Winter Springs Homes with Private Mailbox Exterior Features

Winter Springs Homes with Private Mailbox Exterior Features

Welcome to Winter Springs, Florida – a charming city nestled in the heart of Seminole County that perfectly blends suburban tranquility with urban convenience. Known for its beautiful parks, vibrant community spirit, and excellent schools, Winter Springs offers a lifestyle that appeals to families, retirees, and professionals alike. With its picturesque landscapes and a strong sense of community, it’s no wonder that many are drawn to this delightful city.

One of the standout features of homes in Winter Springs is the presence of private mailboxes, adding a touch of individuality and charm to the exterior of these residences. Imagine coming home to a beautifully landscaped yard, where your own personalized mailbox greets you at the end of the driveway. These private mailboxes not only enhance the curb appeal of your home but also provide a sense of security and exclusivity, allowing you to receive your mail in style.

The real estate market here boasts a diverse array of properties, from cozy single-family homes to spacious estates, many of which feature modern amenities and stunning designs. Whether you’re looking for a home with a backyard oasis or a cozy retreat near local parks, Winter Springs has something for everyone.

With a strong sense of community, excellent amenities, and homes that reflect the charm of the area, Winter Springs is more than just a place to live – it’s a place to call home. Explore the possibilities and discover your dream home in this enchanting Florida city today!

Newest Winter Springs Homes with Private Mailbox Exterior Features

$510,000
3 Beds ⋅ 2 Baths ⋅ Eagles Watch Ph 1 SubDv. ⋅ 32708 Zip Code
Property is well maintained, had been owned by a former major league base ball prayer. adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and than jump into the pool for a refreshing dip. the subdivision is one minute from a convenience store and access to rt 417 highway to all parts of central florida. Spacious master bedroom with very big walk in closet. this is in move in condition subject only to your color decorations. Part of the Tuscawilla Master Community !!

133 Redtail Place, Winter Springs
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Bear Creek Estates SubDv. ⋅ 32708 Zip Code
Virtually Staged. This remarkable, tenderly loved estate home is situated on over an acre in Tuscawilla’s most coveted neighborhood, Bear Creek Estates. Homes in this gated upscale neighborhood are rarely available to purchase! With nearly 4000 square feet of thoughtfully designed living space, the home combines dramatic architecture, generous proportions, and a substantial, well designed floor plan with an abundance of natural light. Drive up the circular paver driveway to see this custom built, one of a kind, impressive single-story residence that makes an elegant statement from the minute you arrive. Open the door to a grand entry that immediately sets the tone with soaring ceilings, marble flooring and impressive formal living and dining entertainment spaces. You will love the well designed fully equipt custom kitchen that overlooks a massive family room with fireplace. With 4 huge bedrooms and 3 1/2 baths plus an enormous office/ 5th bedroom/study/ media room/ with a giant closet, the possibilities are endless! The giant primary suite is a private retreat with an enormous walk in closet and an attractive en-suite bath with the expected luxury home components. Step out of the suite’s french doors to a romantic evening under the private covered patio overlooking the elegant pool. All of the other bedrooms are extremely large with ample closet space. One of the guest rooms could be a second primary suite with it's private en-suite bath, walk-in closet and sliding glass door to the pool. Two wood-burning fireplaces bring warmth and character to the living spaces. With expansive rooms and high ceilings, this home offers the kind of architectural detail rarely found in newer construction. The focal point of the property is the enormous pool. Enveloped by generous lounging and gathering areas, the pool, patio and other outdoor areas extend the home's living space and reinforce the sense of privacy and scale found throughout. The huge backyard is great for youngsters to play, dogs to run and fun family time outside. And yes!… your cars will adore the oversized 3 car garage! Some of the practical updates include two newer A/C systems installed in 2021 and 2022 and a roof replaced in 2017. This amazing upscale pool home is ready for simple (or extravagant) upgrades of your choosing! So Many of the neighbors have done expansive renovations to their homes, affording you the opportunity to add as many upgrades that you wish without over improving. This estate home is distinguished not by one feature, but by the way all of its spaces fit together. Grand where it should be, comfortable where it matters, and filled with character that simply cannot be replicated by today's cookie-cutter construction. Come explore…make this home your dream home!

