Location: Longwood
Keyword(s): Lyman High
Keyword(s) High School: Lyman High
Do Not Show Listings
781 SILHOUETTE CT, LONGWOOD, FL 32750
$330,0001 Day on yellowkey MLS ID: O6411597
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1324 Built: 1989 Tax: $2,396 (2025)Community: Nelson CourtSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,396
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: No HOA & Major System Upgrades Fully Completed! Nestled on a quiet cul-de-sac lot, this 3-bedroom, 2-bathroom single-family ranch home presents an incredible, worry-free opportunity for homebuyers, downsizers, or investors. Step inside to a welcoming floor plan featuring durable laminate flooring throughout the main living areas and a fresh interior paint job completed in 2020. The functional kitchen showcases Formica countertops and a full suite of quality LG appliances, all updated during a comprehensive 2020 renovation. The heavy lifting has already been done for you! The home features a newer architectural shingle roof installed in October 2023, a brand-new hot water heater, and a state-of-the-art 3-ton Del-Air HVAC system just installed (May 2026)—complete with a 10-year parts warranty and 1 year of included maintenance. Outside, the property offers a spacious yard with a irrigation system, a 2-car attached garage, and a massive detached storage shed perfect for tools, hobbies, or extra equipment. With no HOA restrictions to worry about, this turn-key property is ready to go. Schedule your private showing today before it's gone!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
1209 ROXBORO RD, LONGWOOD, FL 32750
$775,000138 Days on yellowkey MLS ID: O6373160
REDUCED by $24,999 (3.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSpa: NoSingle Family
Taxes:$4,384
Elementary School: Altamonte Elementary
Tax Year: 2024
Remarks: Fully Renovated Knollwood Estate | Over $315K in Upgrades | 0.70 Acre Lot Welcome to Roxboro Road—an extensively reimagined 4-bedroom, 2.5-bath estate in Longwood’s sought-after Knollwood community, offering 3,332 sq ft of upgraded living space on a spacious 0.70-acre lot. With over $315,000 in renovations, this is not a cosmetic update—it’s a comprehensive, high-quality transformation designed for long-term comfort, efficiency, and peace of mind. The redesigned open floor plan features engineered hardwood flooring, a split-bedroom layout, abundant natural light, and a wood-burning fireplace. At the center of the home, the gourmet kitchen showcases quartzite countertops, shaker cabinetry, a 48” eight-burner gas range with double ovens, farmhouse sink, pot filler, oversized island with seating, and a walk-in pantry—ideal for entertaining and everyday living. Major system upgrades include a new roof, full replumbing, all-new electrical, updated HVAC ductwork, two additional mini-split systems, tankless gas water heater, and spray foam insulation—delivering exceptional energy efficiency and reliability. The newly constructed private primary suite offers vaulted ceilings, a walk-in closet, and a spa-style bath with clawfoot soaking tub, dual rain showerheads, dressing area, and separate water closet. Two bonus rooms provide flexible space for an office, nursery, or gym. Three additional bedrooms share a beautifully renovated full bath. Enjoy added living space with an enclosed lanai, plus a covered patio and fully fenced backyard. Outdoor features include a powered workshop with an additional bathroom and a finished she shed with A/C—perfect for a studio, workspace, or private retreat. Additional highlights include double-pane windows, updated lighting, a dedicated laundry room, and optional HOA. Conveniently located near top-rated schools, shopping, dining, and major roadways. Not all renovations are created equal. Some homes have surface updates—this one delivers a true, full-scale renovation. The kind of transformation buyers often spend years and hundreds of thousands trying to complete after purchase… here, it’s already done. Move in with confidence, not a to-do list.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Alison Forbes (407-766-5243)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00054 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
Elementary School: Woodlands Elementary
Middle School: Rock Lake Middle
Remarks: FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! 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! OTHER NOTABLE MENTIONS INCLUDE: NEW CEILING FANS, NEW BLINDS AND GARAGE FLOOR PAINTED. 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)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000197 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00074 Days on yellowkey MLS ID: O6391269
