Location: Winter Springs
Do Not Show Listings
420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$365,00026 Days on yellowkey MLS ID: O6391976
REDUCED by $10,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1914 Built: 2007Monthly Fee: $298 Tax: $5,229 (2025)Community: Harbor WindsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,229
Elementary School: Winter Springs Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a chef-inspired kitchen boasting elegant granite countertops and a full suite of brand-new stainless steel appliances, perfectly positioned between a spacious family room and a separate formal dining room for effortless entertaining. The upper level serves as a private sanctuary, where all three bedrooms feature plush, new carpeting underfoot. The master suite is a true retreat, offering a spa-like bathroom with granite vanities, a separate walk-in shower, and a deep garden tub made for relaxation. Consistency in quality is found throughout, with granite finishes extending to the secondary bathroom as well. Perhaps the most captivating feature of this residence is its backyard, which backs up to a lush, peaceful greenspace, providing a quiet and scenic backdrop rarely found in townhome living. Beyond its aesthetic appeal, this home provides ultimate peace of mind with significant mechanical upgrades, including a brand-new AC system and a new water heater. Residents also enjoy access to a sparkling community pool area, perfect for cooling off on warm afternoons. Combining high-end finishes with a tranquil natural setting, this turn-key property is ready for you to move in and enjoy from day one.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
476 CLUB DR, WINTER SPRINGS, FL 32708
$285,00021 Days on yellowkey MLS ID: O6392856
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1995Monthly Fee: $520 Tax: $1,765 (2025)Community: Cypress ClubTownhouse
Taxes:$1,765
Elementary School: Highlands Elementary
Remarks: Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a 2020 A/C system, a full repipe completed in 2016, a 2016 water softener, and an electric water heater approximately 9 years old. Even better, a brand-new roof is currently being installed and is fully covered by the HOA—adding long-term value and convenience. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00026 Days on yellowkey MLS ID: O6391562
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Elementary School: Keeth Elementary
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Brittany Pride (407-721-0939)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$315,00046 Days on yellowkey MLS ID: O6384932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This beautifully maintained one story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of thoughtfully updated living space. Major improvements provide peace of mind, including a 50 year Rhino shingle roof installed in 2019, a 3.5 ton 14 SEER A C unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Inside, you’ll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul de sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
429 SHEOAH BLVD #1, WINTER SPRINGS, FL 32708
$185,000166 Days on yellowkey MLS ID: O6345119
2 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978 Tax: $2,805 (2024)Community: Baytree VillageCondo
Taxes:$2,805
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Stunning upgraded corner-unit with extra privacy and garden views! Enjoy wood-look flooring, an open kitchen with granite countertops, stainless steel appliances, bar area plus a wet bar with built-in wine cooler, perfect for entertaining. Plantation shutters throughout the living room, tinted windows, and a newer tankless electric water heater add comfort and efficiency inside the laundry area. Relax on the tiled screened patio, make use of the storage area on your 1st floor unit and enjoy low-maintenance living in a resort-style community with pool, tennis/pickleball courts, trails, playground, and water views. HOA covers exterior maintenance, roof, and common areas. Ask for the seller's provided list of upgrades and improvements.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Marielle Parra (321-279-9394)
422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708
$822,80053 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
Elementary School: Layer Elementary
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
$331,000132 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)
222 W PANAMA RD, WINTER SPRINGS, FL 32708
$320,00069 Days on yellowkey MLS ID: V4947103
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1978 Tax: $4,383 (2024)Community: Foxmoor Unit 2Single Family
Taxes:$4,383
