Location: Longwood
Do Not Show Listings
1362 SHADY KNOLL CT, LONGWOOD, FL 32750
$755,00075 Days on yellowkey MLS ID: O6380044
0 Days Off yellowkey (back on 4/13/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3177 Built: 1997Monthly Fee: $92 Tax: $4,474 (2024)Community: Oakcrest-514Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,474
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to a home where comfort, connection, and everyday living come together beautifully. From the moment you walk in, you’re greeted by an open, light-filled space that invites you to slow down and feel at home. The front living and dining areas create the perfect setting for everything from holiday gatherings to quiet evenings in. As you move through the home, the kitchen becomes the true heart of it all—featuring granite countertops, modern finishes, stainless steel appliances, and double ovens that make hosting holidays and entertaining effortless. Whether you’re preparing weeknight dinners or large family meals, the seamless flow into the family room keeps everyone connected. Natural light pours in through surrounding windows, creating a bright and uplifting atmosphere throughout the day. The split floor plan is designed with real life in mind—offering both togetherness and privacy. The primary suite is your personal retreat, with direct access to the pool so you can start your mornings with coffee outside or wind down in the evening with a peaceful swim. With dual walk-in closets, a walk-in shower, and double vanities, it’s a space designed to recharge. The additional bedrooms offer flexibility for whatever stage of life you’re in—whether it’s growing kids, visiting guests, or creating a home office or fitness space that fits your routine. Upstairs, the private loft suite opens up even more possibilities. Complete with its own bedroom, living space, and bathroom, it’s ideal for a teen retreat, in-law suite, or a quiet escape for work or relaxation. Step outside and enjoy your own Florida lifestyle. The screened-in pool creates the perfect space for weekend barbecues, relaxing afternoons, and year-round outdoor living. Location truly elevates this home. With schools within walking distance, daily routines become easier and more connected to the community. You’re also just moments from the Seminole Wekiva Trail—perfect for morning walks, bike rides, and enjoying the outdoors. Convenient access to I-4 puts you within easy reach of the beaches, theme parks, shopping, dining, and everything Central Florida has to offer. Additional peace of mind comes with a brand new roof (2025). This isn’t just a place to live—it’s a place to create memories, unwind, and enjoy the lifestyle you’ve been looking for. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (321-236-6761)
3138 WINDING PINE TRL, LONGWOOD, FL 32779
$1,349,00015 Days on yellowkey MLS ID: O6396505
1 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3739 Built: 2000Monthly Fee: $353 Tax: $9,522 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$9,522
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Elegant custom-built Maroon home situated on a sought-after golf-front homesite in Seminole County's premier 24-hour guard-gated golf community of Alaqua Lakes. This IMPECCABLY-KEPT estate features numerous recent upgrades and enhancements, including a REPLACED TILE ROOF, newer A/C units and water heaters, updated pool equipment, new kitchen appliances, and a beautifully remodeled primary bath. This incredibly open and airy floorplan showcases soaring ceilings with detail abounding, inviting guests to a shimmering pool and massive covered lanai with tranquil golf vistas. Arrive at the oversized courtyard entry with brick paver drive, and guests are greeted with double glass front doors. Upon entry, soaring ceilings and an abundance of natural light showcase the inviting floor plan. The foyer, living room, and dining room set the stage with captivating views of the golf course, while the kitchen opens up to the family room and massive covered lanai overlooking the sparkling pool(resurfacing pending 4/2026). The primary bedroom is privately nestled unto itself and features a remodeled spa-quality bath and dual walk-in closets. The office has its own closet and can make for a 4th bedroom on the main level if needed, while the other 2 bedrooms are situated across the home and share an updated frameless glass shower and bath. Upstairs, a bonus room with private full bathroom and walk-in closet makes for the ultimate in living space flexibility. The oversized 3 car garage with high ceiling offer copious storage for all life's incidentals. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. 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)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$585,00096 Days on yellowkey MLS ID: O6369834
REDUCED by $10,000 (1.7%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
113 WISTERIA DR, LONGWOOD, FL 32779
$1,050,00039 Days on yellowkey MLS ID: O6390667
REDUCED by $45,000 (4.1%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3491 Built: 2008Monthly Fee: $229 Tax: $10,837 (2025)Community: Springs Willow Run Sec TheSingle Family
Taxes:$10,837
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Remarks: Seller is offering a $10,000 concession towards closing costs or rate buy down! Located in the highly sought-after community of The Springs, this stunning estate offers an exceptional opportunity to enjoy one of Central Florida’s most unique lifestyles. Set on nearly an acre, the property welcomes you with a circular drive and spacious three-car garage, creating an impressive arrival. Inside, natural light pours through large windows showcasing beautiful outdoor views, creating a seamless connection between indoor living and the surrounding landscape. The newly remodeled chef’s kitchen serves as the heart of the home and flows effortlessly into the main living areas, perfect for entertaining or everyday living. Additional highlights include a wet bar, private wine cellar, and a desirable ground-floor primary suite, offering both comfort and convenience. Residents of The Springs enjoy an unparalleled community experience featuring a private natural spring, swimming pools, scenic walking trails, and equestrian stables, all within a gated setting known for its beauty and tranquility. Homes on lots this size in this iconic community are rare and offer a unique chance to experience space, nature, and refined living in one of the area’s most beloved neighborhoods.
