Between $400,000 - $500,000 Winter Springs FL Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ Wedgewood Unit 2 SubDv. ⋅ 32708 Zip Code

Welcome to 955 Wedgewood Dr, a beautifully renovated home in Winter Springs, FL, with the big-ticket items already taken care of: a brand-new HVAC system (2026), a new water heater (2026), and a roof replaced in 2019. Every inch of the interior has been thoughtfully updated with high-end finishes, including new flooring throughout, new appliances, designer showers, custom cabinetry, upgraded hardware, and stylish vanities. This inviting residence has 1,640 square feet of comfortable living space, providing ample room for a variety of lifestyle needs. Situated on a 0.127-acre lot, the property features a manageable outdoor area great for enjoying the Florida sunshine. Inside, the home features two bedrooms, offering plenty of space for rest and relaxation. The layout is designed to maximize functionality and comfort, making it a welcoming place to call home. With its convenient location in Winter Springs, residents can enjoy the benefits of a vibrant community with easy access to nearby amenities.

955 Wedgewood Drive, Winter Springs

$449,000

3 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Updated home on nearly half an acre in Tuscawilla, with no HOA. Mature oaks shade the front yard, a circular paver driveway leads to the front door, and the 2-car garage is side-entry with extra parking. Inside, the open living, dining and kitchen area sits under vaulted ceilings with exposed white beams. The living room has a natural stone fireplace, a full built-in bookshelf and recessed lighting. The kitchen was recently fully remodeled: white shaker cabinets, quartz countertops, an oversized peninsula with drawer storage, Samsung stainless appliances including a double-oven range, a herringbone tile backsplash, matte black hardware, pendant lighting and a large pantry. The primary suite has sliding doors to the back porch, a walk-in closet, a double vanity and a travertine walk-in shower. The remodeled secondary bath has a double vanity with quartz and a subway-tiled tub/shower. Engineered hardwood floors and new baseboards run throughout, and the secondary bedrooms and bathroom have solid core doors and custom closet doors. The big-ticket items are done: roof replaced in 2022, a tankless water heater less than a year old, repiped plumbing and a re-stuccoed front exterior. Out back, a screened porch runs the length of the house and overlooks a huge backyard with a vinyl privacy fence, mature trees and a playset that stays with the home. The washer and dryer are in the garage. Zoned for Keeth Elementary, Indian Trails Middle and Winter Springs High.

111 Tarpon Circle, Winter Springs

$449,900

3 Beds ⋅ 2 Baths ⋅ Sunrise Estates Unit 5 SubDv. ⋅ 32708 Zip Code

VR tour available. Seller offering up to $19,120 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom, 2-bath pool home in Winter Springs' established Sunrise community with the big-ticket items already handled: new roof (2026), new HVAC (2026), a new water heater (2026) and a whole-house repipe replacing the original polybutylene plumbing. A just-completed refresh adds fresh interior paint, stucco repairs with fresh exterior paint, new LED lighting and fixtures, new interior doors and door hardware, a new exterior light, and refreshed landscaping with fresh mulch. The kitchen features new white shaker soft-close cabinets, new Sparkling White quartz countertops, a new pull-out faucet and garbage disposal, and a new Whirlpool stainless steel range and dishwasher with a new stainless microwave. The primary bath adds a new white shaker vanity with a quartz top, a new toilet, faucet, mirror, vanity light and medicine cabinet, a retiled shower and a refinished tub, and the second bath a new vanity with a quartz top, toilet, faucet, mirror, vanity light and medicine cabinet, plus a reglazed tub and surround with new tub and shower trim. The single-story split-bedroom floor plan offers 1,524 SqFt with laminate flooring in the living areas and bedrooms, tile in the kitchen and baths, and no carpet anywhere. It includes a living room with a fireplace, a family room, a primary suite with a walk-in closet, and an attached 2-car garage with a new smart belt-drive opener with battery backup and a new steel garage entry door. Out back, sliding glass doors open to a covered lanai and a screened pool, just serviced, in a fenced backyard on a 0.22-acre lot. $336 annual HOA and no CDD. Conveniently located near shopping, dining and schools, with easy access to SR-417. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

1056 Condor Place, Winter Springs

$500,000

3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully designed, newly constructed 2026 END-UNIT townhome in the desirable Hickory Grove community of Winter Springs, Florida. Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,704 square feet of living space, this two-story residence combines modern style, functionality, and low-maintenance living. Step inside the 8’ entryway door to find a bright and airy living space featuring a contemporary kitchen equipped with stainless steel appliances, recessed lighting, 18” tile, and a large breakfast bar, making it ideal for entertaining and everyday living. This Sofia Model by Mattamy Homes features a thoughtfully designed floor plan with a FIRST FLOOR PRIMARY SUITE abundant with natural light, a generous walk-in closet, and a private en suite bathroom complete with dual vanity sinks and a spacious walk-in shower. Upstairs, you will find two additional bedrooms, a guest bathroom, and a versatile loft providing a flexible space that would be ideal for a home office or media room. Additional highlights include high ceilings, an in-home laundry room (located on the first floor), custom plantation shutters, a smart thermostat, a rear entry 2-car garage complete with shark floor coating, a covered screened-in lanai, and a covered front porch with views of Veterans Memorial Park. Residents of Hickory Grove also enjoy community amenities, including a community resort-style swimming pool, playground, and dog park. The HOA also covers exterior maintenance, internet, and landscaping. This home is conveniently located near Winter Springs Town Center and offers access to SR-434 and SR-417, as well as shopping, dining, parks, walking trails, and the Seminole County Public School District, which is widely ranked #1 in Central Florida. Don’t miss this opportunity to enjoy maintenance-free living and make this beautiful townhome your new home!

