Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00022 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,427
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
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)
486 N PIN OAK PL #112, LONGWOOD, FL 32779
$187,90061 Days on yellowkey MLS ID: O6383397
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $2,000 (1.1%) on 04/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991 Tax: $2,259 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,259
Elementary School: Sabal Point Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **Seller may consider buyer concessions if made in an offer**Welcome to this beautifully UPDATED and MOVE-IN READY 2-bedroom, 1-bath GROUND-FLOOR CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining. Recent 2024 UPGRADES include a BRAND-NEW AC system, stunning WOOD-LOOK VINYL PLANK FLOORING throughout, UPDATED HARDWARE, and MODERN LIGHTING FIXTURES, creating a fresh and contemporary feel from the moment you enter. The spacious Living Room features sliding glass doors that open to a private screened rear patio overlooking PEACEFUL GREEN SPACE—an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS, stainless steel appliances, a sleek tile backsplash, closet pantry, and a breakfast bar for casual dining. The UNIQUELY-SHAPED Primary Bedroom offers character and comfort, complete with a generous walk-in closet featuring a CUSTOM CLOSET SYSTEM and private access to the full bathroom that includes a granite vanity and a tub/shower combination. The second Bedroom is equally inviting and features its own SLIDING DOORS leading directly to the screened patio, allowing for natural light and easy outdoor access. A hallway laundry closet with WASHER AND DRYER INCLUDED, adds everyday convenience. The HOA has recently enhanced the community by REPAIRING AND REPAINTING the exterior of all buildings, REPAVING the entire community, and REPLACING the pool deck—adding to the already well-maintained appeal. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated, ground-floor condo in a beautifully refreshed community in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
148 SUNSET DR, LONGWOOD, FL 32750
$332,5009 Days on yellowkey MLS ID: O6399766
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
474 S PIN OAK PL #308, LONGWOOD, FL 32779
$179,00017 Days on yellowkey MLS ID: O6396978
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,103 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,103
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this beautiful, MOVE-IN READY 2-bedroom, 2-bath CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. An UPDATED AC SYSTEM (2024) enhances comfort and energy efficiency throughout the home. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining.The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS and BACKSPLASH, a closet pantry, and a breakfast bar for casual dining. A SEPARATE DINING AREA near the Kitchen offers plenty of room for hosting family and friends. Step down to the SPACIOUS Living Room featuring sliding glass doors that open to a PRIVATE SCREENED REAR PATIO with a POND VIEW —an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Primary Bedroom serves as a TRANQUIL RETREAT, with a large window that invites in natural light while offering calming views of the pond. A GENEROUS WALK-IN CLOSET completes the space, along with an EN SUITE BATH featuring a GRANITE VANITY with a dedicated makeup area and a step-in shower. The second Bedroom is equally inviting and boasts a WALK-IN CLOSET and private access to a full bathroom that includes a GRANITE VANITY and a shower/soaking tub combination. CONVENIENTLY LOCATED near the Kitchen, the Laundry Room enhances the home’s thoughtful design. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated condo in a beautiful, QUIET COMMUNITY in one of Longwood’s most convenient locations. Schedule your showing today!
255 E HORNBEAM DR, LONGWOOD, FL 32779
$632,00044 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)
104 FAIRWAY DR #101B, LONGWOOD, FL 32779
$170,00052 Days on yellowkey MLS ID: O6387603
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $1,512 (2024)Community: The SpringsCondo
Taxes:$1,512
Remarks: Under contract-accepting backup offers. This amazing 2 Bedroom, 1 Bath condo sits nestled amongst some of the most beauitul mature Florida landscape in the highly sought after neighborhood "The Springs" in Longwood. As you walk into this ground floor unit you will find the primary bedroom with to your left with a cozy screened in porch and beautiful wooden ceilings. Walk through the Foyer and you will see the Living Room full of natural light and natural wood ceiling beams as well as natural light from the double set of sliding glass doors in the Living Room and Dining Room. The Kitchen is equiped with Stainless Steel appiances and has a pass through to the dining area. Bedroom 2 is large and also has Wooden ceilings. The spacious Living Room has a wood Burning Fireplace and plenty room for entertaining guest. The back enclosed porch is perfect for enjoying your morning coffee and the sweet sounds of nature. The HOA fees include water, trash,yard and building maitnance, use of all community amenities, the Springs, Swimming Pools,Stables, Fitness Center, Clubhouse, Play Grounds, walking trails, 24- Hour Security Gate, and so much more. This Beautiful community is conveniently located near I-4, Shopping centers, Restaurants and Hospitals This is an amazing oppertunity to own a piece of paradise. Call today for your showing.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Terri Smock (321-298-3115)
