Location: Winter Springs , 32708
Do Not Show Listings
552 SHADOW GLENN PL, WINTER SPRINGS, FL 32708
$264,90065 Days on yellowkey MLS ID: O6382972
1 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1359 Built: 1991Monthly Fee: $493 Tax: $2,016 (2025)Community: Deer Run Unit 19BTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,016
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 552 Shadow Glenn Pl, a beautifully maintained 2-bedroom, 2.5-bath END UNIT townhome offering 1,359 sq ft of comfortable living space in the highly sought-after Deer Run community of Winter Springs. RECENTLY UPDATED WINDOWS AND SIDING! Built in 1991, this residence combines practicality with thoughtful updates and a layout ideal for modern living. Step inside to discover an open and inviting floor plan featuring a spacious living and dining room combo on the first floor, perfect for entertaining or everyday life. The well-appointed kitchen includes ample cabinetry, a cozy eat-in nook, and convenient in-home laundry. Natural light streams through large windows and French doors, enhancing the bright and airy feel throughout. Upstairs, you will find two generous bedrooms with double closets and ceiling fans. The primary bedroom features a private en suite bathroom, while the second bedroom is conveniently located near an additional full bath. Outdoors is an enclosed, screened-in patio and fully fenced backyard, ideal for relaxing, BBQs, or playtime. The community offers easy access to Red Bug Lake Rd, SR-434, SR-417, and nearby parks, shopping, dining, and top-rated Seminole County schools. Whether you are a first-time buyer, investor, or looking to downsize, this delightful townhome presents exceptional value in a prime Winter Springs location. ROOF 2018 - REPLUMBED CPVC 2019 - WATER HEATER 2022 - HVAC 2009
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$729,90058 Days on yellowkey MLS ID: O6384753
0 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2908 Built: 2003Monthly Fee: $150 Tax: $2,062 (2025)Community: Parkstone Unit 3Single Family
Taxes:$2,062
Elementary School: Layer Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as a window enjoying views of the screen patio and beautiful backyard. You will love the oversized primary suite that features stunning conservation views, and connects to a private, flexible room perfect for an office or nursery, or even a fifth bedroom. One of the additional bedrooms has an on suite bathroom and walk in closet as well. Wake up to breathtaking sunrises and spend your evenings watching wildlife. This exceptional property features a private 300ft boardwalk that winds through Florida Hammock vegetation and leads to your own personal boathouse. This incredible, covered boat dock features both electric and water access, plus a boat lift for effortless access to the scenic, expansive Lake Jesup. Enjoy relaxing on the screened lanai or the open paver patio while enjoying the sounds of nature. NEW ROOF IN 2024 (House and Boat Dock), NEW PORCH ROOF 2025, NEW WATER HEATER 2025, NEW A/C 2021, FRESHLEY PAINTED 2021, RAIN GUTTERS 2020. Relish your time at the private community fishing pier, tennis court, take a dip in the gorgeous community pool or enjoy the splash pad. Lawn Maintenance is even included in your HOA (Lawncare includes mowing of lawn, trimming of bushes and fertilizer). Parkstone is a gated community with walking trails, scenic ponds, tennis court, community dock, two playgrounds, a splash pad and community pool to enjoy. The Cross Seminole Trail borders Parkstone and you are just a short walk from Central Winds Park, the Dog park and the Newly opened Pickleball Facility! Minutes from grocery stores, The Town Center, shopping and dining, this home has it all! Welcome home!