Listing is courtesy of: ENGINE REALTY INC (407-801-8888)
Listing Agent: Jennifer Jordan (321-304-9969)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000273 Days on yellowkey MLS ID: O6323408
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$5,374
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Welcome home to your very own personal sanctuary located in the gated community of Sweetwater Springs. Recently updated with new exterior and interior paint, new water heater, new Goodman 5 Ton AC system, new recess lighting throughout, and a newly painted pool deck and screened enclosure, this stunning four-bedroom, two-and-a-half-bathroom POOL home features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with tons of natural light. The formal living and dining rooms create an ideal setting for entertaining guests. Cozy up by the inviting fireplace in the family room, which also includes built-in features. The kitchen is well-equipped with stainless steel appliances, built-in oven, cooktop range, exhaust fan, pantry, and a dinette area perfect for casual meals. Retreat to the primary bedroom, complete with new carpet and an ensuite bathroom that boasts a walk-in closet, dual sinks, separate shower, and a large garden tub—perfect for unwinding after a long day. The additional three bedrooms offer ample space for all your needs. This home showcases numerous designer upgrades, including crown molding, chair rails, built-in features, arched windows, plant shelving, plantation shutters, modern stair railing and California closets. Step outside to your backyard oasis, featuring a spacious screened patio, with a covered section ideal for lounging. Dive into the inviting pool or relax in the spa, all within a fenced yard that ensures privacy. Situated in a gated community, this home is conveniently located near the Wekiva River and offers deeded access to Lake Brantley with private boat launch, and tennis courts. Additionally, nearby state parks such as Wekiva Springs State Park, Wekiva Island and Kelly Park provide opportunities to explore Florida’s natural beauty, complete with trails and crystal-clear springs. The area is known for its A rated public school system. Plenty of shopping and dining nearby . Don’t miss the chance to own this rare gem. Truly a must see. Some photos have been virtually staged.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$769,90064 Days on yellowkey MLS ID: O6382404
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3430 Built: 2018Monthly Fee: $120 Tax: $7,565 (2025)Community: Lot 39 Oakmont Reserve Pb 81 Pgs 60-61Spa: YesSingle Family
Taxes:$7,565
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: SELLERS OFFERING $5,000 CLOSING COST CREDIT TO BUYER! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
305 PALM SPRINGS DR, LONGWOOD, FL 32750
$475,00030 Days on yellowkey MLS ID: O6392490
1 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2391 Built: 1956 Tax: $1,784 (2025)Community: Sanlando SpringsSingle Family
Taxes:$1,784
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home, ideally situated on a desirable almost 1/2 acre corner lot with a circular driveway and former golf-front setting. Directly across the street, the former Rolling Hills Golf Course has been transformed into the newly reestablished Rolling Hills Community Park, offering playgrounds, open green space, and a relaxing outdoor setting for recreation and neighborhood enjoyment. Best of all—NO HOA! This home showcases a stunning renovation with carefully curated, high-end designer finishes and energy-efficient upgrades throughout. Step inside through elegant double front doors with leaded glass to an inviting open-concept floor plan. The bright, eat-in kitchen is the heart of the home, featuring quartz countertops, a glass subway tile backsplash, a spacious center island with seating, and custom soft-close KraftMaid cabinetry with seeded glass accents, pull-out shelves, and drawers. Enjoy upscale appliances, including a convection oven with built-in air fryer, all complemented by elegant 20” x 20” Italian ceramic tile flooring (minimal grout lines) flowing seamlessly through the kitchen, family room, and foyer—creating both beauty and easy maintenance. Plantation shutters add timeless elegance and privacy, while energy-efficient double-pane windows enhance comfort throughout. The formal living room—currently used as a music room—features crown molding, rich Brazilian hardwood flooring, and two skylights that fill the space