Location: Longwood
Do Not Show Listings
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,200,00091 Days on yellowkey MLS ID: O6399898
REDUCED by $100,000 (3.0%) on 07/22/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,952
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Crudo (407-489-8953)
714 WEST CT, LONGWOOD, FL 32750
$318,900119 Days on yellowkey MLS ID: O6394329
REDUCED by $1,000 (0.3%) on 07/22/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Virtually Staged. Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
183 E PINE AVE, LONGWOOD, FL 32750
$309,00029 Days on yellowkey MLS ID: O6418516
1 Days Off yellowkey (back on 7/22/2026)
REDUCED by $5,000 (1.6%) on 07/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $2,102 (2025)Community: LongwoodSingle Family
Taxes:$2,102
Elementary School: Longwood Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Priced to sell, this updated 3-bedroom, 2-bath home offers 1,101 square feet in a prime Longwood location with strong upside potential. Featuring a bright, functional layout, updated finishes, spacious bedrooms, and a private backyard, the property is move-in ready with room to further increase value through use optimization or enhancements. A standout feature is the Mixed Use Dwelling (MUD) zoning, allowing for both residential occupancy and approved light commercial use. This rare flexibility creates multiple exit strategies—live/work setup, small business operation, short- or mid-term investment hold, or future income-producing configuration (subject to local zoning regulations and approvals). With its central location near major corridors, retail, and established residential growth, this property is positioned for strong long-term demand and versatility. Conveniently situated near Historic Downtown Longwood, SunRail, shopping, dining, major roadways, and top local amenities, this property combines affordability, location, and long-term potential. Whether you're looking for a primary residence, rental property, house hack opportunity, or future investment, this home is one you won't want to miss. This home can be purchased with NO MONEY DOWN, or NO INCOME VERIFICATION!!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Eve Logan (407-227-3171)
611 PHEASANT AVE, LONGWOOD, FL 32750
$354,90014 Days on yellowkey MLS ID: O6423564
INCREASED by $5,000 (1.4%) on 07/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1185 Built: 1977 Tax: $2,873 (2025)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$2,873
Elementary School: Highlands Elementary
Remarks: Virtually Staged. Highly sought after Seminole County Pool Home on a Corner Lot for under $350,000!!! This deal can't be beat and the location is even better! Just a very short WALK to the dog park all fenced in and the famous Candyland Park! Brand New AC unit 2026! Updated kitchen and master bathroom in 2026 and the whole house was repiped in 2024. Centrally located in Longwood to enjoy all the restaurants, parks, shopping and a quick commute to downtown Orlando and less than an hour to the sandy beaches or all the theme parks! This huge corner lot home with perfectly placed shade trees also offers an oversized Florida room/Patio AND artificial turf near the pool for the ultimate hang out spot for a little putt putt and very low maintenance! If you are looking for the perfect place to call home, this is it!!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Christopher Schiffermiller, Llc (407-409-5702)
148 WISTERIA DR, LONGWOOD, FL 32779
$698,80031 Days on yellowkey MLS ID: O6417383
REDUCED by $26,200 (3.6%) on 07/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2662 Built: 1995Monthly Fee: $229 Tax: $4,978 (2025)Community: Springs The Deerwood EstatesSingle Family
Taxes:$4,978
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
3318 SUNSET VIEW CT, LONGWOOD, FL 32779
$1,299,0003 Days on yellowkey MLS ID: O6426765
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3757 Built: 2006Monthly Fee: $50 Tax: $8,058 (2025)Community: Sandy Lane Reserve Ph 2Spa: YesSingle Family
Taxes:$8,058