161 Bear Springs Drive, Winter Springs

$440,000

3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home in the sought-after Fox Glen neighborhood at Chelsea Parc in Tuscawilla. With 1,701 square feet, a split floor plan, and low monthly dues that cover lawn maintenance plus access to a community pool, fitness area, and clubhouse, it offers easy living in a well-kept Seminole County setting close to parks, highly regarded schools, and major highways. A paved driveway and walkway lead to a new glass front door. Inside, tile runs through the main living areas, while the bedrooms feature engineered wood floors. High ceilings, a transom window, and views to the backyard keep the living and dining space light, bright, and open. Built-in shelves add practical storage, and French doors with built-in blinds open to a screened, covered porch with a ceiling fan. The updated kitchen includes refreshed cabinets, Corian counters, and stainless steel appliances. A small breakfast bar with pendant lighting sits beside an eat-in area with plantation shutters and windows overlooking the backyard. The primary suite has a large walk-in closet with built-in shelving and an updated en-suite bath with a walk-in shower finished in attractive tile, a dual-sink vanity with a makeup desk area, quartz counters, updated lighting and mirrors, and a separate linen cabinet. Both secondary bedrooms are comfortably sized, with ceiling fans and engineered wood floors. One has a standard closet; the other has French doors and a small walk-in closet and could easily serve as a den. The second full bath offers a tub/shower combination, granite vanity counters, and updated mirror and lighting. The private backyard is enclosed by a white picket fence. An indoor laundry room includes a closet, built-in cabinets, and a washer and dryer. The two-car garage has pull-down stairs to the attic, and the roof was replaced this year. Move-in ready and low-maintenance, this home blends updated finishes with the convenience of a cared-for Tuscawilla community.

1519 Woodsglen Drive, Winter Springs

$489,000

3 Beds ⋅ 3 Baths ⋅ Tuskawilla Crossings 34'S SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to Tuskawilla Crossings! Discover the perfect blend of comfort, style, and convenience in the heart of Winter Springs. Built by Lennar Homes in 2019, this beautifully maintained home offers modern finishes, thoughtful upgrades, and an exceptional location within the desirable Tuskawilla Crossings community. Step inside to a bright, welcoming interior featuring luxury vinyl plank flooring throughout and an open-concept main living area designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly into the modern kitchen, complete with a large quartz island, upgraded cabinetry, and plenty of workspace for cooking and gathering. A convenient guest half-bath completes the first floor. Upstairs, a spacious hallway leads to a generously sized primary suite featuring a walk-in closet, along with two additional well-appointed bedrooms and a convenient laundry room. Natural light fills the home, enhanced by custom retractable window shades that provide both style and privacy. Step outside and enjoy one of the home's standout features—a private backyard with no rear neighbors! The fully fenced yard offers plenty of room for outdoor entertaining and relaxation, while the covered patio creates the perfect space for enjoying your morning coffee or hosting friends and family. A covered walkway leads directly to the oversized rear-entry garage, adding both convenience and functionality. Life at Tuskawilla Crossings offers an impressive array of community amenities, including a community pool, dog park, playground, clubhouse, and covered pavilions with cookout areas. Nature lovers will appreciate being within walking distance of the nearby nature trail, making it easy to enjoy the outdoors right from home. And the location is hard to beat! With quick and convenient access to the 417, you'll have an easy commute and be just minutes from an abundance of shopping, dining, entertainment, and everyday conveniences—many within a 10-minute drive. Beautifully maintained, move-in ready, private, and ideally located—this Tuskawilla Crossings home offers the lifestyle you've been looking for. Come see it for yourself!

154 Wooded Vine Drive, Winter Springs

$449,000

4 Beds ⋅ 2 Baths ⋅ Hollowbrook Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to 3600 Biscayne Drive in the delightful Hollowbrook neighborhood of Winter Springs. This roomy corner-lot home offers 4 bedrooms, 2 full baths, a versatile den/flex space, and an enclosed Florida room. The kitchen opens to the living room, perfect for entertaining, with extra bar seating for guests. The spacious living room features a cozy fireplace for chilly evenings. The primary bedroom has direct access to the Florida room, and the renovated primary bathroom adds a touch of elegance with a large walk-in closet. The den/flex space is ideal for working from home, while the fenced backyard off the Florida room provides privacy. The roof was installed in 2013. Zoned for Lake Howell High—Go Silver Hawks!

