Location: Longwood
Do Not Show Listings
1865 NORTH ST, LONGWOOD, FL 32750
$719,00095 Days on yellowkey MLS ID: S5145602
REDUCED by $10,000 (1.4%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2337 Built: 1964 Tax: $6,574 (2024)Community: Sanlando SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,574
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: PRICE IMPROVED | PROFESSIONALLY APPRAISED MAY 2026 Rare opportunity to own one of Longwood’s most architecturally distinctive residences. This fully renovated mid-century modern home sits on an exceptional 0.64-acre corner homesite comprising four original platted lots in the heart of Sanlando Springs — a configuration that is increasingly difficult to find in today’s market. A dramatic 20' x 12' wall of floor-to-ceiling windows frames panoramic views of the pond and the future Rolling Hills Community Park, a major Seminole County redevelopment already under active construction directly across the street. Planned features include boardwalks, water features, trails, recreational amenities, and expansive green spaces, creating a rare opportunity to live directly across from one of Seminole County’s most significant new park developments. Inside, every detail has been thoughtfully curated while preserving the home’s mid-century character. Soaring vaulted ceilings with decorative wood beams, a floor-to-ceiling brick wood-burning fireplace, custom built-ins, skylights, recessed lighting, and designer finishes create a home that is both timeless and functional. The designer kitchen features a quartz waterfall island, stacked 24" cabinetry, concealed dishwasher, integrated controls, and abundant storage. The primary suite offers a spacious rain shower and French doors opening directly to the backyard. A secondary bedroom also features direct backyard access, while two bedrooms include walk-in closets and share a beautifully updated Jack-and-Jill bathroom with a freestanding soaking tub. The outdoor space is equally impressive. The oversized fully fenced homesite offers a circular front driveway, private rear driveway, RV parking with dedicated hookups, 50-amp EV charging, covered screened patio, vegetable garden, storage shed, and ample room to enjoy Florida living without HOA restrictions. Major improvements include a late-2022 roof replacement, whole-home water softener system, reverse osmosis filtration system, upgraded electrical and plumbing fixtures, custom front entry, decorative stone accents, and extensive high-end renovations throughout. No HOA. No CDD. Flood Zone X — no flood insurance typically required by lenders.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Kimary Carrero (407-617-4695)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000164 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
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00072 Days on yellowkey MLS ID: O6396152
REDUCED by $16,000 (2.6%) on 06/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. - Price Improvement - Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers on space, style, and location, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
1931 LOST SPRING CT, LONGWOOD, FL 32779
$510,0003 Days on yellowkey MLS ID: O6416262
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 2002Monthly Fee: $229 Tax: $5,455 (2025)Community: The SpringsSingle Family
Taxes:$5,455
Remarks: The Springs, a Gated Community with Manned Security and Patrol, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof was installed 6/2021. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Disney, Seaworld and Advent Health Hospital and Orlando Health Lake Mary Hospital. A beautiful Home ready for a new family.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,500,00093 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
Elementary School: None
High School: None
Middle School: None
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)
130 FOXRIDGE RUN, LONGWOOD, FL 32750
$399,99021 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
Elementary School: Woodlands Elementary
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)
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,0006 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)
432 WILDERNESS DR, LONGWOOD, FL 32779
$670,00081 Days on yellowkey MLS ID: O6393288
REDUCED by $19,000 (2.8%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: Virtually Staged. Virtually Staged for visual inspiration. MOTIVATED SELLER!!! Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained four-bedroom, with bonus pass through bedroom attached to the primary three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, attached room could make great nursery, office or workout room, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from Wekiwa Springs State Park, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
105 CEDAR OAK TRL, LONGWOOD, FL 32750
$600,00046 Days on yellowkey MLS ID: O6403317
REDUCED by $25,000 (4.0%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2212 Built: 1973 Tax: $2,305 (2024)Community: Woodlands Sec 4Spa: YesSingle Family
Taxes:$2,305
Remarks: Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with natural gas heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!