with natural light. Built-in shelving and pocket French doors add both charm and versatility. The spacious family room with vaulted ceilings opens effortlessly to the kitchen, creating the perfect gathering space. A thoughtfully designed addition provides an interior laundry room and an impressive oversized walk-in closet with built-in cabinetry, adding approximately 411 sq ft of additional living space. Step outside and enjoy Florida living at its finest. A large paver patio is perfect for relaxing or entertaining, with French doors creating a seamless indoor-outdoor flow. The private backyard is fully enclosed with a PVC fence and two gates, and features lush, mature landscaping with your own fruit trees—including fig, lemon, bay leaf, tangerine, and mulberry. Additional highlights include a large storage shed and a RainBird 6-zone irrigation system. Conveniently located near SunRail, I-4, Altamonte Mall, Seminole Wekiva Trail, top-rated Seminole County schools, medical facilities, dining, and year-round Longwood community events. Schedule your private showing today—this one-of-a-kind home offers the perfect blend of style, comfort, and location!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Deborah Perry, Pa (407-310-3015)
1742 FIFESHIRE CT, LONGWOOD, FL 32779
$1,275,00013 Days on yellowkey MLS ID: O6396719
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4053 Built: 1993Monthly Fee: $65 Tax: $10,135 (2026)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,135
Tax Year: 2026
Remarks: Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home has many features. The Primary master suite is privately situated to itself and showcases a sitting area in front of the wood burning fireplace and overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall and a private water closet. A separate office with built-ins which offers the perfect environment for working from home or pursuing personal projects. There is a wet bar, 3 wood burning fireplaces located in the family room, living room and master bedroom. The home has all tile and hardwood flooring throughout, an oversized 3 car garage. Numerous updates were made including installation of solar panels for low monthly utility cost, remodeled master bathroom and 2 guest bathrooms, installed exterior pool bathroom, remodeled the outdoor kitchen, and replaced the patio, pool deck, and porch tiles. A MUST SEE - GUEST/MOTHER-IN-LAW SUITE WITH KITCHENETTE, BATHROOM, WITH PRIVATE INTERIOR & EXTERIOR ENTRANCES. A great home for entertaining. A must see to appreciate. Wekiva Island is nearby as is an entrance to I-4 which will take you North to Daytona Beach where it terminates into I-95 or South to Downtown Orlando, past the attractions area and to Tampa where it terminates into I-75. What's Around & Near Markham Meadows? Grocery-Restaurants: Lake Mary Collection Mall: Altamonte Mall Hospital: Orlando Health South Seminole Hospital Attractions: Planet Obstacle & Wekiva Island Get Out & Play: Cross Seminole Trail Local Hang Out: Casey's Sports Bar Closest Beach: New Smyrna Beach
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Melissa Dietz Levering (321-388-4268)
1707 GRANGE CIR, LONGWOOD, FL 32750
$476,00030 Days on yellowkey MLS ID: O6392182
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Taxes:$2,283
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,085,00039 Days on yellowkey MLS ID: O6390329
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Taxes:$5,468
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
1386 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$535,00019 Days on yellowkey MLS ID: O6383292
1 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1986Monthly Fee: $45 Tax: $5,740 (2024)Community: NorthridgeSpa: NoSingle Family
Taxes:$5,740
Remarks: Under contract-accepting backup offers. *** MULTIPLE OFFERS **** RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christine Smith (407-972-0404)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640101 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
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: FIDICITY REALTY INC (772-678-8158)
Listing Agent: Dr April Joh Johnson (813-545-9218)
6 ROBINWOOD DR, LONGWOOD, FL 32779
$789,99923 Days on yellowkey MLS ID: V4948197
REDUCED by $55,001 (6.5%) on 04/08/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2678 Built: 1979 Tax: $7,329 (2024)Community: RobinwoodsSingle Family
Taxes:$7,329
Remarks: Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.
