Quick Winter Springs FL MLS Search

Browse All Winter Springs FL 5 Bedroom Properties for Sale

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

627 Clearn Court, Winter Springs
$485,000
5 Beds ⋅ 4 Baths ⋅ The Highlands Sec Four Tracts A & B Rep SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated home, with it's own IN-LAW SUITE, tucked away on a quiet cul-de-sac in Winter Springs! The first floor offers plenty of room to spread out, featuring a sunken living room, cozy fireplace, and formal dining area. This living space opens to the large fully fenced backyard. The kitchen has been updated with bright & light cabinets, countertops, stainless steel appliances, and right off the kitchen is a screened covered porch with access to the backyard. Through the laundry room, is the garage which has been thoughtfully converted into a private 1 bedroom, 1 bathroom in-law suite with its OWN ENTRANCE. This space has been beautifully done and features its own kitchen with a stove, microwave, and refrigerator, and it's own AC unit. You can access the in-law suite from inside or outside the home, depending on how you'd like to use the space. Whether used as an in-law setup, guest space, home office, or additional flex space, it gives the home versatility that is hard to find. Upstairs, is the primary suite with an en-suite bathroom and generous closet. Off the primary suite is a spacious balcony, just in time for Florida's great fall weather! Three additional bedrooms and a full guest bathroom provide plenty of space for family, guests, or working from home. Conveniently located in Seminole County with easy access to Winter Springs Town Center, Longwood, Lake Mary, Altamonte Springs, SR 434, US 17-92, and I-4, making getting around Central Florida easy. If you've been looking for a home with extra space and possibilities beyond the traditional floor plan, this one deserves a look! The Highlands neighborhood features a great community pool and tennis courts/pickleball courts, as well as beautiful nature trails and stately historic trees.

627 Clearn Court, Winter Springs

149 Cherry Creek Circle, Winter Springs
$1,080,000
5 Beds ⋅ 5 Baths ⋅ Reserve At Tuscawilla Ph 1 The SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. 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

628 Silver Creek Drive, Winter Springs
$824,900
5 Beds ⋅ 4 Baths ⋅ North Orlando Ranches Sec 02a SubDv. ⋅ 32708 Zip Code
BRAND-NEW CUSTOM HOME IN WINTER SPRINGS WITH NO HOA! Offering approximately 3,184 sq. ft. of air-conditioned living space, this thoughtfully designed 5-bedroom custom home combines custom finishes, flexible multigenerational living and upgrades rarely found in typical new construction—all without the restrictions or monthly fees of an HOA. The first floor features a private in-law suite with its own full bathroom and separate laundry facilities, creating an ideal arrangement for multigenerational living, extended family or guests. The home also includes a second, full-size laundry room featuring built-in cabinetry, a quartzite countertop and an undermount stainless-steel utility sink. At the heart of the home is a beautifully finished kitchen featuring upgraded quartz countertops and a high-end LG appliance package, opening to the spacious great room for an easy flow between cooking, dining and entertaining. Ceiling fans have already been installed in all bedrooms, the great room and screened lanai. The primary suite was designed as a true retreat, highlighted by a custom wet room, private water closet, upgraded quartz countertops and custom built-in shelving. Primary bedroom also features two massive walk in closets with Custom built-in closet shelving. Custom built-in closet shelving is also featured throughout all the bedrooms in the main home. Additional designer finishes include quartz countertops in the in-law bath and powder room, leathered black granite in the upstairs guest bathroom, and quartzite in the main laundry room. Adding even more flexibility is the approximately 22’ × 11’ fifth bedroom above the garage, offering approximately 242 sq. ft. of additional living space and an excellent option for a bonus room, home office, media room or guest space. Two tankless water heaters provide abundant hot water throughout the home, while an impressive 400-amp electrical service provides substantial capacity for current and future needs, including EV charging, an RV connection, workshop or welding equipment, or other high-demand electrical additions. Outdoor living was equally well planned. The screened rear lanai is complemented by two additional paver patios, creating multiple areas for outdoor dining, grilling, relaxing and entertaining. The wooded lot extends back to a peaceful creek, offering plenty of space to explore, enjoy nature, or simply grab a fishing pole and unwind in your own backyard. An oversized paver driveway provides generous additional parking. Even the garage was designed beyond standard dimensions. The oversized two-car garage provides additional width and usable space, allowing plenty of room to comfortably open vehicle doors with two cars parked inside while still providing valuable additional storage space. From the first-floor in-law suite and dual laundry facilities to the fifth bedroom/flex space, custom wet room, upgraded stone surfaces, high-end appliance package, dual tankless water heaters, 400-amp electrical service, oversized garage and driveway, and multiple outdoor living areas, this custom new-construction home offers an exceptional combination of quality, flexibility and functionality in Winter Springs. Brand new, custom built and ready for its first owner.