Listing is courtesy of: SHORESTONE PROPERTY GROUP (407-452-9818)
Listing Agent: Tania Crandall (407-452-9818)
203 HERRELL RD, WINTER SPRINGS, FL 32708
$573,000163 Days on yellowkey MLS ID: O6358036
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3566 Built: 1987 Tax: $5,127 (2024)Community: North Orlando Ranches Sec 06Single Family
Taxes:$5,127
Elementary School: Sterling Park Elementary
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: **Seller will contribute towards buyer closing costs that buyer can use towards renovations. This number is negotiable.** Incredible opportunity to own this fantastic 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an OVERSIZED primary bedroom located on the 1st floor with TWO WALK-IN CLOSETS, primary bathroom that doubles as a SAUNA, a large kitchen with stainless steel appliances, interior laundry room, a whole home WATER FILTRATION SYSTEM, large totally enclosed back porch WITH AC, and beautiful oversized lot with a view of a small lake nearby. The original garage was enclosed and converted into a HUGE workspace that can be a workshop, man cave, or even an extra bedroom, and an ADDITIONAL TWO CAR GARAGE was ADDED, so you still have a full 2 car garage with covered parking/storage. This neighborhood has the most beautiful, tranquil, tree-lined streets, quiet and away from the hustle and bustle of the city, but close enough that anything you need is just a few moments away. Don’t miss this opportunity to own such a wonderful home in an incredible location. All with NO HOA!!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Margeaux Eddy (407-970-3798)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$700,00098 Days on yellowkey MLS ID: O6374007
REDUCED by $14,000 (2.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1984Monthly Fee: $40 Tax: $7,807 (2024)Community: Tuskabay Ph 1Single Family
Taxes:$7,807
Elementary School: Keeth Elementary
Remarks: This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out refrigerator and freezer with ice maker, double oven and stovetop, wine and beverage cooler, and dishwasher. Major system upgrades add peace of mind and efficiency, featuring a newer roof installed in 2021, a fully paid off 11.745 kW (DC) solar system paired with a Tesla Powerwall 2.1 (7 kW DC battery capacity), whole-home water filtration and softener, high-efficiency heat pump water heater, new double-paned windows, Nest thermostats for upstairs and downstairs climate control, upgraded outlets with USB and modern switches, and new blinds throughout. The spacious primary bathroom has been fully remodeled with glass shower doors, new quartz countertops, and a farmhouse sink. Outside, enjoy exceptional curb appeal and a private backyard retreat with a screened-in pool, expansive paver patio, new extended paver walkway wrapping around the backyard, upgraded irrigation and sprinkler system, new gutters, and recently serviced chimney. The property is framed by mature, recently trimmed water and live oaks, enhancing both beauty and shade, while added features such as a new front door with wide extended entry, exterior Ring cameras and floodlights complete this truly move-in-ready home designed for a seamless indoor-outdoor Florida lifestyle.
Listing is courtesy of: MOMENTUM REALTY (904-903-1558)
Listing Agent: Carolina Taborda (832-349-8266)
1262 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$489,97576 Days on yellowkey MLS ID: O6380617
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2353 Built: 2023Monthly Fee: $236 Tax: $5,937 (2024)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$5,937
Remarks: "VA ASSUMABLE LOAN" Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door. Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by a sense of total calm. The morning routine feels like a spa visit as you step into the frameless glass shower of your ensuite bath. Choosing your outfit is an experience in itself within the "HUGE" walk-in closet, where custom shelving keeps your world perfectly organized. As the workday begins, you descend to the first level. Here, tucked away from the main living areas, lies your dedicated office. It is a quiet, professional haven where you can focus on remote work, though its attached full bath makes it an equally welcoming guest suite for visiting family or In -Law Suite. By midday, the heart of the home calls you to the second level. This is the social hub—an open-concept masterpiece where warm wood-look tile floors glow under fashionable lighting. You find yourself in the chef’s kitchen of your dreams, pulling ingredients from a walk-in pantry so VAST it feels like a secret room. You prep lunch on the oversized quartz island, perhaps glancing toward the conservation view as the sun hits the trees. When the laptops close, the adventure starts just steps from your Front door. You don’t just have a backyard; you have direct access to the Cross Seminole Trail. Whether it’s a sunset bike ride or a peaceful walk through the preserved green space, nature is your constant neighbor. As night falls, you might walk—not drive—over to the Winter Springs Town Center. Perhaps a coffee at Foxtail, a quick stop at Publix, or a relaxed dinner with friends. You return home to a community that feels like a resort, passing the sparkling pool and pet-friendly pathways that make this neighborhood feel like a true collective. This is more than a "Like New" property; it is a lifestyle of effortless transitions. With top-rated schools for the kids, easy access to the SR-417 for the commute, and the luxury of three distinct levels of privacy, the story of your life fits perfectly here. Is this the next chapter you’ve been waiting to write? Schedule Your Private Tour To experience the flow of this home in person.
