 3:06PM MLS ID: O6417103
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1985Monthly Fee: $86 Tax: $4,445 (2025)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$4,445
Remarks: Architectural Charm Reimagined for Modern Living! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated residence offers a rare combination of architectural character, modern updates, and privacy. From the moment you arrive, the home's inviting courtyard entry, manicured landscaping, and distinctive rooflines create a memorable first impression. Upon entering, the dramatic sense of space is undeniable, with soaring smooth-finish ceilings, clerestory-style windows that fill the home with natural light, and wide-plank luxury vinyl flooring enhancing the spacious open-concept design. The expansive living and dining areas are anchored by a double-sided fireplace and framed by walls of French doors and oversized windows that draw the outdoors in, creating a bright and welcoming atmosphere throughout. Whether hosting friends or enjoying a quiet evening at home, the seamless flow between the living spaces makes everyday living effortless. The kitchen has been carefully crafted with a fresh design that blends style and functionality. All-new custom cabinetry in a sophisticated sage hue is paired with quartz countertops, brushed brass hardware, and stainless appliances, creating a warm yet refined aesthetic. Abundant cabinetry, generous prep space, and a dedicated pantry cabinet provide impressive storage, while the open connection to the great room and views of the surrounding greenery enhance the home's airy atmosphere, making everyday living and entertaining equally enjoyable. The generously sized primary suite is a true retreat, offering peaceful wooded views and a stunning reimagined bath complete with an oversized walk-in shower, furniture-style dual vanity, designer lighting, and a large picture window overlooking a private garden courtyard that fills the space with natural light. Bedroom 2 is both bright and versatile, featuring a skylight, ample closet storage, and plenty of room. Designed for productivity and organization, Bedroom 3 features vaulted ceilings and double French doors that provide both privacy and connection to the rest of the home. An ideal space for working from home, pursuing hobbies, or accommodating overnight guests. Guests will appreciate the beautifully remodeled 2nd bath featuring dual sinks, abundant storage, quartz surfaces, and a striking blue herringbone tile surround. Crisp finishes and thoughtful details create a fresh, inviting space that feels straight out of a design magazine. Outdoor living is a true highlight, with a newly installed wraparound brick-paver patio, creating a series of inviting outdoor vignettes designed for both intimate gatherings and larger-scale entertaining. Surrounded by mature landscaping and a lush, wooded backdrop, the setting offers an exceptional sense of privacy and seclusion. Whether enjoying morning coffee, dining al fresco with friends, or unwinding beneath the trees at day's end, the outdoor spaces feel like a peaceful extension of the home. Additional improvements include smooth-finish walls and ceilings throughout, a new HVAC (2025), roof (2020), updated electrical (2024), and a whole-house replumb (2025), providing peace of mind for years to come. Situated within desirable Sabal Green in Sabal Point, this home combines stylish renovations, impressive volume ceilings, architectural character, thoughtful improvements, abundant natural light, and a tranquil natural setting to create the ideal lifestyle.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lisa Shear (407-721-9375)
210 W TIMBERCOVE CIR, LONGWOOD, FL 32779
$820,0001 Day on yellowkey MLS ID: O6417465
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3328 Built: 1971Monthly Fee: $54 Tax: $3,355 (2025)Community: Sweetwater OaksSpa: YesSingle Family
Taxes:$3,355
High School: Lake Brantley High
Remarks: Sweetwater Oaks Executive Pool Home, Open Floor Plan, Most Rooms have Pool Views, Beautifully Landscaped Pool Area, 6 Bed Rooms Split Floor Plan including a 2 Bed Room 1 Bath Guest House/Pool House ADU, Massive Beautiful Screened Pool, 80' x 49' Pool Deck and 40' Covered Porch all Screened in, Large Florida Room with Dining Table Seating 14, Massive Bar, Huge Fully Fenced Back Yard Plenty of Room for the Dogs, New Roof 12/2025, New PGT Casement Low E Double Pane Tinted Windows and 12' x 7-6" Sliding Stacking Doors 4/2023, New Plumbing Re-Pipe 10/2024, Beautiful Wood Plank Tile Flooring Throughout, Old Chicago Brick Wood Burning Fireplace, Huge Primary Suite has a Huge Walk in Closet with Custom Built ins, Primary Bath with His and Hers Vanities and Solarium for Yoga, Bed Rm 2 has Built in Book Shelves, Bed Rm 3 has a walk in closet, Bed Rm 4 has En Suite Bath 3 Pool Bath and Opens to the Pool, Bed Room 5 and 6 are in the ADU with Bath 4 all Open to the Pool, Circular Driveway with Front Porto Cochere. Pebble Tech Pool Interior Finish, Pool Sweep, Separate Whirlpool Spa, Large Garage 23' Wide x 23'-6" Deep, Sweetwater Oaks Lake Brantley Park, dock and boat launch. Some of the Best Seminole County Schools. Convenience to I-4, Schools, Shopping, Hospitals and Restaurants. A beautiful home ready for a new family to enjoy.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
