Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Beds: 4 to 4
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Longwood - 97 properties found
1040 ARDEN ST, LONGWOOD, FL 32750
$444,995214 Days on yellowkey MLS ID: O6349085
REDUCED by $4,905 (1.1%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,954
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
307 COBLE DR, LONGWOOD, FL 32779
$475,00075 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Some homes just feel right the moment you walk in… and 307 Coble Drive is one of them. Natural light pours through the living spaces, creating a warm and inviting atmosphere that instantly feels like home. The layout flows effortlessly—giving you the perfect balance of open gathering areas and private spaces to unwind. At the heart of the home, the kitchen connects seamlessly to the main living area, making everyday living easy and entertaining even better. Whether it’s a quiet morning coffee or hosting friends and family, this space was designed for real life. The primary suite offers a comfortable retreat—ideal for recharging at the end of the day—while the additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside and you’ll find a backyard with room to relax, entertain, or simply enjoy the Florida lifestyle. It’s the kind of space where weekends feel slower and evenings last a little longer. Located in the heart of Longwood, you’re surrounded by established neighborhoods, mature trees, and convenient access to everything Central Florida has to offer—from daily essentials to major roadways that make commuting simple. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the private Wekiva Golf Course. This home is ready for its next chapter. This home presents a unique opportunity to move into a desirable area and make it your own! If you’ve been waiting for a home that offers comfort, location, and potential… this is one you don’t want to miss.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80038 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Elementary School: Sabal Point Elementary
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90024 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00031 Days on yellowkey MLS ID: O6396045
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: 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 and AC is 6 months old! 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)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00083 Days on yellowkey MLS ID: O6381416
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3258 Built: 1984 Tax: $9,076 (2024)Community: Mandarin Sec 5Single Family
Taxes:$9,076
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home .
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
27 STONE GATE N, LONGWOOD, FL 32779
$1,395,00055 Days on yellowkey MLS ID: O6389073
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4447 Built: 2000 Tax: $7,833 (2024)Community: Ravensbrook 2Nd AddSingle Family
Taxes:$7,833
Elementary School: None
High School: None
Middle School: None
Remarks: Experience elevated lakefront living at 27 Stone Gate N, a custom waterfront pool home in Longwood that blends architectural character, scenic water views, and an exceptional indoor-outdoor lifestyle. Set on a beautiful lakefront homesite, this residence offers a rare balance of privacy, comfort, and timeless design. Inside, striking ceiling details add depth and sophistication throughout, while the family room fireplace creates a warm and inviting focal point. The oversized office is a remarkable space of its own, featuring soaring ceilings and an impressive sense of scale that creates an inspiring environment for work, creativity, or quiet retreat. Generous living areas, abundant natural light, and captivating lake views enhance the home’s overall warmth and appeal. Outdoors, the pool and waterfront setting create a private backyard retreat ideal for entertaining, relaxing, and enjoying the best of Florida lakefront living. Recent improvements add meaningful value and peace of mind, including a roof replaced in 2024, ArmorVue windows and sliding doors completed in phases from 2023 to 2025, updated well water filtration and softener system, a new kitchen oven, and a pool pump and filter system replaced in 2024. A rare opportunity to own a custom lakefront home in Longwood with memorable architectural detail, major recent updates, and a truly exceptional setting.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Chocky Burks (407-493-2748)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00023 Days on yellowkey MLS ID: O6398012
