Location: Longwood
Keyword(s): Lyman High
Keyword(s) High School: Lyman High
Do Not Show Listings
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90025 Days on yellowkey MLS ID: O6393288
REDUCED by $35,100 (4.8%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,626
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
121 BEARSS CIR, LONGWOOD, FL 32750
$399,00031 Days on yellowkey MLS ID: O6391757
2 Days Off yellowkey (back on 4/15/2026)
REDUCED by $11,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 1976 Tax: $4,313 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,313
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bathroom pool home situated on a spacious corner lot in desirable Longwood with no HOA! This charming residence offers the perfect blend of modern updates and timeless character, making it truly feel like home from the moment you arrive. Step inside to find wood-look tile flooring throughout, providing both durability and a cohesive, stylish look. The home is enhanced with modern fixtures that elevate each space. The open-concept kitchen is ideal for both everyday living and entertaining, featuring stainless steel appliances, ample counter space and a convenient breakfast bar that flows seamlessly into the main living areas. You’ll love the cozy dining area and the inviting family room with a fireplace, perfect for relaxing evenings or gathering with friends and family. Natural light fills the home, highlighting its warmth, character and thoughtful design. The renovated bathrooms showcase updated finishes, adding comfort and a touch of luxury to your daily routine. Each bedroom offers a comfortable layout with plenty of space to unwind. Step outside to your private backyard oasis, complete with a large, fully fenced yard and a sparkling pool. Perfect for enjoying Florida living year round. Whether you’re hosting gatherings, spending time with loved ones or simply relaxing poolside, this outdoor space offers endless possibilities. Conveniently located just minutes from historic downtown Longwood, Seminole Hospital, nearby parks, shopping, dining and major roadways. This home truly combines comfort, convenience and charm in one exceptional property. Schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Dalton (407-587-6083)
255 E HORNBEAM DR, LONGWOOD, FL 32779
$632,00038 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
$515,00010 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
Elementary School: Altamonte Elementary
Tax Year: 2025
Middle School: Milwee Middle
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)
104 FAIRWAY DR #101B, LONGWOOD, FL 32779
$170,00046 Days on yellowkey MLS ID: O6387603
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $1,512 (2024)Community: The SpringsCondo
Taxes:$1,512
Remarks: Under contract-accepting backup offers. This amazing 2 Bedroom, 1 Bath condo sits nestled amongst some of the most beauitul mature Florida landscape in the highly sought after neighborhood "The Springs" in Longwood. As you walk into this ground floor unit you will find the primary bedroom with to your left with a cozy screened in porch and beautiful wooden ceilings. Walk through the Foyer and you will see the Living Room full of natural light and natural wood ceiling beams as well as natural light from the double set of sliding glass doors in the Living Room and Dining Room. The Kitchen is equiped with Stainless Steel appiances and has a pass through to the dining area. Bedroom 2 is large and also has Wooden ceilings. The spacious Living Room has a wood Burning Fireplace and plenty room for entertaining guest. The back enclosed porch is perfect for enjoying your morning coffee and the sweet sounds of nature. The HOA fees include water, trash,yard and building maitnance, use of all community amenities, the Springs, Swimming Pools,Stables, Fitness Center, Clubhouse, Play Grounds, walking trails, 24- Hour Security Gate, and so much more. This Beautiful community is conveniently located near I-4, Shopping centers, Restaurants and Hospitals This is an amazing oppertunity to own a piece of paradise. Call today for your showing.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Terri Smock (321-298-3115)
521 GRANADA WAY, LONGWOOD, FL 32750
$649,0009 Days on yellowkey MLS ID: O6397339
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Remarks: Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
8203 OLYMPIA CT #8203, LONGWOOD, FL 32779
$198,000100 Days on yellowkey MLS ID: O6372375
REDUCED by $1,000 (0.5%) on 04/14/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,978 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,978
