Winter Springs Homes with Sidewalks Community Features

Winter Springs Homes with Sidewalks Community Features

Welcome to Winter Springs, Florida—a charming city nestled in Seminole County that perfectly blends suburban tranquility with vibrant community life. Known for its picturesque landscapes, Winter Springs boasts a rich tapestry of parks, lakes, and nature trails, making it an ideal setting for families, outdoor enthusiasts, and anyone seeking a peaceful retreat just a stone's throw from the hustle and bustle of Orlando.

One of the standout features of Winter Springs is its commitment to creating a walkable community. With homes featuring sidewalks throughout the neighborhood, residents enjoy the convenience and safety of leisurely strolls, morning jogs, or evening bike rides. The sidewalks connect to a network of parks and recreational areas, promoting an active lifestyle and encouraging community interaction. Whether you’re heading to the local farmer’s market, visiting one of the many parks, or simply enjoying the beauty of the Florida sunshine, the community’s design fosters a sense of togetherness.

In addition to its beautiful homes, Winter Springs offers excellent schools, diverse dining options, and a variety of shopping experiences, making it a perfect place to settle down. The city also hosts numerous community events throughout the year, from seasonal festivals to farmers' markets, ensuring there’s always something happening right outside your door.

With its blend of scenic beauty, community spirit, and convenient amenities, Winter Springs is more than just a place to live; it’s a place to thrive. Explore the homes with sidewalks in this welcoming community, and discover the vibrant lifestyle that awaits you!

Newest Winter Springs Homes with Sidewalks Community Features

733 Lakeview Drive, Winter Springs
$365,000
3 Beds ⋅ 2 Baths ⋅ O6450539 MLS
Fresh interior paint and partial new flooring. Well-maintained 3-bedroom, 2-bath single-story home in Winter Springs with 1,597 sq ft of living space. The open layout offers a living room, family room, and separate dining area, plus a private primary suite with walk-in closet. Located on a quiet street near Winter Springs schools, parks, and shopping. Sold as-is. Opendoor Property Trust I. Please submit offers via opendoor.com/makeoffer. Include buyer-executed Opendoor addendum and Affiliated Business Disclosure.

733 Lakeview Drive, Winter Springs
1496 Wescott Loop, Winter Springs
$669,900
4 Beds ⋅ 3 Baths ⋅ TB8558088 MLS
Virtually Staged. Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the gated community of Barrington Estates! A dedicated office or study room greets you at the entrance, perfect for working from home. The kitchen features brand new quartz countertops, a center island, and a breakfast bar that opens seamlessly to the living room — ideal for everyday living and entertaining. The primary suite is a true retreat, complete with a sitting area, separate closets, dual sinks, a garden tub, and a walk-in shower with dual shower heads. Vinyl flooring flows throughout the home. Upstairs, a large bonus room with a closet offers endless possibilities as a second family room, media room, or additional office. Step outside to a covered patio overlooking a spacious, grassy backyard — perfect for relaxing or entertaining. Barrington Estates offers a peaceful, tree-lined setting with a private gated entrance and community playground. Ideally located just off SR-434, this home is less than 20 minutes from UCF, Research Park, and an abundance of shopping and dining options. Don’t miss out on this move-in ready home!

1496 Wescott Loop, Winter Springs
609 Viana Court, Winter Springs
$925,000
5 Beds ⋅ 4 Baths ⋅ O6449245 MLS
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
491 Harbor Winds Court, Winter Springs
$335,000
3 Beds ⋅ 3 Baths ⋅ S5159212 MLS ⋅ Na BLDG.
Enjoy extra savings with up to $10,000 in seller concessions, and breathe easy knowing the big expenses are already handled for you with a newer Roof (2023), AC (2022), and Water Heater (2023)! Welcome to your beautiful new chapter at 491 Harbor Winds Ct! Nestled in a highly desirable gated community, this bright, move-in-ready townhome is designed for effortless living. Retreat to your private 1st-floor primary sanctuary, complete with dual closets, a walk-in shower, and a relaxing jacuzzi. The cheerful layout offers 3 spacious bedrooms, 2.5 baths, convenient laundry, and a 2-car garage. Reclaim your weekends! Your low monthly HOA fee covers exterior maintenance and grounds care, giving you more time to enjoy the resort-style community pool, nearby nature trails, and top-rated Seminole County schools. Everything you have been looking for is right here. Schedule your tour today!

491 Harbor Winds Court, Winter Springs
1013 Walnut Creek Cove, Winter Springs
$499,900
3 Beds ⋅ 2 Baths ⋅ O6447269 MLS
Beautiful 4-bedroom POOL home with awesome pond front 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. One story home. 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
1436 Winter Wharf Lane, Winter Springs
$399,000
3 Beds ⋅ 4 Baths ⋅ O6446719 MLS ⋅ 1436 BLDG.
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
711 Thistle Place, Winter Springs
$279,900
3 Beds ⋅ 2 Baths ⋅ V4951586 MLS
Welcome to Wildwood! This three-bedroom, two-bath home features ceramic tile flooring throughout, newer windows, siding and water heater, roof replaced in 2016. Enjoy the private, fenced backyard and spacious screened porch—perfect for relaxing or entertaining. This move-in-ready home offers plenty of potential to add your personal touches. The centrally located close to shopping and schools. The community features a pool, playground, tennis courts, and park. Call today for more details or to schedule your private showing.

711 Thistle Place, Winter Springs
957 Talon Place, Winter Springs
$775,000
5 Beds ⋅ 4 Baths ⋅ O6444158 MLS
Welcome to 957 Talon Place, a 2021 Dream Finders home in Northern Oaks, a small, tucked-away community right on the Winter Springs–Oviedo line. It offers 5 bedrooms, 3.5 bathrooms and more than 3,200 sq ft on a 0.2-acre lot with room for a pool. A paver walkway and driveway lead to the arched covered entry. Inside, light wide-plank flooring and wrought-iron stair balusters set a clean, modern tone. The open great room flows into the dining area and kitchen, and sliding glass doors open to a covered, screened lanai overlooking the fenced backyard. The kitchen is made for gathering, with an oversized island, a stainless farmhouse sink, marble countertops, a herringbone tile backsplash, a stainless chimney hood and built-in double wall ovens. A full bedroom and bathroom on the main level give guests or a home office their own space. Upstairs, a spacious loft adds a second living area. The generous primary suite and the other bedrooms feature large walk-in closets. Plantation shutters, abundant natural light and plenty of storage run throughout the home. The home also comes with smart extras: paid-off solar panels and two A/C units for efficient, zoned comfort. It is newer construction, move-in ready and in a hard-to-find location. Schedule your private showing today!

957 Talon Place, Winter Springs
414 Horizon Drive, Winter Springs
$299,900
3 Beds ⋅ 2 Baths ⋅ O6443112 MLS
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
$325,000
2 Beds ⋅ 3 Baths ⋅ O6442383 MLS ⋅ 512 BLDG.
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 ⋅ O6442226 MLS
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
1010 W Pebble Beach Circle, Winter Springs
$499,999
3 Beds ⋅ 3 Baths ⋅ O6442178 MLS
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
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