Location: Longwood
Do Not Show Listings
111 ESSEX DR, LONGWOOD, FL 32779
$527,0005 Days on yellowkey MLS ID: S5147985
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1978Monthly Fee: $23 Tax: $5,475 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,475
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Set within a highly desirable Longwood community, this 4-bedroom, 2-bath pool home offers a blend of comfort, thoughtful updates, and a lifestyle centered around both convenience and the outdoors. Inside, the layout is designed with intention. A split-bedroom floor plan creates separation and privacy, while the main living areas feel open and connected under vaulted ceilings with plenty of natural light. Recent improvements—including new flooring, fresh interior paint, and updated appliances—give the home a clean, modern feel from the start. The living space extends effortlessly outdoors, where a screened-in pool and patio create the perfect setting for relaxing afternoons or hosting friends. Native Florida landscaping surrounds the home, providing a beautiful, low-maintenance environment that fits seamlessly with the natural surroundings. The fully fenced backyard, along with an open easement behind the property, adds an extra sense of space and privacy. Practical features set this home apart, including an oversized 2-car garage with ample extra space, perfect for a workshop, additional storage, or hobby area., and a generator hookup already in place for added peace of mind. Beyond the home itself, the location truly stands out. You’re just minutes from Wekiva Springs State Park, known for its crystal-clear springs, kayaking, and scenic trails. The neighborhood also offers its own parks and walking paths, making it easy to enjoy the outdoors right at home. Plus, Wekiva Elementary—one of the area’s most sought-after schools—is just a short walk away. With easy access to shopping, dining, and major commuter routes, this home offers a well-rounded lifestyle in a location that continues to be in high demand.
Listing is courtesy of: LAROCQUE & CO., REALTORS (321-631-3715)
Listing Agent: Melissa Berge (321-501-1612)
148 SUNSET DR, LONGWOOD, FL 32750
$332,5005 Days on yellowkey MLS ID: O6399766
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Rock Lake Middle
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
498 N PIN OAK PL #306, LONGWOOD, FL 32779
$150,0005 Days on yellowkey MLS ID: O6399772
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1991 Tax: $179 (2024)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$179
Elementary School: None
High School: None
Middle School: None
Remarks: This bright and airy 1-bedroom, 1-bath condo sits on the 3rd floor, giving you the advantage of higher ceilings that make the space feel open, spacious, and full of natural light. Inside, you’ll find a comfortable layout that’s perfect for low-maintenance living—whether you’re a first-time buyer, downsizing, or looking for a great investment. The elevated position offers added privacy and a quieter atmosphere, making it a perfect place to unwind at the end of the day on your own private balcony. Step outside your front door and enjoy a community designed for lifestyle. Take a refreshing dip in the pool, stay active in the fitness center, or meet neighbors and friends at the clubhouse. All of this set within the desirable Wekiva Springs area, known for its natural beauty, parks, and convenient access to shopping, dining, and major roadways.
Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)
Listing Agent: Viv Lehman (407-733-4700)
335 GOLFSIDE CV, LONGWOOD, FL 32779
$330,0005 Days on yellowkey MLS ID: O6399625
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1984Monthly Fee: $23 Tax: $2,417 (2024)Community: Wekiva Villas On The Green 2Condo
Taxes:$2,417
Remarks: Welcome home to this beautiful 3 bed / 2 bath single story condo, across the street and steps away from a relaxing, community pool. Vaulted 16' ceilings with plenty of natural light, greet you with an open floor plan, providing a feeling of comfort and space. Private brick courtyard in the front. Updated kitchen counters in quartz and plenty of storage. Wonderful wooden blinds decorate the back windows. Washer and Dryer included, located in the garage. An enclosed Sunroom extends living area; perfect for relaxing, reading or just enjoying the nature views. The Primary Bedroom has an Ensuite Bathroom and walk-in closet. The community features a pool, walking trails throughout Wekiva, 18-hole golf course nearby, clubhouse, playground, and tennis courts are available. Wekiva Elementary School is less than a 5-minute drive. Seller providing an Assurant Enhanced Plan Home Warranty with the property. Schedule a showing today, as this property and community look forward to welcoming you home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Douglas Yannucci, Pa (407-454-3494)
354 W HORNBEAM DR, LONGWOOD, FL 32779
$589,0005 Days on yellowkey MLS ID: O6399672
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2162 Built: 1977Monthly Fee: $54 Tax: $5,966 (2025)Community: Sabal PointSpa: NoSingle Family
Taxes:$5,966
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Remarks: Come and see this beautiful 4 bedroom, 2 bathroom + office home within close proximity to Sabal Point Elementary School. This ranch style home features luxury vinyl flooring throughout, solid surface kitchen counters, stainless steel appliances, vaulted ceilings, skylights in kitchen and family room, indoor laundry room, plantation shutters on front bay windows, and a wood burning fireplace. There is a large, side entry, two-car garage and wide driveway. The large backyard has a wood privacy fence, open pool and gazebo. Relax on your screen porch after a long days activities. The home is located within the Sabal Point commuinity, which contains about 550 homes spread over 80-acres.
