Location: Longwood
Do Not Show Listings
257 GARY BLVD, LONGWOOD, FL 32750
$375,0003 Days on yellowkey MLS ID: O6397966
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: 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)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80017 Days on yellowkey MLS ID: O6394368
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
305 PALM SPRINGS DR, LONGWOOD, FL 32750
$475,00022 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
High School: Lyman High
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)
342 COBLE DR, LONGWOOD, FL 32779
$545,00069 Days on yellowkey MLS ID: O6379074
REDUCED by $3,000 (0.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning POOL home delivers immediate wow-factor with soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. Conveniently located near Wekiwa State Park’s natural springs, hiking trails and the popular Wekiva Island ideal for kayaking and paddelboarding. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers serenity for years to come. Schedule a private tour and see for yourself.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
1742 FIFESHIRE CT, LONGWOOD, FL 32779
$1,275,0005 Days on yellowkey MLS ID: O6396719
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4053 Built: 1993Monthly Fee: $65 Tax: $10,135 (2026)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,135
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home has many features. The Primary master suite is privately situated to itself and showcases a sitting area in front of the wood burning fireplace and overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall and a private water closet. A separate office with built-ins which offers the perfect environment for working from home or pursuing personal projects. There is a wet bar, 3 wood burning fireplaces located in the family room, living room and master bedroom. The home has all tile and hardwood flooring throughout, an oversized 3 car garage. Numerous updates were made including installation of solar panels for low monthly utility cost, remodeled master bathroom and 2 guest bathrooms, installed exterior pool bathroom, remodeled the outdoor kitchen, and replaced the patio, pool deck, and porch tiles. A MUST SEE - GUEST/MOTHER-IN-LAW SUITE WITH KITCHENETTE, BATHROOM, WITH PRIVATE INTERIOR & EXTERIOR ENTRANCES. A great home for entertaining. A must see to appreciate. Wekiva Island is nearby as is an entrance to I-4 which will take you North to Daytona Beach where it terminates into I-95 or South to Downtown Orlando, past the attractions area and to Tampa where it terminates into I-75. What's Around & Near Markham Meadows? Grocery-Restaurants: Lake Mary Collection Mall: Altamonte Mall Hospital: Orlando Health South Seminole Hospital Attractions: Planet Obstacle & Wekiva Island Get Out & Play: Cross Seminole Trail Local Hang Out: Casey's Sports Bar Closest Beach: New Smyrna Beach
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Melissa Dietz Levering (321-388-4268)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,0002 Days on yellowkey MLS ID: O6398012
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1981Monthly Fee: $89 Tax: $4,440 (2025)Community: Wekiva CoveSpa: NoSingle Family
Taxes:$4,440
Remarks: If you’ve been craving space, privacy, and a home that feels worlds away from the city without actually leaving it.. this Wekiva Cove pool home delivers. Set beneath a canopy of mature trees in one of Longwood’s most beloved, nature-centered communities, this 4-bedroom, 2-bath home offers a rare blend of warmth, functionality, and peaceful surroundings. Inside, you’ll find a thoughtfully designed layout with formal living and dining rooms, complemented by a spacious family room with soaring vaulted ceilings and a fireplace that creates an inviting, comfortable gathering space. The kitchen is both stylish and practical, featuring granite countertops, NEWER stainless steel appliances, and easy flow into the main living areas—perfect for everyday living and entertaining. Throughout the home, porcelain tile and rich wood flooring pair beautifully with a neutral color palette, creating a clean, timeless look that feels instantly welcoming. Notable updates include - brand new water heater 2026, solar pool heating 2024, pool cage and screen renovation plus new fence 2024 The primary suite offers something truly special: a private office or den, ideal for working from home, unwinding, or creating a quiet retreat within your own space. Secondary bedrooms are well-sized, and a large laundry room adds everyday convenience. Step outside and you’ll understand what makes this home stand out. The oversized screened-in pool becomes your personal oasis, surrounded by lush landscaping and complete with a covered deck for relaxing or hosting. The fully fenced backyard provides both privacy and room to enjoy the outdoors year-round. Located near Wekiva Springs, Sweetwater Golf & Country Club, and just minutes from major roadways, shopping, and dining, this home offers the best of both worlds—peaceful, tucked-away living with easy access to everything you need. This isn’t just a place to live-it’s a place to slow down, spread out, and truly feel at home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