3600 Biscayne Drive, Winter Springs

$485,000

5 Beds ⋅ 4 Baths ⋅ The Highlands Sec Four Tracts A & B Rep SubDv. ⋅ 32708 Zip Code

Welcome to this beautifully updated home, with it's own IN-LAW SUITE, tucked away on a quiet cul-de-sac in Winter Springs! The first floor offers plenty of room to spread out, featuring a sunken living room, cozy fireplace, and formal dining area. This living space opens to the large fully fenced backyard. The kitchen has been updated with bright & light cabinets, countertops, stainless steel appliances, and right off the kitchen is a screened covered porch with access to the backyard. Through the laundry room, is the garage which has been thoughtfully converted into a private 1 bedroom, 1 bathroom in-law suite with its OWN ENTRANCE. This space has been beautifully done and features its own kitchen with a stove, microwave, and refrigerator, and it's own AC unit. You can access the in-law suite from inside or outside the home, depending on how you'd like to use the space. Whether used as an in-law setup, guest space, home office, or additional flex space, it gives the home versatility that is hard to find. Upstairs, is the primary suite with an en-suite bathroom and generous closet. Off the primary suite is a spacious balcony, just in time for Florida's great fall weather! Three additional bedrooms and a full guest bathroom provide plenty of space for family, guests, or working from home. Conveniently located in Seminole County with easy access to Winter Springs Town Center, Longwood, Lake Mary, Altamonte Springs, SR 434, US 17-92, and I-4, making getting around Central Florida easy. If you've been looking for a home with extra space and possibilities beyond the traditional floor plan, this one deserves a look! The Highlands neighborhood features a great community pool and tennis courts/pickleball courts, as well as beautiful nature trails and stately historic trees.

627 Clearn Court, Winter Springs

$499,900

3 Beds ⋅ 2 Baths ⋅ Parkstone Unit 4 SubDv. ⋅ 32708 Zip Code

Beautiful 4-bedroom POOL home with awesome pond front in the exclusive gated community of Parkstone! Formal Living, Dining, and Family rooms. Spacious eat-in kitchen with stainless steel appliances. Large owner's suite with huge closet and elegant garden tub and separate shower. High ceilings and tile flooring throughout house. One story home. New AC. Laundry room. Covered screened-in back porch with POOL and stunning view of the pond. 2 car garage. Roof about 5 years old. HOA mows yard. House is on a CUL-DE-ac so very quiet. Enjoy the community pool, splash pad, tennis courts, playground, and fishing pier. Near the Seminole Trail for biking and walking as well as Central Winds Park/dog park. Good schools. Great location. Must See!

1013 Walnut Creek Cove, Winter Springs

$490,000

4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 855 Benchwood Drive in Winter Springs, a spacious 4-bedroom, 3-bathroom home situated in the established Oak Forest community. Offering approximately 2,268 square feet of living space, the home features an open floor plan designed to bring the main gathering areas together while providing flexibility for everyday living and entertaining. One of the four bedrooms is currently used as a home office, creating a dedicated workspace that can easily adapt to other needs. The interior offers generous living areas filled with natural light, along with a functional connection between the kitchen, dining, and main living spaces. The bedrooms provide plenty of room for family and guests, while three full bathrooms add convenience throughout the home. The flexible office can also serve as a guest room, hobby space, or additional bedroom as needed. Outside, the backyard is designed for enjoying the Florida lifestyle with a private in-ground pool and spa, surrounded by an expansive pool deck with plenty of space for lounging and entertaining. A covered patio provides a shaded area for outdoor dining and relaxing, while mature landscaping adds character to the outdoor setting. Public listing records also note the property sits on approximately 0.37 acre, providing additional yard space around the outdoor living areas. Located in Oak Forest, the home is close to neighborhood recreation, including Trotwood Park, as well as shopping, dining, and everyday conveniences throughout Winter Springs. The location also provides convenient access to Tuskawilla Road, SR 434, SR 417, and I-4, making surrounding Seminole County and Greater Orlando destinations easily accessible.

855 Benchwood Drive, Winter Springs

1120 Dappled Elm Ln Lane, Winter Springs

$419,900

3 Beds ⋅ 2 Baths ⋅ Wedgewood Unit 3 SubDv. ⋅ 32708 Zip Code

LOCATION! LOCATION! LOCATION! Perfectly maintained Move-In ready home is situated on a quite cul-de sac in the Wedgewood Golf Villas in Tuscawilla. Top rated golf course in the area! Home contains 3-bedrooms, 2-full baths, open floor plan with attached 2 car garage with workbench Covered breezeway is located between the home and garage for additional area to relax. Living and dining areas under beautiful, vaulted wood ceilings with rock faced fireplace. Large back screened patio overlooks the nicely appointed garden area. Large open kitchen / dinette area with sliding door leading to front porch. Offers a comfortable layout with sliding glass door leading out to private patio courtyards from all three bedrooms as well as the dining room. Primary bedroom contains a large a walk in closest. ROOF IS 2018 / KITCHEN APPLIANCES UPDATED IN 2017. Washer and Dryer included. Very convenient location in Tuscawilla / Winter Springs area close to golf courses, shopping, hospitals, restaurants, county and state parks. 30 - 45 minutes to UCF, Rollins College, International airport, downtown Orlando, Winter Park and Sanford. 1 hour to the Atlantic beaches. Call today to schedule your tour!

1120 Dappled Elm Ln Lane, Winter Springs

$465,000

3 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 02a SubDv. ⋅ 32708 Zip Code

Picture coming home to more than a third of an acre in Winter Springs, where the trees are tall and the pace slows the moment you arrive. At its heart is a beautifully renovated kitchen, designed for slow Sunday breakfasts, weeknight dinners that turn into long conversations, and gatherings that naturally drift toward the counter. All three bedrooms are upstairs, apart from the main living areas, so evenings downstairs stay lively while rest upstairs stays peaceful. Some of the most valuable upgrades are the ones you never have to think about. The roof was replaced in 2023, so you can settle in with confidence. The oversized two-car garage has room for vehicles, storage, a workshop, or the home gym you've been planning. Outside, the generous lot is a rare find in this area. There's room for a garden, play, a future pool, or simply quiet mornings with nothing but the sound of the trees. Everyday conveniences, top-rated Seminole County living, and easy access to the greater Orlando area are all close at hand.This is the kind of home that doesn't just fit your life. It makes room for the one you're building. Connect with us to learn about our preferred lender incentives, and let us help make your move to Winter Springs both elevated and effortless.