Listing Agent: Mindy Machock (407-461-1866)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00072 Days on yellowkey MLS ID: O6396045
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: 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)
910 BEARDED OAKS TER, LONGWOOD, FL 32779
$799,0003 Days on yellowkey MLS ID: O6416276
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2516 Built: 1987Monthly Fee: $205 Tax: $3,455 (2025)Community: Sweetwater SpringsSpa: NoSingle Family
Taxes:$3,455
Remarks: Welcome to an exceptional residence in the highly sought-after gated community of Sweetwater Springs, where luxury living meets an unparalleled outdoor lifestyle. Residents enjoy exclusive access to the pristine, spring-fed waters of Lake Brantley, complete with a private beach, park, basketball court, pavilion, and a residents-only concrete boat launch. Outdoor enthusiasts will also appreciate the community's riverfront park on the Wekiva River, featuring kayak and canoe storage just steps from the water and private launch access. Additional neighborhood amenities include a clubhouse, recently renovated tennis and pickleball courts, parks and playgrounds. Exquisitely maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath residence showcases timeless elegance, exceptional craftsmanship, and bespoke finishes throughout. The desirable split-bedroom floor plan offers privacy and functionality, while soaring ceilings and abundant natural light create an inviting atmosphere. At the heart of the home, the spacious family room features dramatic volume ceilings and a striking double-sided wood-burning fireplace that creates a warm ambiance in both the family and dining rooms. The beautifully remodeled eat-in kitchen is a chef's dream, boasting granite countertops, quality cabinetry, and stylish finishes. The expanded primary suite serves as a true retreat, enhanced by a sun-filled sitting room complete with an electric fireplace and French doors opening to the screened lanai and heated pool. The luxurious primary bath has been fully renovated with elegant marble tile, a frameless glass shower enclosure, and dual shower heads for a spa-like experience. Quality details abound throughout the home, including plantation shutters, crown molding, custom built-ins, and beautifully remodeled bathrooms. Recent improvements provide peace of mind and modern efficiency, including a new HVAC system installed in March 2025, a new heat-pump pool heater, and an impressive $40,000 solar energy system designed to significantly reduce utility costs. Step outside to your private screened pool oasis, perfect for entertaining or relaxing year-round. The cul-de-sac location and large .29-acre lot make this a prime location within the community. The new irrigation system keeps the finely manicured lawn and hedges looking "yard of the month" perfect! Combining refined elegance, thoughtful upgrades, and access to some of Central Florida's most coveted recreational amenities, this extraordinary Sweetwater Springs home offers a lifestyle that is truly second to none.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
110 DEVON CT, LONGWOOD, FL 32779
$455,0006 Days on yellowkey MLS ID: O6412026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1974Monthly Fee: $23 Tax: $2,359 (2025)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,359
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Welcome to 110 Devon Court in Wekiva Hunt Club, where a quiet cul-de-sac setting, flexible floor plan, and nearly half-acre homesite create the perfect combination of comfort, convenience, and future potential. This beautifully maintained 3-bedroom, 2-bath residence offers an inviting layout designed for both everyday living and entertaining. Inside, you'll find two spacious living areas, a formal dining room, and a bright kitchen that flows into an oversized breakfast room, providing exceptional flexibility and exciting possibilities for future kitchen expansion. The primary suite has been thoughtfully updated with a beautifully remodeled en-suite bath completed in 2023, creating a comfortable private retreat. Newer French doors with built-in blinds enhance both style and functionality while opening to a large covered and screened porch, perfect for enjoying Florida's outdoor lifestyle year-round. Beyond the porch, the expansive backyard offers endless opportunities. At just under half an acre, there is ample room to add a pool, outdoor living space, garden, or recreation area tailored to your vision. Additional highlights include a huge interior laundry and utility room with abundant storage and space for additional refrigeration, making everyday organization easy. This home is spotless, move-in-ready feel. Significant improvements provide peace of mind for years to come, including a new roof in 2021, windows and doors in 2020, paver driveway in 2020, 8-zone sprinkler system in 2020, HVAC system in 2023, remodeled primary bathroom in 2023, and updated electrical panel in 2021. Located within the highly sought-after Wekiva Hunt Club community and just blocks from Wekiva Elementary, parks, and recreational amenities, this 3-bed home in Longwood offers an exceptional opportunity to enjoy a well-cared-for property in one of the area's most established and desirable neighborhoods. Fresh, clean, updated, and exceptionally maintained, this home is ready for its next owner to move in and enjoy from day one. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
114 STONEY RIDGE CT, LONGWOOD, FL 32750
$499,90015 Days on yellowkey MLS ID: O6407522
REDUCED by $25,000 (4.8%) on 06/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 1971Monthly Fee: $8 Tax: $2,188 (2024)Community: Woodlands TheSingle Family
Taxes:$2,188
Remarks: Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00069 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: 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 CEILING FANS, 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)
1209 ROXBORO RD, LONGWOOD, FL 32750
$775,000153 Days on yellowkey MLS ID: O6373160
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $24,999 (3.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSpa: NoSingle Family
Taxes:$4,384
