Winter Springs Homes with Private Pool type

Winter Springs Homes with Private Pool type

Welcome to Winter Springs, Florida—a charming city nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community spirit, Winter Springs offers a perfect blend of suburban tranquility and modern convenience. With its lush parks, scenic trails, and an array of recreational activities, residents here enjoy a lifestyle that embraces the great outdoors while being just a short drive away from the bustling city of Orlando.

One of the standout features of Winter Springs is its diverse selection of homes, particularly those with private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day or host memorable gatherings with family and friends. Homes with private pools in Winter Springs are not just residences; they are sanctuaries designed for relaxation and enjoyment. Whether you prefer a sleek modern design or a cozy, traditional vibe, you’ll find a variety of options that cater to your taste and lifestyle.

The community is also known for its excellent schools, family-friendly atmosphere, and a strong sense of belonging. From the charming downtown area to the serene nature preserves, Winter Springs is a place where you can create lasting memories. If you’re searching for a home with a private pool in a city that offers both comfort and convenience, Winter Springs is the perfect destination for you. Dive into the lifestyle you’ve always dreamed of and discover the joys of living in this delightful Florida gem!

Newest Winter Springs Homes with Private Pool type

1314 Augusta National Boulevard, Winter Springs
$545,000
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to Country Club Village, nestled within the highly sought-after Tuscawilla community of Winter Springs! This beautiful 3-bedroom, 2.5-bathroom pool home offers an exceptional combination of location, lifestyle, and major updates, including a NEWER TILE ROOF (2023), NEW WINDOWS, and NEW EXTERIOR PAINT! One of the home's most desirable features is its private swimming pool overlooking a peaceful conservation area, offering a beautiful natural backdrop and added privacy that's hard to find in Tuscawilla. Inside, the thoughtfully designed floor plan offers plenty of space for everyday living and entertaining. Upon entering, you're welcomed into a spacious family room that flows into the formal dining room. The kitchen features stainless steel appliances (new in 2024), Corian countertops, and a charming eat-in breakfast nook with views of the pool and conservation beyond. A separate living room with a cozy fireplace creates the perfect space to unwind. A convenient half bathroom, laundry room, and two-car garage complete the first floor. Upstairs, the light-filled primary suite is a true retreat, featuring an additional sitting area ideal for a home office, reading nook, or additional relaxation space. The oversized ensuite bathroom offers dual vanities, a walk-in shower, and a garden tub. Two additional generously sized bedrooms and a full guest bathroom complete the second floor. Beyond the home itself, the Tuscawilla lifestyle is what truly makes this location special. Known for its beautiful tree-lined streets, established landscaping, neighborhood parks, playgrounds, and scenic walking areas, Tuscawilla is one of Winter Springs' most desirable communities. Residents also have the opportunity to join the nearby Tuscawilla Country Club, where optional memberships provide access to an 18-hole golf course, driving range, clay tennis courts, lap pool, leisure pool, and additional club amenities. The community is also served by Seminole County Public Schools, adding to its appeal. The community's HOA covers basic lawn care, making this home truly low-maintenance. With a new tile roof, new windows, a private conservation-backed pool, and an unbeatable location in the heart of Tuscawilla, this home offers a wonderful opportunity to enjoy everything that makes Winter Springs living so special!

1314 Augusta National Boulevard, Winter Springs

1056 Condor Place, 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

1105 Shadowbrook Trail, Winter Springs
$650,000
4 Beds ⋅ 3 Baths ⋅ Winding Hollow Unit 4 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 4-bedroom, 3-bathroom pool home in Winding Hollow, offering over 2,500 square feet of living space, a split-bedroom floor plan, and a 3-car garage! A double-door entry welcomes you inside, where fresh paint throughout and new flooring create an inviting setting. Two separate living spaces—a formal living room and a spacious family room—provide flexibility for entertaining and everyday living, while a formal dining room and a casual breakfast area provides space for every occasion. The updated kitchen features new cabinetry, granite countertops, stainless steel appliances, an island, breakfast bar seating, an updated backsplash, and a dedicated coffee and wine bar. Whether preparing a meal or hosting a gathering, there is plenty of room to cook, serve, and connect. Privately situated on the opposite side of the home from the guest bedrooms, the spacious primary suite features its own sitting area with French doors—an ideal space for a nursery, home office, or quiet retreat—along with access to the lanai. The primary bathroom includes dual vanities with updated countertops, a soaking tub, a separate shower, and a private water closet. Spacious secondary bedrooms share an updated Jack-and-Jill bathroom with a tiled tub/shower combination, while the fourth bedroom enjoys convenient access to the updated third full bathroom, complete with a shower and direct pool access. Step outside to an expansive covered lanai beneath the home’s shingled roof, providing generous sheltered space for outdoor dining and relaxing. The screened-in pool features a waterfall sprayer, while mature landscaping and a partially fenced backyard provide an inviting backdrop with green space beyond the pool enclosure. Additional highlights include an interior laundry room, extra attic storage, south-facing front exposure, and a roof and Trane A/C system installed in 2018. Conveniently located near shopping, dining, schools, Winter Springs Town Center, and area recreation, this home combines thoughtful updates, spacious gathering areas, and inviting outdoor living. Schedule your private showing today! Buyer and buyer’s agent to independently verify all property information, including measurements, square footage, room dimensions, schools, permits, and any other details deemed important to the buyer.