45 Hayes Road, Winter Springs

$450,000

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2a SubDv. ⋅ 32708 Zip Code

Welcome to a home that blends inviting indoor spaces with an incredible backyard retreat in the heart of Winter Springs. This 3-bedroom, 2-bathroom home offers 1,652 square feet of comfortable living space and a 2-car garage, with a layout designed for both everyday living and entertaining. From the moment you enter, the open floor plan draws you into the heart of the home, where the living room, dining area, and kitchen come together around a gorgeous stone fireplace. Two separate sets of French doors flood the space with natural light and open directly to the backyard, creating an effortless connection between indoor and outdoor living. The kitchen is both stylish and functional, featuring solid wood, soft-close cabinetry, a modern tile backsplash, stainless steel appliances, and generous counter space. Granite countertops are featured throughout the home, adding a cohesive and polished touch to the living spaces. The spacious primary suite offers a relaxing retreat with an en-suite bathroom, barn door entry, and walk-in shower. The additional bedrooms provide plenty of space for guests, an office, or whatever fits your lifestyle. Outside, the backyard takes center stage. A covered patio overlooks the firepit area and hot tub, creating a fantastic setting for morning coffee, evening gatherings, or relaxing under the Florida sky. The exterior was freshly painted in 2025. Ideally located near major highways, schools, restaurants, shopping, and area lakes, with convenient access to Orlando, this Winter Springs home offers the space, setting, and location to truly enjoy Central Florida living. Mortgage savings may be available for buyers of this listing.

1044 Forest Circle, Winter Springs

$410,000

3 Beds ⋅ 2 Baths ⋅ Foxmoor Unit 1 SubDv. ⋅ 32708 Zip Code

Welcome to 205 Inkwood Court, a spacious three-bedroom, two-bath pool home with a versatile bonus room, centrally located in Winter Springs. Situated on an oversized lot at the end of a cul-de-sac, this home offers an excellent combination of space, privacy and comfort. The thoughtfully designed interior features a formal living room, a separate entertaining room with a welcoming fireplace and a flexible bonus room ideal for a home office, playroom or guest space. Both bathrooms have been recently updated. Outside, an expansive covered patio overlooks the screened-in pool and lanai, creating the perfect setting for year-round entertaining, outdoor dining or relaxing with family and friends. The spacious, fully fenced backyard provides additional privacy and plenty of room to enjoy the Florida lifestyle. Schedule your private showing today!

205 Inkwood Court, Winter Springs

1010 W Pebble Beach Circle, Winter Springs

$499,999

3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 1 SubDv. ⋅ 32708 Zip Code

Here it is all together with clear paragraph breaks. No extra chatter. Welcome to 1010 W. Pebble Beach Circle, tucked away in the desirable Country Club Village of Tuscawilla. From the moment you step inside, the home feels bright, open, and full of character, with soaring vaulted ceilings, exposed wood beams, skylights, and a striking stone fireplace anchoring the main living space. Updated laminate flooring flows through the spacious living and dining areas, while the kitchen features granite countertops and stainless appliances. A major highlight of the home is the first-floor primary suite, complete with a private bath and walk-in closet, offering added convenience and privacy. Upstairs, secondary bedrooms each enjoy their own balcony, creating little retreats for family or guests. The oversized screened and covered rear lanai feels like a true extension of the home, perfect for relaxing or entertaining year-round. Multiple private courtyards and mature landscaping add to the overall sense of privacy and charm. And With a 2022 AC, updated plumbing, water softener, and low-maintenance HOA care, this home offers comfort today and peace of mind for the future. All just minutes from Tuscawilla Country Club, Trotwood Park, trails, and great local dining.

1010 W Pebble Beach Circle, Winter Springs

$439,900

3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 23a SubDv. ⋅ 32708 Zip Code

Virtually Staged. YOUR OPPORTUNITY IS ABOUT TO BE GONE! Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

288 Ringwood Drive, Winter Springs

$415,000

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2b SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Nestled in the desirable Oak Forest at Tuscawilla community, this 3 bedroom, 2 bathroom home is located near local parks, trails, shops, restaurants, and highly rated Seminole County schools. Inside, a spacious, open floor plan flows effortlessly between the living and dining areas, elevated throughout by custom crown molding and rich wood detailing that add a timeless, tailored feel rarely found at this price point. The lovely kitchen anchors the home with a center island and breakfast bar, perfect for casual meals or entertaining guests. The primary suite offers a peaceful retreat with a generous walk-in closet, while the additional bedrooms are equally impressive, each offering generous space and an abundance of natural light. The home also features a brand NEW roof (2026). Outside, a screened patio invites year-round outdoor living, and an attached 2 car garage completes this beautiful Winter Springs residence.