Remarks: Well-maintained 3-bedroom, 2-bath home located in sought-after Winter Springs. This property offers a fully fenced backyard with a private pool, providing excellent privacy and space for outdoor entertaining. A brand-new roof will be installed adding value and peace of mind. Situated in a quiet, established neighborhood with no HOA restrictions. Conveniently located near local parks, shopping centers, dining, and major highways for easy commuting. Zoned for highly rated schools, all within a 3-mile radius. A great opportunity to own a home that combines comfort, location, and lifestyle.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Melissa Maldonado (646-943-4002)
421 WOODCREST ST, WINTER SPRINGS, FL 32708
$550,00018 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
$495,00043 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)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99920 Days on yellowkey MLS ID: S5146395
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $365 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$365
Elementary School: Eastbrook Elementary
High School: Oviedo High
Remarks: Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
648 FANNING DR, WINTER SPRINGS, FL 32708
$775,00081 Days on yellowkey MLS ID: O6375390
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3718 Built: 2012Monthly Fee: $98 Tax: $5,762 (2025)Community: Winter Spgs Village Ph 2Single Family
Taxes:$5,762
Remarks: NEW PRICE! Welcome to 648 Fanning Drive in Winter Springs, a beautifully maintained 5 bedroom, 4 bathroom home offering 3,718 square feet of thoughtfully designed living space, a highly functional triple split floor plan, and significant recent upgrades including a brand new roof installed in 2025 and a new HVAC system with integrated dehumidifier installed in 2024. Built in 2012, this spacious residence is ideal for multigenerational living and flexible modern lifestyles. The triple split layout allows for private bedroom wings, creating separation and comfort for family members and guests. A dedicated home office with double doors provides a quiet workspace, while the expansive bonus room offers versatility for a media room, playroom, fitness area, or additional living space. The three car garage adds valuable storage and everyday convenience. Interior finishes combine durability and style. The primary suite features wood look tile flooring and custom luxury closet built ins. Bedrooms two and three also include custom closet systems, and luxury plank vinyl flooring is installed in three guest bedrooms and the office. Ceiling fans are located in all bedrooms. The home is prewired for surround sound in the family room, bonus room, and rear patio, with speakers already installed in the family room. The open island kitchen serves as the heart of the home and flows seamlessly into the main living area. Features include 42" espresso cabinetry, granite countertops, stainless steel appliances including refrigerator, microwave, dishwasher, and range, under cabinet lighting, a walk in pantry, and a butler pantry with additional storage. The layout supports both everyday living and effortless entertaining. The laundry room includes a utility sink, convenient drop zone, and washer and dryer. Relax while taking in the tranquil pond views from the front porch and tree lined privacy from the screened rear patio. Located adjacent to the Seminole Trail, the home offers convenient access to walking and biking. Enjoy close proximity to highly regarded Seminole County schools including Layer Elementary, Choices in Learning (an A rated Charter Elementary school), Indian Trails Middle School, and Winter Springs High School. The location also offers convenient access to Seminole State College’s Oviedo campus and the University of Central Florida, providing excellent educational opportunities nearby. The neighborhood offers a welcoming community atmosphere with low HOA dues that provide access to the friendly community playground, pool, and clubhouse, creating wonderful spaces for recreation, relaxation, and neighborhood gatherings. Everyday essentials are approximately one mile away, including Publix, Crunch Fitness, Starbucks, UPS Store, Foxtail Coffee, Jersey Mike’s, and Huey Magoo’s, with Chick fil A and Wawa coming soon. Additional exterior features include a paver driveway and screened patio, gutters, double pane tinted windows, security system, termite bond, and in wall pest control system. This move in ready Winter Springs home delivers generous living space, functional design, major system updates, scenic views, access to desirable community amenities, and an exceptional location.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Amanda J Miller (321-303-9424)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00044 Days on yellowkey MLS ID: O6386661
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
563 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$339,90091 Days on yellowkey MLS ID: S5141632
3 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1602 Built: 2005Monthly Fee: $264 Tax: $2,259 (2024)Community: Barclay Reserve TwnhmsTownhouse
Taxes:$2,259
