Winter Springs Homes with Private Pool type

Winter Springs Homes with Private Pool type

Welcome to Winter Springs, a charming city located in Seminole County, Florida. Known for its picturesque landscapes and friendly community, Winter Springs offers a perfect blend of suburban tranquility and modern amenities.

If you're looking for a home with a private pool, Winter Springs has a variety of options to choose from. Imagine spending your days lounging by the pool, hosting barbecues, and enjoying the warm Florida weather right in the comfort of your own backyard. Homes with private pools in Winter Springs are not only great for relaxation and entertainment but also add a touch of luxury to your lifestyle.

Whether you're a family looking for a spacious home to make lasting memories or a couple seeking a peaceful retreat, Winter Springs has something for everyone. From cozy single-family homes to luxurious estates, you'll find a range of properties with private pools that suit your style and needs.

Living in Winter Springs means enjoying a high quality of life, with top-rated schools, beautiful parks, dining options, and easy access to shopping and entertainment. Plus, the city's convenient location allows for a quick drive to Orlando and its world-famous attractions.

Don't miss the opportunity to own a home with a private pool in Winter Springs. Contact us today to explore the available listings and find your dream home in this desirable Florida city.

Newest Winter Springs Homes with Private Pool type

$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

$995,000
4 Beds ⋅ 3 Baths ⋅ Glen Eagle Unit 1 SubDv. ⋅ 32708 Zip Code
If you follow Real Estate in Tuscawilla/Winter Springs, you know how rare it is for a golf front pool home to come on the market, let alone one that has been beautifully and tastefully updated to perfection! Nestled on what is considered the best golf course lot and cul-de-sac street in Glen Eagle, at nearly 1/2 acre, this single-story home comes with the most peaceful view of the 12th Fairway of the Tuscawilla Country Club. Inside you will find the desirable "split-plan" with 2 AC units servicing each side of the home. The oversized primary bedroom on one side of the home has doors leading out to the pool/patio and includes a primary bathroom with travertine tile, double sinks, a soaking tub, a separate shower, a separate water closet, and a custom-built walk-in closet. The 3 secondary bedrooms are located on the other side of the home (one presenting as an en-suite), along with a separate dedicated office to the front of the home. The formal dining room sits just off of the stunning remodeled eat-in kitchen with 42" cabinets, stone countertops and all new appliances. The open floor plan has the kitchen opening up to the family room that features a beautiful wood-burning fireplace. Stepping outside there is a lovely long driveway leading to an oversized 3-car garage to the side of the home. Heading out through the doors to the pool/spa deck, there is a partial summer kitchen with a sink and room for a mini-fridge. The screened-in pool and spa are perfect for those warm Florida days and also comes equipped with a baby-guard fence. Stepping out to the gorgeous backyard, there is so much room for a swing set, cornhole game, soccer nets at either end, or really anything else your family might enjoy. To the back of the property is a wrought iron fence for a bit of privacy from the golf course, but also a gate to wander out to the course after the last foursome makes their way through. There are so many updates to mention, top priority undoubtedly being the Tile Roof, which was fully replaced in 2020. Other updates include a Full Kitchen Remodel (2021) with all new stainless-steel appliances that are "Wi-Fi friendly", Exterior Paint, Coach Lights, and New Front Doors (2018), New HVAC's (2019 and 2022), New Engineered Hardwood Flooring (2021), Carpet in the secondary bedrooms (2021) and a New Water Heater (2017). This home is truly the definition of turnkey. All the work is done, now it's time for you to enjoy. Come and make your new family memories in this STUNNING home located in the desirable golf community neighborhood of Glen Eagle.

704 Ironwood Court, Winter Springs

$394,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates Unit 2 SubDv. ⋅ 32708 Zip Code
Welcome to one of the best-priced pool homes in Winter Springs! Sitting directly across from an oak-shaded park, playground, and scenic pond, this light-filled 3-bedroom, 2-bathroom pool home with a 2-car garage delivers the ultimate Florida lifestyle from the very moment you pull into the driveway. Step through the welcoming front door into an open-concept layout packed with natural light, soaring vaulted ceilings, and warm, durable floors that run throughout the main living areas. The front dining space features a charming picture window seat overlooking the park across the street—a sunny spot to sip your morning coffee before flowing straight into an expansive family room built for relaxing or hosting around the classic stone wood-burning fireplace. If you love to cook or entertain, this kitchen is ready for you. It features crisp cabinetry with plenty of deep, ample storage for all your kitchen gadgets and pantry items, paired with rich granite countertops and modern electric appliances. Recessed lighting keeps the space bright, while a gooseneck faucet over the sink looks out a big picture window toward the screened patio. Dual pass-through counter cutouts connect the kitchen directly to both the dining space and living room, so you can easily chat with family or hand off snacks while keeping the energy open and social. Tucked behind a stylish sliding barn door, the primary suite feels like its own quiet retreat with high ceilings, a double-sink granite vanity, a walk-in closet with built-in wire shelving, and a tiled step-in shower with a rain showerhead. For ultimate convenience on pool days, a private exterior door right in the primary bathroom leads straight out to the pool deck so no one ever tracks wet feet through the house. The secondary bedrooms offer wonderful flexibility for whatever your lifestyle needs. Whether you picture them as future kids' rooms, a cozy nursery, a dedicated home office, a hobby space, or a welcoming guest room, there’s plenty of room to grow. One room comes already styled with a cheerful, sunlit wall mural that kids or guests will love, while both rooms enjoy plush finishes, built-in recessed lighting, and bright windows. Nearby, the updated second full bath features a crisp vanity and a tiled step-in shower with a flexible handheld sprayer. Step out back and your personal backyard paradise takes center stage. The deep covered screened patio is complete with a ceiling fan to keep things cool, opening up to a wide concrete pool deck and a sparkling private chlorine pool with an attached heated spa. Surrounding the pool is a fully wood-fenced yard with raised stone garden beds, tropical plants, a hammock nook, and plenty of grassy lawn for pets or play. Practical updates give you total peace of mind, including a roof replaced in 2021, a pool/spa heater replaced in 2020, an attached 2-car garage with laundry space, and a handy garden shed in the backyard that stays if you'd like. It’s an incredible home in a friendly, beautiful location that's ready to welcome you!