1261 BELLA VISTA CIR, LONGWOOD, FL 32779
$864,900129 Days on yellowkey MLS ID: O6365488
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3142 Built: 2011Monthly Fee: $122 Tax: $5,552 (2025)Community: Bella VistaSpa: YesSingle Family
Taxes:$5,552
Remarks: A Grand Residence in Bella Vista - Elegance, Space & Unmatched Privacy! Welcome to a home that truly stands apart- an impressive two-story estate in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment you step inside, you’ll feel the scale, quality, and craftsmanship that set this home above the rest. 2 BRAND NEW Trane AC Units (Multi-Speed, 2-Stage), Low-Profile Ecobee Thermostats, BRAND NEW Carpet and NEW Appliances (2024 and 2025), NEW Pool pump 2024! Beautiful wood flooring, crown molding, and tray ceilings define the open main level, creating a warm and high end atmosphere. The gourmet kitchen is designed for both everyday living and memorable hosting, featuring granite countertops, a large breakfast bar, double built-in ovens, stainless steel appliances, and abundant cabinet space. The first-floor primary suite is a private retreat, complete with an expansive spa-inspired bathroom offering dual split vanities, a makeup station, soaking tub, oversized walk-in shower, and private water closet. Bedrooms 2 and 3 are also conveniently located downstairs, along with a dedicated office/den framed by elegant French doors—perfect for working remotely or creating a quiet reading room. Upstairs, you’ll find a massive bonus room ideal for a media lounge, game room, or gym, along with a spacious 4th bedroom equipped with two closets, making it perfect for guests or multigenerational living. Step outside to your personal oasis: a large private pool and spa, enveloped by manicured hedges for ultimate privacy. Whether hosting weekend gatherings or enjoying peaceful evenings by the water, this backyard feels truly secluded and serene. Located in the desirable Bella Vista community, residents enjoy gated entry, community park, scenic ponds, tree-lined streets, and close proximity to top-rated schools, Wekiva Springs, upscale dining, shopping, and major commuter routes. It’s one of Longwood’s most admired communities—and this home is one of its finest offerings. This is more than a place to live—it’s a statement of style, space, and sophistication. Homes of this caliber rarely come to market.
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$499,9993 Days on yellowkey MLS ID: O6397689
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 1984Monthly Fee: $14 Tax: $4,883 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$4,883
Elementary School: Woodlands Elementary
Remarks: Welcome to 1319 Summertree Ct, one of the larger homes in the highly desirable Bay Lagoon community in Longwood, FL—where recent listings have gone under contract in just days. This beautifully updated home offers approximately 2,133 sq ft under air incl. an incredible 432 sq ft enclosed Florida/Sunroom, creating a truly unique and versatile living space. Over the past two years, the current owner—an interior designer—has thoughtfully transformed this home with stylish, modern upgrades throughout. You will immediately notice the attention to detail, including custom accent walls with designer mural wallpaper, creating an elevated aesthetic. The home features all new Low-E, double-pane solar windows and sliders, enhancing both energy efficiency and comfort. Additional upgrades include plantation shutters and programmable motorized custom shades, offering convenience, privacy, and a true smart-home feel. One of the standout features is the fully enclosed Florida/Sunroom (432 sq ft under air)—a true extension of the home. This space showcases beautiful tile flooring, all new Low-E windows, custom shades, and a smartphone-controlled mini-split A/C system, allowing for year-round comfort while helping reduce energy costs. Whether used as a second living area, office, fitness space, or entertainment room, this is the space everyone will fall in love with. The split bedroom layout provides optimal privacy—ideal for families, guests, or a home office setup—while the open living areas create a natural flow for everyday living and entertaining. Step outside to enjoy a private, fully fenced backyard with a new 6-foot vinyl privacy fence, perfect for relaxing, entertaining, or pets. The home also features new gutters with 6” leaf guards for added durability and low maintenance. Located in top-rated Seminole County schools and within walking distance to Woodland Elementary, this home offers both lifestyle and convenience. Easy access to major highways, shopping, dining, and nearby parks completes the package. Be sure to view the 3D walkthrough and floor plan to fully experience the layout, flow, and upgrades this home has to offer. Even better—stop by this weekend and experience it in person.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Nadja Mcmillan, Pa (407-538-6275)