106 SPRINGWOOD CIR #B, LONGWOOD, FL 32750
$148,00065 Days on yellowkey MLS ID: O6399098
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973 Tax: $666 (2024)Community: Springwood VillageCondo
Taxes:$666
Elementary School: Altamonte Elementary
Tax Year: 2024
Remarks: Virtually Staged. This darling condo is located in the Springwood community and offers wonderful natural light. The entry way flows right into the living room which provides sliding doors to the screened-in patio. The kitchen boasts granite counters, tile backsplash and eat-in area. The primary bedroom offers ample space. The primary and secondary bedroom share a hallway bathroom. The secondary bedroom is perfect for a guest room, office or craft room. The screened-in patio overlooks wonderful green space and includes a storage closet. This condo is close to many area restaurants and shops. Welcome Home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
6206 BAYHILL LN #6206, LONGWOOD, FL 32779
$230,00062 Days on yellowkey MLS ID: O6399633
REDUCED by $5,000 (2.1%) on 05/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $532 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,300
Remarks: SELLER OVER IMPROVED and it's in YOUR FAVOR!! Step into elevated living in this BEAUTIFULLY RENOVATED 2-bedroom, 2.5-bathroom condo in CLUBSIDE at Sabal Point, offering 1,365 square feet of thoughtfully designed space. Located on the SECOND FLOOR, this unit includes a RESERVED PARKING spot right out front for everyday convenience. From the moment you walk in, the OPEN LAYOUT feels bright, welcoming, and effortlessly functional. PREMIER-LUXURY VINYL FLOORING THROUGHOUT MAIN LIVIN AREAS, tying together the spacious living and dining rooms. The kitchen is a true standout, with ALL NEW ELECTRICAL,PLUMBING,INSULATION,WALLBOARD,ANDPAINT!! It features PREMIUM KITCHENMAID CABINETRY - solid wood construction and soft-close hardware, paired with STUNNING CAMBRIA QUARTZ COUNTERTOPS and a full-height QUARTZ BACKSPLASH that creates a clean, modern look. All APPLIANCE are in like-NEW CONDITION, complementing the space with both style and reliability. Both BEDROOMS are GENEROUSLY SIZED and feature en suite bathrooms with dual vanities and walk-in closets. The primary suite offers a sleek walk-in shower, while the guest bath includes a tub and shower combination. Each bathroom has been tastefully updated with a fresh, modern feel. Step outside to the COVERED, SCREENED IN LANAI and enjoy peaceful views overlooking the tennis courts and lush surroundings. Ideally positioned NEAR the COMMUNITY POOL, GYM, and tennis courts, this home also benefits from Sabal Point’s scenic setting with mature trees, sidewalks, and green space. With easy access to shopping, dining, parks, and I-4, everything you need is within reach. A MOVE-IN READY opportunity that blends style, comfort, and location in one exceptional package.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
207 LONESOME PINE DR, LONGWOOD, FL 32779
$559,9006 Days on yellowkey MLS ID: O6416580
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1977Monthly Fee: $54 Tax: $5,568 (2025)Community: Sweetwater Oaks Sec 08Spa: NoSingle Family
Taxes:$5,568
Remarks: FANTASTIC OPPORTUNITY IN SWEETWATER OAKS! Nestled under a canopy of mature trees in one of Longwood’s premier neighborhoods, this pristine 4-bedroom, 2-bathroom pool residence flawlessly showcases true pride of ownership! Exceptionally maintained: ROOF 2016, REPIPED w/PEX, NEWER ELECTRICAL PANEL & OUTLETS, REMODELED KITCHEN AND BATHS, NEWER GARAGE DOOR and Freshly Painted Pool Decking! PERFECT for both everyday living and grand-scale entertaining, the traditional floor plan offers a seamless flow, featuring spacious living areas, neutral decor throughout, soaring ceilings, a welcoming atmosphere, inviting wood burning fireplace and beautiful architectural touches! GOURMET kitchen with granite counters, convenient pass through window to patio, ample cabinets and SS appliance package (3 yrs new!). The heart of the home effortlessly transitions to a private backyard oasis with spacious covered patio and sparkling screen-enclosed pool serving as your personal Florida retreat. Enjoy the fenced in dog run/pet area with your 4 leg best friend(s). Home boasts a generous size corner lot at .32 acres with definite curb appeal along with convenient side facing garage and utility door access to garage! Beyond the property line lies the unparalleled lifestyle of Sweetwater Oaks, giving you exclusive access to the private Sweetwater Beach on Lake Brantley (for boating and skiing), tennis, playground/picnic area and Riverbend Park’s kayak launches onto the Wekiva River. Complete with top-tier Seminole County schools including Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High, this MOVE-IN-READY gem offers the ultimate blend of timeless comfort and luxury community living. Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, shopping, dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
110 CEDAR POINT LN, LONGWOOD, FL 32779
$510,00015 Days on yellowkey MLS ID: O6412344
REDUCED by $9,900 (1.9%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2572 Built: 1978Monthly Fee: $147 Tax: $5,717 (2025)Community: Springs Spreading Oak Village Rev Blk BTownhouse
Taxes:$5,717
Remarks: Beautifully updated townhouse tucked within the guard gated community of The Springs and ideally positioned on a private cul de sac with the community pool just across the street. Surrounded by mature trees and natural beauty, this home offers soaring ceilings, skylights, and a bright open layout that fills the home with natural light. The expansive living and dining areas are centered around a cozy wood burning fireplace and create a comfortable layout that works beautifully for both relaxed evenings at home and entertaining. Updated throughout, the home features vinyl flooring, all new kitchen appliances, refreshed bathrooms, and a loft that has been converted into a fourth bedroom. The split bedroom floor plan provides added privacy, while the spacious primary suite includes a sitting area and overlooks the fenced backyard patio. Outdoor spaces are designed for enjoying Florida living, with a private fenced patio surrounded by peaceful natural scenery and mature trees. Major updates include a new roof in 2023, new AC unit for the primary suite and fourth bedroom, a 2020 AC system for the remainder of the home, and a new water heater. The community pool located just across the street offers an easy way to enjoy long summer days by the pool just moments from home. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top-rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer’s markets,Crane's roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small-town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Lisa Ratanasirintrawoot (407-448-0995)
378 WINCHESTER PL, LONGWOOD, FL 32779
$294,0007 Days on yellowkey MLS ID: O6414495
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1006 Built: 1983Monthly Fee: $510 Tax: $2,906 (2025)Community: Governors Point Ph 2Townhouse
Taxes:$2,906
Elementary School: Wekiva Elementary
Remarks: Nestled in the desirable Governors Point community of Longwood, this BEAUTIFULLY UPDATED 2-bedroom, 2-bath home offers the perfect blend of comfort, style, and low-maintenance living. Thoughtfully enhanced throughout, the home features luxury vinyl flooring, fresh interior paint, smooth ceilings with popcorn texture removed, updated six-panel doors, modern lighting and fixtures, and an inviting living area centered around a beautifully renovated fireplace with tongue-and-groove detailing. The remodeled kitchen shines with newer appliances, updated cabinetry, stylish backsplash, upgraded pantry storage, and abundant organization features. Both indoor and outdoor spaces have been meticulously improved, including refreshed landscaping, new outdoor lighting, a charming front courtyard gate, premium turf and paver accents, and a rear screened porch that creates an ideal setting for relaxing or entertaining. MAJOR SYSTEM UPDATES INCLUDE a 2020 roof, Trane XR HVAC system, updated electrical panels, and updated breaker panel in the garage, plus a ONE YEAR 2-10 BUYERS HOME WARRANTY PAID FOR BY THE SELLER providing added peace of mind. Don't miss this opportunity to own a beautifully maintained home in one of Longwood's most sought-after communities. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
381 CREEKSTONE CT, LONGWOOD, FL 32779
$745,00013 Days on yellowkey MLS ID: O6387817
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3289 Built: 1988Monthly Fee: $85 Tax: $4,458 (2025)Community: Sabal Point Sabal Creek AtSpa: YesSingle Family
Taxes:$4,458
Remarks: Virtually Staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by uniform flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Renee Killiri (407-222-8339)
212 W SABAL PALM PL #212, LONGWOOD, FL 32779
$239,9001 Day on yellowkey MLS ID: O6417139