1067 Chokecherry Drive, Winter Springs

$499,000

3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code

Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs

$479,900

4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code

Virtually Staged. Short Sale. Live the Florida lifestyle in the beautiful gated community of Parkstone! This 4-bedroom, 3-bath pool home offers the perfect combination of comfort, convenience, and resort-style living. Spend sunny afternoons relaxing by your own private screened pool, enjoy morning walks or bike rides along the nearby Cross Seminole Trail, or take advantage of Parkstone’s community pool, tennis and volleyball courts, playgrounds, and lakefront dock on Lake Jesup. Even better, lawn care is included through the HOA, giving you more time to enjoy everything the community has to offer. Inside, the open and inviting layout is designed for both everyday living and entertaining, with spacious gathering areas and easy access to the covered outdoor living and pool area. A downstairs bedroom and full bath provide flexibility for guests, a home office, or multigenerational living, while the spacious primary suite upstairs creates a comfortable private retreat. The home has also been thoughtfully cared for with approximately $5,000 invested in new gutters and an extensive underground drainage system, including underground downspouts and dual French drains. Approximately two tons of river rock, a side-yard walkway, refreshed landscaping in 2026, and refreshed tile grout in all three bathrooms add to the home’s move-in-ready appeal. Whether it’s coffee by the pool, an evening walk through the neighborhood, a bike ride on the trail, or a day enjoying the community amenities, 909 Devon Creek offers more than a home—it offers an easy, active Florida lifestyle.

909 Devon Creek Road, Winter Springs

$486,900

4 Beds ⋅ 3 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla SubDv. ⋅ 32708 Zip Code

Welcome to this beautiful 4-bedroom home in the heart of Tuscawilla! This well-appointed home offers a comfortable and versatile floor plan with a primary bedroom conveniently located on the main floor. Upstairs, you'll find three additional bedrooms and a spacious loft-perfect for a reading area, sitting room, home office or additional living space. Relax and enjoy the peaceful private garden views from the enclosed patio, creating a wonderful space for morning coffee, entertaining or simply unwinding at the end of the day. Property amenities include a large community pool, jacuzzi, fitness room and clubhouse. Enjoy an exceptional Tuscawilla location near Tuscawilla Country Club, Bear Creek Nature Trail, Sam Smith Park, Trotwood Park and just minutes from the Oviedo Mall and Oviedo on the Park offering a variety of dining, shopping and entertainment options. The home is located within the highly regarded Seminole County Public Schools, an A-rated school district and minutes from University of Central Florida. Conveniently located in Central Florida, approximately an hour from Walt Disney World, Universal Studios and many of Florida's beautiful beaches making this an ideal location for enjoying everything the area provides. Come see why this Tuscawilla home is the perfect combination of comfort, location and convenience!

1610 Fox Glen Court, Winter Springs

$439,900

3 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code

Welcome home to this beautifully maintained 3 bedroom, 2.5 bathroom pool home tucked away on a quiet, well mainicured Winter Springs Street, where pride of ownership shines. Designed with entertaining in mind, the spacious great room features a wood burning fireplace and overlooks the backyard oasis, complete with a fully paved pool deck, bar area, and entertaining garden, an incredible space for relaxing or hosting family and friends. Inside, you'll find new luxury vinyl flooring (2026), updated bathrooms, and a cersatile third bedroom featuring a murphy bed and built-ins, perfect for guests, a home office or both. Major improvements include a NEW ROOF (2023), insulated impact windows, and new gutters. And there's NO HOA! Enjoy the freedom of home ownership along with a fantastic Winter Springs location convenient to restaurants, shopping, SR 417, and I-4, plus highly regarded Seminole County Schools.

625 Pearl Road, Winter Springs

$409,000

3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code

Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs

$424,900

3 Beds ⋅ 2 Baths ⋅ Fox Glen At Chelsea Parc Tuscawilla Ph 2 SubDv. ⋅ 32708 Zip Code

Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your evenings and weekends. Best of all, lawn maintenance is taken care of by the HOA, giving you more time to enjoy your home and community. Residents also have access to wonderful community amenities, including a beautiful clubhouse, swimming pool, jacuzzi, and fitness room. Conveniently located short distance to Sam Smith Park and just a short drive from shopping, dining, and Oviedo Mall, this home offers an excellent combination of comfort and convenience. The property is also located in an area known for highly rated Seminole County schools. Don't miss the opportunity to make this beautiful Winter Springs home your next home!

