Location: Longwood
Do Not Show Listings
257 GARY BLVD, LONGWOOD, FL 32750
$375,00010 Days on yellowkey MLS ID: O6397966
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1267 Built: 1982 Tax: $2,973 (2024)Community: Longwood ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,973
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Three bedrooms, two baths, a pool, and no HOA in one of Longwood's most convenient corridors. Walk in and the vaulted ceilings, skylights, and triple sliding doors do the talking. Open those doors up and the line between the family room and the screened lanai basically disappears. The wood-burning fireplace anchors the main living area with a custom indigenous stone mantle that has some real character to it. Ceramic tile runs through all the main living areas, and every bedroom has enough room to actually breathe with closet space to match. The primary suite has a walk-in closet and a remodeled en suite bath; the guest bath was redone at the same time in 2020. The kitchen was refreshed in 2021 with a new dishwasher, sink, and garbage disposal, and a new refrigerator was added in 2024. Out back, the fully fenced yard keeps the pool area private, and the covered lanai is built wide enough for a serious outdoor setup with multiple seating areas, a grill zone, and a pool bath. The pool cage was refreshed with new screens and hardware (March 2025) and the pool pump and filter housing were replaced (May 2025). Additional highlights include: new AC (2021), new water softener (September 2025), and septic tank serviced and fitted with a new cover in February 2025. Zoned for Lake Mary High and Greenwood Lakes Middle, with the YMCA and Seminole Trail walkable from your front door. Enzo's on the Lake, the Melting Pot, 4 Rivers Smokehouse, Bonefish Grill, and Wekiva Island are all within a short drive, along with everyday shopping and easy access to I-4.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000216 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965 Tax: $7,520 (2024)Community: Sanlando SpgsSingle Family
Taxes:$7,520
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
607 WREN AVE, LONGWOOD, FL 32750
$384,9005 Days on yellowkey MLS ID: O6399015
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Elementary School: None
High School: None
Middle School: None
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90026 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
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
790 SILHOUETTE CT, LONGWOOD, FL 32750
$419,90091 Days on yellowkey MLS ID: O6374890
REDUCED by $5,000 (1.2%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2001 Tax: $5,553 (2025)Community: Nelson CourtSingle Family
Taxes:$5,553
Tax Year: 2025
Remarks: Stunning Remodeled Home in the Heart of Longwood — No HOA. Please visit our 3D tour. Don’t miss this exceptional opportunity to own a beautifully updated, move-in-ready home in the highly desirable city of Longwood. Featuring a brand-new roof, modern upgrades throughout, and no HOA restrictions, this residence offers comfort, style, and flexibility—ideal for families, professionals, and those who enjoy entertaining. 3 Bedrooms, 2 Bathrooms, No HOA. Open-concept floor plan, perfect for entertaining, Tile flooring throughout for easy maintenance, Remodeled bathrooms with sleek, modern finishes. Large windows providing abundant natural light. Spacious living areas that blend comfort and elegance. Chef’s Kitchen, Exotic granite countertops, Stainless steel appliances, Rich wood cabinetry Major Updates, Brand-new roof, A/C unit installed in 2019, New interior and exterior paint. Outdoor Living, Screened porch ideal for relaxing or outdoor dining, Large backyard with ample space for gatherings, Expansive front yard offering additional outdoor enjoyment. Prime Location, Located within an excellent school district, Close to shopping, dining, and Altamonte Mall, Near hospitals and medical centers, Easy access to I-4, SR-434, Ronald Reagan Boulevard, and US-17-92, Just minutes from Downtown Orlando. Enjoy the freedom of no HOA and the convenience of a central location. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
1040 WAVERLY DR, LONGWOOD, FL 32750
$484,90096 Days on yellowkey MLS ID: O6373840
REDUCED by $15,000 (3.0%) on 04/15/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2140 Built: 1979 Tax: $4,758 (2024)Community: Windtree West Unit 2Single Family
Taxes:$4,758
Remarks: One or more photo(s) has been virtually staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. VERY IMPORTANT INFORMATION: The property has been fully appraised by a bank-certified appraiser, indicating a potential value of $540,000. Additionally, the Seller has received a favorable full inspection report, along with positive results from the 4-point inspection, as well as a positive WDO and termite inspections, confirming the property’s overall condition. The City of Longwood allows for flexible development, permitting construction to the maximum extent desired, provided all required setback regulations are met. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.
