Winter Springs Homes with Private Pool type

Winter Springs Homes with Private Pool type

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes, vibrant community, and an abundance of recreational opportunities, Winter Springs offers a perfect blend of suburban charm and modern convenience. With its lush parks, scenic trails, and family-friendly atmosphere, it's no wonder that this city is a sought-after destination for homebuyers looking for a slice of paradise.

One of the most appealing features of homes in Winter Springs is the availability of properties with private pools. Imagine stepping into your own backyard oasis, where you can unwind beneath the Florida sun or host unforgettable gatherings with friends and family. These homes provide not just a place to live, but a lifestyle filled with relaxation and enjoyment. Whether you’re looking for a cozy retreat or a spacious residence, Winter Springs boasts a diverse selection of homes that cater to your needs.

The community is rich with amenities, including top-rated schools, shopping centers, and dining options, all while maintaining a peaceful, suburban vibe. With easy access to major highways, you can explore the nearby attractions of Orlando and the beautiful beaches of the Atlantic Coast.

In Winter Springs, you’ll find more than just a home; you’ll discover a community that embraces the joys of life. Dive into the refreshing waters of your own private pool and experience the ultimate Florida living in this charming city. Come and make Winter Springs your new home today!

Newest Winter Springs Homes with Private Pool type

1522 Eagle Nest Circle, Winter Springs
$849,900
4 Beds ⋅ 4 Baths ⋅ Glen Eagle Unit 4 SubDv. ⋅ 32708 Zip Code
Ideally located in the highly desirable Glen Eagle community of Tuscawilla, this Von Jacobs pool home offers a versatile three-way split floor plan with four bedrooms and three and a half bathrooms, providing plenty of space for family, guests, or a home office. The layout includes formal living and dining rooms, while the kitchen opens to the family room and breakfast nook for comfortable everyday living and entertaining. The remodeled kitchen features wood cabinetry, an expanded pantry, quartz countertops, and a wet bar area. Both secondary bathrooms have also been remodeled, while the primary bath offers an opportunity to customize to your taste. Outside, enjoy Florida living around the recently resurfaced pool (2024), complete with a new pool pump (2024) and electric heater for extended seasonal enjoyment. The spacious screened enclosure was re-screened in 2024, creating an inviting setting for relaxing or entertaining. A generous side yard and three-car garage add even more appeal. Major updates include a new water heater (2026), new garage doors (2026), replumb, and AC (2019). Glen Eagle puts you close to the Tuscawilla Country Club and its 18-hole golf course, along with several of Central Florida’s sought-after private schools, including The Geneva School, Trinity Preparatory School, The Master's Academy, and St. Luke's Lutheran School. Grab your golf cart and come take a look—this Glen Eagle gem won’t last long!