1714 Fox Glen Court, Winter Springs

$490,000

4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code

Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs

1162 E Winged Foot Circle, Winter Springs

$425,000

3 Beds ⋅ 2 Baths ⋅ Country Club Village Unit 2 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath POOL home nestled on a quiet, tree-lined street in the highly sought-after Country Club Village of Tuscawilla. This inviting home offers a versatile floor plan ideal for both everyday living and entertaining, with volume ceilings, abundant natural light, and attractive, low-maintenance tile and luxury vinyl plank flooring throughout. The spacious living and dining areas provide wonderful flexibility and can easily be arranged to complement your lifestyle. At the heart of the home, the kitchen overlooks the dinette and family room and features stainless steel appliances, ample prep and storage space, pull-out drawers, a built-in pantry and built-in wine rack. Its thoughtful location also offers possibilities to open or expand the kitchen toward the rear of the home, creating an even greater connection to the outdoor living and pool area. A charming greenhouse window in the dinette is perfect for growing fresh herbs or displaying your favorite plants. The spacious owner's suite provides a relaxing retreat with direct access to the back porch, a beautifully updated shower and vanity with granite countertop, an oversized window overlooking the atrium, and generous closet space. Two sizable secondary bedrooms are located toward the front of the home, with one offering direct access to the charming atrium. Step outside and enjoy your morning coffee or unwind at the end of the day on the private back patio overlooking the sparkling pool and hot tub, all tucked behind a privacy wall to create your own peaceful outdoor retreat. The pool screen was replaced in 2022 for added peace of mind. The OVERSIZED two-car garage is another standout feature, offering an extended workshop area with ample room for a golf cart, along with built-in shelving, attic stair access and a convenient rear-exit door. Hot water heater replaced Sept 2026. Country Club Village offers the perfect combination of a peaceful neighborhood setting and exceptional convenience. Located adjacent to Tuscawilla Country Club, optional memberships provide access to golf, tennis, fitness facilities, social activities, clubhouse amenities and more. Enjoy nearby parks and nature trails, highly rated Seminole County schools, shopping and dining, along with convenient access to UCF, Seminole State College, Orlando Sanford International Airport, Orlando International Airport and major roadways 417, 408, 528 and I-4. Don't miss the opportunity to make this exceptional Tuscawilla pool home your own—schedule your private showing today!

1162 E Winged Foot Circle, Winter Springs

$435,000

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Welcome to 806 Big Buck Circle, a charming 3-bedroom, 2-bath home offering 1,887 square feet of living space in the established Oak Forest community of Winter Springs. This single-story home offers a comfortable, functional layout with plenty of opportunity to make it your own. Step outside to the screened-in back porch, a wonderful spot for morning coffee, outdoor dining, or relaxing while overlooking the spacious, grassy backyard. Enjoy all that Winter Springs has to offer with nearby parks, trails, shopping, dining, and recreation. Trotwood Park is just minutes away, with additional outdoor destinations including Central Winds Park and the Cross Seminole Trail. Winter Springs Town Center, Oviedo Mall, grocery stores, restaurants, and everyday conveniences are also within easy reach. Convenient access to SR-434 and SR-417 makes it easy to reach Oviedo, Winter Park, Lake Mary, UCF, and the greater Orlando area. With three bedrooms, a two-car garage, generous backyard space, and a screened outdoor living area, this well-loved home is ready for its next chapter. Come see the possibilities at 806 Big Buck Circle!

806 Big Buck Circle, Winter Springs

$475,000

3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 1 SubDv. ⋅ 32708 Zip Code

Property is well maintained, had been owned by a former major league baseball prayer. Adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and then jump into the pool for a refreshing dip. The subdivision is one minute from a convenience store and access to Rt 417 highway to all parts of Central Florida. Spacious master bedroom with very big walk-in closet. This is in move-in condition subject only to your color decorations. Part of the Tuscawilla Master Community !!

133 Redtail Place, Winter Springs

$429,900

3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 32708 Zip Code

Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs

$406,990

3 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

Under Construction. Final opportunity! Don't miss your chance to make this beautiful property yours! As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

225 Spindle Palm Cove, Winter Springs

$405,000

3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code

PRICED REDUCED! Lowest priced per sq foot in Jesus’s Landing! Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs

1541 Corkery Court Unit 1541, Winter Springs

$474,900

2 Beds ⋅ 3 Baths ⋅ Greens At Tuscawilla SubDv. ⋅ 32708 Zip Code

Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs

$464,000

3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 02 SubDv. ⋅ 32708 Zip Code

Welcome home to this beautifully maintained 3-bedroom, 2-bath residence nestled on a picturesque lot in the desirable North Orlando Ranches community. Offering the freedom of no HOA, this move-in-ready home combines comfort, style, and an unbeatable location. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings, a charming bay window in the dining room, and a modern kitchen designed for both everyday living and effortless entertaining. Throughout the home, you’ll find no carpet—only attractive ceramic tile and laminate flooring for easy maintenance. The spacious primary suite features a walk-in closet and a private ensuite bathroom complete with a large walk-in shower. An inside laundry room adds convenience with a utility sink and additional storage space. Relax year-round in the air-conditioned Florida room, where French doors open to a peaceful, shaded backyard—perfect for morning coffee, outdoor gatherings, or simply enjoying the natural surroundings. Located within the highly acclaimed Seminole County Public School district, this exceptional home is just minutes from SR 434, shopping, dining, parks, and entertainment, making commuting and daily errands a breeze. Don’t miss this wonderful opportunity to own a move-in-ready home in one of Winter Springs’ most desirable locations. Schedule your private showing today!

619 Coral Way, Winter Springs

$420,000

3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2b SubDv. ⋅ 32708 Zip Code

Discover 963 Sequoia Dr, recently updated with fresh interior paint and partial flooring replacement throughout the residence. The kitchen includes all stainless steel appliances, complementing the updated interior. The exterior features a patio, fully fenced in backyard, a practical storage shed, and an in ground pool. This updated residence provides comfort and an exceptional outdoor retreat ready for everyday enjoyment. City of Winter Springs Oak Forest maintenance assessment: $60 annually, collected with the property tax bill. This is not an HOA fee. Included 100-Day Home Warranty with buyer activation

963 Sequoia Drive, Winter Springs

$419,990

4 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

Under Construction. **THIS IS THE LAST HOUSE AT HICKORY GROVE!** Don't miss your chance to make this beautiful property yours! With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

221 Spindle Palm Cove, Winter Springs

$401,990

3 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.