Listing is courtesy of: ROI AVE LLC (321-663-7276)
Listing Agent: Mark Anthony Buot (407-925-1716)
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$412,500140 Days on yellowkey MLS ID: O6364715
REDUCED by $2,500 (0.6%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Single Family
Taxes:$5,463
Remarks: Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Wayne Mottley (407-741-3804)
498 CLUB DR, WINTER SPRINGS, FL 32708
$235,000258 Days on yellowkey MLS ID: O6332792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $360 Tax: $2,970 (2024)Community: Cypress ClubTownhouse
Taxes:$2,970
Elementary School: Highlands Elementary
Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts it's Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool. The roof is new 2026.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$495,00037 Days on yellowkey MLS ID: O6390820
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2359 Built: 2023Monthly Fee: $236 Tax: $6,591 (2024)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$6,591
Remarks: Live luxuriously in almost New Townhouse! Immaculate 3-story townhouse (built 2023) boasts $20,000 in builder upgrades and offers a modern living experience! Unwind while sipping your morning coffee or taking a break on the front porch overlooking serene conservation. Inside, a flexible space on the first floor can be your home office, den, or 4th bedroom with a full en-suite bathroom (including a tub!). Park with ease in the epoxy-floored garage featuring overhead storage racks and extra space for storage. The open-concept second floor features high ceilings and a perfectly sized dining area convenient for family and friends meal time. Unleash your inner chef in the gourmet kitchen with built-in oven, HUGE expansive pantry, granite countertops, soft-close drawers, upgraded cabinets (42" with crown molding), designer fixtures, and updated lighting fixtures. A convenient half bath completes this level. Relax in the spacious living room with room for a desk or play area. The third floor features a well-sized primary bedroom with a HUGE walk-in closet. Upgrades galore: Level 5 textured carpeting provides durability with a touch of luxury. Home is prewired for whole house security including camera hook up. The upgraded laundry room boasts additional storage cabinets and designer tile flooring. Two more bedrooms and a full bath with tub round out the top floor. Enjoy the Florida lifestyle! Take a dip in the community pool just 20 steps away, explore the nearby town center, or hop on the scenic 23-mile Cross Seminole bike trail directly accessible from your doorstep. Conveniently accessible to the 417 highway, local restaurants, shopping, playgrounds and parks, a splash pad, and more just minutes away!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Sylvana Minnetto (321-946-9876)
1171 SAN BLAS CV, WINTER SPRINGS, FL 32708
$339,800116 Days on yellowkey MLS ID: A4676256
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1984Monthly Fee: $25 Tax: $4,229 (2024)Community: Sunrise Unit 2DSingle Family
Taxes:$4,229
Remarks: NEW PRICE – BEST VALUE IN WINTER SPRINGS! Seller motivated and ready to make a deal Welcome to 1171 San Blas Cove — a spacious 2- bedroom, 2-bath home offering 1,551 sq ft of comfortable living space on an oversized 16,000+ sq ft lot in desirable Winter Springs. With a functional open layout, abundant natural light, and a split-bedroom floor plan, this home offers both privacy and flexibility — ideal for first-time buyers, downsizers, or investors. Enjoy a large backyard with endless possibilities for entertaining, gardening, or creating your own private Florida oasis. The generous living areas provide great flow for everyday living and hosting guests. Low HOA (~$25/month) and convenient access to top-rated schools, shopping, dining, parks, and major roadways make this an exceptional opportunity in today’s market. Seller willing to consider concessions toward buyer closing costs or rate buy-down with strong offer. Homes at this price point in Winter Springs are moving — schedule your private showing today.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
203 WISE OWL WAY, WINTER SPRINGS, FL 32708
$599,90075 Days on yellowkey MLS ID: O6380678
