Location: Longwood
Keyword(s): Lyman High
Keyword(s) High School: Lyman High
Do Not Show Listings
521 GRANADA WAY, LONGWOOD, FL 32750
$649,0004 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,550
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Milwee Middle
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
$198,00095 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
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
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
$490,00069 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
Tax Year: 2024
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
$580,00041 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)
1040 ARDEN ST, LONGWOOD, FL 32750
$449,900194 Days on yellowkey MLS ID: O6349085
REDUCED by $15,100 (3.2%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Elementary School: Altamonte Elementary
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
233 CROWN OAKS WAY #233, LONGWOOD, FL 32779
$130,000109 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
$1,050,00032 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)
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90020 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
Taxes:$6,626
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)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$769,90057 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
Middle School: Greenwood Lakes Middle
Remarks: SELLERS OFFERING $5,000 CLOSING COST CREDIT TO BUYER! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
305 PALM SPRINGS DR, LONGWOOD, FL 32750
$475,00023 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 is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Deborah Perry, Pa (407-310-3015)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$222,000242 Days on yellowkey MLS ID: O6335868
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00016 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,0003 Days on yellowkey MLS ID: O6398306
Bed: 4 Bath: 3.5 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)
506 FREEMAN ST, LONGWOOD, FL 32750
$590,00068 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
$184,99991 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
$169,000126 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)
2 HUDSON CV, LONGWOOD, FL 32750
$549,00013 Days on yellowkey MLS ID: O6395131
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,0008 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
$200,00041 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
$399,500173 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)
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