Remarks: Nestled on a quiet cul-de-sac within the exclusive enclave of Sandy Lane Reserve, a private community of just 24 custom-built estate homes, this exceptional Signature Homes residence offers timeless architecture, refined finishes, and an ideal floor plan designed for both everyday living and effortless entertaining. Boasting 4 bedrooms, 3.5 bathrooms, a private office, bonus room, and 3,757 square feet of thoughtfully designed living space, this custom home combines elegance with modern comfort. A grand foyer welcomes you with soaring ceilings, abundant natural light, and easy-to-maintain wood-look tile flooring that flows throughout the main living areas. The beautifully updated gourmet kitchen is truly the heart of the home, featuring custom cabinetry, quartz countertops, a decorative tile backsplash, top-of-the-line GE Monogram stainless steel appliances, a built-in desk area, dry bar, a large center island with seating, a built-in wine refrigerator, and a spacious dinette overlooking the living spaces. Tongue-and-groove ceilings throughout the main living areas and covered lanai add warmth, character, and architectural charm. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with brand-new carpeting, a spa-inspired bath with a soaking tub, separate shower, and spacious walk-in closets. A first-floor guest suite with its own ensuite bath and new carpeting provides ideal accommodations for visitors or multigenerational living. Upstairs, two additional bedrooms, each with walk-in closets, share access to a full bath and a generously sized bonus room, offering flexible space for a media room, playroom, or home gym. Step outside to your private Florida retreat, where a screened lanai overlooks the heated resort-style pool and spa, creating the perfect setting for year-round outdoor living and entertaining. Mature landscaping and the home's cul-de-sac location provide exceptional privacy and a peaceful setting. Located in one of Longwood's most desirable custom home communities, residents enjoy convenient access to top-rated Seminole County schools, Wekiva Springs, premier shopping, dining, golf, and major roadways. This is a rare opportunity to own a beautifully crafted custom home that seamlessly blends luxury, comfort, and an exceptional location.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640195 Days on yellowkey MLS ID: O6372736
5 Days Off yellowkey (back on 7/21/2026)
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: Under contract-accepting backup offers. **** 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: STARLINK REALTY (239-693-7263)
Listing Agent: Dr April Joh Johnson (813-545-9218)
732 LOGAN DR, LONGWOOD, FL 32750
$340,00036 Days on yellowkey MLS ID: O6416766
0 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1545 Built: 1961 Tax: $3,987 (2025)Community: LongdaleSingle Family
Taxes:$3,987
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4 bedroom 2.5 bath home that truly has it all. Nestled in a quiet community this home offers spacious and functional layout designed for comfortable every day living and entertaining. A generous size bonus room perfect for a home office, playroom, media space or whatever your heart desires. The possibilities are endless! Each bedroom has a nice size providing space to rest and relax. Step outside and fall in love with the Huge backyard ideal for hosting gatherings, creating your dream outdoor oasis, or simply enjoying peaceful evenings under the stars. Don't miss the chance to make this home yours.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Precious Edwards (407-970-5672)
342 COBLE DR, LONGWOOD, FL 32779
$520,000171 Days on yellowkey MLS ID: O6379074
0 Days Off yellowkey (back on 7/11/2026)
REDUCED by $10,000 (1.9%) on 06/19/2026
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
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Major price appeal meets lifestyle living in Wekiva Hills! This 3 bedroom, 2 bath POOL home stands out with dramatic ceilings, skylights, and a stunning stone fireplace that anchors the bright and open living space. Entertain with ease in the elevated dining area overlooking the living room, while the updated kitchen offers modern finishes, a large walk-in pantry, and a cheerful breakfast nook. The upstairs primary suite is filled with natural light and features a bonus sitting area, spacious closet, and refreshed bath. Out back, enjoy the screened patio highlighting the view of the private pool framed by vibrant landscaping. The rear gate opens to a peaceful walking trail—perfect for morning walks or evening relaxation. ROOF 2016, AC 2020, POOL PUMP 2023, ELEC 2024. This home comes with a ONE YEAR HOME WARRANTY. Light-filled, updated, and location is stellar, meeting all your shopping, nature recharge and recreational needs. Golf community, Wekiwa Springs State Park, retail, restaurants, and grocery amenities nearby. Schedule to see this beautiful home ready for new owners!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
112 FOREST PARK CT, LONGWOOD, FL 32779
$800,0008 Days on yellowkey MLS ID: O6423955
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2833 Built: 1979 Tax: $3,342 (2025)Community: Forest Park EstatesSingle Family
Taxes:$3,342