738 Bear Creek Circle, Winter Springs
$435,000
3 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-B SubDv. ⋅ 32708 Zip Code
Welcome home to this beautifully updated 3 bedroom, 2 bath home offering 2,116 square feet of comfortable living space on a spacious .28 acre corner lot, directly across from Sunrise Community Park. This move-in-ready home combines modern updates with a functional split-bedroom floor plan that's perfect for growing families, remote work, or entertaining. Step inside to discover fresh interior paint, beautifully remodeled master bathroom, and a renovated kitchen just five years ago. The improvements provide added peace of mind, including a complete repipe and fresh exterior paint, making this home as practical as it is attractive. Enjoy the fully fenced backyard offering plenty of room for the family, pets, gardening, or weekend barbecues, on a prime corner lot. If you're searching for your first home without sacrificing space, updates, or location, this one checks all the boxes. Move right in and start making memories in a home that's been thoughtfully updated and lovingly maintained.

1298 Madelena Avenue, Winter Springs
$375,000
3 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to the heart of Tuscawilla, one of Seminole County’s most desirable communities! This beautifully updated 3-bedroom, 2-bath home offers the perfect combination of modern updates, timeless character, and great location. Built with solid concrete block construction, this move-in ready home features a brand-new roof (2026), vaulted ceilings, a cozy wood-burning fireplace, and no carpet throughout for easy maintenance. The fully renovated kitchen is the centerpiece of the home, complete with stainless steel appliances, updated cabinetry, and a functional layout that opens seamlessly into the spacious living and dining areas, perfect for everyday living and entertaining. The floor plan provides privacy for the primary suite, while the inside laundry room and attached 2-car garage add convenience. Step outside to enjoy the screened-in back patio, an ideal space for morning coffee, evening relaxation, or entertaining friends while overlooking the peaceful backyard. Situated in the highly sought-after Wedgewood Tennis Villas within the Tuscawilla community, residents enjoy beautifully maintained surroundings, newly renovated neighborhood tennis courts, and an exceptional lifestyle just moments from Tuscawilla Country Club, offering golf, tennis, pickleball, dining, swimming, and social memberships. The Tuscawilla community is known for its tree-lined streets, parks, miles of walking and biking paths, and strong sense of community. Located within Seminole County's highly regarded school district, you'll also be just minutes from Trotwood Park, featuring a splash pad, playgrounds, sports fields, basketball and tennis courts, as well as the Cross Seminole Trail, one of Central Florida's premier destinations for walking, running, and biking. Shopping, dining, and entertainment at Oviedo on the Park are just a short drive away, with easy access to SR-417, UCF, Downtown Orlando, Orlando International Airport, Disney, Universal, and Florida's beautiful east coast beaches. Whether you're searching for your first home, looking to downsize without compromise, or simply want to enjoy the Tuscawilla lifestyle, this home checks all the boxes. Don't miss your opportunity to own this beautiful home in one of Central Florida's most established and sought-after communities! Schedule your private showing today. This is it!

787 Evert Court, Winter Springs
$369,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 4 SubDv. ⋅ 32708 Zip Code
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs
$665,000
4 Beds ⋅ 3 Baths ⋅ Chestnut Estates Ph 2 SubDv. ⋅ 32708 Zip Code
MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025) with AC purification system included, plumbing updates and newer water heater. Schedule your private showing today!

223 Blue Creek Drive, Winter Springs
$625,000
5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
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
$365,500
3 Beds ⋅ 2 Baths ⋅ North Orlando 2nd Add SubDv. ⋅ 32708 Zip Code
Sweet 3 bed, 2 bath, 1368 sq ft, home on a corner lot in the heart of Winter Springs. Recently remodeled! Fresh Paint, New Kitchen, SS appliances, Tile flooring throughout, Dining area, Living and Family Room, inside laundry room. Big, open, wrap-around porch in back is pre-plumbed & trussed for possible expansion of Primary Bedroom. Fenced in backyard, with mature oaks and landscaping. Single car garage can be used as office/storage. Additional Family Room has been added on. Lovely home, terrific area, great schools! This one is a gem, perfect for first-time buyers!

101 S Flamingo Avenue, Winter Springs
$630,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious 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, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has 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
$735,000
5 Beds ⋅ 4 Baths ⋅ Seville Chase SubDv. ⋅ 32708 Zip Code
Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining. From the moment you walk through the double front doors, you'll appreciate the natural light, soaring ceilings, crown molding, and timeless architectural details throughout. The spacious family room flows seamlessly into the kitchen, featuring a large island, abundant cabinet space, breakfast nook, and peaceful backyard views. Step outside to the oversized covered lanai with a gas hookup for a future outdoor kitchen, overlooking a spacious backyard with plenty of room to build your dream pool. The private primary suite offers dual walk-in closets, a spacious bathroom, and direct access to a flexible office or nursery. Three additional bedrooms are located on the main level, while upstairs you'll find a private guest suite with its own full bath plus a large climate-controlled bonus room—perfect for a home gym, media room, playroom, or extra storage. This home has been meticulously maintained with numerous updates, including fresh exterior paint, updated lighting, painted garage floors, professionally cleaned HVAC ducts and carpets, plus an oversized driveway with plenty of parking. Conveniently located near top-rated Seminole County schools, shopping, dining, golf, Winter Springs Town Center, UCF, Research Park, Siemens, and major highways including 417, 434, and I-4. If you're looking for space, privacy, and a home you can truly make your own, this is one you won't want to miss. Schedule your private showing today.