628 Silver Creek Drive, Winter Springs

1041 Northern Way, Winter Springs
$969,000
5 Beds ⋅ 4 Baths ⋅ Winter Spgs Unit 3 SubDv. ⋅ 32708 Zip Code
Under contract-accepting backup offers. 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

337 Twelve Oaks Drive, 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

1015 Antelope Trail, Winter Springs
$600,000
5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Seller is willing to contribute towards Buyers closing costs with reasonable offer. Welcome home to this thoughtfully updated 5-bedroom, 3-bath residence nestled on an oversized lot beneath a canopy of mature trees in the highly sought-after Tuskawilla community of Winter Springs. Offering over 2,500 square feet of thoughtfully designed living space, this home features a desirable split floor plan with the primary suite tucked away in its own private wing, creating a peaceful retreat from the secondary bedrooms. At the heart of the home is the beautifully remodeled kitchen, featuring quartz countertops, updated cabinetry, modern fixtures, updated appliances, and plenty of space for gathering with family and friends. The spacious living and dining areas provide an inviting setting for everyday living and entertaining, while the fully enclosed Florida room serves as a true extension of the home, making it the perfect place to host movie nights, enjoy your morning coffee, or unwind while overlooking the spacious backyard shaded by mature trees. Recent improvements include luxury vinyl plank flooring and baseboards throughout, fresh interior and exterior paint, refreshed landscaping, an updated sprinkler system, a whole-house water softener and filtration system, and two beautifully renovated bathrooms featuring updated vanities, flooring, fixtures, toilets, and shower tile. Additional major updates include a roof replaced in 2018, HVAC replaced in 2020, updated plumbing, and an electrical panel replaced in 2023, providing added peace of mind for years to come. Located in one of Winter Springs' most established communities, residents enjoy a voluntary HOA, optional memberships to Tuskawilla Country Club with golf, swimming, fitness, tennis, and social amenities, nearby Trotwood Park, golf cart-friendly streets, and access to Seminole County's top-rated schools. Conveniently located near shopping, dining, and SR-417, this home offers the perfect combination of modern updates, timeless character, and an exceptional location.

1015 Antelope Trail, Winter Springs

216 Tavestock Loop, Winter Springs
$605,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Enjoy waterfront views and your own private pool in this spacious 5-bedroom, 2-bath home located in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you’ll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, a whole-house water filtration system, two mini-split air conditioning systems (2025), and an energy-efficient year-round. The backyard is also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you’re entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don’t miss your opportunity to own this exceptional waterfront home in one of Winter Springs’ most desirable communities!

216 Tavestock Loop, Winter Springs

1112 Orange Avenue, Winter Springs
$3,700,000
5 Beds ⋅ 7 Baths ⋅ Lake Jessup SubDv. ⋅ 32708 Zip Code
Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market. Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome. Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed "H" floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level. The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining. Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage. Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched. Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.

1112 Orange Avenue, Winter Springs

Start Your Search

5 Bedroom Winter Springs Real Estate

Our website features the best real estate search for 5 bedroom properties available in Winter Springs and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!