1522 Eagle Nest Circle, Winter Springs

4161 Aldergate Place, Winter Springs
$670,000
4 Beds ⋅ 3 Baths ⋅ Forrest Creek Estates SubDv. ⋅ 32708 Zip Code
Welcome to Forrest Creek Estates, an exclusive enclave of just 29 homes where neighbors become family and a true sense of community is part of everyday life. Tucked within an established Winter Springs neighborhood, this charming community offers a rare combination of tranquility, connection, and convenience. This beautifully renovated residence has been thoughtfully designed and lovingly maintained by its owners, blending sophisticated modern style with timeless character and comfortable Florida living. From the moment you arrive, the home's curb appeal makes a lasting impression. An elegant white-brick entry, charming architectural windows, stately four-pane glass front door, and graceful Roubini palms create a warm and inviting welcome. Step inside to a bright, beautifully appointed foyer filled with natural light and a refined neutral palette. To the right of the entry, the formal living room offers exceptional versatility and can easily serve as a home office, library, sitting room, or additional gathering space. The heart of the home is the spectacular chef's kitchen, featuring custom white cabinetry, stylish hardware, stacked geometric white tile backsplash, large stainless-steel sink, state-of-the-art appliance package, and an impressive 4-foot island with abundant storage and luxurious white quartzite countertops. A separate pantry with generous shelving provides convenient storage for cooking essentials and entertaining supplies. The kitchen flows effortlessly into the spacious family room, creating an ideal setting for everyday living and entertaining. Luxury plank flooring, neutral earth tones, and a dramatic wood-burning fireplace surrounded by white brick add warmth and architectural character. The open and inviting layout provides an easy connection between the kitchen, family room, and outdoor living spaces. The first-floor primary suite offers a private retreat with a calming ivory palette, natural wide-plank flooring, and beautifully dressed windows. The updated primary bath features a distinctive gray vanity, charming circular mirror, and luxurious walk-in shower finished in smooth white tile with multiple shower heads for a spa-inspired experience. Upstairs, three generously sized bedrooms and a beautifully updated shared bath provide plenty of flexibility for family, guests, home office needs, or personal space. The thoughtfully designed floor plan offers both comfortable gathering spaces and private retreats. Significant improvements provide added peace of mind, including a 5-ton AC installed in 2022, architectural roof installed in 2025, complete kitchen, bathroom, and flooring renovation completed in 2020, saltwater pool resurfaced with new pump and skimmer in 2021, and water heater replaced in 2022. These substantial updates allow you to enjoy the home's exceptional style and lifestyle with confidence. Step outside through the sliding doors and discover your own private outdoor retreat. The covered lanai, finished with a beautiful wood ceiling, overlooks the sparkling saltwater pool and surrounding flower beds. Designed for both relaxation and entertaining, this inviting outdoor space is perfect for morning coffee, afternoon swims, weekend barbecues, or gathering with friends on warm Florida evenings. Location adds another layer of appeal. Situated less than one mile from shopping and dining, you'll enjoy convenient access

4161 Aldergate Place, Winter Springs

149 Cherry Creek Circle, Winter Springs
$1,080,000
5 Beds ⋅ 5 Baths ⋅ Reserve At Tuscawilla Ph 1 The SubDv. ⋅ 32708 Zip Code
Virtually Staged. Exceptional curb appeal welcomes you to this beautiful custom pool home in the gated Tuscawilla Reserve community of Winter Springs. Surrounded by mature landscaping and stately palms, this spacious residence offers over 4,000 square feet of living space with five bedrooms, five full bathrooms, a private office or bonus room, and a three-car side-entry garage. One of the home’s standout features is its thoughtfully designed four-way split floor plan, providing exceptional privacy and separation for family members and guests. The bedroom suites are positioned throughout the home with convenient access to private bathrooms, making the layout ideal for guests, extended family, multigenerational living, or anyone who appreciates having their own private space. Inside, soaring ceilings, abundant natural light, beautiful wood flooring, and spacious living areas create an impressive yet comfortable atmosphere. The kitchen is designed for both everyday living and entertaining with JennAir appliances, double ovens, a convection oven and microwave combination, an oversized quartz island, built-in buffet with wine refrigerator, generous cabinetry, and a large walk-in pantry. The kitchen opens to the dramatic family room, creating a wonderful gathering space with views of the pool and backyard. French doors invite you outside to your private backyard oasis featuring a screened pool and spa, covered lanai, and spacious pool deck. Surrounded by mature landscaping and lush greenery, the backyard offers exceptional privacy, creating a peaceful setting for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The upstairs retreat provides even more flexibility with an additional bedroom, full bathroom, and expansive bonus space ideal for a media room, game room, home gym, second office, or private guest area. Additional features include a whole-house water softener, generous storage, and a three-car side-entry garage. Located in desirable Tuscawilla Reserve, this home is convenient to the Seminole Trail, Tuscawilla Country Club, parks, shopping, dining, and highly regarded Seminole County schools. With its impressive curb appeal, private four-way split design, spacious bedroom suites, flexible living areas, private backyard, and resort-style pool setting, 149 Cherry Creek Circle offers an exceptional combination of space, privacy, and Florida living.