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $29 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00017 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Elementary School: Sabal Point Elementary
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Sanchez (321-947-0107)
272 W WARREN AVE, LONGWOOD, FL 32750
$395,000219 Days on yellowkey MLS ID: O6354921
REDUCED by $4,500 (1.1%) on 05/04/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Middle School: Greenwood Lakes Middle
Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
130 FOXRIDGE RUN, LONGWOOD, FL 32750
$399,9906 Days on yellowkey MLS ID: O6410544
1 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1950 Built: 1972 Tax: $1,523 (2025)Community: Woodlands Sec 2Single Family
Taxes:$1,523
Remarks: Under contract-accepting backup offers. Are you longing to be a part of something? Come be a part of this wonderful community in Longwood Fl. No HOA. This split floorplan 4-bedroom 2 bath home is sure to impress. This corner lot has a beautiful landscaping and a circular paver driveway for easy access and plenty of parking. The primary suite has a unique custom vanity and excellent walk-in shower. The main Livingroom is great for entertaining or could even be enclosed to make a larger primary suite. The large addition in the back of the home has plenty of space for relaxing and entertaining. Fenced in backyard offers security and privacy. No need to worry about power outages. The whole home generator has got you covered. roof only 3 years old. HVAC, Plumbing, and Electric are in excellent condition. The large laundry room offers plenty of storage. The primary bedroom and kitchen are awaiting your personal touch. With this home priced approximately $50k less than comparable homes in the area, there is plenty of equity to make it your own.
Listing is courtesy of: SPECTRUM PROPERTY GROUP LLC (407-250-5170)
Listing Agent: Brian White (407-590-7647)
109 CROWN OAKS WAY #109, LONGWOOD, FL 32779
$94,90031 Days on yellowkey MLS ID: O6402860
REDUCED by $9,100 (8.8%) on 05/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 877 Built: 1974Monthly Fee: $785 Tax: $2,003 (2024)Community: Crown OaksCondo
Taxes:$2,003
Remarks: Experience unparalleled privacy and modern luxury in this fully renovated 1BR/1BA sanctuary. This is one of the only units in the entire community featuring a fully enclosed backyard that opens up directly to the community pool. The interior boasts a chic open floor plan highlighted by a chef-inspired kitchen with gray shaker cabinetry, quartz countertops, and a brand-new appliance package (fridge, stove, microwave, and water heater). There is a washer and dryer in a separate laundry room. In the bedroom, sliding doors allow plenty of natural light, and open to a fenced courtyard. Open the big sliding doors in the living room to step through your private fenced in oasis to the community pool, which is located directly behind the unit for ultimate convenience. The unit comes with two outdoor storage areas and a one car covered carport right in front of the building. Enjoy the world-class amenities of The Springs neighborhood such as horse stables, parks, playgrounds, two pools, a tennis court, and a manned security gate. About 15 minutes from Wekiva Island, less than 10 minutes to Historic Downtown Longwood and the Altamonte Mall. Turnkey and move-in ready... truly one-of-a-kind!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Nicholas Feinsod (407-607-7485)
891 MARKHAM WOODS RD, LONGWOOD, FL 32779
$998,00036 Days on yellowkey MLS ID: O6401694
REDUCED by $97,000 (8.9%) on 05/28/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 1970 Tax: $6,764 (2024)Community: Des Pinar AcresSingle Family
Taxes:$6,764
Remarks: Privately situated on 1.7 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining and everyday conveniences of Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions and beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, nearly 1,000-square-foot guest house that provides versatility for multigenerational living, visiting guests, a separate office for running a business or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s desirable destinations in one compelling offering.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1101 CLUBSIDE DR #1101, LONGWOOD, FL 32779
$199,0003 Days on yellowkey MLS ID: O6411049
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $1,194 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,194
