Winter Springs Homes with Private Pool type

Winter Springs Homes with Private Pool type

Winter Springs, located in Seminole County, Florida, is a vibrant city known for its charming neighborhoods and natural beauty. With a population of around 35,000 residents, Winter Springs offers a peaceful and family-friendly atmosphere.

Situated in the heart of the Sunshine State, Winter Springs enjoys a warm and sunny climate year-round, making it an ideal place for outdoor activities. The city is surrounded by picturesque lakes, lush parks, and nature preserves, providing ample opportunities for hiking, biking, boating, and fishing.

One of the sought-after features in Winter Springs is the availability of homes with private pools. Whether you enjoy a refreshing swim on a hot summer day or prefer to relax by the poolside, these properties offer the perfect oasis for relaxation and entertainment. With a private pool, you can host pool parties, enjoy quality time with your loved ones, or simply unwind after a long day.

Winter Springs is home to a variety of housing options, including single-family homes, townhouses, and condos. The homes with private pools are particularly popular among those who value privacy and luxury. Whether you're looking for a spacious family home or a cozy retreat, Winter Springs has a range of options to suit different budgets and preferences.

In addition to its natural beauty and desirable housing options, Winter Springs boasts excellent schools, convenient shopping centers, and a thriving local economy. With its close proximity to Orlando and its world-famous attractions, Winter Springs offers the perfect balance between a peaceful suburban lifestyle and easy access to urban amenities.

If you're searching for a place that combines the best of outdoor living, family-friendly neighborhoods, and homes with private pools, Winter Springs, FL, is the perfect destination for you.

Newest Winter Springs Homes with Private Pool type

$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 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!

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
$624,500
3 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
RARE .40-ACRE TUSCAWILLA POOL HOME WITH EXTENSIVE UPDATES! This beautifully updated two-story home offers the space, privacy, and Florida lifestyle buyers are looking for with Major Improvements completed within the past Four Years! Highlights include ROOF & GUTTERS, Two HVAC systems, Water Heater, Windows, Sliders and front doors, Remodeled Kitchen with stainless steel appliances, updated bathrooms, and luxury vinyl flooring. The backyard is designed for Florida living with a Resurfaced Pool, new pool tile, expanded/resurfaced pool deck, new Screen Enclosure, and new pool pump/filter system. Additional upgrades include a water softener/filtration system, updated irrigation with new well pump and additional zones, exterior paint, refreshed landscaping, plus so much more. An OVERSIZED GARAGE, inside laundry, and room for RV/BOAT PARKING add valuable flexibility. Located in sought-after Tuscawilla, minutes from Tuscawilla Golf & Country Club, Central Winds Park, Trotwood Park, top-rated Seminole County schools, SR 417, UCF, shopping, dining and entertainment. A rare combination of large lot, private pool, extensive updates, and an exceptional Winter Springs location move-in ready and ready to enjoy!

116 Partridge Circle, Winter Springs
$785,000
5 Beds ⋅ 4 Baths ⋅ Winding Hollow Unit 5 SubDv. ⋅ 32708 Zip Code
WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!

337 Twelve Oaks Drive, Winter Springs
$375,000
4 Beds ⋅ 4 Baths ⋅ Tuscawilla Unit 12 SubDv. ⋅ 32708 Zip Code
Looking for a home, you can make your own while living in it? This 4-bedroom, 3.5-bath single-family home provides an excellent opportunity for an owner-occupant to move in, make updates over time, and build equity while turning the property into their own. Also, a great opportunity for investors, landlords, and buyers looking for a fix-and-hold or value-add project. Located in the established Tuscawilla/Winter Springs area of Seminole County, this home sits on a spacious 0.34-acre lot enclosed by PVC fencing on all four sides in a nice neighborhood. The home features a huge living room, fireplace, ceiling fans throughout, covered porch, attached 2-car garage, skylights, and a screened lanai with pool and jacuzzi. The primary suite includes a double/split vanity with both a tub and separate shower. The spacious yard provides plenty of room to enjoy the outdoor space and make the property your own. Conveniently located near parks, shopping, schools, museums, UCF, Rollins College in Winter Park, Orlando Sanford International Airport, and Orlando International Airport. Whether you're searching for a fixer-upper, handyman special, owner-occupant opportunity, investment property, rental property, landlord opportunity, or value-add project, this property provides plenty of potential to update, improve, and build value over time. Being sold AS-IS.