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$575,00033 Days on yellowkey MLS ID: O6389594
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Remarks: ***NO INCOME VERIFICATION*** with preferred lender. Located in one of Longwood’s most established and highly sought-after communities, Sweetwater Oaks, this beautifully updated home offers the perfect blend of modern upgrades, spacious living, and an incredible lifestyle. ***HUGE LOT 1.25 acres*** Thoughtfully renovated for comfort and peace of mind, the home features Major recent Improvements including a NEW ROOF/2026, brand-New Kitchen, designer bathrooms, NEW AC system, New Water Heater, and a New Electrical Panel, ensuring the home’s key mechanical systems are already taken care of. Inside, you’ll immediately notice the fresh, modern feel created by Soft-Close cabinetry, elegant Quartz countertops, and luxury vinyl plank flooring throughout the main living areas. The open, clean design provides both style and functionality, making the home ideal for everyday living and entertaining. The bathrooms have been tastefully redesigned with New vanities and beautifully tiled shower surrounds, delivering a contemporary look while maintaining comfort and practicality. Sweetwater Oaks is widely known for its beautiful tree-lined streets, oversized homesites, and welcoming community atmosphere. Residents enjoy exclusive neighborhood amenities including private access to Lake Brantley, a sandy beach area, parks, scenic walking paths, six tennis courts, eight pickleball courts, sand volleyball, playgrounds, and a clubhouse that hosts year-round community events. Outdoor enthusiasts will appreciate being just minutes from Wekiva Island, Wekiwa Springs State Park, and nearby championship golf courses, offering endless opportunities for recreation and relaxation. Convenience is another major advantage of this location. The home is close to shopping, dining, grocery stores, and local cafés along the Longwood and Wekiva Springs corridors, while major roadways including I-4, SR-434, and SR-436 provide easy access to downtown Orlando, Maitland’s business district, and Seminole County’s expanding tech and healthcare employment centers. With Top-rated schools, natural beauty, and continued growth throughout the Longwood area, Sweetwater Oaks remains one of Seminole County’s most desirable places to call home. If you’re looking for a home that offers modern updates, exceptional community amenities, and a prime location, this Sweetwater Oaks property delivers the lifestyle and long-term value buyers are searching for. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$575,00098 Days on yellowkey MLS ID: O6370537
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
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!
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
$735,00019 Days on yellowkey MLS ID: O6393288
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
3668 WATERCREST DR, LONGWOOD, FL 32779
$815,00052 Days on yellowkey MLS ID: O6384124
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3186 Built: 1989Monthly Fee: $205 Tax: $8,942 (2025)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$8,942
Remarks: Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional canal-front residence offers an opportunity to live immersed in Old Florida’s natural beauty. With deeded access to both the Wekiva River and spring-fed Lake Brantley, residents enjoy a lifestyle designed for skiers, paddlers, boaters, and nature enthusiasts alike. The neighborhood features multiple private parks, tennis and pickleball courts, playgrounds, a residents-only clubhouse, and a private kayak launch providing direct river access. From the Sweetwater Springs private riverfront park — exclusively for the 79 homes within the community — enjoy peaceful paddles into Wekiwa Springs State Park, where towering cypress trees, crystal-clear springs, and protected wildlife habitats define the landscape. Manatees, otters, deer, wild turkeys, and abundant native wildlife are frequent visitors, creating an environment that feels more like a private nature preserve than a neighborhood. Tucked on a quiet cul-de-sac, this 5-bedroom, 3.5-bath home with a bonus room (could be a 6th bedroom) offers a spacious two-story layout thoughtfully designed for both comfort and entertaining. Freshly updated with light, bright paint and finishes, the home maintains its traditional character while embracing a refreshed, move-in ready appeal. Custom built-in carpentry features throughout add warmth, craftsmanship, and architectural interest, enhancing the home’s timeless feel. The gourmet eat-in kitchen features granite counters, stainless appliances including a split oven and subtle elevated features such as a "pot-filler" water fixture above the stovetop. The kitchen flows seamlessly into the inviting family room anchored by a cozy wood-burning fireplace. A private guest suite and