Remarks: Welcome home. Much preferred location at the end of a court and in Sabal Point. This 2 bed 2.5 bath second story apartment offers incredible value in Clubside at Sabal Point. Nearly 1,400 square feet with a view of the scenic fountain nearby. Tons of comfort with the double primary bedroom suites and the split plan layout is superb for a roommate or family. The foyer looks and feels great, and near the entry you’ll find the laundry room with full sized appliances as well as the conveniently located half bath. Attractive dark wood laminate planks in the great room. The open kitchen is tiled and located right off of the great room with lots of natural light, and it's a good size with eat-in space. This unit has two well-appointed primary bedrooms. The two primary bedrooms each feature an ensuite bathroom with granite countertops, one with a shower and one with a tub. There are large walk-in closets and linen closets on both sides so there’s ample storage in this home. Monthly fee covers all exterior maintenance and landscaping, water, sewer, and trash services. Check out the clubhouse, resort-style pool, tennis courts, fitness center, and car wash station. Note: A line of credit may be sufficient to purchase this condo, so please contact Isabelle Martinez Paramount Residential Mortgage Group for more info. Home is sold as-is with the right to inspect. Needless to say, excellent location near Wekiva Springs, very close to Altamonte Springs shopping, Seminole County biking trails, & quick access to I-4. Contact us today to schedule a tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: Joan Thompson (407-948-5592)
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00074 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
Elementary School: Woodlands Elementary
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)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$580,00046 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 04/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1973 Tax: $6,141 (2024)Community: Woodlands Sec 3Single Family
Taxes:$6,141
Remarks: SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
233 CROWN OAKS WAY #233, LONGWOOD, FL 32779
$130,000114 Days on yellowkey MLS ID: O6369070
REDUCED by $19,900 (13.3%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1143 Built: 1974Monthly Fee: $757 Tax: $1,207 (2024)Community: Crown Oaks 1St AddCondo
Taxes:$1,207
Remarks: Welcome to The Springs! This charming, renovated 2-bedroom, 2-bathroom condo offers more than just a home—it offers a maintenance-free, all-inclusive lifestyle. Located on the 2nd floor, this unit is flooded with natural light through large windows and high, vaulted ceilings that create a bright, inviting atmosphere. Freshly painted from floor to ceiling! THE ULTIMATE FINANCIAL ADVANTAGE: In today’s market, predictability is luxury. While the monthly fee of $985 might seem high, it is actually a comprehensive budget-saver that eliminates many of the "hidden costs" of homeownership. Your monthly payment includes: • ALL MAJOR UTILITIES: No more separate bills for Water, Sewer, or Trash collection (Save ~$150/mo). • INSURANCE SAVINGS: Because the HOA covers the building exterior and roof, your personal homeowners insurance is significantly lower than a standard house. • ZERO EXTERIOR STRESS: The HOA handles all roof maintenance, siding, and landscaping. You will never face a surprise $20,000 roof bill! • ELITE SECURITY: Total peace of mind with a 24/7 manned guard gate and hourly security patrols. INTERIOR HIGHLIGHTS: The spacious living room features custom-built shelving and overlooks a private screened-in porch with views of beautiful, mature landscaping. Enjoy a separate dining room or dedicated office space, with stylish laminate and tile flooring throughout. The kitchen features granite countertops and a stone backsplash. For ultimate convenience, the unit includes an inside laundry room (washer/dryer included), ample storage with a large custom-built closet, and a reserved carport with additional outside storage. COMMUNITY & LIFESTYLE: The Springs is a spectacular, one-of-a-kind sanctuary.24 hour guard gated with hourly patrol. Enjoy tennis and pickleball courts, a community pool, basketball, horse stables, a playground, and clubhouse. Explore miles of walking, jogging, and nature trails abutting the Little Wekiva River, or spend your weekends at the private, crystal-clear natural Spring! From movie nights under the stars to food truck nights and holiday celebrations, this is a vibrant community for all. Located in a top-rated school zone with easy access to I-4, shopping, dining, and beaches. Stop managing multiple bills and start living the resort life you deserve. Call today for a private tour!