Remarks: Under contract-accepting backup offers. PRICE REDUCED FOR FASTER SALE!!! EXCELLENT PRICE FOR THIS AMAZING WATERfRONT TOWNHOUSE! Welcome Home!!! This beautiful & Spacious townhome in Winter Springs offers 3 ample bedrooms and 2 and a Half baths, brand new floors throughout AC and Water heater were replaced in 2025. the 1st floor, as well as brand new interior painting.The primary suite includes a large walk-in closet, double sinks, & a combination of tub & Shower. Enjoy the peaceful water view from your private, screened porch. There is plenty of visitor parking right in front of the home. This desirable community is conveniently located just 1/2 mile east of the 417 Expressway, Disney world, Malls, State Colleges, University of Central Florida, Cape Canaveral, the great Orlando area and tourist attractions.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Vicky Valdez, Llc (772-621-0121)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00019 Days on yellowkey MLS ID: O6393850
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1978 Built: 1995Monthly Fee: $162 Tax: $6,261 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$6,261
Elementary School: Lawton Elementary
Remarks: Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dianne Moore (407-494-7575)
1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708
$865,00026 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)
1502 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
$849,00039 Days on yellowkey MLS ID: O6387997
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2801 Built: 1990Monthly Fee: $48 Tax: $6,293 (2025)Community: Glen Eagle Unit 1Single Family
Taxes:$6,293
Remarks: Classic Tuskawilla Pool Home with Remodeled Kitchen and First Floor Primary Suite. Welcome to 1502 Eagle Nest Circle, a timeless two-story pool home located in the desirable Glen Eagle section of Tuskawilla, one of Winter Springs’ most established and sought-after planned communities. Known for its tree-lined streets, golf course lifestyle, and convenient Seminole County location, Tuskawilla offers parks, walking trails, and access to the private Tuskawilla Country Club golf course. This beautifully maintained four bedroom, two full bath, and two half bath home combines classic architectural charm with thoughtful modern updates and a layout designed for comfortable everyday living. A large covered front porch welcomes you into the home and immediately sets the tone for the warm, traditional feel found throughout. Inside, the main living areas feature wood-look ceramic tile flooring, abundant natural light, and plantation shutters throughout the home. The stunning remodeled kitchen is truly the heart of the home and features custom cabinetry, granite countertops, and a luxury appliance package including a ZLINE six burner gas range with double oven, under-counter microwave, ultra-quiet dishwasher, and a GE Profile 48-inch side-by-side refrigerator. Just off the kitchen is a cleverly designed laundry room, butler pantry, and appliance garage area discreetly hidden behind barn doors and finished with real butcher block countertops. The adjacent breakfast area features built-in bench seating and overlooks the screened pool. The primary bedroom suite is located on the first floor, offering privacy and convenience. The oversized spa-like bathroom includes dual vanities, a soaking tub, and a separate walk-in shower. Upstairs you will find three additional bedrooms and a spacious loft with built-in bookcases, ideal for a study area, office, or additional living space. The loft features engineered hardwood flooring, and the staircase showcases beautiful real wood steps that add warmth and character to the home. The family room features vaulted ceilings, a dramatic brick fireplace, and a built-in bar complete with a soft ice maker and wine refrigerator, creating a perfect space for entertaining. Step outside to your private Florida retreat featuring a screen-enclosed swimming pool and spacious patio ideal for relaxing or entertaining year-round. The pool is equipped with a solar heating system that allows for extended swimming enjoyment throughout the year. The home also features a side-entry garage that enhances the curb appeal and architectural presence of the property. Recent updates and improvements include a complete plumbing repipe completed in 2018, roof replacement in 2014, spray foam insulation in the attic for improved energy efficiency, a new downstairs air handler, a new pool salt generator, solar pool heating system, a new landscape lighting transformer, and brand-new carpeting in the bedrooms. Located within the desirable Tuskawilla community, residents enjoy access to the Tuskawilla Country Club golf course, nearby parks and recreational areas, walking and biking trails, highly rated Seminole County schools, and convenient access to shopping, dining, and major commuter routes. The Glen Eagle section of Tuskawilla is known for its classic homes, generous lots, and quiet residential setting.