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1981Monthly Fee: $89 Tax: $4,440 (2025)Community: Wekiva CoveSpa: NoSingle Family
Taxes:$4,440
Remarks: Under contract-accepting backup offers. If you’ve been craving space, privacy, and a home that feels worlds away from the city without actually leaving it.. this Wekiva Cove pool home delivers. Set beneath a canopy of mature trees in one of Longwood’s most beloved, nature-centered communities, this 4-bedroom, 2-bath home offers a rare blend of warmth, functionality, and peaceful surroundings. Inside, you’ll find a thoughtfully designed layout with formal living and dining rooms, complemented by a spacious family room with soaring vaulted ceilings and a fireplace that creates an inviting, comfortable gathering space. The kitchen is both stylish and practical, featuring granite countertops, NEWER stainless steel appliances, and easy flow into the main living areas—perfect for everyday living and entertaining. Throughout the home, porcelain tile and rich wood flooring pair beautifully with a neutral color palette, creating a clean, timeless look that feels instantly welcoming. Notable updates include - brand new water heater 2026, solar pool heating 2024, pool cage and screen renovation plus new fence 2024 The primary suite offers something truly special: a private office or den, ideal for working from home, unwinding, or creating a quiet retreat within your own space. Secondary bedrooms are well-sized, and a large laundry room adds everyday convenience. Step outside and you’ll understand what makes this home stand out. The oversized screened-in pool becomes your personal oasis, surrounded by lush landscaping and complete with a covered deck for relaxing or hosting. The fully fenced backyard provides both privacy and room to enjoy the outdoors year-round. Located near Wekiva Springs, Sweetwater Golf & Country Club, and just minutes from major roadways, shopping, and dining, this home offers the best of both worlds—peaceful, tucked-away living with easy access to everything you need. This isn’t just a place to live-it’s a place to slow down, spread out, and truly feel at home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
1261 BELLA VISTA CIR, LONGWOOD, FL 32779
$849,500150 Days on yellowkey MLS ID: O6365488
REDUCED by $15,400 (1.8%) on 04/15/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3142 Built: 2011Monthly Fee: $122 Tax: $5,552 (2025)Community: Bella VistaSpa: YesSingle Family
Taxes:$5,552
Remarks: A Grand Residence in the gated Bella Vista community with 4 bedrooms and 4 full bathrooms. This home exudes elegance, space & unmatched privacy! Welcome to a home that truly stands apart- an impressive two-story estate with tile roof, in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment you step inside, you’ll feel the scale, quality, and craftsmanship that set this home above the rest. 2 BRAND NEW Trane AC Units (Multi-Speed, 2-Stage), Low-Profile Ecobee Thermostats, BRAND NEW Carpet and NEW Appliances (2024 and 2025), NEW Pool pump 2024! Beautiful wood flooring, crown molding, and tray ceilings define the open main level, creating a warm and high-end atmosphere. The gourmet kitchen is designed for both everyday living and memorable hosting, featuring granite countertops, a large breakfast bar, double built-in ovens, stainless steel appliances, and abundant cabinet space. The first-floor primary suite is a private retreat, complete with an expansive spa-inspired bathroom offering dual split vanities, a makeup station, soaking tub, oversized walk-in shower, and private water closet. Bedrooms 2 and 3 are also conveniently located downstairs, along with a dedicated office/den framed by elegant French doors—perfect for working remotely or creating a quiet reading room. Upstairs, you’ll find a massive bonus room ideal for a media lounge, game room, or gym, along with a spacious 4th bedroom equipped with two closets, making it perfect for guests or multigenerational living. Step outside to your personal oasis: a large private pool and spa, enveloped by manicured hedges for ultimate privacy. Whether hosting weekend gatherings or enjoying peaceful evenings by the water, this backyard feels truly secluded and serene. Located in the desirable Bella Vista community, residents enjoy gated entry, community park, scenic ponds, tree-lined streets, and close proximity to walkable top-rated schools, Wekiva Springs, upscale dining, shopping, and major commuter routes. It’s one of Longwood’s most admired communities—and this home is one of its finest offerings. This is more than a place to live—it’s a statement of style, space, and sophistication. Homes of this caliber rarely come to market.
