Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0007 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,316
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,00013 Days on yellowkey MLS ID: O6398306
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 1973Monthly Fee: $6 Tax: $1,633 (2024)Community: Winsor ManorSingle Family
Taxes:$1,633
Elementary School: Woodlands Elementary
High School: Lyman High
Tax Year: 2024
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.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
135 SPRINGWOOD CIR #E, LONGWOOD, FL 32750
$119,0053 Days on yellowkey MLS ID: O6400969
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1973 Tax: $1,135 (2024)Community: Springwood VillageCondo
Taxes:$1,135
Elementary School: Altamonte Elementary
Remarks: Welcome to Springwood Village, a well-located community just off Interstate 4 at the Longwood exit. Tucked just behind a convenient shopping plaza, this condo offers both accessibility and a comfortable place to call home. This spacious 1-bedroom, 1-bathroom unit features a single-floor layout, making it easy to live in and maintain. The open feel and functional design provide plenty of room to relax and unwind. Residents of Springwood Village enjoy a variety of amenities, including: Two swimming pools, Tennis court, Basketball court, Clubhouse with fitness center, Three on-site laundry facilities. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this condo offers great value in a prime location. Don’t miss your chance to own in a convenient and amenity-rich community!
Listing is courtesy of: LIVE FLORIDA NOW LLC (407-448-7977)
Listing Agent: Dean Erlandson (407-719-5426)
3668 WATERCREST DR, LONGWOOD, FL 32779
$799,00063 Days on yellowkey MLS ID: O6384124
REDUCED by $16,000 (2.0%) on 04/17/2026
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)
1037 WENTWORTH CT, LONGWOOD, FL 32750
$300,000105 Days on yellowkey MLS ID: O6365052
2 Days Off yellowkey (back on 4/21/2026)
REDUCED by $15,000 (4.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1983Monthly Fee: $82 Tax: $838 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$838
High School: Lake Mary High
Remarks: Under contract-accepting backup offers. Back on the market due to buyer financing, offering a second chance to secure this exceptional property. VA buyers take note: the VA appraisal is already complete, paving the way for a seamless and rapid closing! This significantly renovated townhome offers low-maintenance living, modern comfort, and truly move-in-ready appeal. Located in the highly desirable Coventry subdivision, this 2-bedroom, 2-bathroom residence features an inviting open layout anchored by a spacious family room and a cozy wood-burning fireplace. The home provides exceptional functional value with a comprehensive list of recent mechanical and interior upgrades, including a Brand-New AC (2024), New Kitchen Appliances, and a New Hot Water Heater (2024). The interior was meticulously detailed just weeks ago with a complete paint refresh covering all walls, baseboards, and doors—extending through the entire 2-car garage. Energy-efficient Argon gas-filled windows (2022) and an insulated garage door help manage utility costs, while the split-bedroom plan offers a second bedroom with its own private exterior entry. Step outside to your private, fully fenced backyard (2022) and rear patio, or enjoy the community pool and courts just a short stroll away. Complete with a transferable termite warranty and zoned for top-rated Lake Mary High School, this home is an ideal choice for those seeking a turnkey lifestyle.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Dan Samatulski (407-493-5772)
354 W HORNBEAM DR, LONGWOOD, FL 32779
$589,0008 Days on yellowkey MLS ID: O6399672
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2162 Built: 1977Monthly Fee: $54 Tax: $5,966 (2025)Community: Sabal PointSpa: NoSingle Family
Taxes:$5,966
Remarks: Under contract-accepting backup offers. Come and see this beautiful 4 bedroom, 2 bathroom + office home within close proximity to Sabal Point Elementary School. This ranch style home features luxury vinyl flooring throughout, solid surface kitchen counters, stainless steel appliances, vaulted ceilings, skylights in kitchen and family room, indoor laundry room, plantation shutters on front bay windows, and a wood burning fireplace. There is a large, side entry, two-car garage and wide driveway. The large backyard has a wood privacy fence, open pool and gazebo. Relax on your screen porch after a long days activities. The home is located within the Sabal Point commuinity, which contains about 550 homes spread over 80-acres.