Remarks: Under contract-accepting backup offers. Fully Renovated Knollwood Estate | Over $315K in Upgrades | 0.70 Acre Lot Welcome to Roxboro Road—an extensively reimagined 4-bedroom, 2.5-bath estate in Longwood’s sought-after Knollwood community, offering 3,332 sq ft of upgraded living space on a spacious 0.70-acre lot. With over $315,000 in renovations, this is not a cosmetic update—it’s a comprehensive, high-quality transformation designed for long-term comfort, efficiency, and peace of mind. The redesigned open floor plan features engineered hardwood flooring, a split-bedroom layout, abundant natural light, and a wood-burning fireplace. At the center of the home, the gourmet kitchen showcases quartzite countertops, shaker cabinetry, a 48” eight-burner gas range with double ovens, farmhouse sink, pot filler, oversized island with seating, and a walk-in pantry—ideal for entertaining and everyday living. Major system upgrades include a new roof, full replumbing, all-new electrical, updated HVAC ductwork, two additional mini-split systems, tankless gas water heater, and spray foam insulation—delivering exceptional energy efficiency and reliability. The newly constructed private primary suite offers vaulted ceilings, a walk-in closet, and a spa-style bath with clawfoot soaking tub, dual rain showerheads, dressing area, and separate water closet. Two bonus rooms provide flexible space for an office, nursery, or gym. Three additional bedrooms share a beautifully renovated full bath. Enjoy added living space with an enclosed lanai, plus a covered patio and fully fenced backyard. Outdoor features include a powered workshop with an additional bathroom and a finished she shed with A/C—perfect for a studio, workspace, or private retreat. Additional highlights include double-pane windows, updated lighting, a dedicated laundry room, and optional HOA. Conveniently located near top-rated schools, shopping, dining, and major roadways. Not all renovations are created equal. Some homes have surface updates—this one delivers a true, full-scale renovation. The kind of transformation buyers often spend years and hundreds of thousands trying to complete after purchase… here, it’s already done. Move in with confidence, not a to-do list.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Alison Forbes (407-766-5243)
102 EASTERN FRK, LONGWOOD, FL 32750
$389,0003 Days on yellowkey MLS ID: O6412608
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: 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)
102 STEVENAGE CT, LONGWOOD, FL 32779
$544,90012 Days on yellowkey MLS ID: O6413080
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1980Monthly Fee: $23 Tax: $2,850 (2025)Community: Wekiva Hills Sec 09Single Family
Taxes:$2,850
Remarks: Welcome to 102 Stevenage Ct in Longwood’s Wekiva community. This 4 bedroom, 2 bath pool home offers 2,090 square feet of living space, a 2-car garage, and a screened, solar-heated pool. The floor plan provides multiple living and dining areas, generous natural light, and a functional layout with space for everyday living, entertaining, or a home office setup. The screened pool area extends the living space outdoors and offers a comfortable setting for Florida outdoor living. Major updates include roof 2023, water heater 2022, full home replumb 2022, pool pump 2020, and pool solar 2019. Located in the Lake Brantley school district, the home also offers access to Wekiva community amenities including parks, the Wekiva trail system, pickleball courts, tennis courts, racquetball, community center, soccer field, and baseball field. With its established Longwood location, community amenities, screened pool, and recent major system updates, this home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
2201 CAMELLIA DR, LONGWOOD, FL 32779
$389,90010 Days on yellowkey MLS ID: O6408749
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1964 Tax: $2,281 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$2,281
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence located in one of Longwood's most desirable communities. Zoned for highly rated Wekiva Elementary and Lake Brantley High School, this home offers an exceptional combination of location, comfort, and convenience. Inside, you'll find updated tile flooring throughout the entire home—no carpet anywhere—creating a modern look that's both stylish and easy to maintain. The spacious layout is complemented by a roof that is less than two years old, offering added peace of mind for the new owner. Situated on an oversized lot, the property features a fully fenced backyard with plenty of space for pets, play, gardening, or future outdoor living enhancements. Enjoy life in a well-established neighborhood with access to a private boat ramp on Lake Brantley and the flexibility of no mandatory HOA. Conveniently located near popular restaurants, shopping, parks, and major commuter routes, you'll have everything you need just minutes from your doorstep.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Adam Allegroe (407-227-2831)
1837 WINGFIELD DR, LONGWOOD, FL 32779
$899,00058 Days on yellowkey MLS ID: O6398952
REDUCED by $26,000 (2.8%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1982Monthly Fee: $104 Tax: $9,687 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$9,687
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900485 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Shadowbay, Lake Vista AtSpa: NoSingle Family
Taxes:$2,483
Remarks: Welcome to Lake Vista at Shadowbay. NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together, perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a pond, wooded conservation area, and in a beautiful Lake front Community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley with exclusive community amenities; a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. This home is located just minutes from I-4 and top-rated Seminole County schools, with the elementary school nearby. Recent Updates Include: HVAC (2022), Updated electrical (2022), Updated plumbing (2022), Tankless water heater (2022), Roof (2013), Covered front porch (2022), Oversized screened back patio (2022), Fenced backyard with dedicated K-9 run and for added privacy (2022). This exceptional property combines comfort, functionality, a true must-see!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
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