1625 White Dove Drive, Winter Springs
$879,000
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. 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 features a custom black marble gas fireplace and expansive sliding glass doors leading out 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 seats. 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, a built-in electric wall fireplace, space for a coffee station, a 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 featuring a saltwater pool and spa with a newly renovated screen enclosure, updated pool equipment, gas heater, and multi-color lighting. Relax under the custom covered lanai showcasing a real wood ceiling, ceiling fan, and custom recessed lights—complete with included patio furniture and exterior TV. The grounds feature manicured landscaping with lush palm trees, privacy hedges, and a tranquil side-yard "Zen garden" designed to attract butterflies and hummingbirds. 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
$665,000
4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 14a SubDv. ⋅ 32708 Zip Code
Welcome to this exceptional 4-bedroom, 3-bath pool home with a dedicated office, situated on an oversized corner lot in the heart of Tuscawilla in Winter Springs. Featuring a unique three-way split floor plan, generous indoor and outdoor living spaces, and thoughtful updates throughout, this home offers the perfect combination of functionality, privacy, and Florida living. Step inside through the grand foyer, where a spacious dedicated office sits just off the entry and features French doors, crown molding, beautiful flooring, and plantation shutters. Continue into the inviting living room, highlighted by a brick accent wall, vaulted ceilings, and sweeping views of the pool and lanai. Natural light fills the space through an impressive three-panel sliding glass door that disappears into the wall, creating a seamless transition between indoor and outdoor living—perfect for entertaining. The open floor plan flows into a charming breakfast nook and spacious kitchen featuring an abundance of cabinetry and counter space, stainless steel appliances, and a breakfast bar for casual dining. For larger gatherings and special occasions, the separate formal dining room offers plenty of space and is finished with a beautiful statement chandelier. Privately positioned on one side of the home, the primary suite is a true retreat with vaulted ceilings and its own enclosed Florida room—an incredible space for morning coffee, a reading nook, or peaceful space. The expansive primary bathroom features dual vanities, a brand-new Kohler walk-in shower (2026), and a massive walk-in closet with direct access to the bedroom. The home's thoughtful three-way split design provides exceptional privacy. A second wing features two additional bedrooms and a spacious shared bathroom, while the third wing offers a separate bedroom with its own full bathroom and newly renovated shower (2025)—an ideal setup for guests, extended family, or in-law accommodations. Step outside and experience the Florida lifestyle with a sparkling saltwater pool, new pool heater (2025), and a generous covered lanai designed for year-round entertaining. Beyond the pool, the expansive, fully fenced backyard features new pavers (2024) and plenty of room to relax, play, garden, or entertain. Private and serene, this oversized corner lot provides outdoor space that is increasingly hard to find. Additional highlights include no HOA, a new roof and skylights (2019), new salt cell and pool heater (2024) and brand new A/C (2024). Located in sought-after Seminole County, this home is zoned for Oviedo High School and offers convenient access to everything the Tuscawilla community is known for, including walking trails, public parks, and Tuscawilla Country Club with golf, clay tennis courts, a lap pool, fitness center, and dining. With its oversized lot, three-way split floor plan, private pool, dedicated office, flexible living spaces, and incredible Tuscawilla location, this Winter Springs home delivers the space and lifestyle you've been searching for. Call for your private showing today!

674 Vistawilla Drive, Winter Springs
$499,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Virtually Staged. 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
$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
$525,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 6 SubDv. ⋅ 32708 Zip Code
Welcome home to this spacious 4-bedroom, 2-bath pool home located in the highly desirable Winter Springs community! Designed with a functional split-bedroom floor plan, this home offers the perfect balance of privacy, space, and comfortable everyday living. Step inside to soaring vaulted ceilings, abundant natural light, and separate formal living and dining rooms that provide plenty of flexibility for entertaining, working from home, or gathering with family. The heart of the home opens to a large screened lanai and sparkling pool, creating the perfect setting for Florida living year-round. Whether you’re enjoying a quiet morning outside, hosting friends for a weekend barbecue, or cooling off on a summer afternoon, the expansive outdoor living space is sure to become a favorite part of the home. The generously sized lot offers plenty of room to enjoy the outdoors and also features a storage shed with electricity—ideal for a workshop, hobby space, or additional storage. Major improvements offer added peace of mind, including a NEW ROOF, NEW PLUMBING, and NEW WATER HEATER. Best of all, the home is ideally situated in sought-after Winter Springs within walking distance of the area’s schools, making everyday routines incredibly convenient. With its spacious floor plan, beautiful natural light, private pool, large lot, and valuable recent updates, this home offers an incredible opportunity to enjoy everything Winter Springs has to offer!

