Location: Winter Springs , 32708
Do Not Show Listings
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00028 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,390
Elementary School: Keeth Elementary
High School: Winter Springs High
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
$315,00048 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
Elementary School: Winter Springs Elementary
Tax Year: 2025
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)
422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708
$822,80055 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
$331,000134 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
Elementary School: Highlands Elementary
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
$550,00020 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
$495,00045 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
Elementary School: None
High School: None
Middle School: None
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)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00046 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
$339,90093 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
$519,00021 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
High School: Oviedo High
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
$865,00028 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)
1551 WARRINGTON ST, WINTER SPRINGS, FL 32708
$695,00029 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 is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
1445 MT LAUREL DR, WINTER SPRINGS, FL 32708
$579,00042 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
$625,00034 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)
618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708
$374,90047 Days on yellowkey MLS ID: O6385028
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1771 Built: 1985Monthly Fee: $106 Tax: $5,066 (2025)Community: GreenspointeSingle Family
Taxes:$5,066
Remarks: Move in Ready home in Greenspointe section of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back. New Tile Roof 2017, New A/C. Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
1716 FOX GLEN CT, WINTER SPRINGS, FL 32708
$479,000141 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
$575,00062 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
$318,900220 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)
326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708
$386,90030 Days on yellowkey MLS ID: S5144978
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1622 Built: 2013Community: Jesups Reserve Twnhms RepTownhouse
Remarks: Beautiful three-story townhome offering 3 bedrooms and 3 full bathrooms, thoughtfully designed for comfort, privacy, and flexible living. A unique multi-level layout features one bedroom and full bathroom on each floor, making it ideal for guests, multi-generational living, or working from home. The second-floor bedroom with French doors creates a bright and inviting space, perfect as an office or lounge. The top level showcases a spacious primary suite complemented by a loft area, ideal for a home office or sitting space, along with two walk-in closets providing ample storage. Enjoy open and welcoming living areas, a well-appointed kitchen, and natural light throughout the home. Recent updates include A/C, washer and dryer, and a garage door opener (2025), offering added value and peace of mind. The home also features a modern all-in-one washer and dryer unit for added convenience. Conveniently located near shopping, dining, gyms, and major highways for easy commuting. Move-in ready and a fantastic opportunity to own a well-maintained home with a versatile layout in a desirable location.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Debbie Clavell (321-274-2024)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00042 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1934 Built: 1996Community: Greenbriar Sub Ph 2Single Family
Remarks: Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those cozy winter nights. Bedroom 3 is currently used as a home office and includes a Murphy bed, making it perfect for guests without giving up your work space. You’ll love the low-maintenance lifestyle here—the HOA handles the lawn care—and you’re also close to the Cross Seminole Trail, ideal for biking, walking, and getting outside whenever you feel like it. And here’s the big bonus: an enclosed Florida room (approx. 693 sq ft) that is NOT included in the recorded/MLS square footage—a huge flex space for entertaining, a playroom, hobby zone, home gym, or just spreading out and enjoying life. Tuscawilla is a Golfcart community, so bring your golfcart and meet at the park. ~Located conveniently 55 minutes from the beach and amusement parks.
Listing Agent: Laura Leigh Wood (407-310-4908)
1096 DYSON DR, WINTER SPRINGS, FL 32708
$624,900322 Days on yellowkey MLS ID: S5127598
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1882 Built: 1971Community: Winter SpgsSingle Family
Remarks: Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!
Listing Agent: Lorena Cabal Ospina (321-348-7315)
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