Winter Springs Homes with Sidewalk Exterior Features

Winter Springs Homes with Sidewalk Exterior Features

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

If you're looking for a home with sidewalk exterior features, Winter Springs has a variety of options to choose from. Sidewalks not only add to the aesthetic appeal of a neighborhood but also promote a sense of community and encourage outdoor activities. Imagine taking a leisurely stroll or a brisk morning jog right from your doorstep, enjoying the fresh air and connecting with your neighbors.

Whether you prefer a cozy townhouse or a spacious single-family home, Winter Springs has something for everyone. With well-maintained sidewalks weaving through the neighborhoods, you can easily access nearby parks, schools, shopping centers, and other amenities on foot or by bike.

In Winter Springs, you'll find a close-knit community where neighbors look out for each other and create lasting friendships. The city's vibrant social scene, top-rated schools, and proximity to major highways make it an ideal place to call home for families, young professionals, and retirees alike.

Come and explore the beauty and warmth of Winter Springs – where sidewalks lead to endless possibilities and a life of comfort and convenience awaits you.

Newest Winter Springs Homes with Sidewalk Exterior Features

1436 Winter Wharf Lane, Winter Springs
$399,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to easy, stylish living in Jesup’s Landing, one of Winter Springs’ most desirable communities. This spacious 3 Bedroom, 3 1/2 Bath Townhome features a versatile split-level design that creates a comfortable sense of separation between living areas while still offering plenty of room to gather and entertain. The beautifully appointed kitchen features 42-inch cherry cabinetry, granite countertops, and a spacious prep island, creating an inviting and functional space for cooking, baking, and entertaining. Upstairs, the primary suite offers a generous bedroom, a spacious walk-in closet, and a well-designed primary bath with a double-sink vanity, separate shower, and soaking tub. A second upstairs bedroom also features its own en-suite bath with a walk-in shower and a large walk-in closet, providing added privacy and convenience. The lower level includes an additional secondary bedroom with its own en-suite shower bath, along with access to the two-car garage and extra storage space. New Carpet in the Bedrooms and Stairways was just installed for a MOVE-IN READY transition for the new Owner. The exterior has also been refreshed with New Paint, New Screen on Balcony and the home features a New Roof for added value and peace of mind. The location offers exceptional convenience with Central Winds Park, shopping, dining, SR 417, Orlando Sanford International Airport, UCF, and Seminole State College all within easy reach. Jesup’s Landing residents enjoy a variety of community amenities, including a clubhouse, fitness center, and inviting swimming pool. With its spacious floor plan, recent updates, convenient location, and low-maintenance lifestyle, this home offers a wonderful opportunity to enjoy all that Winter Springs has to offer. ROOF - 2026, A/C and Water Heater - 2014.

1436 Winter Wharf Lane, 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
734 Seneca Meadows Road, Winter Springs
$520,000
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Beautifully updated, thoughtfully designed, and surrounded by mature landscaping, this single-story home offers the space, flexibility, and finishes that make everyday living feel effortless. From the welcoming front porch and sitting area to the private, fenced backyard, this gorgeous updated home has been designed to enjoy both indoors and out. Inside, the 4-bedroom, 2-bath floor plan features a desirable three-way split, providing wonderful separation between the large primary suite and 3 additional bedrooms. An additional large office with French doors adds even more versatility and could easily serve as an additional guest room, den, fitness space, or creative retreat. At the heart of the home is a completely remodeled kitchen that feels fresh, current, and ready to be enjoyed. Quartz countertops pair beautifully with a stylish new backsplash, newer appliances, updated finishes, and new luxury vinyl flooring that continues throughout most of the home, creating a cohesive and polished look. The open layout allows the kitchen to remain connected to the main living spaces, making it equally suited for quiet evenings at home or a house full of guests. The primary suite is a true retreat, complete with a spacious walk-in closet and glass sliding doors that provide direct access to the enclosed porch. Take in the recently remodeled en-suite bath that's been transformed into a spa-inspired space featuring dual vanities, a separate soaking tub, and a glass-enclosed tiled shower with two shower heads. The enclosed porch expands the home’s living space even further and has been updated with its own mini-split A/C system, creating a comfortable spot to relax throughout the year. Step outside to a fully fenced backyard with a generous pavered sitting area—the perfect setting for weekend grilling, outdoor dining, evening cocktails, or gathering with friends under the Florida sky. Many updates to this home will give you ease including, H/W HEATER 2019, ROOF 2021, CARPETS 2021, EXTERIOR PAINT 2023, UPDATED PRIMARY BATH 2025, LUXURY VINYL FLOORING 2025, REMODELED KITCHEN 2026, NEW GARAGE DOOR MOTOR Beautiful landscaping enhances both the front and backyard, while the front porch offers its own inviting sitting area for enjoying a morning cup of coffee or winding down at the end of the day. Located within a gated community, the HOA includes lawn maintenance, giving you more time to enjoy the neighborhood amenities, including a community pool and tennis courts. Walking trails are easily accessible, and nearby Central Winds Park provides an exceptional setting for recreation and many of Winter Springs’ favorite community events. With its remodeled kitchen and primary bath, flexible three-way split floor plan, dedicated office, multiple indoor and outdoor living spaces, and convenient location, 734 Seneca Meadows Road offers a home that has already been thoughtfully updated—leaving more time to simply move in and enjoy it.