Listing is courtesy of: GREEN AVENUE REAL ESTATE LLC (404-610-1971)
Listing Agent: Julie Hamilton (407-739-6559)
151 SPRINGWOOD CIR #C, LONGWOOD, FL 32750
$150,00015 Days on yellowkey MLS ID: O6397471
REDUCED by $10,000 (6.3%) on 04/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973 Tax: $2,122 (2024)Community: Springwood VillageCondo
Taxes:$2,122
Remarks: This updated 2-bedroom condo in Longwood near I-4 delivers a bright end-unit layout, stylish finishes, and peaceful wooded views in Springwood Village. Enjoy low-maintenance living with strong community amenities and quick access to major roads, shopping, and dining. This end unit features an open floor plan with modern upgrades throughout. The kitchen showcases white shaker wood cabinets with soft-close doors and drawers, quartz countertops, subway tile backsplash, stainless hardware, and a seeded glass light fixture. Appliances include glass-top self-cleaning stove dishwasher and refridgerator. Shiplap accent walls add character to the kitchen, dining area, and bathroom, complemented by upgraded baseboards. Luxury vinyl wood-look flooring runs through the main living areas, while both bedrooms offer plush carpeting with an extra thick moisture guard pad. The bathroom features a granite vanity top and glassed in shower and modern fixtures. Step outside to your private balcony overlooking a tranquil wooded alcove with mature pine trees, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Springwood Village offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security. Residents enjoy two swimming pools, a clubhouse with gym and party room, lighted tennis court, basketball half court, multiple laundry facilities, and bike storage.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0008 Days on yellowkey MLS ID: O6399421
0 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3359 Built: 1995Monthly Fee: $64 Tax: $385 (2024)Community: Bolling FarmsSpa: YesSingle Family
Taxes:$385
Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ken Dalton (407-928-8587)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$575,00025 Days on yellowkey MLS ID: V4948172
REDUCED by $19,900 (3.3%) on 04/20/2026
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. HUGE PRICE IMPROVEMENT, don't miss out on this POOL HOME. 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)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$184,90074 Days on yellowkey MLS ID: O6381034
1 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Under contract-accepting backup offers. Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000306 Days on yellowkey MLS ID: O6320596
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Taxes:$2,265
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
190 W SABAL PALM PL #190, LONGWOOD, FL 32779
$204,90036 Days on yellowkey MLS ID: O6392234
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,000 (4.7%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1191 Built: 1984Monthly Fee: $520 Tax: $2,589 (2024)Community: San Marco Villas A CondoCondo
Taxes:$2,589
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Lovely end-unit home is situated in the Sabal Point community, conveniently located near Wekiva Springs with easy access to I4 and many amenities. Vaulted ceilings in the main living area make the home feel both spacious and cozy at the same time. A bedroom and full bathroom are located on the main level, while the stairs to the second level take you to the primary suite with a walk-in closet and updated bathroom. The screened in lanai provides a shaded sanctuary to relax, while a pavered patio provides an outdoor area to bask in the sun. Brand new vinyl plank flooring installed in main living/dining areas. Brank new carpet has been installed on stairs and bedrooms. HVAC and hot water heater are less than 9 months old. Full Exterior just repainted. Association fee includes water service.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Jj Antequino (407-436-9409)
200 COLONIAL LN, LONGWOOD, FL 32750
$500,0009 Days on yellowkey MLS ID: O6396172
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1988 Tax: $3,497 (2025)Community: Sanlando Spgs Lake Oaks SecSingle Family
Taxes:$3,497
Remarks: Under contract-accepting backup offers. Situated on a spacious corner lot in Longwood with no HOA, this well-maintained 4-bedroom, 2-bath home offers a functional layout, thoughtful updates, and easy access to major routes and downtown Orlando. Natural light fills the interior through large windows and skylights, highlighting vaulted ceilings and updated flooring throughout the main living areas. The upgraded kitchen features granite countertops, new appliances, and abundant cabinetry, with an adjacent dining area suited for both everyday use and entertaining. The living room centers around an updated double-sided wood-burning fireplace, creating a warm connection between the main spaces. The primary suite includes an en-suite bath and a fitted walk-in closet, while the guest bathroom has been fully updated with modern finishes. Recent improvements include a brand-new AC system in 2025 and a roof replaced in 2020. The screened-in porch extends the living space outdoors, leading to a fenced backyard with white vinyl fencing, a paver patio and walkway, and a dedicated fire pit area. The yard has been refreshed, offering both curb appeal and usability. Located less than a mile from I-4, this property provides convenient access to downtown, shopping, dining, and everyday essentials while offering the flexibility of no HOA living.