149 Cherry Creek Circle, Winter Springs

632 Tuskawilla Point Lane, Winter Springs
$574,900
4 Beds ⋅ 3 Baths ⋅ Tuskawilla Point SubDv. ⋅ 32708 Zip Code
BEAUTIFULLY RENOVATED POOL HOME IN TUSKAWILLA POINT! Welcome to 632 Tuskawilla Point Ln, a stunning 4-bedroom, 2.5-bath home offering approximately 1,917 square feet of thoughtfully updated living space in the heart of Winter Springs. Step inside to a bright, open-concept layout enhanced by soaring vaulted ceilings, an updated fireplace with warm wood accents, and a seamless connection between the kitchen, family room, and main living areas. The beautifully redesigned kitchen is the heart of the home, featuring a sophisticated mix of white and natural wood cabinetry, quartz countertops, modern black hardware and fixtures, stainless steel appliances, updated lighting, and a spacious peninsula perfect for everyday living and entertaining. The bathrooms have been refreshed with modern tile, updated vanities, contemporary fixtures, and cohesive finishes throughout. A conveniently located half bath near the pool area makes entertaining even easier while helping keep wet feet out of the main living spaces. Step outside and discover your own private Florida retreat. The screened in-ground pool, covered outdoor living area, and fenced backyard provide the perfect setting for weekend gatherings, morning coffee, or relaxing poolside while enjoying Florida's year-round sunshine. Additional improvements include professionally cleaned A/C ductwork, adding to the attention given to both the visible finishes and the home's everyday comfort. Located in established Tuskawilla Point, this home offers convenient access to shopping, dining, recreation, schools, and major roadways while maintaining the feel of an established residential neighborhood. More than a cosmetic remodel, this is a beautifully updated, move-in-ready pool home where style, functionality, and Florida living come together. The renovation is complete. The pool is ready. All that's missing is you. Schedule your private showing and experience 632 Tuskawilla Point Ln for yourself!

632 Tuskawilla Point Lane, Winter Springs

992 Sleeping Rock Court, Winter Springs
$725,000
4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 12a SubDv. ⋅ 32708 Zip Code
CHARACTER YOU CAN’T BUILD INTO A COOKIE-CUTTER HOME—welcome to 992 Sleeping Rock Ct, a distinctive 4-bedroom, 2.5-bath POOL HOME tucked away on an oversized .38-ACRE CUL-DE-SAC LOT with NO HOA in the heart of Tuscawilla. Originally built as a CUSTOM PARADE OF HOMES MODEL, this residence offers approximately 2,701 SQ FT and immediately separates itself with architectural details rarely found in newer construction. Dramatic VAULTED WOOD CEILINGS bring warmth and character to both the family room and primary suite, while an updated WOOD-BURNING FIREPLACE creates a natural centerpiece for the main living space. The SPLIT FLOOR PLAN offers privacy and functionality, complemented by updated flooring, crown molding, baseboards, interior doors, custom closet systems, a WALK-IN PANTRY, dedicated laundry room, and thoughtful smart-home upgrades throughout. The primary suite feels like its own retreat beneath the vaulted wood ceiling, complete with custom closet shelving and an en-suite bath overlooking a PRIVATE ATRIUM. Then step outside and discover what may be the most memorable part of the property: a HUGE COVERED LANAI overlooking the PRIVATE POOL with a NATURAL ROCK WATERFALL, surrounded by mature landscaping and an expansive backyard that gives you room to actually enjoy the .38-acre homesite. New brick pavers and updated fencing further enhance an outdoor setting made for entertaining, relaxing, and Florida living year-round. Just as important, many of the major components have already been addressed, including ROOF & SKYLIGHTS (2019), A/C, ELECTRICAL PANEL & DUCTWORK IMPROVEMENTS (2020), WINDOWS & THREE SLIDING GLASS DOORS (2023) WITH HOME DEPOT LIFETIME WARRANTY, FRONT DOOR (2023), WATER HEATER (2024), plus updated pool equipment including a Pentair pump and smart WiFi-controlled irrigation. The home is also equipped with FIBER INTERNET and CAT8 wiring throughout, along with Nest and Ring smart-home features. CUSTOM MODEL HOME. .38 ACRES. CUL-DE-SAC. PRIVATE POOL & WATERFALL. MATURE LANDSCAPING. MAJOR UPDATES. NO HOA. 992 Sleeping Rock Ct offers the space, privacy, architectural personality, and freedom that are becoming increasingly difficult to find in Winter Springs. Schedule your private showing and experience this one in person.