734 Seneca Meadows Road, Winter Springs
131 Kristi Ann Court, Winter Springs
$206,999
2 Beds ⋅ 2 Baths ⋅ Moss Cove SubDv. ⋅ 32708 Zip Code
Welcome to this charming 2-bedroom, 1.5-bath townhome in the established Moss Cove community of Winter Springs! Offering 898 square feet of comfortable living space, this two-story home features a functional open living and dining area, easy-care luxury vinyl flooring, and plenty of natural light. The kitchen offers ample cabinet and counter space along with a full appliance package, while both bedrooms are privately located upstairs. Step outside to the covered and screened rear porch—a great spot for morning coffee, relaxing at the end of the day, or simply enjoying the peaceful green surroundings. The home also features an enclosed front porch, interior laundry closet, ceiling fans, central A/C, and no rear neighbor immediately behind the screened porch. Association fees include exterior and grounds maintenance, helping make this an appealing low-maintenance option for homeowners. Conveniently located in Winter Springs with easy access to SR-434, shopping, dining, schools and major Central Florida roadways. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this affordable Moss Cove townhome offers plenty of potential and is ready for its next chapter!

131 Kristi Ann Court, Winter Springs
414 Horizon Drive, Winter Springs
$309,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Virtually Staged. Stunningly updated and refreshed single-family home in "The Seasons," located in the highly desirable Winter Springs community in Seminole County, FL. Welcome to 414 Horizon Drive! This charming 3-bedroom, 2-bathroom residence offers 1,101 square feet of bright and inviting living space, combining beautiful curb appeal with the convenience of low-maintenance landscaping, two designated parking spaces, and available guest parking. Step inside to discover a completely refreshed interior featuring brand-new flooring, trim work, fresh paint, modernized hardware, and updated light fixtures throughout. The kitchen has been upgraded with brand-new cabinetry, pristine countertops, a brand-new dishwasher, and a sleek over-the-range microwave with stove setup. This is complemented by stylishly updated bathrooms featuring brand-new vanities, mirrors, countertops, sinks, faucets, and flooring. Situated just steps from the community pool, this home offers effortless leisure—simply step out your front door and take a brief left down the sidewalk. Residents also enjoy neighborhood amenities including a playground, tennis courts, and basketball courts. Conveniently located near local parks, top-rated Seminole County schools, shopping, and major roadways, this turn-key home is an outstanding opportunity.

414 Horizon Drive, Winter Springs
512 Pinebranch Circle, Winter Springs
$330,000
2 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome Home to 512 Pine Branch Circle, a stunning contemporary townhome nestled within a secure gated enclave in the heart of Winter Springs. While originally built in 2006, this residence has been exceptionally well-maintained, offering the peace of mind that comes with a home. Roof replaced in 2021. New vinyl flooring and interior paint on downstairs level. Step inside to discover a bright, open interior elevated by stylish recent upgrades. The layout flows effortlessly from the kitchen into the living spaces, creating an inviting environment for hosting friends or relaxing in comfort. Outside, the community serves as a private retreat. You’ll appreciate the peaceful atmosphere and beautifully maintained grounds centered around a serene community pond—a picturesque spot to unwind and take in the Florida sunshine. This property combines the ease of low-maintenance townhome living with the reliability of a move-in-ready home. Don't miss the opportunity to make this polished, tranquil space your own. Schedule your private viewing today.