Listing is courtesy of: U R HOME REALTY GROUP LLC (407-602-5377)
Listing Agent: Mia Diercks (407-595-5899)
113 WISTERIA DR, LONGWOOD, FL 32779
$1,050,00037 Days on yellowkey MLS ID: O6390667
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $45,000 (4.1%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3491 Built: 2008Monthly Fee: $229 Tax: $10,837 (2025)Community: Springs Willow Run Sec TheSingle Family
Taxes:$10,837
Remarks: Seller is offering a $10,000 concession towards closing costs or rate buy down! Located in the highly sought-after community of The Springs, this stunning estate offers an exceptional opportunity to enjoy one of Central Florida’s most unique lifestyles. Set on nearly an acre, the property welcomes you with a circular drive and spacious three-car garage, creating an impressive arrival. Inside, natural light pours through large windows showcasing beautiful outdoor views, creating a seamless connection between indoor living and the surrounding landscape. The newly remodeled chef’s kitchen serves as the heart of the home and flows effortlessly into the main living areas, perfect for entertaining or everyday living. Additional highlights include a wet bar, private wine cellar, and a desirable ground-floor primary suite, offering both comfort and convenience. Residents of The Springs enjoy an unparalleled community experience featuring a private natural spring, swimming pools, scenic walking trails, and equestrian stables, all within a gated setting known for its beauty and tranquility. Homes on lots this size in this iconic community are rare and offer a unique chance to experience space, nature, and refined living in one of the area’s most beloved neighborhoods.
Listing is courtesy of: ENGINE REALTY INC (407-801-8888)
Listing Agent: Jennifer Jordan (321-304-9969)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$769,90062 Days on yellowkey MLS ID: O6382404
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3430 Built: 2018Monthly Fee: $120 Tax: $7,565 (2025)Community: Lot 39 Oakmont Reserve Pb 81 Pgs 60-61Spa: YesSingle Family
Taxes:$7,565
Remarks: SELLERS OFFERING $5,000 CLOSING COST CREDIT TO BUYER! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
305 PALM SPRINGS DR, LONGWOOD, FL 32750
$475,00028 Days on yellowkey MLS ID: O6392490
1 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2391 Built: 1956 Tax: $1,784 (2025)Community: Sanlando SpringsSingle Family
Taxes:$1,784
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home, ideally situated on a desirable almost 1/2 acre corner lot with a circular driveway and former golf-front setting. Directly across the street, the former Rolling Hills Golf Course has been transformed into the newly reestablished Rolling Hills Community Park, offering playgrounds, open green space, and a relaxing outdoor setting for recreation and neighborhood enjoyment. Best of all—NO HOA! This home showcases a stunning renovation with carefully curated, high-end designer finishes and energy-efficient upgrades throughout. Step inside through elegant double front doors with leaded glass to an inviting open-concept floor plan. The bright, eat-in kitchen is the heart of the home, featuring quartz countertops, a glass subway tile backsplash, a spacious center island with seating, and custom soft-close KraftMaid cabinetry with seeded glass accents, pull-out shelves, and drawers. Enjoy upscale appliances, including a convection oven with built-in air fryer, all complemented by elegant 20” x 20” Italian ceramic tile flooring (minimal grout lines) flowing seamlessly through the kitchen, family room, and foyer—creating both beauty and easy maintenance. Plantation shutters add timeless elegance and privacy, while energy-efficient double-pane windows enhance comfort throughout. The formal living room—currently used as a music room—features crown molding, rich Brazilian hardwood flooring, and two skylights that fill the space with natural light. Built-in shelving and pocket French doors add both charm and versatility. The spacious family room with vaulted ceilings opens effortlessly to the kitchen, creating the perfect gathering space. A thoughtfully designed addition provides an interior laundry room and an impressive oversized walk-in closet with built-in cabinetry, adding approximately 411 sq ft of additional living space. Step outside and enjoy Florida living at its finest. A large paver patio is perfect for relaxing or entertaining, with French doors creating a seamless indoor-outdoor flow. The private backyard is fully enclosed with a PVC fence and two gates, and features lush, mature landscaping with your own fruit trees—including fig, lemon, bay leaf, tangerine, and mulberry. Additional highlights include a large storage shed and a RainBird 6-zone irrigation system. Conveniently located near SunRail, I-4, Altamonte Mall, Seminole Wekiva Trail, top-rated Seminole County schools, medical facilities, dining, and year-round Longwood community events. Schedule your private showing today—this one-of-a-kind home offers the perfect blend of style, comfort, and location!