Listing is courtesy of: GREEN AVENUE REAL ESTATE LLC (404-610-1971)
Listing Agent: Julie Hamilton (407-739-6559)
342 COBLE DR, LONGWOOD, FL 32779
$545,00077 Days on yellowkey MLS ID: O6379074
REDUCED by $3,000 (0.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning POOL home delivers immediate wow-factor with soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. Conveniently located near Wekiwa State Park’s natural springs, hiking trails and the popular Wekiva Island ideal for kayaking and paddelboarding. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers serenity for years to come. Schedule a private tour and see for yourself.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00070 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
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
$1,395,00042 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
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)
661 N WILDFLOWER CT, LONGWOOD, FL 32750
$310,00020 Days on yellowkey MLS ID: O6395227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1984 Tax: $3,772 (2024)Community: Meadow RidgeHalf Duplex
Taxes:$3,772
Remarks: Welcome home! This beautifully renovated residence sits in a lovely cul de sac street which offers great schools, easy access to I-4 expressway to get anywhere in no time, and a low-crime area. Inside, you’ll find the perfect blend of style, comfort, and modern updates. Major systems—including HVAC, water heater, and roof—all under 3 years old provide peace of mind. This spacious home features two generously sized bedrooms, two bathrooms, and stunning luxury vinyl plank floors throughout the main living areas. The updated kitchen offers stylish finishes and ample space, making it ideal for both everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere. This is the perfect home for a first-time home-buyer, senior couple looking to downsize, or investor looking for a great addition to a portfolio. Schedule your showing today and make it yours!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
157 HARROGATE CT, LONGWOOD, FL 32779
$525,00069 Days on yellowkey MLS ID: O6379020
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2111 Built: 1978Monthly Fee: $22 Tax: $2,469 (2024)Community: Wekiva Club Estates Sec 04Single Family
Taxes:$2,469
Remarks: Under contract-accepting backup offers. This 4-bed home in Wekiva Club Estates delivers a spacious layout, a resurfaced pool, and updates throughout — including roof, windows, kitchen, and more — all in Longwood’s beloved Wekiva community. Welcome to 157 Harrogate Court, a 4 bedroom, 2 bathroom pool home offering over 2,100 square feet of living space on a spacious 0.34 acre lot in the desirable Wekiva Club Estates section of the Community of Wekiva. Zoned for highly rated Wekiva Elementary and Lake Brantley High, this home boasts recent upgrades including a new roof and windows (2024), refinished kitchen (2024), and added attic insulation. The private pool was resurfaced in 2022, with screen enclosure updates in 2020 and 2024. PVC Partially fencing with a double gate was installed in 2025. Inside, you're welcomed by a spacious foyer leading to formal dining and living areas. The layout flows through the kitchen into the cozy family room, which opens to the screened patio and backyard pool oasis. The split plan offers privacy: the primary suite with ensuite bath and walk-in closet is located off the kitchen, while bedrooms 2 through 4 and the second full bath are on the opposite wing. A dedicated laundry room sits just off the kitchen for added convenience. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park—perfect for outdoor enthusiasts! Zoned for top-rated Seminole County schools and close to Publix, local parks, dining, and shopping, this home offers the ideal blend of lifestyle and location. Plus, as part of the Wekiva community, you'll have access to two beautiful parks, a community center, and 26 miles of walking trails, all surrounding the Wekiva Golf Course. Don’t miss your chance to live in one of Central Florida’s most desirable neighborhoods! This home blends updates, layout, and location — and it’s ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,00010 Days on yellowkey MLS ID: O6398306
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 1973Monthly Fee: $6 Tax: $1,633 (2024)Community: Winsor ManorSingle Family
Taxes:$1,633
Remarks: Opportunity knocks with this investor’s dream “Diamond in the Rough”—priced to reflect its incredible potential and ready for your vision. With a current Zestimate of $521,700 (as of 4/8/26), this 4-bedroom, 3-bath home offers the kind of upside savvy buyers are always searching for. Situated on a desirable corner lot, the property features a 2-car garage, cozy fireplace, inside utility room, and a spacious enclosed rear patio—providing a solid foundation for renovation or rental income potential. Recent improvements like a new driveway and sidewalk add immediate curb appeal, while the generous layout opens the door to countless value-add possibilities. Location is a standout here—just minutes to I-4, SR 434 shopping and dining, and the popular Seminole-Wekiva Trail, making this an attractive option for future occupants or tenants alike. This property is being sold AS-IS, with no utilities or inspection contingencies provided by the seller. Buyers are strongly encouraged to submit proof of funds, and use of the attached escalation addendum is highly recommended in this competitive offering. Don’t miss your chance to transform this hidden gem into something truly special—all offers will be reviewed no later than Tuesday, April 21st.