122 SLADE DR, LONGWOOD, FL 32750
$385,00024 Days on yellowkey MLS ID: O6393735
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 1977 Tax: $1,441 (2025)Community: The MooringsSingle Family
Taxes:$1,441
Remarks: MULTIPLE OFFERS!!! "Outstanding 3 BD/ 2 Bath Home. Open concept, single story with a lot of natural light. Updated Kitchen, with Stainless steel appliances. Laminate flooring and carpets. Wood burning Fireplace. Luxurious Master Bath Renovated in 2022. Large fenced backyard with a fountain and lush vegetation, featuring sliding doors. New HVAC 2018. New Roof 2016. Located in Longwood with private tree lined streets & top-rated Seminole County schools. Located just minutes away from Historic Longwood with community events in Reiter Park and very close to Orlando Health. Move-in ready! Hurry! Won't Last!!"
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
121 BEARSS CIR, LONGWOOD, FL 32750
$399,00032 Days on yellowkey MLS ID: O6391757
2 Days Off yellowkey (back on 4/15/2026)
REDUCED by $11,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 1976 Tax: $4,313 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,313
Remarks: Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bathroom pool home situated on a spacious corner lot in desirable Longwood with no HOA! This charming residence offers the perfect blend of modern updates and timeless character, making it truly feel like home from the moment you arrive. Step inside to find wood-look tile flooring throughout, providing both durability and a cohesive, stylish look. The home is enhanced with modern fixtures that elevate each space. The open-concept kitchen is ideal for both everyday living and entertaining, featuring stainless steel appliances, ample counter space and a convenient breakfast bar that flows seamlessly into the main living areas. You’ll love the cozy dining area and the inviting family room with a fireplace, perfect for relaxing evenings or gathering with friends and family. Natural light fills the home, highlighting its warmth, character and thoughtful design. The renovated bathrooms showcase updated finishes, adding comfort and a touch of luxury to your daily routine. Each bedroom offers a comfortable layout with plenty of space to unwind. Step outside to your private backyard oasis, complete with a large, fully fenced yard and a sparkling pool. Perfect for enjoying Florida living year round. Whether you’re hosting gatherings, spending time with loved ones or simply relaxing poolside, this outdoor space offers endless possibilities. Conveniently located just minutes from historic downtown Longwood, Seminole Hospital, nearby parks, shopping, dining and major roadways. This home truly combines comfort, convenience and charm in one exceptional property. Schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Dalton (407-587-6083)
255 E HORNBEAM DR, LONGWOOD, FL 32779
$632,00039 Days on yellowkey MLS ID: O6384709
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2309 Built: 1977Monthly Fee: $49 Tax: $6,845 (2024)Community: Sabal Point AmdSpa: NoSingle Family
Taxes:$6,845
Remarks: Welcome to this exquisitely remodeled residence in the highly desirable community of Sabal Point, ideally positioned near top-rated schools, commuter routes, and Central Florida’s most beautiful outdoor destinations. This stunning 4-bedroom, 3 full-bath split-plan pool home has been thoughtfully redesigned with upscale finishes and exceptional attention to detail, all set on an expansive over 1/3-acre homesite offering privacy and endless possibilities for outdoor living. At the heart of the home, the open-concept kitchen flows effortlessly into the expansive family room, creating a warm and inviting space perfect for everyday living and entertaining. The fully renovated kitchen showcases crisp white solid wood cabinetry, elegant granite countertops installed in 2021, and premium appliances. Throughout the home, luxury vinyl flooring in a warm oak finish (2021) complements the fresh, modern palette, while upgraded LED lighting enhances the bright, airy feel. All three bathrooms were beautifully remodeled in 2021 with sleek quartz countertops and clean, contemporary finishes. Additional improvements include a new roof (2021), complete re-plumbing (2021), updated interior doors, fresh interior paint (2025), and exterior paint completed in 2021. Step outside into your private backyard retreat, where a magnificent mature oak tree provides cooling shade across a large portion of the yard, while the remaining open lawn allows abundant sunshine to warm the pool—creating the ideal setting for swimming, entertaining, and relaxing. With over one-third of an acre, the outdoor space is perfect for pool parties, gardening, or enjoying Florida’s year-round sunshine. A separate fenced dog run provides a secure space for pets to play freely. This home also offers peace of mind with major system upgrades, including a brand new Dishwasher (2025), a 50-gallon Rheem water heater (2021), new HVAC system (2024), refurbished pool pump (2025), EV charger, and solar panels installed in 2022 that will be fully paid off at closing. A Vivint smart security system adds convenience. Zoned for highly regarded, Excellent-rated schools within Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, and AdventHealth Altamonte Springs for premier shopping, dining, and entertainment. This move-in-ready Sabal Point home offers the perfect blend of modern upgrades, outdoor space, and an exceptional location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jennifer Hylton (407-756-9249)
1508 MEADOWLARK ST, LONGWOOD, FL 32750
$360,00039 Days on yellowkey MLS ID: O6380504
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $5,000 (1.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1308 Built: 1977 Tax: $3,731 (2024)Community: Sky Lark SubSpa: NoSingle Family
