Winter Springs Homes with Private Mailbox Exterior Features

Winter Springs Homes with Private Mailbox Exterior Features

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

If you're looking for a home with a Private Mailbox Exterior Feature, Winter Springs has a variety of options to suit your preferences. Imagine coming home to a property where your mailbox stands proudly at the entrance, adding a touch of elegance and functionality to your curb appeal. Whether you prefer a traditional mailbox or a more contemporary design, you'll find homes in Winter Springs that cater to your needs.

Living in Winter Springs means enjoying a relaxed lifestyle while still being close to all the amenities you need. From top-rated schools and shopping centers to beautiful parks and recreational facilities, this city has something for everyone. With easy access to major highways, you can also explore the surrounding areas and enjoy everything that Central Florida has to offer.

If you're ready to find your dream home in Winter Springs with a Private Mailbox Exterior Feature, start your search today. Let the beauty and warmth of this city welcome you home.

Newest Winter Springs Homes with Private Mailbox Exterior Features

1013 Walnut Creek Cove, Winter Springs
$499,900
3 Beds ⋅ 2 Baths ⋅ Parkstone Unit 4 SubDv. ⋅ 32708 Zip Code
Beautiful 4-bedroom pond front POOL home in the exclusive gated community of Parkstone! Formal Living, Dining, and Family rooms. Spacious eat-in kitchen with stainless steel appliances. Large owner's suite with huge closet and elegant garden tub and separate shower. High ceilings and tile flooring throughout house. New AC. Laundry room. Covered screened-in back porch with POOL and stunning view of the pond. 2 car garage. Roof about 5 years old. HOA mows yard. House is on a CUL-DE-ac so very quiet. Enjoy the community pool, splash pad, tennis courts, playground, and fishing pier. Near the Seminole Trail for biking and walking as well as Central Winds Park/dog park. Good schools. Great location. Must See!

1013 Walnut Creek Cove, Winter Springs
615 Pearl Road, Winter Springs
$350,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code
Welcome to 615 Pearl Road, a well-loved Winter Springs home ready for its next chapter! Owned by the original family and set on a spacious quarter-acre lot, this three-bedroom, two-bath home offers a wonderful opportunity to bring your own style and make it truly yours. Inside, the comfortable floor plan provides plenty of room to spread out, with a formal living room, formal dining room and additional living space for everyday gathering and entertaining. The two-car garage adds convenient parking and storage, while out back, a large screened porch creates the perfect place for morning coffee, weekend gatherings or simply relaxing while overlooking the beautiful fenced backyard. With plenty of room for pets, play, gardening, outdoor entertaining or creating the backyard you have always envisioned, this outdoor space is one of the home’s standout features. Major updates include a 2019 roof and 2024 AC, offering a great starting point as you add your own finishing touches. Conveniently located near Central Winds Park, Ranchlands Park, Publix, Aldi and everyday shopping and dining, this home combines an established Winter Springs location with space, potential and a backyard that is becoming harder to find. Whether you are searching for your first home, your next home or a property you can personalize over time, 615 Pearl Road is ready to welcome its next owners.

615 Pearl Road, Winter Springs
992 Sleeping Rock Court, Winter Springs
$750,000
4 Beds ⋅ 3 Baths ⋅ Tuscawilla Unit 12a SubDv. ⋅ 32708 Zip Code
CHARACTER YOU CAN’T BUILD INTO A COOKIE-CUTTER HOME—welcome to 992 Sleeping Rock Ct, a distinctive 4-bedroom, 2.5-bath POOL HOME tucked away on an oversized .38-ACRE CUL-DE-SAC LOT with NO HOA in the heart of Tuscawilla. Originally built as a CUSTOM PARADE OF HOMES MODEL, this residence offers approximately 2,701 SQ FT and immediately separates itself with architectural details rarely found in newer construction. Dramatic VAULTED WOOD CEILINGS bring warmth and character to both the family room and primary suite, while an updated WOOD-BURNING FIREPLACE creates a natural centerpiece for the main living space. The SPLIT FLOOR PLAN offers privacy and functionality, complemented by updated flooring, crown molding, baseboards, interior doors, custom closet systems, a WALK-IN PANTRY, dedicated laundry room, and thoughtful smart-home upgrades throughout. The primary suite feels like its own retreat beneath the vaulted wood ceiling, complete with custom closet shelving and an en-suite bath overlooking a PRIVATE ATRIUM. Then step outside and discover what may be the most memorable part of the property: a HUGE COVERED LANAI overlooking the PRIVATE POOL with a NATURAL ROCK WATERFALL, surrounded by mature landscaping and an expansive backyard that gives you room to actually enjoy the .38-acre homesite. New brick pavers and updated fencing further enhance an outdoor setting made for entertaining, relaxing, and Florida living year-round. Just as important, many of the major components have already been addressed, including ROOF & SKYLIGHTS (2019), A/C, ELECTRICAL PANEL & DUCTWORK IMPROVEMENTS (2020), WINDOWS & THREE SLIDING GLASS DOORS (2023) WITH HOME DEPOT LIFETIME WARRANTY, FRONT DOOR (2023), WATER HEATER (2024), plus updated pool equipment including a Pentair pump and smart WiFi-controlled irrigation. The home is also equipped with FIBER INTERNET and CAT8 wiring throughout, along with Nest and Ring smart-home features. CUSTOM MODEL HOME. .38 ACRES. CUL-DE-SAC. PRIVATE POOL & WATERFALL. MATURE LANDSCAPING. MAJOR UPDATES. NO HOA. 992 Sleeping Rock Ct offers the space, privacy, architectural personality, and freedom that are becoming increasingly difficult to find in Winter Springs. Schedule your private showing and experience this one in person.