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900431 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: $2,326 (2024)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-maintained home features three charming bedrooms, two full bathrooms, and a spacious 2-car garage, 1,599 sq. ft. of living space, the home boasts an open and airy floor plan filled with natural light, vaulted ceilings, and a stylish combination of rich solid wood floors and tile throughout. Unique architectural details and built-in niches add warmth and character. Enjoy both formal and informal living spaces, including an elegant dining room, a comfortable living room, and additional flexible living areas that flow seamlessly together, ideal for everyday living or entertaining. Step outside to your tranquil, oversized screened-in patio featuring vaulted ceilings, two wood ceiling fans with remotes, and plenty of room for outdoor gatherings. Relax with serene views of the pond and wooded conservation area, perfect for peaceful moments or entertaining guests in a private, natural setting. Located in the highly sought-after Shadowbay community, you will enjoy access to Ski Lake Brantley and exclusive amenities including a private gated beach, fishing area, picnic space, boat ramp, tennis court, basketball court, and more. This is a prime location just minutes from I-4 and Seminole County schools, walking distance to the elementary school. UPDATES include: New HVAC (2022), New plumbing (2022), Updated electrical (2022), Tankless water heater (2022), Roof (2013), New front covered porch and oversized back patio (2022), and a fenced backyard for added K-9 run and for privacy (2022). This is a must-see property! Make this fantastic house your home today! Contact the listing agent for details on buyer incentives.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$619,90069 Days on yellowkey MLS ID: O6378220
REDUCED by $20,000 (3.1%) on 04/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL Baths! Tropical Pool. Open concept, single-story home with plenty of natural light. Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. New Flooring in 3 bedrooms (2026), New Roof (Dec 2025), New Pool pump (2024), New AC Compressor (2024).Pool Resurfaced (2019). Laminate & Tile flooring throughout. Superb Family Room with Fireplace. Oversized Living & Spacious Dining Room! Corner lot on over 1/2 acre. On a quiet double cul-de-sac. Large fenced backyard, move-in ready. Enjoy the Sweetwater Oaks amenities, with included access to Lake Brantley. "Owners will be replacing the carpet with porcelain tile." regarding the tile replacement starting next Friday. Great Seminole County schools!! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00010 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
$849,500137 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.
236 DUNCAN TRL, LONGWOOD, FL 32779
$400,00018 Days on yellowkey MLS ID: C7524258
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
257 GARY BLVD, LONGWOOD, FL 32750
$375,00011 Days on yellowkey MLS ID: O6397966
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1267 Built: 1982 Tax: $2,973 (2024)Community: Longwood ParkSingle Family
Taxes:$2,973
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Three bedrooms, two baths, a pool, and no HOA in one of Longwood's most convenient corridors. Walk in and the vaulted ceilings, skylights, and triple sliding doors do the talking. Open those doors up and the line between the family room and the screened lanai basically disappears. The wood-burning fireplace anchors the main living area with a custom indigenous stone mantle that has some real character to it. Ceramic tile runs through all the main living areas, and every bedroom has enough room to actually breathe with closet space to match. The primary suite has a walk-in closet and a remodeled en suite bath; the guest bath was redone at the same time in 2020. The kitchen was refreshed in 2021 with a new dishwasher, sink, and garbage disposal, and a new refrigerator was added in 2024. Out back, the fully fenced yard keeps the pool area private, and the covered lanai is built wide enough for a serious outdoor setup with multiple seating areas, a grill zone, and a pool bath. The pool cage was refreshed with new screens and hardware (March 2025) and the pool pump and filter housing were replaced (May 2025). Additional highlights include: new AC (2021), new water softener (September 2025), and septic tank serviced and fitted with a new cover in February 2025. Zoned for Lake Mary High and Greenwood Lakes Middle, with the YMCA and Seminole Trail walkable from your front door. Enzo's on the Lake, the Melting Pot, 4 Rivers Smokehouse, Bonefish Grill, and Wekiva Island are all within a short drive, along with everyday shopping and easy access to I-4.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000217 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965 Tax: $7,520 (2024)Community: Sanlando SpgsSingle Family
Taxes:$7,520
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
607 WREN AVE, LONGWOOD, FL 32750
$384,9006 Days on yellowkey MLS ID: O6399015
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
474 S PIN OAK PL #308, LONGWOOD, FL 32779
$179,00013 Days on yellowkey MLS ID: O6396978
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,103 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,103
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this beautiful, MOVE-IN READY 2-bedroom, 2-bath CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. An UPDATED AC SYSTEM (2024) enhances comfort and energy efficiency throughout the home. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining.The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS and BACKSPLASH, a closet pantry, and a breakfast bar for casual dining. A SEPARATE DINING AREA near the Kitchen offers plenty of room for hosting family and friends. Step down to the SPACIOUS Living Room featuring sliding glass doors that open to a PRIVATE SCREENED REAR PATIO with a POND VIEW —an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Primary Bedroom serves as a TRANQUIL RETREAT, with a large window that invites in natural light while offering calming views of the pond. A GENEROUS WALK-IN CLOSET completes the space, along with an EN SUITE BATH featuring a GRANITE VANITY with a dedicated makeup area and a step-in shower. The second Bedroom is equally inviting and boasts a WALK-IN CLOSET and private access to a full bathroom that includes a GRANITE VANITY and a shower/soaking tub combination. CONVENIENTLY LOCATED near the Kitchen, the Laundry Room enhances the home’s thoughtful design. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated condo in a beautiful, QUIET COMMUNITY in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
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