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00080 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
$475,00043 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
$580,00052 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
$755,00079 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 is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (321-236-6761)
233 CROWN OAKS WAY #233, LONGWOOD, FL 32779
$130,000120 Days on yellowkey MLS ID: O6369070
REDUCED by $19,900 (13.3%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1143 Built: 1974Monthly Fee: $757 Tax: $1,207 (2024)Community: Crown Oaks 1St AddCondo
Taxes:$1,207
Remarks: Welcome to The Springs! This charming, renovated 2-bedroom, 2-bathroom condo offers more than just a home—it offers a maintenance-free, all-inclusive lifestyle. Located on the 2nd floor, this unit is flooded with natural light through large windows and high, vaulted ceilings that create a bright, inviting atmosphere. Freshly painted from floor to ceiling! THE ULTIMATE FINANCIAL ADVANTAGE: In today’s market, predictability is luxury. While the monthly fee of $985 might seem high, it is actually a comprehensive budget-saver that eliminates many of the "hidden costs" of homeownership. Your monthly payment includes: • ALL MAJOR UTILITIES: No more separate bills for Water, Sewer, or Trash collection (Save ~$150/mo). • INSURANCE SAVINGS: Because the HOA covers the building exterior and roof, your personal homeowners insurance is significantly lower than a standard house. • ZERO EXTERIOR STRESS: The HOA handles all roof maintenance, siding, and landscaping. You will never face a surprise $20,000 roof bill! • ELITE SECURITY: Total peace of mind with a 24/7 manned guard gate and hourly security patrols. INTERIOR HIGHLIGHTS: The spacious living room features custom-built shelving and overlooks a private screened-in porch with views of beautiful, mature landscaping. Enjoy a separate dining room or dedicated office space, with stylish laminate and tile flooring throughout. The kitchen features granite countertops and a stone backsplash. For ultimate convenience, the unit includes an inside laundry room (washer/dryer included), ample storage with a large custom-built closet, and a reserved carport with additional outside storage. COMMUNITY & LIFESTYLE: The Springs is a spectacular, one-of-a-kind sanctuary.24 hour guard gated with hourly patrol. Enjoy tennis and pickleball courts, a community pool, basketball, horse stables, a playground, and clubhouse. Explore miles of walking, jogging, and nature trails abutting the Little Wekiva River, or spend your weekends at the private, crystal-clear natural Spring! From movie nights under the stars to food truck nights and holiday celebrations, this is a vibrant community for all. Located in a top-rated school zone with easy access to I-4, shopping, dining, and beaches. Stop managing multiple bills and start living the resort life you deserve. Call today for a private tour!
Listing is courtesy of: U R HOME REALTY GROUP LLC (407-602-5377)
Listing Agent: Mia Diercks (407-595-5899)
113 WISTERIA DR, LONGWOOD, FL 32779
$1,050,00043 Days on yellowkey MLS ID: O6390667
REDUCED by $45,000 (4.1%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3491 Built: 2008Monthly Fee: $229 Tax: $10,837 (2025)Community: Springs Willow Run Sec TheSingle Family
Taxes:$10,837
Remarks: Seller is offering a $10,000 concession towards closing costs or rate buy down! Located in the highly sought-after community of The Springs, this stunning estate offers an exceptional opportunity to enjoy one of Central Florida’s most unique lifestyles. Set on nearly an acre, the property welcomes you with a circular drive and spacious three-car garage, creating an impressive arrival. Inside, natural light pours through large windows showcasing beautiful outdoor views, creating a seamless connection between indoor living and the surrounding landscape. The newly remodeled chef’s kitchen serves as the heart of the home and flows effortlessly into the main living areas, perfect for entertaining or everyday living. Additional highlights include a wet bar, private wine cellar, and a desirable ground-floor primary suite, offering both comfort and convenience. Residents of The Springs enjoy an unparalleled community experience featuring a private natural spring, swimming pools, scenic walking trails, and equestrian stables, all within a gated setting known for its beauty and tranquility. Homes on lots this size in this iconic community are rare and offer a unique chance to experience space, nature, and refined living in one of the area’s most beloved neighborhoods.