Listing Agent: Deborah Perry, Pa (407-310-3015)
506 FREEMAN ST, LONGWOOD, FL 32750
$590,00073 Days on yellowkey MLS ID: O6378867
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Taxes:$4,627
Remarks: This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
1209 CLUBSIDE DR #1209, LONGWOOD, FL 32779
$184,99996 Days on yellowkey MLS ID: O6373181
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $473 Tax: $2,482 (2025)Community: Clubside At Sabal Point A CondominiumCondo
Taxes:$2,482
Remarks: Under contract-accepting backup offers. Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor condo located in the desirable Clubside at Sabal Point community in Longwood, Florida. This spacious residence offers approximately 1,365 square feet of thoughtfully designed living space featuring two master bedrooms, each with generous walk-in closets, and 2.5 bathrooms, providing comfort and privacy. Step inside to an open floor plan with modern finishes, abundant natural light, and a seamless flow between the living and dining areas. Enjoy the Florida lifestyle from the large screened balcony, ideal for relaxing or entertaining guests. The home also includes the convenience of in-unit laundry, central air conditioning, and ample storage throughout. Residents of Clubside at Sabal Point enjoy a variety of community amenities including a resort-style swimming pool, fitness center, tennis courts, and outdoor grilling areas. These features offer a welcoming and active lifestyle right at home. Conveniently situated in the 32779 area, this condo provides easy access to shopping, dining, major highways including I-4, and top-rated schools, creating an ideal balance of comfort, convenience, and community living.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
490 N PIN OAK PL #216, LONGWOOD, FL 32779
$169,000131 Days on yellowkey MLS ID: O6365456
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991Monthly Fee: $416 Tax: $538 (2025)Community: Windsor @ Sabal WalkCondo
Taxes:$538
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community of Windsor at Sabal Walk, offering a perfect blend of comfort, convenience, and Florida living. Step inside to a bright, open layout featuring a spacious living room, a dedicated dining area, and sliding glass doors that lead to your screened-in balcony which is perfect for morning coffee or unwinding in the evening. The split-bedroom floor plan ensures privacy, with each bedroom offering generous walk in closets and access to its own full bathroom. The well-appointed kitchen includes ample cabinet storage, a breakfast bar, and views into the main living space, making it ideal for both everyday living and entertaining. A full-sized laundry room adds extra convenience. Residents of this peaceful community enjoy fantastic amenities including a resort-style swimming pool (currently being remodeled), fitness center, clubhouse, and beautifully landscaped walking areas. The location is unbeatable being close to Wekiva Springs, Uptown Altamonte, Lake Mary, and just minutes from I-4 for an easy commute. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance investment property, this condo offers exceptional value in a prime Longwood location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00013 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Remarks: FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$200,00046 Days on yellowkey MLS ID: O6385064
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Christina Rordam (407-928-8294)
272 W WARREN AVE, LONGWOOD, FL 32750
$399,500178 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
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 Agent: Nilmarie Zapata (407-342-8298)
126 SANDALWOOD WAY, LONGWOOD, FL 32750
$404,90023 Days on yellowkey MLS ID: O6393909
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1354 Built: 1978 Tax: $5,190 (2025)Community: SandalwoodSpa: NoSingle Family
Taxes:$5,190
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 126 Sandalwood Way, a well laid out home in Longwood offering a practical design with distinct living areas and a comfortable flow throughout. The home features a generous family room that anchors the main living space, providing plenty of room to relax or gather. The kitchen is centrally positioned with good workspace and storage, while the adjacent dining area offers a dedicated setting for everyday meals or hosting. A bright and spacious sun room adds valuable extra living space, perfect for enjoying natural light, creating a sitting area, or using as a flexible bonus room. The primary bedroom is set apart for added privacy and includes its own bathroom and closet space. Two additional bedrooms are conveniently located nearby with access to a full bath, making the layout functional for a variety of living arrangements. Additional features include an indoor laundry area and a large garage, providing both convenience and storage options. With its defined layout and versatile spaces, this home offers a comfortable living environment in a well established area. Located close to shopping, dining, and major roadways, it provides easy access to everyday essentials.
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