1024 Dinero 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

$999,000
5 Beds ⋅ 4 Baths ⋅ Winter Spgs Unit 3 SubDv. ⋅ 32708 Zip Code
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

$575,000
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

$550,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
Private Oasis Meets Smart Luxury in Georgetown. Welcome home to high-end design, smart living, and effortless comfort. Nestled in the heart of one of Georgetown’s most coveted neighborhoods, this fully remodeled, single-story 3-bedroom, 2-bath sanctuary showcases the sought-after Tuskawilla floor plan - offering 1,735 square feet of light-filled open living space, where every detail has been thoughtfully redesigned for effortless Florida living. Step inside to gorgeous wood flooring that spans every single room, beautifully highlighting the home's open layout. The centerpiece of the interior is the custom-remodeled kitchen, complete with new cabinetry, smart Samsung appliances you can control from your phone, and a massive quartz island designed to keep family and friends gathered right at the heart of the home. The spacious split-bedroom layout ensures maximum privacy, featuring generously sized bedrooms and a primary suite retreat. The primary bedroom showcases an oversized, custom-built California closet that makes moving in effortless, alongside an en-suite bath with dual vanities, quartz countertops, a deep soaking tub, and a separate shower. Premium fixtures and finishes continue seamlessly throughout the entire home. Beyond the main living space, step out into your private outdoor sanctuary: a screened pool and covered lanai framed by peaceful, lush views with no rear neighbors. Designed for ultimate convenience, this intelligent home lets you control climate settings, open or close the garage door, and manage automation right from your smartphone. Convenience extends to the garage with an electric vehicle charger ready for plug-and-play use. Security is top-tier, backed by a hardwired system featuring seven exterior and one interior audio-visual cameras for complete, 24/7 peace of mind whether you are relaxing inside or traveling away from home. The property pairs modern tech with reliable mechanicals, including a Roof, A/C, and water heater replaced in 2019; an energy-efficient RadiantGUARD® Radiant Barrier Xtreme insulation system in the attic; a hybrid energy-efficient pool pump (2019); and new smart Samsung stainless steel kitchen appliances (2024), plus a matching Samsung washer and dryer. With the HOA handling front lawn care, this home is truly 100% move-in ready. Enjoy mornings at Tuscawilla Country Club, afternoons at Trotwood Park, and weekends on the Seminole Trail - all paired with top-rated Seminole County schools and swift access to SR-417. Don't miss this opportunity; schedule your showing today. For tech-focused buyers, the complete network infrastructure - including the server rack, 48-port Netgear PoE switch, pfSense router, UniFi Access Points, Synology RS822+ (4x8TB drives), and Synology DiskStation DS923+ can also be included via a separate bill of sale.