126 Seville Chase Drive, Winter Springs
$624,000
4 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential for the buyer seeking space, privacy, and the chance to create something truly special. The property features a recently resurfaced pool, a fully fenced backyard, and an incredible outdoor setting designed for entertaining and enjoying Florida living. One of the standout features is the detached pizza kitchen gazebo, perfect for hosting family and friends, along with an additional outbuilding complete with A/C, power, and plumbing—ideal for a workshop, studio, home office, hobby space, or future guest accommodations. Mature landscaping and abundant outdoor space provide room for recreation, gardening, boats, RVs, and more. Inside, the home offers a functional layout with tremendous upside. While cosmetic updates could enhance the property's full potential, the major features, lot size, and unique amenities make this a rare find in Winter Springs. Whether you're looking for a personal residence, multi-generational living setup, or an investment opportunity, this property is ready for your vision.

1204 Swan Street, Winter Springs
$649,900
4 Beds ⋅ 3 Baths ⋅ Winding Hollow Unit 2 SubDv. ⋅ 32708 Zip Code
MAJOR PRICE IMPROVEMENT!! Pride of ownership is evident throughout this beautifully updated, MOVE-IN PERFECT, one-owner home located in the highly sought-after WINDING HOLLOW community of Winter Springs. This ideal two-story floor plan offers 4 BEDROOMS, 3 FULL BATHS, BONUS ROOM, 3-CAR GARAGE, and a LARGE SCREENED LANAI, showcasing timeless style, thoughtful updates, and versatility with TILE FLOORING throughout the first floor and LAMINATE WOOD FLOORING upstairs. The bright, OPEN-CONCEPT floor plan offers exceptional flow and is perfect for entertaining, featuring spacious formal living and dining rooms with soaring ceilings that create an inviting sense of space. The heart of the home is the beautifully designed ISLAND KITCHEN, perfectly positioned between the breakfast nook and impressive family room with 18-FOOT CEILINGS and dramatic upper windows that flood the home with natural light. The kitchen features GRANITE COUNTERTOPS, ABUNDANT WOOD CABINETRY with PULL-OUT DRAWERS, STAINLESS STEEL APPLIANCES, PANTRY, and convenient access to the garage and laundry room with additional storage. The spacious FIRST-FLOOR PRIMARY SUITE offers a sitting area, TWO WALK-IN CLOSETS, and an updated spa-inspired bath featuring a SOAKING TUB, GLASS SHOWER, and DUAL QUARTZ VANITIES, creating the perfect private retreat. A SPLIT FIRST-FLOOR GUEST SUITE with a full bath provides ideal accommodations for visitors or MULTI-GENERATIONAL LIVING. Upstairs you’ll find BEDROOMS 3 & 4, a full hallway bath, and a versatile BONUS ROOM/FLEX SPACE with a walk-in closet overlooking the family room below. Easily used as a 5TH BEDROOM, MEDIA ROOM, PLAYROOM, HOME OFFICE, or HOME GYM, this flexible space adapts to your family’s needs. Enjoy Florida living year-round from the expansive TILED SCREENED LANAI, accessible from the formal living room, family room, and primary suite while overlooking the PRIVATE, LUSHLY TREED BACKYARD. Additional highlights include PLANTATION SHUTTERS THROUGHOUT, a spacious 3-CAR GARAGE with overhead storage, an EXPANDED BRICK-PAVER DRIVEWAY, 2018 ROOF, TWO ZONED A/C SYSTEMS (2022 & 2019), 2019 WATER HEATER, and COMPLETE PLUMBING REPIPE (2025). Ideally located WITHIN WALKING DISTANCE TO THE CROSS SEMINOLE TRAIL & CENTRAL WINDS PARK, and just minutes from TOP-RATED WINTER SPRINGS SCHOOLS, shopping, dining, SR 417, and US 17-92, this exceptional home truly offers the perfect combination of LOCATION, LIFESTYLE, AND VALUE. WELCOME HOME!

525 Saddlewood Lane, Winter Springs
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