992 Sleeping Rock Court, Winter Springs

4038 Biscayne Drive, Winter Springs
$525,000
4 Beds ⋅ 3 Baths ⋅ Hollowbrook SubDv. ⋅ 32708 Zip Code
Welcome to 4038 Biscayne Drive, a warm and inviting pool home on a corner lot spanning more than a quarter acre in the heart of Winter Springs. Thoughtfully cared for and filled with character, this home offers a comfortable layout with inviting spaces designed for both everyday living and entertaining. Step through the foyer, where a beadboard accent wall and built-in credenza immediately set the tone for the home's thoughtful details. To the left, the cozy living room flows naturally into the dining room. At the center of the home, the spacious kitchen features updated stainless steel appliances and a layout that places it perfectly at the heart of the action. Just beyond, the family room welcomes you with vaulted ceilings, an electric fireplace, built-in bench seating perfect for settling in with a book, and sliding doors overlooking the pool and backyard. A convenient half bath is located just off the foyer, while a nearby nook offers the opportunity to bring the washer and dryer inside from their current location along the opposite wall of the garage. The primary suite is a peaceful retreat with high ceilings and abundant natural light. A split-bedroom layout provides privacy from the additional bedrooms upstairs. Through a barn door, the updated primary bath blends timeless details with practical comfort, featuring a vintage dresser-style vanity, large walk-in shower with subway tile and built-in bench, brass fixtures, large-format floor tile, a generous walk-in closet, and a private water closet. Upstairs, three additional bedrooms share a full bathroom, with two bedrooms offering walk-in closets. Additional attic storage is easily accessible, providing valuable space for the things you don't need every day. Throughout the home, shiplap, board-and-batten and beadboard accent walls, updated lighting and decorative sconces add warmth and character. Outside, the oversized backyard is where this property truly comes to life. The screened pool enclosure creates a private outdoor retreat with a covered awning for dining, a separate seating area, plenty of room for kids to play and dogs to run, and space for gardening and landscaping projects. The corner-lot setting adds to the sense of space and privacy. Located in Winter Springs, this home offers convenient access to Red Bug Lake Road, SR 434, 417, Tuskawilla Road, parks, restaurants, shopping, and highly regarded Seminole County schools. The neighborhood setting provides a comfortable residential feel while keeping everyday conveniences and major roadways close at hand. The oversized garage comfortably accommodates two vehicles while leaving ample room for additional storage. Major updates include a 2020 roof, 2025 HVAC system, 2025 water heater, and PEX plumbing allowing you to enjoy the home's character with some of the big-ticket items already addressed. This is a home that has been genuinely loved and thoughtfully cared for. Now, it is ready for its next stewards to make it their own and begin the next chapter in a wonderful Winter Springs setting.