255 E HORNBEAM DR, LONGWOOD, FL 32779
$632,00053 Days on yellowkey MLS ID: O6384709
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2309 Built: 1977Monthly Fee: $49 Tax: $6,845 (2024)Community: Sabal Point AmdSpa: NoSingle Family
Taxes:$6,845
Remarks: Welcome to this exquisitely remodeled residence in the highly desirable community of Sabal Point, ideally positioned near top-rated schools, commuter routes, and Central Florida’s most beautiful outdoor destinations. This stunning 4-bedroom, 3 full-bath split-plan pool home has been thoughtfully redesigned with upscale finishes and exceptional attention to detail, all set on an expansive over 1/3-acre homesite offering privacy and endless possibilities for outdoor living. At the heart of the home, the open-concept kitchen flows effortlessly into the expansive family room, creating a warm and inviting space perfect for everyday living and entertaining. The fully renovated kitchen showcases crisp white solid wood cabinetry, elegant granite countertops installed in 2021, and premium appliances. Throughout the home, luxury vinyl flooring in a warm oak finish (2021) complements the fresh, modern palette, while upgraded LED lighting enhances the bright, airy feel. All three bathrooms were beautifully remodeled in 2021 with sleek quartz countertops and clean, contemporary finishes. Additional improvements include a new roof (2021), complete re-plumbing (2021), updated interior doors, fresh interior paint (2025), and exterior paint completed in 2021. Step outside into your private backyard retreat, where a magnificent mature oak tree provides cooling shade across a large portion of the yard, while the remaining open lawn allows abundant sunshine to warm the pool—creating the ideal setting for swimming, entertaining, and relaxing. With over one-third of an acre, the outdoor space is perfect for pool parties, gardening, or enjoying Florida’s year-round sunshine. A separate fenced dog run provides a secure space for pets to play freely. This home also offers peace of mind with major system upgrades, including a brand new Dishwasher (2025), a 50-gallon Rheem water heater (2021), new HVAC system (2024), refurbished pool pump (2025), EV charger, and solar panels installed in 2022 that will be fully paid off at closing. A Vivint smart security system adds convenience. Zoned for highly regarded, Excellent-rated schools within Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, and AdventHealth Altamonte Springs for premier shopping, dining, and entertainment. This move-in-ready Sabal Point home offers the perfect blend of modern upgrades, outdoor space, and an exceptional location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jennifer Hylton (407-756-9249)
1751 STANLEY ST, LONGWOOD, FL 32750
$515,00025 Days on yellowkey MLS ID: O6396466
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2118 Built: 1969 Tax: $4,366 (2025)Community: Sanlando SpgsSingle Family
Taxes:$4,366
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bedroom, 2.5-bath Pool home, located on a quiet, tree-lined street on a huge almost half-acre lot just a 2-minute walk from Rolling Hills Community Park—no HOA! This fantastic home features a newer Roof, AC and Tankless Water Heater. The windows and sliders have been updated as well as new paint inside and out. The great room showcases the fireplace and overlooks your wonderful screened porch and spacious decking area around the pool. Freshly resurfaced, you will love the look of this huge pool that also has a new pump and retaining wall. There is also a updated electric panel, freshly cleaned ductwork and a well for the sprinkler system. Additional highlights include an oversized garage, an interior laundry room, and a huge corner lot with extra parking. Located close to I-4, top hospitals, shopping, and dining. Enjoy the best of Central Florida living with Acres of nearby walking trails and ponds. FHA/VA friendly—schedule your showing today!