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1986 Tax: $578 (2025)Community: San Marco Villas A CondoSpa: NoCondo
Taxes:$578
Remarks: Virtually Staged. Not your typical condo, this one-story end-unit residence lives more like a private home, offering vaulted ceilings, a private covered patio, and no upstairs neighbors. With 1,484 square feet, 3 bedrooms, and 2 bathrooms, this move-in ready home delivers the perfect combination of privacy, convenience, and low-maintenance living. The heart of the home is the beautifully renovated kitchen, completely updated in 2026 with bright shaker style soft-close cabinetry, quartz countertops, a large single-basin sink, and a full suite of stainless steel appliances including the refrigerator, range, microwave, and dishwasher. Fresh interior paint and new luxury vinyl plank flooring throughout the living room, dining room, and all bedrooms create a clean, modern look that complements any style. The spacious floor plan feels even larger thanks to soaring vaulted ceilings and abundant natural light. Whether you're hosting family, working from home, or simply relaxing, the thoughtful layout offers flexibility and comfort. Step outside to your private covered patio, an inviting space for morning coffee, outdoor dining, or unwinding after a long day. Additional improvements include a new electrical breaker panel in 2026, providing added peace of mind for the next owner. Assigned parking is conveniently located nearby, while the community pool offers the perfect place to cool off and enjoy Florida's year-round sunshine. Set within a well-maintained community featuring attractive barrel tile roofs and a highly convenient location near shopping, restaurants, medical facilities, and major commuter routes, this updated residence offers a lifestyle that's increasingly difficult to find. For buyers seeking single-level living without the maintenance of a detached home, this is a must-see.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Amanda J Miller (321-303-9424)
210 WEEPING ELM LN, LONGWOOD, FL 32779
$470,00038 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
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)
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,00010 Days on yellowkey MLS ID: O6411965
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 1975Monthly Fee: $54 Tax: $3,522 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,522
Remarks: Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a semi-open floorplan with volume ceilings and an abundance of natural light, generous sized bedrooms, a timeless floor-to-ceiling STACKED STONE FIREPLACE, and these remarkable UPDATES in 2026: NEW ROOF, POOL RESURFACING and NEW POOL LIGHT, NEW SOFFITTS and GUTTERS, NEW FENCE, INTERIOR AND EXTERIOR PAINTING, NEW CROWN MOLDING, NEW CEILING TEXTURE, NEW CEILING FANS AND INTERIOR LIGHT FIXTURES, NEW BATHROOM VANITIES, NEW FLOORING in 2 BEDROOMS, NEW GARAGE DOOR, UPDATED IRRIGATION and LANDSCAPING. Step outside to a true BACKYARD OASIS with a screen-enclosed EXTENDED PATIO and an oversized backyard with a pool, mature landscaping and SERENE POND VIEWS—creating the perfect setting for relaxation, outdoor living, and entertaining. Located in the highly sought-after Sweetwater Oaks community, residents enjoy exclusive access to Lake Brantley, including a private beach, boat ramp, and fishing pier, as well as access to the Wekiva River for kayaking and outdoor adventures. Community amenities also include tennis courts, pickleball courts, basketball courts, parks, and playgrounds. Zoned for highly rated Seminole County schools—Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School—and conveniently located near shopping, dining, entertainment, and major Central Florida attractions, this home offers an exceptional combination of lifestyle and location. Experience the very best of Seminole County living—schedule your private showing today! **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00073 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
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!
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000265 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
$389,0007 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
$179,900129 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
$2,598,0003 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)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$599,50051 Days on yellowkey MLS ID: O6403175
REDUCED by $10,500 (1.7%) on 06/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: NEW PRICE: As Of 6/15 : Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00076 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
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)
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