Location: Longwood
Keyword(s): Lyman High
Keyword(s) High School: Lyman High
Do Not Show Listings
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$769,90059 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,565
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
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
$475,00025 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
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
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)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00018 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
Elementary School: Woodlands Elementary
Tax Year: 2024
Middle School: Rock Lake Middle
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
$350,0005 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
$590,00070 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
$184,99993 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
Elementary School: Sabal Point Elementary
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
$169,000128 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
$450,00010 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
$200,00043 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
$399,500175 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
$404,90020 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.
700 LAKESIDE PL, LONGWOOD, FL 32750
$375,00055 Days on yellowkey MLS ID: O6384347
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1279 Built: 1983Monthly Fee: $150 Tax: $4,283 (2025)Community: Landings TheSingle Family
Taxes:$4,283
Remarks: Under contract-accepting backup offers. Beautifully renovated home in the heart of Longwood, just steps to Reiter Park. This move-in ready property features soaring ceilings, abundant natural light, and wood-look flooring throughout. The updated kitchen offers bright cabinetry, quartz countertops, stainless steel appliances, and modern finishes. The spacious living area includes vaulted ceilings and a fireplace, creating a welcoming focal point. Sliding glass doors provide great natural light and access to the backyard. Have peace of mind with a gated community, new roof, and new AC. Updated bathrooms and well-sized bedrooms complete the interior. Community amenities include pool, tennis courts, walking trails. Conveniently located near Historic Downtown Longwood, shopping, dining, SunRail, and major roadways.
Listing Agent: Florentino Beltran (407-729-5577)
320 FERDINAND DR, LONGWOOD, FL 32750
$450,00030 Days on yellowkey MLS ID: O6391269
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $29 Tax: $3,988 (2025)Community: Columbus HarborSingle 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)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00013 Days on yellowkey MLS ID: O6396045
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$5,427
Remarks: Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old and AC is 6 months old! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$594,90017 Days on yellowkey MLS ID: V4948172
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 2002Monthly Fee: $50 Tax: $2,567 (2025)Community: Rangeline WoodsSingle Family
Taxes:$2,567
Remarks: One or more photo(s) has been virtually staged. **$10,000 Closing Cost Allowance** Nestled in a cul-de-sac on 1/3-acre home site with fenced yard, this one story, 4 bedrooom, split plan has a screened pool and was recently updated. Easy care hard surface flooring throughout makes maintenance a breeze with our warm weather and Florida living. Convenient to I-4, shopping and restaurants and zoned for top schools in the area. Entertaining on the spacious covered lanai and large patio and pool will be ideal for BBQ’s and splashing into spring and summer! **Roof was replaced in 2022, Hot water heater- 2026, PVC fencing -2026, Dishwasher- 2026 and AC- 2015.** You’ll appreciate the architectural details on the exterior with high ceilings and archways highlighted by fresh paint inside and outside of the home. Entering the home the view of your backyard oasis with pool is visible and the spaciousness with the high ceilings gives a grand appearance to the formal living space. As you make your way back to the gathering areas the large windows and sliders continue with the view of the upgraded kitchen open to casual dining and great room. Warm, wood cabinets with granite counters and stainless appliances will make cooking and entertaining a breeze. The island is great for meal preps and serving with additional cabinets. Double door pantry ensures you’ll have plenty of room for your groceries. An archway connects to the formal dining area for easy serving. As you make your way back through the formal living area, the 4th bedroom/office is off foyer with new luxury vinyl plank and walk-in closet with organizer with shelving. The primary suite has a foyer entrance and plenty of wall space for furniture. Two walk-in closets with organizers give ample room for wardrobe and shoes. The spacious en-suite bathroom has a large vanity with make-up area and dual sinks. The garden soaking tub will relax you after a day at the office and a separate glass, enclosed shower and private lavatory. The split bedroom plan takes you to the other side of the home where the two guest bedrooms with double door closets and hall bath are off a separate hallway. The 2nd bathroom has new glass enclosure on shower and a door to the pool. Laundry room features a new sink and built-in folding table with storage cabinets. Huge privacy fenced backyard is perfect for pets, playsets and gardening. A separate paver patio provides a place for grills or firepit. Plenty of parking with long driveway and spacious two car garage. Such a convenient location just 1 mile to Publix, shopping and restaurants, 2 miles to I-4, 15 miles to downtown Orlando and 35 miles to Disney. Downtown Longwood features a farmer’s market, festivals and events for all ages. This home may be under audio-video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Donna Pastore (407-920-4667)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000153 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 (941-266-2068)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,00019 Days on yellowkey MLS ID: O6394547
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2619 Built: 1987Monthly Fee: $88 Tax: $4,951 (2025)Community: Sabal Point Sabal View AtSingle Family
Taxes:$4,951