4038 Biscayne Drive, Winter Springs

855 Benchwood Drive, Winter Springs
$499,000
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

1041 Northern Way, Winter Springs
$969,000
5 Beds ⋅ 4 Baths ⋅ Winter Spgs Unit 3 SubDv. ⋅ 32708 Zip Code
SELLERS MOTIVATED! Rare 1.6-Acre Tuscawilla Retreat with Golf-Course Views, Pool & Endless Possibilities! Welcome to this beautifully maintained 5-bedroom, 3.5-bath home set on a spectacular 1.6-acre lot in desirable Tuscawilla. Offering a rare combination of privacy, space, and a park-like setting, this property provides room to spread out while still being close to everything Central Florida has to offer. From the front yard, enjoy beautiful views of the 4th green of Tuscawilla Country Club, while the spacious backyard creates a private outdoor retreat. Inside, Brazilian Cherry hardwood floors flow throughout the home, adding warmth and timeless character. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, solid wood cabinetry with crown molding, stainless steel appliances, double ovens, and a cooktop. The open layout connects seamlessly to the family and dining areas, creating an inviting space for gatherings. The family room features a cozy wood-burning fireplace and views of the expansive backyard. The spacious primary suite offers a peaceful retreat with an ensuite bath featuring dual vanities, separate closets, and a relaxing garden tub. Additional bedrooms are generously sized, with a convenient Jack-and-Jill bathroom providing functionality for family and guests. Step outside and enjoy year-round Florida living in the screened-in pool area. Beyond the pool, the expansive 1.6-acre property offers exceptional flexibility and room for outdoor activities, gardening, chickens, or even a horse, subject to applicable restrictions and approvals. A 10' x 20' shed with both power and water provides excellent space for storage, hobbies, projects, or a workshop. Numerous updates add comfort and peace of mind, including a 2017 roof, newer sliding glass doors and vinyl windows, attic re-insulation, newer interior and exterior electrical panels, a 50-amp whole-home generator hookup, and a newer A/C system with ductwork. Additional improvements include a heat-pump water heater, saltwater pool pump installed in 2022, and solar exterior lighting throughout the property. Enjoy all that Tuscawilla has to offer with nearby Trotwood Park and Central Winds Park, featuring walking trails, pickleball courts, recreation areas, and more. Shopping, dining, major roadways, and the attractions of Orlando are also conveniently accessible. With its 1.6-acre park-like setting, golf-course views, private pool, spacious floor plan, beautiful hardwood floors, and extensive list of updates, this exceptional Tuscawilla property offers a unique opportunity to enjoy privacy and space without giving up convenience.

1041 Northern Way, Winter Springs

943 March Hare Court, Winter Springs
$569,999
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 5 SubDv. ⋅ 32708 Zip Code
Hurry!! This sophisticated, private, and beautifully updated, 943 March Hare Court offers an exceptional Florida lifestyle in one of Winter Springs’ sought-after family communities with optional HOA!!! Tucked away on a quiet cul-de-sac, this residence combines thoughtful modern updates with an extraordinary level of privacy rarely found in a neighborhood setting. From the moment you enter, the home showcases a beautifully refreshed interior featuring new insulation, all-new Simonton windows, and elegant wood-look tile flooring that flows throughout the main living spaces. The updated kitchen is designed for both everyday living and entertaining, featuring contemporary finishes and modern quartz countertops with waterfall that provide a timeless, upscale aesthetic. The updated bathrooms continue the home’s cohesive, modern design. The outdoor living experience is truly the centerpiece of this property. The private pool and expansive backyard create a resort-like setting ideal for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The home backs directly to conservation, providing a peaceful natural backdrop and an exceptional sense of seclusion. Due to the home’s positioning, neighboring residences are virtually hidden from view, allowing the backyard to feel remarkably private. A partially fenced yard (sides are fenced but not along conservation) adds functionality and privacy, while the fire pit creates an inviting gathering space for evenings outdoors. The epoxy flake garage floor adds another polished, practical touch to the home and completes the upgraded feel. With its combination of designer-inspired updates, new windows and insulation, private pool, conservation backdrop, fenced yard, fire pit, cul-de-sac location, 943 March Hare Court offers a rare opportunity to enjoy elevated living in a peaceful Winter Springs setting. This home won't last schedule a showing today! Roof Replaced September 24, 2021 and A/C around 2020.

943 March Hare Court, Winter Springs

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