1403 Tarflower Drive, Winter Springs

1389 Ponce De Leon Boulevard, Winter Springs

$499,000

4 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-A SubDv. ⋅ 32708 Zip Code

BACK ON THE MARKET!!PRICE TO SELL. LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, conveniently located near shopping, dining, banking, fresh market , Publix, Oviedo Mall, YMCA, and major roadways (417 & 408). This spacious residence features 4 bedrooms, 2 full bathrooms, 2 car garage and an open functional floor plan ideal for family living and entertaining, two large separate rooms :a dining room and a living room Recent updates include a water heater (2026)new porch (2026), A/C (2017), and roof (2017).the garage door was completely replaced ,including the tracks and motor(one month ago. The oversized backyard is shaded by magnificent historic oak trees and includes a utility/workshop, building gym, offering endless possibilities. The community features a playground, basketball court, and park, with an additional neighborhood park conveniently located right next door and the HOA fee is paid anually and is exceptionally affordable.

1389 Ponce De Leon Boulevard, Winter Springs

1055 Chesterfield Circle, Winter Springs

$475,000

3 Beds ⋅ 2 Baths ⋅ Amherst SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Virtually Staged. Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. Property has fiber optics, 50 amp car charger in garage, and nest thermostat for A/C. The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.

1055 Chesterfield Circle, Winter Springs

$475,000

3 Beds ⋅ 2 Baths ⋅ The Highlands Sections Seven & Eight SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an en suite bathroom that includes a dual sink vanity, a large soaking tub, and a walk-in closet. The split-bedroom layout offers added privacy, while the two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy the oversized lot, offering plenty of space for outdoor living and activities. The screened-in lanai is perfect for enjoying Florida’s weather year-round, whether you're relaxing or hosting guests. A 2-car garage adds convenience and extra storage. Residents also enjoy access to a community pool, as well as tennis courts, pickleball courts, and scenic nature trails, perfect for an active and social lifestyle. Ideally located in Winter Springs, this home is close to top-rated Seminole County schools, beautiful parks and trails, shopping and dining options, and provides easy access to major roadways for commuting to Orlando and surrounding areas. Enjoy a balance of peaceful suburban living with everyday conveniences just minutes away.

629 Ryan Court, Winter Springs

$474,900

4 Beds ⋅ 3 Baths ⋅ Sunrise Estates Unit 1 SubDv. ⋅ 32708 Zip Code

New roof 2023, AC 2020, water heater 2023, whole-home water softener 2024. Non-flood zone. No rental restrictions. HOA only $30/month. The expensive questions are already answered on this Winter Springs home. Major systems have been replaced, the 4-point inspection is straightforward, and insurance-friendly construction (block and stucco, slab foundation, shingle roof 2023) keeps ownership costs predictable. 4 bedrooms, 2.5 baths, 2,152 SqFt of living area on a 10,019 SqFt lot in Sunrise Estates, a short walk to Rainbow Elementary and minutes from Tuskawilla Road, Winter Springs Town Center, Oviedo, and the 417 for an easy commute to Orlando, UCF, and Lake Mary. The three-level split layout gives you the separation most homes in this price range can't have. The main level holds the formal living and dining rooms and a 11x18 eat-in kitchen with pantry, storage closet, solid wood cabinets, and solid surface counters. One level down is a 21x18 family room with a stone wood-burning fireplace and French doors to the lanai. Upstairs, all four bedrooms: a 15x17 primary suite with walk-in closet and ceiling fan, plus three additional bedrooms with built-in closets. Cathedral and vaulted ceilings, ceramic tile throughout, updated bathrooms, freshly painted interior, and an indoor laundry room. Alkaline water filtration at the kitchen sink. Outside is where this home stands apart. A 21x14 covered and screened lanai with ceiling fan and gas fire pit opens to a fully fenced backyard with a second natural fire pit, play area, dog run, garden space, storage shed, and an irrigation system on a private sprinkler well, so the lawn stays green without a water bill. Two-car garage with opener plus open driveway parking. Community amenities include playground and tennis courts. Zoning PUD. Public water and sewer. Schedule your showing today! Seller may consider buyer closing-cost assistance with an acceptable offer.

1304 Ortega Street, Winter Springs

$499,000

4 Beds ⋅ 3 Baths ⋅ Deer Run Unit 20 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. PAID-OFF SOLAR + 2018 ROOF + WHOLE-HOME 10Gb ETHERNET all on a corner lot in the heart of Winter Springs! Welcome to 440 Buckskin Court, a 4-bedroom, 2.5-bath home in the established Deer Run community with the kind of character and charm you do not find in your average Florida home. Set on a spacious corner lot with fresh landscaping and a brand-new fence, this home blends classic curb appeal, thoughtful updates, and a location that makes everyday life easy. Inside, you’ll find an open floor plan with engineered hardwood flooring, a wood-burning fireplace, and a warm, inviting feel that makes the home instantly memorable. Whether you are hosting friends, working from home, cozying up by the fireplace, or settling into your daily routine, this home offers the space and flexibility to fit the way you actually live. One of the biggest perks? The paid-off 15kW solar system, giving you energy efficiency without the extra payment, so you can run your AC all summer long and enjoy Florida living a little more comfortably. The home also features a 2018 roof, whole-home fiber terminal, and 10Gb wired Ethernet in every room, making it a great fit for remote work, streaming, gaming, and connected living. The owner’s suite has been thoughtfully updated with a new shower and a custom closet with abundant storage. Additional upgrades like the smart thermostat with remote sensors, updated irrigation system, hardwired smoke detectors, GFIs in wet areas, and shower vent fans add convenience and peace of mind without taking away from the home’s personality. Located minutes from the 417, Red Bug Lake Road, Tuskawilla Road, parks, shopping, dining, and highly regarded Seminole County schools, this home puts you right in the middle of what makes Winter Springs so loved. Updated, charming, energy-efficient, and full of personality — 440 Buckskin Court is ready to welcome you home.