Remarks: Under contract-accepting backup offers. Exactly what you've been looking for! This beautifully maintained home sits on a full acre with NO HOA, offering the perfect balance of privacy and convenience with shopping, restaurants, and grocery stores just minutes away. Offering peace of mind, the home features a 2023 roof, refinished pool (2024), remodeled bathroom (2025), new water heater (2025), south A/C (2022), north A/C (2017), and septic pumped in 2021. Inside, you'll find beautiful ceramic tile throughout the main living areas with comfortable carpet in the bedrooms. Beyond the home itself, this property is all about the lifestyle. Plant the garden you've always wanted, park your RV with shore power, challenge friends to a game on the basketball court, or spend weekends relaxing by the pool. With plenty of room to spread out, this is a home where family gatherings, outdoor fun, and lasting memories come naturally.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
1508 CANARY ST, LONGWOOD, FL 32750
$329,00084 Days on yellowkey MLS ID: O6402841
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Grigsby (407-970-9051)
933 BEARDED OAKS TER, LONGWOOD, FL 32779
$670,00014 Days on yellowkey MLS ID: O6424109
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 1988Monthly Fee: $213 Tax: $3,733 (2025)Community: Sweetwater SpgsSpa: NoSingle Family
Taxes:$3,733
Remarks: Live where Old Florida still exists — with the peaceful feel of a nature preserve, right in your backyard. Tucked behind the gates of Sweetwater Springs — a beautiful, gated enclave bordering Wekiwa Springs State Park — this 4-bedroom, 3.5-bath pool home offers 2,526 square feet on a private corner lot. Soaring ceilings and a smart split floor plan create a sense of space and light throughout, delivering privacy where you want it and openness where you need it. Upstairs, a private loft with its own separate bedroom and full bath offers the perfect retreat for overnight guests or an in-law suite. Homes here don't come up often. When they do, they move fast. The owner has spared no expense keeping this home in exceptional condition. Recent capital improvements include an architectural shingle roof (2018), a 2-zone AC system with the main-level unit replaced in 2021, a resurfaced pool with new tile (2020), all three full bathrooms remodeled (2018), a brand-new walk-in shower in the pool bath (2026), an acrylic-resurfaced garage floor (2021), a newer water heater (2022), a new backyard fence (2023), and refreshed front landscaping (2018). The living room, dining room, foyer, and kitchen were freshly painted in 2026, along with a new Andersen front door (2024) and a freshly painted garage — this is a home that has been meticulously maintained from the roof down to the finishes. True low-maintenance living: move in, and spend your weekends on the water instead of on a to-do list. Then there's the lifestyle money can't manufacture anywhere else. Private access to the Wekiva River. Direct access to 285-acre Lake Brantley, one of Florida's premier spring-fed ski lakes. A private kayak launch that puts you paddling straight into Wekiwa Springs State Park within minutes — cypress canopies, protected wildlife, manatees, otters, deer, and wild turkeys as your neighbors. Add in private parks, tennis and pickleball courts, and playgrounds exclusive to the 79 homes of Sweetwater Springs, and you have a community that doesn't just offer a lifestyle — it defines one. Zoned for top-rated schools. Sweetwater Springs inventory is scarce, demand is strong, and this one won't last. Call for your private tour today!
Listing is courtesy of: FUTURE HOME REALTY INC (800-921-1330)
Listing Agent: Irina Paul, Llc (407-432-0941)
710 EAST CT, LONGWOOD, FL 32750
$340,000274 Days on yellowkey MLS ID: S5137189
REDUCED by $19,000 (5.3%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1533 Built: 1971 Tax: $3,133 (2024)Community: Longwood NorthSingle Family
Taxes:$3,133
Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Celines Pomales (407-373-8250)
3147 TALA LOOP, LONGWOOD, FL 32779
$3,499,00059 Days on yellowkey MLS ID: O6408606
1 Days Off yellowkey (back on 7/20/2026)
REDUCED by $201,000 (5.4%) on 07/19/2026
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7313 Built: 1994Monthly Fee: $347 Tax: $13,711 (2025)Community: Alaqua Ph 3Spa: YesSingle Family
Taxes:$13,711
Remarks: Under contract-accepting backup offers. Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
Listing Agent: Frank Benevento (407-492-5153)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000444 Days on yellowkey MLS ID: O6303923
2 Days Off yellowkey (back on 7/20/2026)
REDUCED by $10,000 (1.8%) on 03/31/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $7,914 (2024)Community: Longwood PlantationSingle Family
Taxes:$7,914
Remarks: Under contract-accepting backup offers. Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.