REDUCED by $14,600 (2.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2531 Built: 2020Monthly Fee: $130 Tax: $6,177 (2024)Community: Tuskawilla CrossingsSingle Family
Taxes:$6,177
Remarks: HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor, you’ll find a guest bedroom and a full bathroom, offering flexibility for visitors or a home office. One of the standout features of this home? Outdoor living spaces galore! Enjoy not one, not two, but three screened-in patios — a cozy side porch off the living room, a private patio between the kitchen and garage, and an upper-level patio accessible from the loft — ideal for relaxing after a long day. Upstairs, you’ll find a generously sized loft, a large laundry room, and three more bedrooms, including the spacious primary suite. Located in the desirable Seminole County School District, this home is just minutes from the 417, making commutes a breeze. Don’t miss your chance to own this incredible home in Tuskawilla Crossings — schedule your private tour today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708
$822,80062 Days on yellowkey MLS ID: O6384155
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3512 Built: 2001Monthly Fee: $150 Tax: $12,732 (2025)Community: ParkstoneSingle Family
Taxes:$12,732
Remarks: Nestled at the end of a peaceful cul-de-sac within an exclusive gated community, this exceptional lakefront residence offers breathtaking water views and direct access from your own private dock. Just a short walk from the community pool, playgrounds, and tennis courts, this home perfectly blends tranquility with convenience. Boasting 5 bedrooms and 3.5 bathrooms, including two expansive primary suites, the layout is thoughtfully designed for both comfortable everyday living and effortless entertaining. Recent enhancements include luxury vinyl plank flooring throughout and fresh interior paint, creating a bright, modern, and move-in-ready ambiance. At the heart of the home, the open-concept kitchen showcases granite countertops, stainless steel appliances, and June 2024 upgrades including a new dishwasher, range hood, and electric range—ideal for hosting gatherings or enjoying quiet family meals. The main-level primary suite serves as a serene retreat, featuring a generous walk-in closet and sliding glass doors that open directly to the screened lanai. Step outside to your private oasis, where a sparkling pool and spa overlook the tranquil lake. Upstairs, you’ll find a spacious bonus room, three additional bedrooms, and a second primary suite complete with its own ensuite bath and walk-in closet—perfect for multi-generational living or long-term guests. The fully fenced backyard offers both privacy and charm, leading to a secluded wooded path that opens to a covered dock and deck. Equipped with an electric boat lift and ample space for relaxing, it’s the perfect setting to enjoy stunning lake views and unforgettable Florida sunsets. Additional highlights include a 3-car garage, a dual-zone A/C system (one unit replaced in 2022 and the second in 2025), and roof replaced in 2018, providing peace of mind and long-term value. Opportunities like this are rare—schedule your private showing today and experience the very best of lakefront living.
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$331,000141 Days on yellowkey MLS ID: O6364352
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
421 WOODCREST ST, WINTER SPRINGS, FL 32708
$550,00027 Days on yellowkey MLS ID: O6394375
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2374 Built: 1996Monthly Fee: $42 Tax: $3,295 (2024)Community: Winding Hollow Unit 2Single Family
Taxes:$3,295
Remarks: Under contract-accepting backup offers. Welcome to a home where smart technology, everyday comfort, and an unbeatable location come together in one exceptional package. Nestled on a beautifully landscaped corner lot in the highly sought-after Winter Springs/Tuskawilla area, this 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of function, style, and convenience — with room to grow thanks to a pool-planned backyard ready for your personal vision. Inside, you’ll find a home designed for modern living. The kitchen is outfitted with sleek LG appliances (2023), paired with a matching LG washer and dryer (2023) for a fresh, move-in-ready feel. A Kinetico® whole-house water filtration and