766 Andover Circle, Winter Springs

$589,900
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to your Dream Home in gated, sought-after Parkstone…where the living is easy with the lawn mowing and trimming all taken care of for you! Nestled on a quiet CUL-DE-SAC street with direct access to the Cross Seminole Trail and walking distance to Central Winds Park, this METICULOUSLY RENOVATED, GORGEOUS 4-bedroom, 2-bath POOL/SPA home offers the perfect blend of luxury, comfort, and convenience. Every detail has been thoughtfully upgraded — just bring your toothbrush and swimsuit! Gourmet Kitchen & Spa-Inspired Baths: A totally remodeled kitchen showcases gleaming stainless steel appliances and Granite counters, as well as a brand-new refrigerator, gorgeous 42 inch solid-wood cabinetry, and elegant finishes that flow seamlessly into the home's open, airy layout. Both bathrooms have been completely remodeled with new solid wood cabinetry, granite counters, porcelain tile, modern fixtures and designer touches. The Primary Bath feels like a 5-Star hotel spa with a sleek Garden Tub & separate rimless shower! Flooring & Finishes: Stylish DRIVEWAY PAVERS set the stage from the moment you drive up to the home. Rich ENGINEERED HARDWOOD FLOORS (2022) flow through the Living & Family Rooms and Primary Bedroom, with tile floors throughout the remaining living areas and baths. Newer sculptured carpeting adds warmth to the bedrooms. Fresh INTERIOR & EXTERIOR PAINT, PLANTATION SHUTTERS, and a stunning wood-look fiberglass front door greet you the moment you arrive. Your Private Backyard Oasis: Step outside on the beautiful, covered, screened lanai, and enjoy your recently RESURFACED & RENOVATED ABSOLUTELY STUNNING, TOP-OF-THE-LINE POOL & SPA (each separately heated) for year-round enjoyment. Upgraded automated lighting and dancing fountains create a resort-style ambiance — perfect for entertaining or unwinding under the stars. Advanced Comfort & Efficiency: A NEWER CARRIER INFINITY AC SYSTEM (2022) features humidity control, UV lamps, and an air scrubber for pristine indoor air quality. Additional upgrades include a TANKLESS WATER HEATER (2022), NEWER ROOF (2021) new sliding glass doors, new ceiling fans and light fixtures, epoxy garage floor coating, new vinyl fencing, updated landscaping, new gutters with French drains, driveway pavers, and a Rain Soft whole-house water treatment system. Community & Location: Enjoy a low HOA that includes lawn mowing and shrub trimming, plus access to a community pool, splashpad, tennis courts, playground, and fishing pier. Located just moments from the 417, 434, and 17-92 for effortless commuting, and minutes from the Winter Springs Towne Center, shopping, dining, and major medical facilities. All this and it’s zoned for TOP-RATED WINTER SPRINGS SCHOOLS! Don't miss this rare opportunity for a gorgeous, turn-key home…schedule your private tour today!

1230 Stone Harbour Road, Winter Springs

$699,000
4 Beds ⋅ 3 Baths ⋅ Bentley Club At Bentley Green SubDv. ⋅ 32708 Zip Code
Welcome to 864 Bentley Green Circle, a move-in-ready luxury sanctuary situated on a quiet cul-de-sac lot in Winter Springs. Offering 4 bedrooms, 3 full bathrooms, and over 2,200 square feet of meticulously updated living space, this home seamlessly blends sophisticated interior accents with private, resort-style outdoor living. WHAT’S SPECIAL GOLF COURSE ACCESS & VIEWS | RESORT-STYLE GAS-HEATED SALTWATER POOL & SPA | 4 HARDWOOD BEDROOMS | UPDATED SPA BATH | CUSTOM BUILT-INS & WINDOW SEATING | GOURMET KITCHEN WITH GRANITE COUNTERTOPS | CUSTOM GAS BLACK MARBLE FIREPLACE | HIGH CEILINGS & CUSTOM CROWN MOLDING Arrive via a grand circular drive centered around a professionally landscaped island, featuring a newly updated limestone walkway that creates an elegant entryway. Inside, the light-filled open floor plan boasts high ceilings, newly painted walls, transoms, interior glass doors, and smart recessed lighting with nightlight mode. The main living area is anchored by a stunning custom black marble gas fireplace and expansive sliding glass doors that open to the lanai. A formal dining room offers luxury vinyl flooring, custom crown molding, and a statement chandelier, while a dedicated lounge/den provides cozy custom built-ins and window seating. The gourmet kitchen comes complete with granite countertops, tile flooring, newly installed stainless-steel appliances, including a new refrigerator, and convenient access to a laundry area with a recently purchased large-capacity washer and dryer set. The main-level owner's retreat serves as a true sanctuary, featuring hardwood floors, a sitting area, built-in electric wall fireplace, space for a coffee station, spacious walk-in closet, and a completely updated spa bath with a deep soaking tub and oversized glass shower. Upstairs, three additional hardwood-floored bedrooms include one configured as an executive home office with scenic views of the nearby pond and golf course. Step outside into your private backyard oasis, highlighted by a gas-heated saltwater pool and spa designed for year-round enjoyment. The outdoor retreat also features a newly renovated screen enclosure, updated pool equipment, and multi-color pool lighting. Relax beneath the custom covered lanai showcasing a real wood ceiling, ceiling fan, and custom recessed lighting—complete with included patio furniture and an exterior TV. The grounds are surrounded by manicured landscaping, lush palm trees, privacy hedges, and a tranquil side-yard "Zen garden" designed to attract butterflies and hummingbirds. Adding to the lifestyle appeal, the property offers private access to the golf course, providing convenient access to Tuscawilla Country Club and its array of amenities. With a separate club membership, residents can enjoy amenities such as a lap pool, fitness center, dining, social events, golf, and more. Country club membership is not included with the property and must be purchased separately. Rounding out this exceptional property are dual driveways and a 2-car workshop garage equipped with built-in storage shelving and a 240-amp EV charging station.

864 Bentley Green Circle, Winter Springs

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