pool-access bath are conveniently located on the main level, along with a powder room for visitors. Upstairs, four additional bedrooms include the expansive primary suite, which overlooks the sparkling pool and tranquil canal waters beyond. A large upstairs balcony provides a peaceful vantage point to enjoy morning coffee while taking in serene water views. The versatile bonus room offers flexible space for a home office, media room, or playroom. Outdoor living shines with a beautifully resurfaced saltwater screened pool, a new pool heater, and freshly installed pavers enhancing both the pool deck and driveway. The expansive screened lanai creates an inviting setting for entertaining or unwinding after a day on the river and is pre-plumbed for a kitchen. Other significant improvements include a roof replacement in 2022 and a new water heater in 2024 providing peace of mind for future owners. Zoned for highly regarded Lake Brantley schools, this location perfectly balances privacy, natural beauty, and convenience to shopping, dining, and major roadways. For buyers seeking a nature-centered waterfront retreat in a gated, low-inventory community, this home is the one for you!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00015 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$734,9008 Days on yellowkey MLS ID: O6396065
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
884 CUTLER RD, LONGWOOD, FL 32779
$639,00010 Days on yellowkey MLS ID: O6396152
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bath home in Sweetwater Village, offering 2,601 square feet of living space on a spacious 0.30-acre corner lot in the sought-after Lake Brantley area. Set on a quiet street in a desirable neighborhood, this home is zoned for top-rated schools, has no HOA, and offers easy access to nearby parks and nature. It presents a wonderful blend of comfort, style, and everyday livability. Inside, the expansive open floor plan is filled with natural light from large front windows, creating a bright and inviting atmosphere throughout the main living areas. The heart of the home is the beautifully designed kitchen and living space, thoughtfully arranged for both everyday living and entertaining. The spacious kitchen is ideal for hosting, featuring white shaker cabinets, a large island with quartz countertops and waterfall edges, stainless steel appliances, and a layout that flows seamlessly into the living and dining areas. Thoughtfully renovated, the home features major updates, including a new roof in 2021, a new AC in 2021, a water heater in 2022, upgraded double-pane windows, and new LVP flooring installed in 2021. The large primary suite offers a comfortable retreat with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide flexibility for family, guests, or a home office. You will love spending time on the large covered and screened patio, whether enjoying a morning coffee or entertaining guests while overlooking the fenced backyard. Additional exterior highlights include an extended driveway, a side-load garage, backyard pavers, and a 7-zone irrigation system. Located directly across from Sabal Elementary, with Sweetwater Village backing up to Lake Brantley and Sweetwater Beach, this move-in-ready home offers exceptional value and opportunity in a well-established, family-friendly community.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
1707 GRANGE CIR, LONGWOOD, FL 32750
$476,00022 Days on yellowkey MLS ID: O6392182
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Taxes:$2,283
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,0002 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)
107 PINEAPPLE CT, LONGWOOD, FL 32750
$432,90032 Days on yellowkey MLS ID: O6390238
REDUCED by $10,000 (2.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1975 Tax: $6,434 (2024)Community: Lake Searcy ShoresSingle Family
Taxes:$6,434
Remarks: One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected spaces for relaxation and entertainment throughout the seasons. These covered areas provide comfortable spots for dining or simply enjoying the surroundings. The backyard includes a swimming area fo recreation and exercise, while the outdoor firepit creates a natural gathering spot for evening conversations and warmth during cooler months. With no homeowners association restrictions, residents enjoy complete freedom in personalizing and maintaining the property according to their preferences. The established neighborhood setting creates a peaceful environment while maintaining easy access to local conveniences. Schedule your private showing today and experience all the comfort and convenience.
Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)
Listing Agent: Brice Gill (904-510-1608)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00038 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!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
521 GRANADA WAY, LONGWOOD, FL 32750
$649,0003 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.
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