512 Pinebranch Circle, Winter Springs
766 Andover Circle, 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
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
1230 Stone Harbour Road, Winter Springs
$589,900
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to your Dream Home in gated, sought-after Parkstone…where the living is easy with the lawn mowing and trimming all taken care of for you! Nestled on a quiet CUL-DE-SAC street with direct access to the Cross Seminole Trail and walking distance to Central Winds Park, this METICULOUSLY RENOVATED, GORGEOUS 4-bedroom, 2-bath POOL/SPA home offers the perfect blend of luxury, comfort, and convenience. Every detail has been thoughtfully upgraded — just bring your toothbrush and swimsuit! Gourmet Kitchen & Spa-Inspired Baths: A totally remodeled kitchen showcases gleaming stainless steel appliances and Granite counters, as well as a brand-new refrigerator, gorgeous 42 inch solid-wood cabinetry, and elegant finishes that flow seamlessly into the home's open, airy layout. Both bathrooms have been completely remodeled with new solid wood cabinetry, granite counters, porcelain tile, modern fixtures and designer touches. The Primary Bath feels like a 5-Star hotel spa with a sleek Garden Tub & separate rimless shower! Flooring & Finishes: Stylish DRIVEWAY PAVERS set the stage from the moment you drive up to the home. Rich ENGINEERED HARDWOOD FLOORS (2022) flow through the Living & Family Rooms and Primary Bedroom, with tile floors throughout the remaining living areas and baths. Newer sculptured carpeting adds warmth to the bedrooms. Fresh INTERIOR & EXTERIOR PAINT, PLANTATION SHUTTERS, and a stunning wood-look fiberglass front door greet you the moment you arrive. Your Private Backyard Oasis: Step outside on the beautiful, covered, screened lanai, and enjoy your recently RESURFACED & RENOVATED ABSOLUTELY STUNNING, TOP-OF-THE-LINE POOL & SPA (each separately heated) for year-round enjoyment. Upgraded automated lighting and dancing fountains create a resort-style ambiance — perfect for entertaining or unwinding under the stars. Advanced Comfort & Efficiency: A NEWER CARRIER INFINITY AC SYSTEM (2022) features humidity control, UV lamps, and an air scrubber for pristine indoor air quality. Additional upgrades include a TANKLESS WATER HEATER (2022), NEWER ROOF (2021) new sliding glass doors, new ceiling fans and light fixtures, epoxy garage floor coating, new vinyl fencing, updated landscaping, new gutters with French drains, driveway pavers, and a Rain Soft whole-house water treatment system. Community & Location: Enjoy a low HOA that includes lawn mowing and shrub trimming, plus access to a community pool, splashpad, tennis courts, playground, and fishing pier. Located just moments from the 417, 434, and 17-92 for effortless commuting, and minutes from the Winter Springs Towne Center, shopping, dining, and major medical facilities. All this and it’s zoned for TOP-RATED WINTER SPRINGS SCHOOLS! Don't miss this rare opportunity for a gorgeous, turn-key home…schedule your private tour today!

1230 Stone Harbour Road, Winter Springs
116 Partridge Circle, Winter Springs
$624,500
3 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
UPDATED TUSCAWILLA POOL HOME ON A .40-ACRE LOT! 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 entry doors, Remodeled Kitchen with Quartz countertops, stainless steel appliances, updated bathrooms, and luxury vinyl flooring. The private backyard is designed for year-round Florida living featuring a Resurfaced Pool with new tile, expanded and resurfaced pool deck, new Screen Enclosure, and new pool pump/filter system. Additional improvements include a water softener/filtration system, updated irrigation with new well pump and additional zones, exterior paint, refreshed landscaping, plus so much more. The OVERSIZED GARAGE, Interior Laundry, and generous driveway with room for RV/BOAT PARKING add everyday convenience and 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 move-in-ready home offering the combination buyers value most: a spacious .40-Acre homesite, private pool, extensive recent updates, and an established Winter Springs location.

116 Partridge Circle, 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
654 Cypress Lane, Winter Springs
$325,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Welcome to 654 Cypress Lane, a move-in-ready 3-bedroom, 2-bathroom home featuring fresh interior paint throughout. The main entry opens into a bright living room that connects seamlessly to the kitchen, complete with quartz countertops and stainless steel appliances. Designed with a practical split floor plan, the primary bedroom sits on one side of the home with its own en-suite bathroom, while two secondary bedrooms share a second full bath on the opposite side. A dedicated laundry room adds extra convenience. Out back, a screened-in back porch offers a quiet spot to relax, leading to a private, fenced yard framed by mature shade trees. Homeowners will also appreciate the benefit of a low HOA fee, with amenities such as a pool, basketball and tennis court, playground, dog park, and much more! Located in Winter Springs, this home puts you near top-rated Seminole County schools, local parks, and the Cross Seminole Trail. Enjoy easy access to shopping and dining at the Winter Springs Town Center, with quick routes to SR 417 for a smooth commute to UCF, Oviedo, and Orlando.

654 Cypress Lane, Winter Springs
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