440 Buckskin Court, Winter Springs

1128 Spotted Sandpiper Loop, Winter Springs

$455,000

4 Beds ⋅ 4 Baths ⋅ Seminole Crossing Twnhms SubDv. ⋅ 32708 Zip Code

Virtually Staged. SELLER MOTIVATED!!! Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.

1128 Spotted Sandpiper Loop, Winter Springs

$479,000

3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 1 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. 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.

107 Golden Crest Court, Winter Springs

$484,900

4 Beds ⋅ 3 Baths ⋅ Parkstone Unit 2 SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. JUST REDUCED, This home is updated, renovated, well maintained in a beautiful and a family orientated community. Sellers just put in BRAND NEW WHIRLPOOL STAINLESS STEEL OVEN AND DISWAHER. 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. SELLERS PUT IN A NEW WATER HEATER!!!!! SELLERS ARE GIVING A HOME WARRANTY FOR 1 YEAR!!!!!

632 Blenheim Loop, Winter Springs

$490,000

4 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighborhood in desirable Winter Springs. Surrounded by mature trees, this property offers a peaceful atmosphere and a spacious backyard, ideal for entertaining, relaxing, or enjoying Florida outdoor living. Inside, you’ll find a warm and inviting layout highlighted by an original masonry fireplace, adding timeless character and charm. Skylights in the living room and hallway flood the home with natural light, creating a bright and airy feel throughout the main living spaces. Conveniently located near schools, parks, shopping, dining, and major roadways, this home offers the perfect blend of tranquility and accessibility in an established community.

1201 Wolverine Trail, Winter Springs

$449,000

3 Beds ⋅ 3 Baths ⋅ Stone Gable SubDv. ⋅ 32708 Zip Code

Under contract-accepting backup offers. Virtually Staged. PRICED TO SELL AT 449,000!! *** A 4 BEDROOM-FOOTPRINT IS ALREADY RECORDED IN SEMINOLE COUNTY RECORDS, SO THIS 3 BEDROOM HOUSE CAN EASILY GIVE YOU THE ADDED VALUE AND OPPORTUNITY OVERLOOKING SERENE CONSERVATION & POND VIEW. *** WELCOME TO A BEAUTIFULLY MAINTAINED HOME OFFERING UNMATCHED LAYOUT FLEXIBILITY, AND PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. STEP INSIDE TO AN INTERIOR THAT FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT, GORGEOUS NEW WOOD FLOORING AND PRISTINE NEW CARPET UPSTAIRS. EVERY WINDOW IS ELEVATED WITH CLASSIC, HIGH-END WOOD SHUTTERS. THE SPACIOUS, LIGHT-FILLED KITCHEN IS A CHEF'S DELIGHT, BOASTING PREMIUM STONE COUNTERS, STONE BACKSPLASH AND SLEEK STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GOURMET GAS RANGE AND ENOUGH ROOM FOR A KITCHEN TABLE. THE ADJACENT FAMILY ROOM OFFERS DURABLE, ELEGANT TRAVERTINE FLOORING, WHICH FLOWS TOWARD A STRIKING STAIRCASE ADORNED WITH CUSTOM IRON AND WOOD RAILING. STEP OUT THE SLIDING DOORS INTO A CUSTOM SANCTUARY FEATURING A PREMIUM ARCHITECTURAL TRELLIS SYSTEM THAT ALLOWS YOU TO SHIFT THE LOUVERED BLADES FOR INSTANT SHADE OR FULL FLORIDA SUN. THIS PRIVATE BACK YARD PERFECTLY FRAMES AN UNTOUCHED CONSERVATION AREA AND SCENIC NEIGHBORHOOD POND. THE 2ND FLOOR HOUSES A GRAND PRIMARY SUITE COMPLETE WITH VAULTED CEILINGS AND A PEACEFUL PRIVATE WINDOW VIEW OVERLOOKING THE BACKYARD OASIS. THE 2ND FLOOR LOFT/FLEX ROOM MAY BE MADE INTO A 4TH BEDROOM OR OFFICE. COMPLETE WITH CLEAN 2 CAR GARAGE. THIS MOVE-IN WINTER SPRINGS GEM OFFERS THE PERFECT BLEND OF MODERN COSMETIC UPDATES, SOLID MECHANICAL HISTORY AND SERENE PRIVACY. LOCATION OFFERS TOP-RATED SCHOOLS, DINNING AND SHOPPING. THIS PROPERTY IS A RARE FIND! SCHEDULE YOUR SHOWING BEFORE IT IS GONE!!

122 Stone Gable Cir, Winter Springs

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