Listing Agent: Ryan Minadie (407-765-9990)
4013 BERMUDA GROVE PL, LONGWOOD, FL 32779
$2,050,0008 Days on yellowkey MLS ID: O6424363
0 Days Off yellowkey (back on 7/20/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5021 Built: 2002Monthly Fee: $353 Tax: $19,341 (2025)Community: Alaqua Lakes Ph 6Spa: YesSingle Family
Taxes:$19,341
Elementary School: Heathrow Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Experience luxury living in the highly sought-after Alaqua Lakes community in this exceptional Dave Brewer custom estate, situated on more than half an acre and offering over 5,000 square feet of thoughtfully designed living space. Perfectly positioned to capture breathtaking water and golf course views, this elegant residence combines quality architecture with comfortable everyday living. NEW ROOF - 2025. Designed with a desirable split floor plan, the home features 4 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms. Soaring high ceilings create an open and airy atmosphere throughout, while multiple gathering spaces—including two bonus rooms—offer endless possibilities for a media room, home office, fitness studio, or playroom. The chef’s kitchen is equipped with a natural gas cooktop and seamlessly connects to the main living areas, making entertaining effortless. Enjoy cozy evenings by one of the home's gas fireplaces or step outside to the expansive screened lanai, where stunning views provide the perfect backdrop for outdoor dining and relaxation. Residents of Alaqua Lakes enjoy access to outstanding community amenities, including a resort-style pool and pavilion, five clay tennis courts, basketball and volleyball, a neighborhood park and playfield. Combining luxury, space, and an unparalleled lifestyle, this remarkable home presents a rare opportunity to own one of Central Florida's premier properties.
Listing Agent: Shannon Riva (813-789-7532)
122 BEARSS CIR, LONGWOOD, FL 32750
$635,00027 Days on yellowkey MLS ID: O6418393
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1976 Tax: $7,258 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$7,258
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Rarely does a home offer this level of privacy, flexibility and thoughtful design in such a convenient Longwood location. On more than half an acre of fully fenced grounds, this beautifully reimagined residence offers four bedrooms, three full baths and approximately 2,300 square feet of thoughtfully designed living space, blending sophisticated interior updates with an expansive outdoor lifestyle rarely found today. From the moment you arrive, the home's enhanced curb appeal makes a lasting impression with its redesigned front entry, upgraded garage door and beautifully extended paver driveway offering abundant parking for guests, recreational vehicles, boats, trailers and more. With no HOA restrictions, you'll enjoy the freedom to truly embrace Florida living on your own terms. Inside, a desirable split-bedroom floor plan creates the perfect balance of privacy and functionality. Rich new flooring, elegant crown molding, calming designer paint colors and thoughtfully curated finishes establish a warm, timeless aesthetic throughout. At the heart of the home, a striking wood-burning fireplace serves as the centerpiece of the living spaces, creating an inviting setting for everyday living and memorable gatherings alike. The completely redesigned kitchen is both beautiful and functional, showcasing brand-new custom cabinetry, elegant quartz countertops, premium KitchenAid® appliances and carefully selected designer details that elevate every meal and gathering. Privately tucked away, the generously sized primary suite serves as a peaceful sanctuary with ample space to unwind. The spa-inspired ensuite bath features dual vanities, a relaxing jetted soaking tub, a separate walk-in shower and a spacious walk-in closet, creating the perfect place to recharge at the end of the day. Two additional full baths comfortably accommodate family and guests, including one with a walk-in shower and another featuring a garden tub. Outdoor living is where this property truly shines. An oversized swimming pool anchors the expansive backyard, offering exceptional privacy and endless opportunities for entertaining, recreation, gardening or simply enjoying Florida's year-round sunshine. An extended paver patio seamlessly connects indoor and outdoor living, while a dedicated paver fire pit gathering area invites memorable evenings beneath the stars. Completing the property is a detached storage shed with electricity and a water connection, offering outstanding potential for restoration. Whether reimagined as a workshop, hobby space, gardening retreat or simply refreshed for additional storage, this versatile structure provides the flexibility to evolve alongside your lifestyle. Situated on more than half an acre, this property offers the flexibility to park your RV, boat, trailers and recreational toys with ease, all without the restrictions of an HOA. Combining designer updates, generous living spaces, exceptional outdoor amenities and a location convenient to shopping, dining, parks and major commuter routes, this is a rare opportunity to enjoy the lifestyle today's buyers have been searching to find. Whether hosting unforgettable poolside gatherings, parking your boat for the next weekend adventure or simply enjoying the peace and privacy of your expansive homesite, this exceptional property offers a lifestyle that is increasingly difficult to find in Central Florida.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,000133 Days on yellowkey MLS ID: O6390329