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted by soaring ceilings, fresh interior paint, and rich engineered hardwood flooring that flows throughout the main living areas. The heart of the home is the stunning open-concept kitchen and living space—designed for gathering and making memories—featuring a massive granite island, abundant cabinetry, and seamless flow into the spacious family room anchored by a cozy wood-burning fireplace. The primary suite is a true retreat, offering a spa-like experience with a beautiful freestanding soaking tub, dual walk-in closets, and a serene, modern aesthetic that feels straight out of a designer magazine. Every detail has been thoughtfully updated, including a new roof (2022), brand new A/C (2026), new water heater, updated plumbing and electrical, and a freshly painted exterior (March 2026). Custom millwork and shiplap accent walls add warmth and character, while all bathrooms have been fully remodeled with granite counters and elevated finishes. The split-bedroom floorplan offers both functionality and privacy, with new carpet in two secondary bedrooms and a spacious laundry room complete with built-ins and a utility sink. Step outside and enjoy true Florida living with a screened-in pool, pavered lanai, and convenient pool access bath—perfect for entertaining or relaxing year-round. The fully irrigated yard has been freshly landscaped, and the home includes a termite bond for added peace of mind. A paver driveway and walkway, along with striking modern front doors, complete the home’s impressive curb appeal. Located just minutes from Wekiwa Springs State Park, as well as shopping and dining, Sabal Point offers beautiful parks, walking trails, and access to top-rated Seminole County schools. This is the kind of home that just feels right the moment you walk in—stylish, inviting, and completely move-in ready.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
127 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
$120,00028 Days on yellowkey MLS ID: NS1087680
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1973Monthly Fee: $370 Tax: $927 (2025)Community: Springwood VillageCondo
Taxes:$927
Remarks: Short Sale. Move-in ready and thoughtfully updated! Inside, you’ll find newer laminate flooring throughout, granite counter tops, and stainless steel appliances that create a clean, modern feel. Step out onto your private balcony- ideal for morning coffee or unwinding at the end of the day. A brand new [2026] hot water heater adds additional value and peace of mind. The community offers a full suite of amenities including two pools, a clubhouse, fitness center, tennis courts, and even a car wash area! Ideally situated near I-4, making commuting a breeze. Spend your weekends exploring nearby parks, local hot spots, and everything Central Florida has to offer! Whether you’re looking for a full-time residence or a solid investment opportunity, this one checks all the boxes. Schedule your tour today.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PR (386-427-2622)
Listing Agent: Michael Beck (904-237-2244)
408 SUMMIT RIDGE PL #210, LONGWOOD, FL 32779
$194,500288 Days on yellowkey MLS ID: O6323535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $483 Tax: $2,158 (2024)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,158
Remarks: Welcome to The Residences at Sabal Point! This freshly updated second-floor condominium offers comfort, convenience, and a lifestyle full of amenities. Featuring brand new carpeting throughout the main living areas and bedrooms, fresh interior paint, and a newer HVAC system, this home is move-in ready. The kitchen boasts granite countertops, ceramic tile flooring, a closet pantry, and a spacious dining area with matching tile. Just off the kitchen is a utility room equipped with a washer, dryer, and additional space for storage. The bathroom also features granite countertops, private access to the primary bedroom, and full access for guests. Located in a pet-friendly, gated community, your monthly condo fees include fiber high-speed internet, water/sewer, trash, pest control, and access to incredible amenities: a clubhouse with kitchen and lounge area, a lakeside heated swimming pool, fitness center, tennis court, playground, car wash and vacuum station, and a picnic patio with grill—perfect for summer evenings. Enjoy peaceful walks through Sabal Point with its beautiful natural surroundings, or explore nearby Wekiwa Springs State Park and the 23-mile Cross Seminole Trail. This home is ideally situated in Longwood near great shopping, dining, and recreation. Whether you're a first-time buyer, downsizing, or looking for a fantastic investment opportunity, this condo is a wonderful place to call home.
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
990 BURLWOOD CT, LONGWOOD, FL 32750
$749,00092 Days on yellowkey MLS ID: O6371683
5 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3184 Built: 2000Monthly Fee: $112 Tax: $4,216 (2025)Community: Longwood Club Ph 2Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by sleek iron railings and rich wood treads, creating a breathtaking focal point that sets the tone for the rest of the home. High-gloss hard-surface flooring flows seamlessly throughout the main living areas, reflecting natural light and enhancing the home’s bright, airy feel, while soaring ceilings and an open-concept layout create a sense of scale and sophistication perfect for both everyday living and entertaining. This stunning residence offers 5 spacious bedrooms and 4 full bathrooms across 3,184 square feet of thoughtfully designed living space. The chef’s kitchen is both stylish and functional, featuring propane GAS cooking, granite countertops, stainless steel appliances, and ample prep space & cabintry with a closet pantry as well. The primary suite and a secondary bedroom with a full bath are conveniently located on the first floor, offering flexibility for guests or multi-generational living. Upstairs, you’ll find a full in-law or guest suite with a private bathroom, along with a spacious loft ideal for a media room or additional living area. Step outside to a private backyard oasis featuring a BRAND NEW CUSTOM pool with a tranquil waterfall, built-in in-pool seating.. perfect for Florida living and outdoor entertaining. Additional highlights include a brand-new roof installed in November 2024, a 2-car garage, a gated community offering privacy and security, and elegant architectural details throughout. Located in the charming city of Longwood, this home offers the perfect blend of luxury, comfort, and convenience, close to top-rated schools, Wekiva Spring, parks, dining, and shopping.
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
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