Taxes:$3,731
Elementary School: Highlands Elementary
High School: Winter Springs High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 1508 Meadowlark Street — a beautifully updated home offering comfort, style, and peace of mind. Tucked away with a serene conservation view and no rear neighbors, this property offers the kind of backyard privacy that’s hard to find. Inside, you’ll love the spacious main bedroom with a walk-in closet and built-in organizer system, along with an updated kitchen featuring modern countertops and a stylish backsplash that adds a fresh, contemporary feel. Also enjoy the luxury of a SMART thermostat and solar light. Major improvements have already been completed, including a new roof (2022), A/C (2022), A/C ducts (2024), electrical panel (2022), re-pipe (2022), appliances (2022) including a SMART washer and dryer, new carpet (2022), and fresh paint (2022). With no HOA and so many big-ticket updates already taken care of, this move-in ready Longwood home is an exceptional opportunity. Close to downtown Longwood and Winter Springs offering a plethora of shopping, dining, and entertainment options. Near major highways such as the I4 making commute to major theme parks, downtown Orlando, Orlando International or Sanford International Airports, beaches and more a breeze! Perfect for everyone from 1st time home buyers to investors alike! Come see today before it's gone!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
1751 STANLEY ST, LONGWOOD, FL 32750
$515,00011 Days on yellowkey MLS ID: O6396466
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2118 Built: 1969 Tax: $4,366 (2025)Community: Sanlando SpgsSingle Family
Taxes:$4,366
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bedroom, 2.5-bath Pool home, located on a quiet, tree-lined street on a huge almost half-acre lot just a 2-minute walk from Rolling Hills Community Park—no HOA! This fantastic home features a newer Roof, AC and Tankless Water Heater. The windows and sliders have been updated as well as new paint inside and out. The great room showcases the fireplace and overlooks your wonderful screened porch and spacious decking area around the pool. Freshly resurfaced, you will love the look of this huge pool that also has a new pump and retaining wall. There is also a updated electric panel, freshly cleaned ductwork and a well for the sprinkler system. Additional highlights include an oversized garage, an interior laundry room, and a huge corner lot with extra parking. Located close to I-4, top hospitals, shopping, and dining. Enjoy the best of Central Florida living with Acres of nearby walking trails and ponds. FHA/VA friendly—schedule your showing today!
Listing is courtesy of: FLORIDA HOME REALTY & INVEST (407-209-3346)
Listing Agent: Danny Vargas (407-375-9055)
283 LAKAY PL, LONGWOOD, FL 32779
$849,00041 Days on yellowkey MLS ID: O6389639
REDUCED by $20,000 (2.3%) on 04/14/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$565,000105 Days on yellowkey MLS ID: O6370537
REDUCED by $10,000 (1.7%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,225 (2024)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,225
Elementary School: Woodlands Elementary
Middle School: Markham Woods Middle
Remarks: MOVE IN READY!! Welcome to your dream home! This spacious 3-bedroom, 2-bathroom, 1.10 acre property located off of prestigious Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The seamlessly connected living room, dining area, and kitchen create an inviting atmosphere, perfect for entertaining guests or enjoying family time. The renovated kitchen is a chef’s delight, boasting modern appliances, ample counter space, and plenty of storage for all your culinary needs. A large kitchen counter adds both functionality and style, providing additional workspace and a casual dining spot to one of the three generously sized bedrooms, each offering laminate flooring, ceiling fans, and large closets for all your storage needs. The master suite is a true sanctuary, complete with a new, luxurious bathroom featuring a beautiful shower, and dual vanity sinks. The true highlight of this home lies outdoors. Step outside to discover your own private backyard featuring a large screened 1031 square foot patio perfect for cooling off on hot summer days. The expansive backyard, including a 20'x64' fenced in area next to the garage, provides plenty of space for outdoor activities. The house also includes a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood with no HOA, this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and Seminole County Trail runs right next to the neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
521 GRANADA WAY, LONGWOOD, FL 32750
$649,00010 Days on yellowkey MLS ID: O6397339
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Remarks: Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00045 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00075 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
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)
1730 HIGHLAND DR, LONGWOOD, FL 32750
$475,00038 Days on yellowkey MLS ID: O6390295
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1738 Built: 1987 Tax: $3,629 (2025)Community: Myrtle Lake HillsSingle Family
Taxes:$3,629