Remarks: Welcome to this beautifully updated first-floor condo in the highly sought-after Clubside at Sabal Point community, where comfort, style, and tranquil pond views come together perfectly. Ideal as a primary residence, vacation retreat, or investment opportunity, this spacious 2-bedroom, 2.5-bath home offers a thoughtfully designed layout and extensive recent upgrades throughout. Step inside to an expansive open-concept living and dining area filled with natural light, creating a warm and inviting atmosphere. Sliding glass doors lead to a private screened-in patio overlooking the serene pond — the perfect spot to enjoy your morning coffee or unwind at the end of the day. Designed for both privacy and functionality, the split-bedroom floor plan features two generously sized primary suites, each complete with its own private bathroom and walk-in closet. An additional half bath provides added convenience for guests. The well-appointed kitchen offers ample cabinet space, a cozy eat-in dining area, and includes all major appliances: refrigerator, range, microwave, and dishwasher. An indoor laundry area with washer and dryer included makes everyday living even easier. This move-in-ready condo has been extensively renovated with quality updates, including complete replumbing, new shower valves, a new 40-gallon water heater, new shower pan, new hose bib, fresh interior paint, new baseboards, interior doors, hardware, and hinges. Both bathrooms have been beautifully upgraded with new tile, new cabinetry, granite countertops, and updated faucets. Additional improvements include new ceiling fans and lighting, updated light fixtures and switches, and new window blinds throughout. Located in the desirable Clubside at Sabal Point community, residents enjoy a prime location close to shopping, dining, major roadways, and everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carmen Henderson (407-538-9216)
986 GRAND WILDMERE CV, LONGWOOD, FL 32750
$415,0003 Days on yellowkey MLS ID: O6411035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1743 Built: 2020Monthly Fee: $390Community: Grandview At Lake WildmereSpa: NoTownhouse
Taxes:$0
Elementary School: Winter Springs Elementary
Remarks: Welcome to 986 Grand Wildmere Cove located in Grandview at Lake Wildmere, a private, gated community situated on the shores of Lake Wildmere. This stunning three bedroom, two and a half bath townhome is ready to welcome its next owner. Upon entering you will experience complete open concept living at its finest with a generously sized living room and dining room. The adjoining warm and inviting kitchen offers plenty of granite countertop space, a large walk-in pantry, and comes complete with stainless steel appliances. A powder room is located downstairs for guest convenience and sliding glass doors open up to outdoor living. Upstairs to the right you will find the spacious main suite with large walk-in closet and ensuite with dual vanities and a walk-in shower. To the left are two secondary bedrooms and a shared bathroom. The second floor also provides a loft, perfect for a home office, reading nook, or hang out space. Whatever your needs might be. A laundry closet (washer and dryer included) is situated on the second floor, so no hauling laundry up and down the stairs in this home! Residents of Grand View at Lake Wildmere also have access to the community pool, a fishing dock, and beautiful views of Lake Wildmere. Don't miss out on the opportunity to own this beautiful home in Grand View at Lake Wildmere.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Patti Fairhurst (407-717-4427)
135 SPRINGWOOD CIR #E, LONGWOOD, FL 32750
$99,00739 Days on yellowkey MLS ID: O6400969
REDUCED by $10,116 (9.3%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1973 Tax: $1,135 (2024)Community: Springwood VillageCondo
Taxes:$1,135
Remarks: Welcome to Springwood Village, a well-located community just off Interstate 4 at the Longwood exit. Tucked just behind a convenient shopping plaza, this condo offers both accessibility and a comfortable place to call home. This spacious 1-bedroom, 1-bathroom unit features a single-floor layout, making it easy to live in and maintain. The open feel and functional design provide plenty of room to relax and unwind. Residents of Springwood Village enjoy a variety of amenities, including: Two swimming pools, Tennis court, Basketball court, Clubhouse with fitness center, Three on-site laundry facilities. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this condo offers great value in a prime location. Don’t miss your chance to own in a convenient and amenity-rich community!