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

4038 Biscayne Drive, Winter Springs
1041 Northern Way, Winter Springs
$989,000
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
201 Burgess Drive, Winter Springs
$635,000
4 Beds ⋅ 3 Baths ⋅ Avery Park SubDv. ⋅ 32708 Zip Code
Welcome Home to charming FRONT PORCH LIVING in the sought-after GATED community of AVERY PARK! This upscale neo-traditional beauty offers real community feel from the moment you arrive. The refreshed LANDSCAPING and inviting FRONT PORCH set the tone for this lovely 4 BEDROOM, 2.5 BATH, 3-CAR GARAGE home. Step inside to a light and bright foyer with HIGH CEILINGS and an OPEN FLOOR PLAN built for easy living. The heart of the home is the LARGE KITCHEN, featuring a center island, granite counters, 42-inch WOOD CABINETS, and a BRAND NEW BACKSPLASH that ties the whole space together. The family room offers plenty of space for big gatherings or quiet nights in. Retreat to the OVERSIZED PRIMARY SUITE with tray ceilings, a custom walk-in closet, and an en-suite with dual sinks and a HUGE GARDEN TUB. Upstairs you'll find three more bedrooms and a spacious bonus room. UPDATES INCLUDE: ROOF 2020, plantation shutters, LUXURY Vinyl, interior paint, exterior paint 2021. SMART HOME FEATURES include EV CHARGING wiring, HIGH-END LUTRON SWITCHES with clock timers, a built-in SECURITY SYSTEM, a HYBRID HOT WATER HEATER, a TOP-OF-THE-LINE IRRIGATION SYSTEM. Located in the heart of Winter Springs, Avery Park residents enjoy a community POOL, playground, basketball court, gazebo, and stocked fishing pond, plus walking distance to TOP-RATED SCHOOLS, shopping, Seminole County TRAILS, and Award-Winning CENTRAL WINDS PARK. Easy access to the 417 makes commuting a breeze. Make your appointment today. This one won't last long!

201 Burgess Drive, Winter Springs
1010 W Pebble Beach Circle, Winter Springs
$499,999
3 Beds ⋅ 3 Baths ⋅ Country Club Village Unit 1 SubDv. ⋅ 32708 Zip Code
Here it is all together with clear paragraph breaks. No extra chatter. Welcome to 1010 W. Pebble Beach Circle, tucked away in the desirable Country Club Village of Tuscawilla. From the moment you step inside, the home feels bright, open, and full of character, with soaring vaulted ceilings, exposed wood beams, skylights, and a striking stone fireplace anchoring the main living space. Updated laminate flooring flows through the spacious living and dining areas, while the kitchen features granite countertops and stainless appliances. A major highlight of the home is the first-floor primary suite, complete with a private bath and walk-in closet, offering added convenience and privacy. Upstairs, secondary bedrooms each enjoy their own balcony, creating little retreats for family or guests. The oversized screened and covered rear lanai feels like a true extension of the home, perfect for relaxing or entertaining year-round. Multiple private courtyards and mature landscaping add to the overall sense of privacy and charm. And With a 2022 AC, updated plumbing, water softener, and low-maintenance HOA care, this home offers comfort today and peace of mind for the future. All just minutes from Tuscawilla Country Club, Trotwood Park, trails, and great local dining.

1010 W Pebble Beach Circle, Winter Springs
288 Ringwood Drive, Winter Springs
$460,000
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 23a SubDv. ⋅ 32708 Zip Code
NEW PRICE = NEW OPPORTUNITY! Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

288 Ringwood Drive, Winter Springs
1067 Chokecherry Drive, Winter Springs
$415,000
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 2b SubDv. ⋅ 32708 Zip Code
Nestled in the desirable Oak Forest at Tuscawilla community, this 3 bedroom, 2 bathroom home is located near local parks, trails, shops, restaurants, and highly rated Seminole County schools. Inside, a spacious, open floor plan flows effortlessly between the living and dining areas, elevated throughout by custom crown molding and rich wood detailing that add a timeless, tailored feel rarely found at this price point. The lovely kitchen anchors the home with a center island and breakfast bar, perfect for casual meals or entertaining guests. The primary suite offers a peaceful retreat with a generous walk-in closet, while the additional bedrooms are equally impressive, each offering generous space and an abundance of natural light. The home also features a brand NEW roof (2026). Outside, a screened patio invites year-round outdoor living, and an attached 2 car garage completes this beautiful Winter Springs residence.

1067 Chokecherry Drive, Winter Springs
625 Pearl 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
699 N Endeavour Drive, Winter Springs
$519,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 6 SubDv. ⋅ 32708 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,931 square feet of living space on a large corner lot. Featuring an inviting inground pool enclosed in a screened lanai, this property is perfect for raising a family, enjoying Florida living, entertaining guests, and relaxing outdoors. This home offers valuable major core system updates, including a NEW ROOF, NEW HVAC SYSTEM , NEW WATER HEATER, and NEW PEX PLUMBING providing added peace of mind for the next owner. With a highly desirable corner-lot location two blocks from elementary and middle schools, generous outdoor space with a sizable outdoor shed and a private pool area, this home offers a wonderful combination of comfort, functionality, and Florida lifestyle appeal. Don’t miss the opportunity to make this one owner, well-maintained, spacious pool home your own!

699 N Endeavour Drive, Winter Springs
744 Barrington Circle, Winter Springs
$409,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs
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