REDUCED by $35,000 (3.2%) on 05/15/2026
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)
305 S SWEETWATER BLVD, LONGWOOD, FL 32779
$639,900102 Days on yellowkey MLS ID: O6397720
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 1972Monthly Fee: $54 Tax: $3,163 (2024)Community: Sweetwater Oaks Sec 02Spa: NoSingle Family
Taxes:$3,163
Remarks: This home is located on a spectacular pond front lot in the desirable Sweetwater Oaks neighborhood. As you enter the home a lovely entryway welcomes you in, and a large living room and dining room are immediately on your left. The living room has beautiful crown molding and a large picture window, which provides fantastic natural light. The adjacent dining room has bead board with chair rail molding, crown molding and flows directly into the kitchen. The kitchen offers ample counter space, a closet pantry, built-in desk, pass-through window to covered patio and a delightful eat-in area with French doors leading out to the patio. The large family room offers a brick wood-burning fireplace and French doors providing access to the covered patio. The private primary retreat is on the left side of the home and provides plenty of space along with pond views from the window. The primary retreat features French doors leading the patio, walk-in closet with a closet system and ensuite bathroom. The additional three bedrooms are on the other side of the home. The 2nd bedroom has an ensuite bathroom, closet with a closet system and French doors that offer access to the covered brick-floored patio and screened-in pool. The other two bedrooms both include closets with a closet system and they share a hallway bath with a dual sink vanity. The expansive covered patio includes a sink and cabinets and offers loads of space to relax and entertain in the shade. The patio overlooks the large screened-in sparkling pool with a water fountain feature. Beyond the pool and patio is loads of green space overlooking the pond. This property is a tropical gardner's delight. The home also includes a shed, inside utility room with plenty of cabinets and loads of storage in the garage. Other amenities include a newer roof (2024), newer HVAC (2020), new garage door opener and an irrigation well. The Sweetwater Oaks community features access to the beach and the boat ramp at Lake Brantley (ski lake), access to the Wekiva River, playground, park, pickelball and tennis. Welcome home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
401 SANFORD AVE, LONGWOOD, FL 32750
$549,90030 Days on yellowkey MLS ID: O6418266
0 Days Off yellowkey (back on 7/18/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 1974 Tax: $6,109 (2025)Community: Sanlando SpgsSpa: YesSingle Family
Taxes:$6,109
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ If you have been searching for an UPDATED ~ POOL HOME on a spacious lot in one of Seminole County's most desirable locations, this is the one! Located in the established Sanlando Springs community with NO HOA, this beautifully maintained 4-bedroom, 2.5-bath home sits on an OVERSIZED .33 ACRE LOT with peaceful green space views, mature landscaping, a side-facing 2-CAR GARAGE, and the added bonus of an ASSUMABLE VA LOAN for qualified buyers. Recent improvements provide peace of mind and immediate value, including FRESH INTERIOR PAINT (2026), NEWER WATER HEATER (2024), sleek granite countertops (2024), UPDATED ELECTRICAL PANEL (2022), NEW STAINLESS STEEL APPLIANCES (2022), NEW POOL PUMP (2022), ROOF & POOL SCREEN ENCLOSURE (2021), and a RESURFACED POOL and POOL DECK (2018). A transferable home warranty through August 2027 adds even more confidence for the next owner. Inside, timeless finishes and crown molding throughout create a light, bright, and elevated feel. Formal living and dining spaces offer flexibility for entertaining, while the UPDATED KITCHEN features granite countertops, stainless steel appliances, a breakfast bar, abundant cabinet and drawer storage, a window overlooking the backyard, and a seamless layout that flows seamlessly into the family room. FRENCH DOORS lead to an expansive COVERED & SCREENED LANAI overlooking the sparkling SCREENED POOL, creating the perfect space for relaxing weekends, outdoor dining, and year-round INDOOR/OUTDOOR FLORIDA LIVING. The fully FENCED BACKYARD offers plenty of room to play, garden, or simply enjoy the privacy and mature trees surrounding the property. Your generous PRIMARY SUITE serves as a private retreat with an updated en-suite bath and a CUSTOM BUILT-IN CLOSET SYSTEM, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in the heart of Longwood and zoned for TOP-RATED SCHOOLS Altamonte Elementary, Milwee Middle, and Lyman High School, this home offers quick access to SR 434, SR 436, I-4, shopping, dining, state parks, lakes, and everything Central Florida has to offer. Homes with this combination of updates, lot size, NO HOA, a private pool, and an assumable loan are hard to find. Call today to schedule a tour and let us say WELCOME HOME!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
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