Listing is courtesy of: ENGINE REALTY INC (407-801-8888)
Listing Agent: Jennifer Jordan (321-304-9969)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000277 Days on yellowkey MLS ID: O6323408
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$5,374
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Welcome home to your very own personal sanctuary located in the gated community of Sweetwater Springs. Recently updated with new exterior and interior paint, new water heater, new Goodman 5 Ton AC system, new recess lighting throughout, and a newly painted pool deck and screened enclosure, this stunning four-bedroom, two-and-a-half-bathroom POOL home features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with tons of natural light. The formal living and dining rooms create an ideal setting for entertaining guests. Cozy up by the inviting fireplace in the family room, which also includes built-in features. The kitchen is well-equipped with stainless steel appliances, built-in oven, cooktop range, exhaust fan, pantry, and a dinette area perfect for casual meals. Retreat to the primary bedroom, complete with new carpet and an ensuite bathroom that boasts a walk-in closet, dual sinks, separate shower, and a large garden tub—perfect for unwinding after a long day. The additional three bedrooms offer ample space for all your needs. This home showcases numerous designer upgrades, including crown molding, chair rails, built-in features, arched windows, plant shelving, plantation shutters, modern stair railing and California closets. Step outside to your backyard oasis, featuring a spacious screened patio, with a covered section ideal for lounging. Dive into the inviting pool or relax in the spa, all within a fenced yard that ensures privacy. Situated in a gated community, this home is conveniently located near the Wekiva River and offers deeded access to Lake Brantley with private boat launch, and tennis courts. Additionally, nearby state parks such as Wekiva Springs State Park, Wekiva Island and Kelly Park provide opportunities to explore Florida’s natural beauty, complete with trails and crystal-clear springs. The area is known for its A rated public school system. Plenty of shopping and dining nearby . Don’t miss the chance to own this rare gem. Truly a must see. Some photos have been virtually staged.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
432 STANTON PL, LONGWOOD, FL 32779
$297,00036 Days on yellowkey MLS ID: O6388641
REDUCED by $8,000 (2.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Elementary School: Wekiva Elementary
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing Agent: Sherre Fatula (407-375-7721)
1386 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$535,00023 Days on yellowkey MLS ID: O6383292
1 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1986Monthly Fee: $45 Tax: $5,740 (2024)Community: NorthridgeSpa: NoSingle Family
Taxes:$5,740
Remarks: Under contract-accepting backup offers. *** MULTIPLE OFFERS **** RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christine Smith (407-972-0404)
490 N PIN OAK PL #216, LONGWOOD, FL 32779
$169,000137 Days on yellowkey MLS ID: O6365456
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991Monthly Fee: $416 Tax: $538 (2025)Community: Windsor @ Sabal WalkCondo
Taxes:$538
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community of Windsor at Sabal Walk, offering a perfect blend of comfort, convenience, and Florida living. Step inside to a bright, open layout featuring a spacious living room, a dedicated dining area, and sliding glass doors that lead to your screened-in balcony which is perfect for morning coffee or unwinding in the evening. The split-bedroom floor plan ensures privacy, with each bedroom offering generous walk in closets and access to its own full bathroom. The well-appointed kitchen includes ample cabinet storage, a breakfast bar, and views into the main living space, making it ideal for both everyday living and entertaining. A full-sized laundry room adds extra convenience. Residents of this peaceful community enjoy fantastic amenities including a resort-style swimming pool (currently being remodeled), fitness center, clubhouse, and beautifully landscaped walking areas. The location is unbeatable being close to Wekiva Springs, Uptown Altamonte, Lake Mary, and just minutes from I-4 for an easy commute. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance investment property, this condo offers exceptional value in a prime Longwood location.
Listing Agent: Amy Moline (407-506-7447)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00031 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00018 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$5,456
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$200,00052 Days on yellowkey MLS ID: O6385064
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Christina Rordam (407-928-8294)
1328 N MARCY DR, LONGWOOD, FL 32750
$449,00029 Days on yellowkey MLS ID: O6389549
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1984Monthly Fee: $14 Tax: $5,239 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$5,239
Remarks: Under contract-accepting backup offers. Welcome to an exceptional opportunity in Longwood’s highly sought-after Bay Lagoon community—where charm, comfort, and convenience come together seamlessly. This immaculate 1984-built residence showcases a unique and thoughtfully designed split floor plan, highlighted by soaring ceilings and an abundance of natural light that create a warm, inviting atmosphere throughout. At the heart of the home, the eat-in kitchen flows effortlessly into a spacious family room featuring a cozy fireplace and double doors that open to a screened-in porch—perfect for embracing Florida’s indoor-outdoor lifestyle. The private primary suite offers a tranquil retreat with generous space, and a well-appointed ensuite bath. Outdoors, the large yard provides endless possibilities for entertaining, gardening, or simply relaxing in the sunshine. Additional features include a 2-car garage and rain gutters, all contributing to the home’s impeccable presentation. Ideally located just minutes from shopping, dining, I-4, Seminole Wekiva Trail, and top-rated Seminole County schools—this home truly offers a refined blend of lifestyle, location, and livability. Call today to schedule your private showing before this one is GONE!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Renee Holt (407-474-5552)
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