soft water system ensures high-quality water throughout, while the energy-efficient GE hybrid heat pump water heater not only saves on utility costs but also helps keep the garage cooler — a practical bonus for Florida living. Tech-savvy buyers will appreciate the CAT 5e high-speed ethernet wiring and smart home features that make daily life effortless. Control your garage from anywhere with the brand-new Chamberlain Bluetooth-enabled opener (2025), and manage irrigation with ease using the Orbit wireless sprinkler system (2021), complete with internet-based weather forecasting. This home is also built for enjoyment and entertaining. Whether you’re hosting friends or relaxing after a long day, you’ll love the in-ceiling speaker system in both the garage and back lanai, plus a living room pre-wired for a premium Bose® surround sound experience. Additional highlights include refreshed attic insulation (2022) for enhanced energy efficiency and an insulated, hurricane-reinforced garage door, backed by a lifetime maintenance and repair agreement with Precision Door Service — offering both durability and peace of mind. Location truly seals the deal. Just minutes from SR 434, 417, Publix, and a wide array of shopping and dining options, this home places everything you need right at your fingertips while still offering the charm and appeal of one of Central Florida’s most desirable communities. Meticulously maintained and thoughtfully upgraded, this home delivers the lifestyle today’s buyers are looking for — smart, stylish, and ready to enjoy from day one.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708
$495,00052 Days on yellowkey MLS ID: O6386347
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1996 Built: 2002Monthly Fee: $150 Tax: $2,713 (2024)Community: Parkstone Unit 2Single Family
Taxes:$2,713
Remarks: Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall Christmas tree! Can you see it? You will also notice that the entire home has been freshly painted with the woodgrain tile downstairs and the plush new carpeting upstairs! The kitchen, future home for all those family and friends baking, has been updated with quartz countertops, soft close cabinets, lighting and a stainless steel refrigerator. Don’t like Florida water, well you’re in luck, this home comes with a whole house water filtration system! To add to that, the roof and gutters are only 2-3 years old. Replaced in 2023! The A/C is 2015 and has had annual maintenance performed. So you’re thinking that you like to be outside. Gotcha covered there too. This home has an oversized porch with a fenced in backyard that has a banana, avocado and papaya tree. You also have access to a pool, tennis/pickleball courts and a park. If walking trails are your thing, there’s one in the Oviedo/Lake Mary area. To top your day off, enjoy downtown Winter Springs that is only a mile away!! What else could you possibly ask for! This home really has everything and it’s waiting for you.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Susan Young (407-408-3533)
1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708
$865,00035 Days on yellowkey MLS ID: O6390916
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2660 Built: 1990Monthly Fee: $48 Tax: $5,093 (2024)Community: Glen Eagle Unit 2Single Family
Taxes:$5,093
Remarks: One or more photo(s) has been virtually staged. Nestled within the prestigious Glen Eagle community of Tuscawilla, this exceptional executive-style single-story custom home offers luxury, space, and an unbeatable location. Set along picturesque tree-lined streets, this 5-bedroom, 3.5-bath residence with a 3-car side-entry garage and additional gated parking (perfect for a boat) is designed for both comfortable living and effortless entertaining. From the moment you arrive, you’ll appreciate the freshly painted exterior (2025) and stunning new double entry doors, setting the tone for the quality and upgrades found throughout. Recent Upgrades Include: Brand new roof with 4 skylights over the covered patio (2025), Seven new sliding glass doors ($37,000) (2025), New front entry, garage, and service doors (2025), Two newer garage doors (approx. 