Listing is courtesy of: LIVE FLORIDA NOW LLC (407-448-7977)
Listing Agent: Dean Erlandson (407-719-5426)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900110 Days on yellowkey MLS ID: O6381034
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
521 GRANADA WAY, LONGWOOD, FL 32750
$599,00050 Days on yellowkey MLS ID: O6397339
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $30,000 (4.8%) on 05/18/2026
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: Under contract-accepting backup offers. 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)
432 WILDERNESS DR, LONGWOOD, FL 32779
$689,00066 Days on yellowkey MLS ID: O6393288
REDUCED by $5,000 (0.7%) on 05/22/2026
Bed: 4 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 four-bedroom, with bonus pass through bedroom attached to the primary 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, attached room could make great nursery, office or workout room, 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 with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. 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 on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, 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)
2 HUDSON CV, LONGWOOD, FL 32750
$529,00059 Days on yellowkey MLS ID: O6395131
REDUCED by $10,000 (1.9%) on 05/26/2026
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)
127 SPRINGWOOD CIR #A, LONGWOOD, FL 32750
$100,000500 Days on yellowkey MLS ID: O6271210
REDUCED by $11,900 (10.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $979 (2023)Community: Springwood VillageCondo
Taxes:$979
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4. This charming condo with new AC 5/25 & a new electric panel 10/25, new water heater 11/25 & offers a spacious living room, dining area, kitchen with refrigerator, dishwasher, range, a back splash & pantry. The large master bedroom has a large walk-in closet. The building sits on the east side of the complex, has a newer roof and there’s lots of parking for guest. Association dues pay for water, sewer, garbage, security, along with exterior maintenance of the building and grounds all for only $370 per month. The condominium has night-time security on premises, you can have peace of mind while enjoying the amenities, including two sparkling pools, tennis and basketball courts, a fitness room, a clubhouse, on-site laundry, and a car wash station with vacuum. Springwood Village offers sturdy all block and stucco construction. Property may be under video/audio surveillance.
Listing Agent: John Herndon (407-252-5736)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$575,00087 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 05/05/2026
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)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,9008 Days on yellowkey MLS ID: O6408514
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1980 Tax: $1,745 (2025)Community: WoodgateSingle Family
Taxes:$1,745
Remarks: Modern comfort meets effortless Florida living in this beautifully maintained 3-bedroom, 2-bath pool home—updated throughout and truly move-in ready. Inside, fresh paint and wood-look tile flow through the main living areas, with fresh new carpet in the bedrooms for added comfort. The remodeled kitchen impresses with white Shaker cabinetry, new hardware, Caesarstone countertops, a glass-tile backsplash, and a full suite of stainless steel appliances—including oven, microwave, refrigerator, dishwasher, and range with matching hood. The spacious living room showcases elevated ceilings, a cozy wood-burning fireplace, and clerestory windows that bathe the space in natural light. A bright Florida room offers the perfect spot for hobbies, a home office, or a quiet place to unwind. Guests will appreciate the fully updated bathroom with new flooring, tub/shower, fixtures, vanity, and countertops. Pride of ownership shows at every turn, supported by smart system upgrades: a new gas water heater, updated electrical, and a 2022 AC for peace of mind. Step outside to your private, screened-in pool retreat, featuring a covered patio ideal for lounging or entertaining. The pool surface is in great condition, and the pool pump was replaced around 2024. The fenced backyard provides green space plus a storage shed, while the garage’s retractable screen expands your options for projects or breezy outdoor enjoyment. With modern finishes, thoughtful upgrades, and inviting indoor-outdoor living, this home delivers comfort and convenience—minutes from the SunRail station, I-4, parks, and shopping. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erica Rosenberger (407-908-2789)
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