699 N Endeavour Drive, Winter Springs
$779,000
4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 12a SubDv. ⋅ 32708 Zip Code
A rare opportunity awaits in the heart of Tuscawilla. Welcome to 992 Sleeping Rock Court, a distinctive 4 bedroom, 2.5 bath Parade of Homes model pool home offering approximately 2,701 square feet of beautifully updated living space on an oversized .38 acre cul de sac homesite with the exceptional freedom of NO HOA. Designed with character, warmth and impressive architectural detail, this custom Parade of Homes model home immediately stands apart. Striking vaulted tongue and groove cedar ceilings in both the family room and primary suite create a rich, inviting atmosphere, while the beautifully updated wood burning fireplace serves as a dramatic centerpiece to the main living area. The spacious split bedroom floor plan provides privacy and functionality for both everyday living and entertaining. The primary suite feels like a private retreat, showcasing vaulted tongue and groove cedar ceilings, smart LED lighting, a remote controlled smart ceiling fan, custom closet shelving and an ensuite bath overlooking a private atrium. Throughout the home, thoughtful improvements include updated flooring, crown molding, baseboards, interior doors, electrical outlets, faucets and new ceiling fans. The kitchen features 36 inch cabinetry and updated black stainless steel appliances, including a 2025 dishwasher, along with a generous walk in pantry offering excellent storage. A dedicated laundry room, updated hall and half baths, custom closet systems and numerous smart home upgrades add convenience throughout. Step outside and discover an exceptional setting designed for the Florida lifestyle. The expansive covered lanai creates an impressive outdoor living and entertaining space overlooking the private pool with a beautiful natural rock waterfall, mature landscaping and oversized yard. Whether hosting friends, enjoying a quiet evening or relaxing poolside to the sound of the waterfall, this backyard offers the space, privacy and atmosphere that are increasingly difficult to find. The exterior has also received extensive improvements, including new brick pavers, updated fencing, cedar fascia, updated gutters and soffits, refreshed pool equipment with a Pentair pool pump, updated irrigation with a smart WiFi controller and a new mailbox. Major improvements have already been completed, providing tremendous value for the next owner. Updates include a 2019 roof and skylights, 2020 A/C, electrical panel, ductwork repairs and partial replacement, 2023 windows and three sliding glass doors with a Home Depot lifetime warranty, a new front door and a 2024 water heater. Technology and security have also been thoughtfully incorporated throughout the home with fiber internet, CAT8 wiring, a Nest thermostat, Ring doorbell, Nest Yale keypad front entry, keypad garage entry and Ring spotlight video cameras positioned at the front of the property. This home offers the rare combination buyers are searching for: a substantial homesite, a private pool with natural rock waterfall, mature landscaping, architectural character, extensive updates, impressive outdoor living space, Parade of Homes distinction and NO HOA restrictions or monthly HOA dues. It is a distinctive, non cookie cutter property filled with character, thoughtful upgrades and exceptional indoor and outdoor living spaces. Homes offering this combination of size, privacy, improvements, architectural personality and freedom from an HOA are increasingly difficult to find.

992 Sleeping Rock Court, Winter Springs
$644,900
4 Beds ⋅ 3 Baths ⋅ Huntridge SubDv. ⋅ 32708 Zip Code
There’s something about a home that makes everyday life feel a little more like vacation and this Winter Springs pool home delivers just that. Set on a spacious lot in the established Huntridge community, this 4-bedroom, 3-bath home offers nearly 2,850 square feet with room to gather, work, entertain and unwind. Soaring ceilings and abundant natural light create an open, airy feel, while the family room with wood-burning fireplace gives the home a warm, inviting center. A separate office/bonus space adds flexibility for working from home, hobbies or a quiet retreat. Out back, bring vacation home with your own private pool, covered lanai and summer kitchen, an ideal setup for long Florida afternoons, weekend cookouts and evenings spent lingering outside. The primary suite opens directly to the pool area and features a generous walk-in closet and spacious bath. Beyond the house, Winter Springs offers an easygoing, outdoor-focused lifestyle with nearby Trotwood Park, miles of walking and biking along the Cross Seminole Trail, Tuscawilla Country Club, and shopping and dining around Winter Springs Town Center and Tuskawilla Road.

248 Huntridge Way, Winter Springs
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