Remarks: Under contract-accepting backup offers. Expect to be impressed with this fantastic renovation in the desirable Myrtle Lake Hills in Longwood. Completely transformed in 2023 with every detail accounted for. This modern layout provides incredible function with a three-way split bedroom plan and generous open living space. On a large shady lot, there is plenty of room to grow and expand the footprint. Warm wood floors invite you into this stylish space, ideal for entertaining. Light and bright and clean lined the design is timeless and ready for you to make it your own. Kitchen overlooks backyard and features shaker style white cabinets, a large working island with bar seating, quartz counters with subway tile backsplash and stainless appliances with a WOLF range. Primary suite has double doors inviting you and doors out to patio, with large walk-in closet and beautiful bath retreat with double sinks and a walk-in shower with seamless glass. One bedroom is off on its own and used as an office and other two bedrooms enjoy a separate wing with a shared renovated bath. Kitchen opens to covered screened porch and then out to backyard with is spacious and shady. Shed in the back provides terrific storage. All major systems updated roof (2018), HVAC and ducts (2023), Replumbed (2023), electrical panel (2023). This one is turnkey and move-in ready. So close to all Longwood offers. This charming home won’t last long. See for yourself.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$580,00047 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)
1362 SHADY KNOLL CT, LONGWOOD, FL 32750
$755,00074 Days on yellowkey MLS ID: O6380044
0 Days Off yellowkey (back on 4/13/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3177 Built: 1997Monthly Fee: $92 Tax: $4,474 (2024)Community: Oakcrest-514Spa: YesSingle Family
Taxes:$4,474
Remarks: Under contract-accepting backup offers. Welcome to a home where comfort, connection, and everyday living come together beautifully. From the moment you walk in, you’re greeted by an open, light-filled space that invites you to slow down and feel at home. The front living and dining areas create the perfect setting for everything from holiday gatherings to quiet evenings in. As you move through the home, the kitchen becomes the true heart of it all—featuring granite countertops, modern finishes, stainless steel appliances, and double ovens that make hosting holidays and entertaining effortless. Whether you’re preparing weeknight dinners or large family meals, the seamless flow into the family room keeps everyone connected. Natural light pours in through surrounding windows, creating a bright and uplifting atmosphere throughout the day. The split floor plan is designed with real life in mind—offering both togetherness and privacy. The primary suite is your personal retreat, with direct access to the pool so you can start your mornings with coffee outside or wind down in the evening with a peaceful swim. With dual walk-in closets, a walk-in shower, and double vanities, it’s a space designed to recharge. The additional bedrooms offer flexibility for whatever stage of life you’re in—whether it’s growing kids, visiting guests, or creating a home office or fitness space that fits your routine. Upstairs, the private loft suite opens up even more possibilities. Complete with its own bedroom, living space, and bathroom, it’s ideal for a teen retreat, in-law suite, or a quiet escape for work or relaxation. Step outside and enjoy your own Florida lifestyle. The screened-in pool creates the perfect space for weekend barbecues, relaxing afternoons, and year-round outdoor living. Location truly elevates this home. With schools within walking distance, daily routines become easier and more connected to the community. You’re also just moments from the Seminole Wekiva Trail—perfect for morning walks, bike rides, and enjoying the outdoors. Convenient access to I-4 puts you within easy reach of the beaches, theme parks, shopping, dining, and everything Central Florida has to offer. Additional peace of mind comes with a brand new roof (2025). This isn’t just a place to live—it’s a place to create memories, unwind, and enjoy the lifestyle you’ve been looking for. Schedule your private showing today.
Listing Agent: David Miller (321-236-6761)
3138 WINDING PINE TRL, LONGWOOD, FL 32779
$1,349,00014 Days on yellowkey MLS ID: O6396505
1 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3739 Built: 2000Monthly Fee: $353 Tax: $9,522 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$9,522
Remarks: Under contract-accepting backup offers. Elegant custom-built Maroon home situated on a sought-after golf-front homesite in Seminole County's premier 24-hour guard-gated golf community of Alaqua Lakes. This IMPECCABLY-KEPT estate features numerous recent upgrades and enhancements, including a REPLACED TILE ROOF, newer A/C units and water heaters, updated pool equipment, new kitchen appliances, and a beautifully remodeled primary bath. This incredibly open and airy floorplan showcases soaring ceilings with detail abounding, inviting guests to a shimmering pool and massive covered lanai with tranquil golf vistas. Arrive at the oversized courtyard entry with brick paver drive, and guests are greeted with double glass front doors. Upon entry, soaring ceilings and an abundance of natural light showcase the inviting floor plan. The foyer, living room, and dining room set the stage with captivating views of the golf course, while the kitchen opens up to the family room and massive covered lanai overlooking the sparkling pool(resurfacing pending 4/2026). The primary bedroom is privately nestled unto itself and features a remodeled spa-quality bath and dual walk-in closets. The office has its own closet and can make for a 4th bedroom on the main level if needed, while the other 2 bedrooms are situated across the home and share an updated frameless glass shower and bath. Upstairs, a bonus room with private full bathroom and walk-in closet makes for the ultimate in living space flexibility. The oversized 3 car garage with high ceiling offer copious storage for all life's incidentals. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
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