Listing is courtesy of: FLORIDA HOME REALTY & INVEST (407-209-3346)
Listing Agent: Danny Vargas (407-375-9055)
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00089 Days on yellowkey MLS ID: V4947148
1 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1973Monthly Fee: $8 Tax: $3,795 (2024)Community: Winsor ManorSingle Family
Taxes:$3,795
Remarks: Under contract-accepting backup offers. Beautifully updated Longwood home with a brand new roof, offering a tucked away, residential feel while still being perfectly positioned for everyday convenience. Located directly across from Lake Winsor, enjoy the wide sidewalks and mature trees on your way to the neighborhood’s lake access, perfect for kayaking, canoeing, paddle boarding, fishing, or boating. Just minutes from I-4 and SR 417, commuting, shopping, dining, and daily essentials are always within reach. Inside, you’re welcomed by a spacious living room with stylish accent walls and a warm, inviting feel. The kitchen features quartz countertops, a vibrant backsplash, ample prep space, and a cozy breakfast nook ideal for everyday living. The split floor plan provides both functionality and privacy, with three well-appointed bedrooms and a tastefully updated bathroom on one side, while the primary suite is set apart on the opposite end. Just outside the primary bedroom is a versatile flex space ideal for a home office, nursery, or sitting area. At the heart of the home, the oversized family room showcases a stunning brick fireplace and offers great views of the backyard. Step outside to your own retreat with a sparkling, well-maintained pool and a spacious covered porch designed for entertaining or unwinding. Zoned for Woodlands Elementary, with Rock Lake Middle School just a short walk or bike ride away. This home blends a true sense of retreat without sacrificing convenience. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Boky Lee (407-920-8693)
1730 HIGHLAND DR, LONGWOOD, FL 32750
$475,00052 Days on yellowkey MLS ID: O6390295
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1738 Built: 1987 Tax: $3,629 (2025)Community: Myrtle Lake HillsSingle Family
Taxes:$3,629
Remarks: Under contract-accepting backup offers. Expect to be impressed with this fantastic renovation in the desirable Myrtle Lake Hills in Longwood. Completely transformed in 2023 with every detail accounted for. This modern layout provides incredible function with a three-way split bedroom plan and generous open living space. On a large shady lot, there is plenty of room to grow and expand the footprint. Warm wood floors invite you into this stylish space, ideal for entertaining. Light and bright and clean lined the design is timeless and ready for you to make it your own. Kitchen overlooks backyard and features shaker style white cabinets, a large working island with bar seating, quartz counters with subway tile backsplash and stainless appliances with a WOLF range. Primary suite has double doors inviting you and doors out to patio, with large walk-in closet and beautiful bath retreat with double sinks and a walk-in shower with seamless glass. One bedroom is off on its own and used as an office and other two bedrooms enjoy a separate wing with a shared renovated bath. Kitchen opens to covered screened porch and then out to backyard with is spacious and shady. Shed in the back provides terrific storage. All major systems updated roof (2018), HVAC and ducts (2023), Replumbed (2023), electrical panel (2023). This one is turnkey and move-in ready. So close to all Longwood offers. This charming home won’t last long. See for yourself.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
3138 WINDING PINE TRL, LONGWOOD, FL 32779
$1,349,00028 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
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 Agent: Frank Benevento (407-492-5153)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000286 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
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)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640114 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)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00040 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)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00027 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)
741 LONGDALE AVE, LONGWOOD, FL 32750
$355,00031 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)
272 W WARREN AVE, LONGWOOD, FL 32750
$399,500193 Days on yellowkey MLS ID: O6354921
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Versatile Historic Downtown Longwood Property – Live, Work, Play or Invest! Located in the heart of Historic Longwood, this rare & flexible property is ideal for residential, commercial or mixed-use living. Offering 4 spacious rooms (use as bedrooms or office spaces), half bathroom, a kitchenette, handicap ramp & parking access, this home sits on an oversized lot with endless potential. Great visibility from drive-by traffic and near corner lot intersection. Property is historically designated with the city offering additional perks! Prime walkable location to Reiter Park, Sun Rail, city events, restaurants, shops, & municipal buildings—a perfect setting for professionals, investors, or families looking for character & convenience in one of Longwood's most desirable locations. No HOA, newer roof and A/C. Schedule your showing today! * Zoned for residential or commercial use including stores, bed & breakfast, offices and more; * Large lot with potential for expansion and ample private parking around 10 spaces
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Nilmarie Zapata (407-342-8298)
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