Listing Agent: David Plasencia, Llc (407-579-9369)
115 RED BAY DR, LONGWOOD, FL 32779
$659,0008 Days on yellowkey MLS ID: O6399635
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2683 Built: 1978Monthly Fee: $229 Tax: $4,734 (2025)Community: Springs TheSingle Family
Taxes:$4,734
Remarks: Experience the pinnacle of "at home with nature" living in this spacious and updated residence within The Springs, Longwood’s premier guard-gated enclave. Known for its private crystal-clear natural spring, sandy beach, and equestrian stables, this community offers a resort lifestyle nestled under a canopy of ancient oaks. PRICED TO SELL, meticulously maintained, and MOVE-IN Ready, this beautiful home offers the rare combination of timeless style, thoughtful updates, and an inviting indoor-outdoor lifestyle. A spacious split floor plan unfolds with natural light, hardwood floors, crown molding, vaulted ceilings, and elegant living, family, and dining spaces designed for both everyday comfort and effortless entertaining. The kitchen features a prep area and coffee/wet bar, while two fireplaces, a sunroom, a courtyard, and an open patio with pergola create warm, memorable gathering spaces throughout the home. The private primary suite includes a walk-in closet and walk-in shower, and the fenced backyard with no rear neighbors enhances the sense of peace and privacy. Double driveways, a side-entry garage, mature landscaping, and a recently painted interior complete the home’s polished presentation. Major 2023 improvements include a new roof, new appliances, new water heater, and water purification system, offering confidence and value from day one. This is a rare opportunity to own a pristine, updated home in one of Longwood’s most desirable gated communities. CALL TODAY to schedule your private Showing.
Listing Agent: Doug Woehr, Pa (407-647-1211)
2 HUDSON CV, LONGWOOD, FL 32750
$544,00023 Days on yellowkey MLS ID: O6395131
REDUCED by $5,000 (0.9%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00026 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: SELLER WILL CONSIDER CONCESSIONS!! 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)
117 CROWN OAKS WAY #117, LONGWOOD, FL 32779
$149,900159 Days on yellowkey MLS ID: O6356320
REDUCED by $5,100 (3.3%) on 04/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1974Monthly Fee: $847 Tax: $2,276 (2024)Community: The SpringsCondo
Taxes:$2,276
Remarks: Stunning, RENOVATED FIRST FLOOR CONDO WITH EXPANSIVE OUTDOOR PRIVATE PAVER PATIO in The Springs! Welcome home to this beautifully updated move-in–ready condo located in the highly sought-after, guard-gated community of The Springs in Longwood. This rare first-floor corner unit offers exceptional privacy, an expansive outdoor living area, and extensive upgrades throughout. Step inside to discover a bright, modern interior featuring fresh paint, crown molding, upgraded lighting, new modern doors and hardware. The spacious living area is enhanced by a brand new 4 Panel Double Insulated Sliding Door, opening to a New Extra Large Paver Patio perfect for relaxing or entertaining. A second private patio off the primary suite adds an additional outdoor retreat. The beautifully renovated kitchen features soft-close cabinetry, stainless steel appliance package, farmer’s sink, and updated finishes. The condo also includes a washer and dryer, with re-plumbing completed in 2022 for peace of mind. The luxurious primary suite offers dual closets, a barn-style door, and direct access to the private patio. Both bathrooms have been refreshed with new faucets, new toilets, and modern touches throughout. Major system upgrades include a 16 SEER Carrier A/C (2023), new water heater (2023), and lighting updates throughout. SPECIAL ASSESSMENTS HAVE BEEN PAID IN FULL BY THE SELLERS, making this a true turnkey opportunity. A covered carport with built-in storage is the finishing touch to this impressive condo. Centrally located to nearby shopping, dining and major expressways. Schedule your private showing today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Monique Sola, Pa (407-579-9946)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80028 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
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
Remarks: Under contract-accepting backup offers. 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)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90014 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00021 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 AddSpa: YesSingle 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)
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