Listing is courtesy of: ADAIR REALTY INC (407-476-1453)
Listing Agent: Dione Collier-Larkin (407-435-0079)
427 HORNBILL PL, WINTER SPRINGS, FL 32708
$495,00026 Days on yellowkey MLS ID: O6383252
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1778 Built: 1986Monthly Fee: $30 Tax: $1,766 (2025)Community: Tuscawilla ForestSingle Family
Taxes:$1,766
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Beautifully updated 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac, backing to serene conservation and offering a rare blend of privacy, space, and thoughtfully updated living. Inside, soaring ceilings and abundant natural light create an airy, open feel, highlighted by a dramatic floor-to-ceiling brick fireplace. Brand-new modern luxury vinyl plank flooring (Feb 2026) flows throughout, complemented by fresh interior paint, updated 6-panel doors, and upgraded baseboards and trim (Mar 2026) for a clean, cohesive look. The spacious first-floor primary suite offers a private retreat with abundant natural light and direct access to the pool area—perfect for morning coffee or evening relaxation. The en suite bathroom features dual vanities, a soaking tub, separate shower, and a walk-in closet, creating a comfortable and functional space designed for everyday living. The kitchen, renovated in 2009, combines timeless appeal and functionality with oak cabinetry and Silestone countertops, opening to a light-filled dining area that can also serve as a private office with French doors. Upstairs, additional bedrooms are bright and spacious, providing flexibility for family, guests, or work-from-home needs. Enjoy your own screened-in pool oasis with a freshly resurfaced pool and new textured deck (Jan 2026), all set against a peaceful conservation backdrop. Additional updates include a new pool exit door (Mar 2026), decorative blinds throughout (Mar 2026), an acrylic-coated garage floor (Mar 2026), and an 11-year-old roof. Offering a blend of thoughtful updates, flexible living space, and a prime cul-de-sac location, this home delivers comfort, style, and everyday livability.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Dennis Jones (407-721-6734)
1551 WARRINGTON ST, WINTER SPRINGS, FL 32708
$695,00027 Days on yellowkey MLS ID: O6391635
1 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2417 Built: 1994Monthly Fee: $42 Tax: $7,784 (2024)Community: Davenport GlenSingle Family
Taxes:$7,784
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BEAUTIFUL 4 Bedroom, 3 Bath, 2-Car Garage home with a POOL on a spacious .27 Acre CORNER LOT in Tuscawilla’s Sought-After DAVENPORT GLEN community! Pride of Ownership is clearly evident in this Fabulous, split-floor plan home, zoned for TOP-RATED schools – Oviedo High, Indian Trails Middle and Lawton Elementary and is located just steps from popular Sam Smith Park and 1 Mile from Tuscawilla Country Club! Highlights of recent updates include: BRAND NEW HVAC – 2026, NEW ROOF – 2019; HOUSE FULLY RE-PIPED & NEW WATER HEATER – 2018; POOL RESURFACED – 2025; POOL DECK RE-PAINTED 2026; POOL SOLAR PANELS ADDED in 2021; NEW POOL PUMP - 2021; UPDATED KITCHEN with GRANITE COUNTERS & NEWER STAINLESS APPLIANCES; TWO BATHROOMS UPDATED; NEW EXTERIOR PAINT 2020; NEW INTERIOR PAINT 2019; 5-YR TRANSFERABLE TERMITE BOND – 2026. You’ll appreciate this OVERSIZED LOT with NO REAR NEIGHBORS. Upon entering, you’ll admire the VOLUME CEILINGS & ABUNDANT LIGHT. The Family Room, Kitchen, Breakfast Nook & Primary Bedroom all have have a great view of the SPARKLING POOL & LANAI. The kitchen is open to the Family Rm and features SOLID WOOD CABINETRY, GRANITE COUNTERS, NEWER APPLIANCES, a built-in Breakfast Bar & a stylish Tile Backsplash. The Primary Bedroom Suite is on the right side of the house shortly after you enter and features a picturesque Sitting Area surrounded by lovely Bay Windows. There’s plenty of storage with a walk-in closet as well as a second closet. The EN-SUITE BATH features NEWER ELECTRIC ROLLER SHADES, DUAL SINKS with a makeup/vanity area in between, a Spacious GARDEN TUB, a separate shower, separate commode area and lovely Glass Block to let in natural light while keeping privacy. The smartly-designed plan features three spacious bedrooms on the other side of the house, as well as two UPDATED BATHS including a Pool Bath. You’ll appreciate the dedicated interior Laundry Room with a Utility Sink and closet; plus, the Washer & Dryer are included! Outside is a generous-sized, screen-enclosed LANAI & GLISTENING POOL, with a HUGE 30x10 FT COVERED area with plenty of room for a Summer kitchen. There’s a separate Brick Patio area, perfect for a grill, umbrella or picnic table and the spacious back yard features updated landscaping & outdoor lighting and offers plenty of room for outdoor activities and fun! This home comes complete with gutters as well as an automatic sprinkler system and backyard landscape lighting. This wonderful home is MOVE-IN READY and comes with ALL THE MAJOR SYSTEM UPGRADES already done! It’s located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in the heart of Tuscawilla, close to several parks, the 29-mile Cross-Seminole Trail & is within one mile of the Tuscawilla Country Club where Golf, Tennis & Social memberships are available at this beautiful, renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. Don’t delay in calling for your PRIVATE SHOWING of this Fabulous Florida home!
Listing Agent: Diane Sterling (407-761-0512)
1445 MT LAUREL DR, WINTER SPRINGS, FL 32708
$579,00040 Days on yellowkey MLS ID: O6381296
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)
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