2 years), Updated primary bathroom with quartz counters, seamless glass shower, and new cabinetry (2025), Replumbed (2015), Water heater (2023), Lennox 5-ton HVAC system with electric static filter & UV light (2020), LED ceiling lighting throughout. Step inside to a welcoming foyer that opens to formal living and dining rooms, creating an elegant first impression. The thoughtfully designed 3-way split floor plan ensures privacy and flexibility for any lifestyle. The primary suite spans the entire left wing of the home, offering a true retreat with a wall of brand-new sliding glass doors opening to the pool and covered patio. Enjoy tray ceilings, a spacious sitting area, and en-suite bath featuring marble flooring, new vanity with quartz countertop, a jetted tub, new seamless glass shower door, two walk-in closets and a large linen closet. At the heart of the home, the kitchen, designed by S & W Kitchens, features granite countertops, stainless steel appliances, a breakfast bar, built-in desk, wet bar, and a generous nook for casual dining. The kitchen flows seamlessly into the family room, highlighted by a marble wood-burning fireplace, custom built-ins, shutters, and a Bose sound system. The additional bedrooms are thoughtfully arranged: Three bedrooms and two full baths off the family room, including a Jack-and-Jill layout. Bedrooms 2 & 3 share the jack & jill bath with tub. Bedroom 4 can use the hallway bath which features a walk-in shower, granite counter, dual sinks, plenty of cabinets and also serves as a pool bath. A separate 5th bedroom with its own private sliding door entry—ideal for a home office, guest suite, or flex space. A convenient half bath for guests Step outside to your private backyard oasis featuring a screened-in pool with travertine deck, expansive covered lanai with four skylights, and a wet bar—perfect for year-round entertaining. The fully fenced yard adds privacy and functionality. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to 417, 426, and 434, as well as UCF, Siemens, Research Park, YMCA, Oviedo Medical Center, Oviedo Mall and Oviedo on the Park. Enjoy nearby parks, the 29-mile Seminole Trail, and optional memberships at Tuscawilla Country Club for golf, tennis, swimming, and social activities. Plenty of nearby restaurants and shopping. This home truly offers the perfect blend of space, comfort, and elevated Florida living
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Giambruno (407-765-6495)
1445 MT LAUREL DR, WINTER SPRINGS, FL 32708
$579,00049 Days on yellowkey MLS ID: O6381296
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2407 Built: 1982 Tax: $3,118 (2024)Community: Tuscawilla Unit 09-BSingle Family
Taxes:$3,118
Remarks: Under contract-accepting backup offers. This 4 bedroom, 3 bath home with a side entry two car garage, is located in the golf course community of Tuscawilla, and is sited on a large lot (almost .4 of an acre). There is a formal foyer and a formal living, dining and family room. The kitchen has a pass-through window above the double bowl stainless sink gives the cook access to easily serving meals on the brick covered porch. There is a closet pantry in the kitchen. There is a plumbing stub out below the window for a future summer kitchen. All appliances are included. The family room has a brick, wood burning fireplace. There are built-in shelves on either side of the fireplace. The ceiling has been finished in cedar. The primary bedroom is large and the primary bath area has a large shower with a newer shower enclosure.. There is also a mirrored walk-in closet. The interior of the home has recently been painted. New plumbing and light fixtures have been added and a new HVAC system installed. The hot water heater is new. The roof was replaced in 2019. There is a large covered back porch. The backyard is quite large and has several fruit trees and there is a storage shed on a concrete slab that is a great place for storing seasonal items. Mature landscaping. There are 5 ceiling fans throughout the house. The ceilings are vaulted in the family room, primary bedroom, and two of the auxiliary bedrooms. There is convenient shopping, a large array of restaurants, and major employers are located nearby. The beautiful and dramatic entrance to this Tuscawilla community creates a wonderful sense of arrival. This home has a versatile floorplan and is a great value. Outstanding family-oriented neighbors.