Listing Agent: Anne Hall (407-748-6789)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00027 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
1665 GRANGE CIR, LONGWOOD, FL 32750
$415,00016 Days on yellowkey MLS ID: O6396483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2189 Built: 1986 Tax: $3,792 (2024)Community: Tiberon Hills Ph 3Spa: YesSingle Family
Taxes:$3,792
Remarks: Expect to be impressed with this beautiful 3-bedroom, 2-bathroom home featuring stunning upgrades throughout. As soon as you walk in, you’re greeted by a spacious living and dining room combination, perfect for both entertaining and everyday living. The home boasts a gorgeous kitchen that opens to a cozy family room, complete with a stylish bar area that is ideal for hosting guests or relaxing at the end of the day. Step outside and discover your own backyard oasis, featuring an above-ground spa, perfect for unwinding and enjoying Florida living year-round. Conveniently located near major highways, shopping, and highly sought after schools, this home offers both comfort and convenience. This one won’t last long, so schedule your showing today!
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Maria Stinson (407-802-7595)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00014 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$5,456
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
1949 DEERVIEW PL, LONGWOOD, FL 32750
$798,00019 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 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 Agent: Katie Morrison (407-421-5025)
741 LONGDALE AVE, LONGWOOD, FL 32750
$355,00018 Days on yellowkey MLS ID: O6395867
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1490 Built: 1962 Tax: $2,058 (2025)Community: LongdaleSingle Family
Taxes:$2,058
Elementary School: Highlands Elementary
High School: Winter Springs High
Remarks: Beautifully Maintained Pool Home – No HOA! This inviting pool home blends comfort, style, and updates throughout – plus the freedom of no homeowners association. Freshly painted interior with a bright, welcoming feel, New appliances in the kitchen with solid wood cabinetry and pull-out drawers Newly resurfaced pool (2017 - 2025) – sparkling and ready for year-round enjoyment,New ceiling fans.bathrooms were remodeled 2021. Expansive screened pool deck ideal for entertaining or relaxing outdoors,Updated master bath with modern finishes Air handler replaced i 2019 .Master suite with sliding glass doors opening to the pool and patio Large backyard shed for storage plus a side workshop for hobbies or projects for peace of mind Fantastic Location: Near major roads 17-92 and 434, just 10 minutes to I-4, close to hospitals, restaurants, shopping, and more. Don’t miss the opportunity to own this move-in ready pool home in one of the most convenient areas of Central Florida!
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
Listing Agent: Patty Perez Renteria (407-927-4731)
110 DEVON CT, LONGWOOD, FL 32779
$470,00082 Days on yellowkey MLS ID: O6377933
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1974Monthly Fee: $23 Tax: $2,594 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,594
Elementary School: Wekiva Elementary
Remarks: NEW PRICE! You are going to fall in love with this beautiful residence in desirable Longwood community of Wekiva Hunt Club! Located on the circle part of a cul-de-sac and blocks from Wekiva Elementary and community parks! This home offers an expansive and open floor plan, split bedrooms, primary with updated en-suite bath, TWO living areas, formal dining and kitchen with a large breakfast room, perfect for a kitchen expansion or butler pantry! There's more....a HUGE interior laundry/utility room large enough for storage and additional refrigeration, newer French door with internal blinds leading to a large covered, screen enclosed back porch overlooking a beautiful yard...the lot size is just under a 1/2 acre!! Freshly painted inside and out - ready for you to move in! MAJOR updates include: ROOF 2021, HVAC 2023, WINDOWS/DOORS 2020, PAVER DRIVEWAY 2020, ELECTRICAL PANEL 2023, PRIMARY BATH REMODEL 2023, 8-ZONE SPRINKLER SYSTEM 2020...Seller will pay for lawn care (mowing) for 6 months! This home is fresh, clean and ready to move in!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00015 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! 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! 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)
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