1105 Shadowbrook Trail, Winter Springs

609 Viana Court, Winter Springs
$925,000
5 Beds ⋅ 4 Baths ⋅ Seville Chase SubDv. ⋅ 32708 Zip Code
Space, privacy, and exceptional features define this impressive 5-bedroom, 3.5-bath POOL HOME in the GATED Seville Chase community of Winter Springs! Situated on a generous .67-ACRE CORNER LOT in a quiet CUL-DE-SAC, this estate-style home offers over 3,500 SQUARE FEET of thoughtfully designed living space, a ***FULLY PAID OFF TESLA SOLAR SYSTEM with FOUR POWERWALLS*** - leaving this large home virtually free of any electric bill, and a private backyard retreat. Major improvements include UPDATED A/C’s (2021 & 2026), and a hybrid water heater (2019). The heated SALTWATER POOL & SPA were resurfaced with PebbleTec in 2019, along with a new pool pump. Beautiful curb appeal welcomes you with mature landscaping, ample parking in the paver driveway, and a side-entry 3-CAR GARAGE. Inside, high ceilings, crown molding, decorative ceiling details, abundant natural light, and TILE & WOOD FLOORS create a warm and inviting atmosphere. Designed to live like a single-story home, the versatile floor plan offers formal and family living spaces, a DEDICATED OFFICE, and a second-floor BONUS ROOM above the garage, ideal for a media room, game room, or additional flex space. At the heart of the home, the spacious kitchen features BUILT-IN STAINLESS STEEL APPLIANCES, a GAS COOKTOP, ample cabinetry, and easy access to the surrounding living and dining areas, making everyday living and entertaining effortless. The PRIMARY SUITE is a private retreat with a spacious en-suite bath and THREE CLOSETS, including two walk-ins. Two additional bedrooms share a convenient JACK & JILL BATH, while a fourth bedroom enjoys access to another full bath. Step outside and into your own backyard oasis, where a paver lanai and pool deck surround the heated pool and spa where you can lounge, dine, and entertain. Mature trees and the oversized lot provide exceptional privacy and room to enjoy the outdoors. Additional features include a WATER SOFTENER SYSTEM and energy-efficient solar power with battery storage. Seville Chase offers the privacy of a gated neighborhood in a fantastic Winter Springs location, convenient to shopping, dining, parks, recreation, and TOP-RATED SCHOOLS, including Sterling Park Elementary, South Seminole Middle, and Winter Springs High. With its flexible living spaces, impressive energy features, and private backyard, this is a home that truly has room for it all. Call today to schedule a tour and let us say WELCOME HOME!

609 Viana Court, Winter Springs

1522 Eagle Nest Circle, Winter Springs
$835,000
4 Beds ⋅ 4 Baths ⋅ Glen Eagle Unit 4 SubDv. ⋅ 32708 Zip Code
New Roof being installed!! 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). Don’t miss this opportunity! 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
$664,000
4 Beds ⋅ 3 Baths ⋅ Forrest Creek Estates SubDv. ⋅ 32708 Zip Code
Welcome to Forrest Creek Estates, an exclusive enclave of just 37 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 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 2023, architectural roof installed in 2025, complete kitchen, bathroom, and flooring renovation completed in 2022, saltwater pool resurfaced with new pump and skimmer in 2023, 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

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

1447 Bird Road, Winter Springs
$2,495,000
6 Beds ⋅ 6 Baths ⋅ Talis Crossing SubDv. ⋅ 32708 Zip Code
A RARE OPPORTUNITY, NOW EVEN MORE EXCEPTIONAL. PRICE IMPROVEMENT AND ADDITIONAL BUILDABLE LOT INCLUDED. Some homes are simply purchased. Others are reserved for those who have earned the privilege of owning something truly extraordinary. Privately nestled in Winter Springs, this brand-new, 8,000 SF architectural estate represents a level of luxury, sophistication, and exclusivity rarely offered. Now, with a compelling price improvement, the seller is including the additional buildable front parcel, creating an extraordinary opportunity to establish a private compound, develop a separate residence, or preserve the additional acreage as an enduring sanctuary of privacy and seclusion. The experience begins at custom glass French doors opening to an exquisite marble mosaic foyer, setting the stage for the remarkable craftsmanship throughout. Beyond, a magnificent great room rises to 16-foot ceilings, where celestial windows invite natural light to dance across refined finishes, a panoramic fireplace, and a custom bookcase wall. An extraordinary 18-foot sliding glass wall effortlessly dissolves the boundary between indoors and out, revealing 1,125 SF of covered outdoor living designed for unforgettable entertaining. At the heart of the residence, a statement 13-foot island anchors a chef's kitchen appointed with a complete GE Café appliance suite, pot filler, custom pet station, and discreet butler's pantry. A sophisticated marble and terrazzo wet bar provides an elegant setting for intimate gatherings and grand celebrations alike. Thoughtfully designed for those who value personal space, two lavish primary suites occupy opposite wings of the residence, each offering a private retreat complete with an indulgent spa-inspired wet room, soaking tub, curbless entry, and four-port shower system. A private theater, dedicated fitness studio, and two distinguished executive offices framed in architectural storefront glass complete a lifestyle where productivity, wellness, and leisure exist in perfect harmony. Beyond the glass, a striking white quartz swimming pool with sun shelf becomes the centerpiece of an outdoor oasis designed for both tranquil afternoons and sophisticated evenings. Behind the beauty lies uncompromising substance, including a 50-year commercial-grade TPO roof, four-zone climate control, dual tankless water heaters, and a three-car garage. What makes this offering truly remarkable is not simply the residence itself, but the land and possibilities that now accompany it. With the additional buildable front parcel included, the next owner has the rare privilege of deciding how this estate evolves, whether through future development, a multigenerational compound, or the preservation of an exceptionally private setting. An architectural statement. An extraordinary estate. An opportunity made even more compelling by the seller's recent price improvement. For those who have made their mark and expect their home to reflect it, this is a residence without compromise. Private showings by appointment.

1447 Bird Road, Winter Springs

855 Benchwood Drive, 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

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

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