Listing is courtesy of: THE WILLIAMS REAL ESTATE CO (407-310-6980)
Listing Agent: Morris Williams, Jr (407-310-6980)
1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708
$625,00041 Days on yellowkey MLS ID: O6390266
1 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2441 Built: 1991Monthly Fee: $6 Tax: $2,804 (2025)Community: Winter SpgsSingle Family
Taxes:$2,804
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings, elegant crown molding, under cabinet lighting, multiple sliding glass doors bringing the outside into the home, custom blinds and window treatments, split bedroom plan, spacious bedrooms, and a striking glass-enclosed office that creates a unique and inviting workspace or flex space. The oversized deep side-entry garage provides ample room for vehicles, storage, or hobbies. Located on Howell Creek Drive, one of Tuscawilla’s most beloved streets, the neighborhood is known for its rolling hills, stunning custom homes, and the charming presence of local families of peacocks that make the area truly special. Major updates offer peace of mind, including a 2016 roof, 2023 HVAC system, and updated PEX plumbing. This distinctive home combines character, space, and location—making it a true Tuscawilla treasure.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Tanya Mcdonnell (407-625-2719)
1716 FOX GLEN CT, WINTER SPRINGS, FL 32708
$479,000148 Days on yellowkey MLS ID: O6362670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1889 Built: 2000Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Single Family
Taxes:
Tax Year:
Remarks: Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017) • Carrier HVAC (10/6/2021) • Exterior paint (11/18/2019) • Granite & quartz surfaces, maple wood cabinetry, travertine stone & tile details • Laminate bedroom flooring with upgraded padding • NEST thermostat with full app control • Schlage digital front-door lock with app control • Four installed Wyze interior cameras (app-controlled) • Lighted attic space with flooring for storage, accessible from garage The HOA is only $115/mo and includes: • Weekly yard maintenance (including hedges) • Lap pool, large hot tub, and workout room • Rentable clubhouse (small fee + refundable deposit) This is one of the most walkable and peaceful areas in Tuscawilla. Sam Smith Park is a 5-minute walk, Bear Creek Nature Trail is close by, and the Cross Seminole Trail is just 2.3 miles away. Convenient to everything: • Publix – 1 mile • Oviedo Mall, major highways (417), and restaurants – 2–5 miles • 7 miles to UCF • Orlando International Airport is a straight shot down 417 — 20–30 minutes depending on traffic. The seller will provide a home warranty.
Listing is courtesy of: RED CARPET REALTY FLORIDA (407-808-3663)
Listing Agent: Robert Knowles (407-808-3663)
523 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
$575,00069 Days on yellowkey MLS ID: O6381962
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2315 Built: 1996Community: Winding Hollow Unit 2Single Family
Remarks: Under contract-accepting backup offers. Step through grand double doors into this beautifully updated 4 bedroom, 3 bath pool home filled with natural light and thoughtful design. The bright, open living space features a cozy wood burning fireplace and panoramic views of the screened pool and deck, creating the perfect setting for everyday living and entertaining. The fully renovated kitchen shines with brand new quartz California style countertops, new 42 inch white shaker cabinets, double sinks, and a convenient indoor laundry room just steps away. Fresh interior paint gives the entire home a crisp, modern feel. Designed with a split floor plan for privacy, the spacious primary suite offers dual walk in closets, a relaxing garden tub, and a glass walk in shower. Bedrooms two and three share a full bath, while the fourth bedroom and third bath at the rear of the home serve perfectly as a private in law suite or guest retreat with easy pool access. Multiple sliding glass doors open to a covered, screened pool area with space for outdoor dining and grilling, ideal for enjoying Florida living year round. Roof 2014, AC 2012, and a new 40 gallon electric water heater in 2025. Located in desirable Winding Hollow, you are just minutes from the Cross Seminole Trail, Central Winds Park with new pickleball courts, dog park, sports fields, playgrounds, and year round community events. Easy access to UCF, Seminole State College, 417, 419, east coast beaches, and Orlando attractions makes this home both convenient and connected. Move in ready and designed for comfort, this one checks all the boxes.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sanjeev Malik (321-297-3009)
554 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$318,900227 Days on yellowkey MLS ID: O6342227
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1558 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Remarks: Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor plan allows you to entertain seamlessly in the family and dining rooms while staying connected in the kitchen. A convenient half bath on the first floor is perfect for guests. Tucked under the staircase, a cozy reading nook—offers a fun retreat or additional storage. Step outside to your relaxing patio, which backs up to a peaceful conservation area with no rear neighbors. The lush greenery and vinyl fencing on both sides create a sense of privacy, making it the ideal spot for your morning coffee. Upstairs, a versatile landing area provides space for a home office or workout corner. The laundry room is conveniently located on the second floor along with two spacious bedrooms, each featuring a private bath and walk-in closet. The sunlit master suite offers a true sanctuary with a large walk-in closet and private bath. The second bedroom also includes its own bath, making it perfect for a child, guest, or roommate. This home combines comfort, privacy, and location—ready for its new owner to move in and enjoy!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Lucilma Roman Llc (407-687-6682)
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