Winter Springs Homes with Trees/Woods View

Winter Springs Homes with Trees/Woods View

Welcome to Winter Springs, Florida—a charming city nestled in the heart of Seminole County, where the lush landscapes and serene surroundings create a perfect backdrop for your dream home. Known for its vibrant community spirit and picturesque scenery, Winter Springs offers a unique blend of suburban tranquility and urban convenience. With its close proximity to Orlando, residents enjoy easy access to world-class dining, shopping, and entertainment, while still being able to retreat to the peaceful embrace of nature.

One of the standout features of homes in Winter Springs is the abundance of properties boasting stunning views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. These homes are not only a sanctuary for relaxation but also provide a picturesque setting for outdoor activities and gatherings. Whether you’re sipping coffee on your porch or hosting a barbecue in your backyard, the natural beauty surrounding your home will enhance every moment.

Winter Springs is also home to numerous parks and recreational areas, perfect for families and outdoor enthusiasts alike. With miles of walking trails, playgrounds, and picnic spots, you’ll find plenty of opportunities to enjoy the great outdoors. The community is well-known for its commitment to preserving green spaces, making it an ideal location for those who appreciate the beauty of nature.

If you’re looking for a home that harmoniously blends comfort with the tranquility of wooded views, Winter Springs is the perfect place to call home. Discover the beauty and charm of this delightful city today!

Newest Winter Springs Homes with Trees/Woods View

425 S Hawthorn Circle, Winter Springs
$260,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Terrace Unit 2 Sec 8 SubDv. ⋅ 32708 Zip Code
Three bedrooms, a corner lot and NO HOA in the heart of Winter Springs! This concrete block home sits in the established North Orlando Terrace neighborhood, and the roof was replaced in 2023, so one of the biggest-ticket items is already taken care of. Step inside to a spacious 14x16 family room that flows into the dining area and kitchen, which includes a pantry, plus a separate indoor laundry room. The primary bedroom has its own half bath, and two additional bedrooms share the full hall bath. Out back, a 17x12 screened patio overlooks the fenced yard, ready for morning coffee or evening cookouts. A one-car attached garage and driveway parking complete the package. Moss Park is about a 13-minute walk away, and you are minutes from SR-434, SR-417, Winter Springs Town Center, shopping and dining. Zoned for Winter Springs Elementary, Indian Trails Middle and Winter Springs High. Whether you are a first-time buyer, downsizing or adding to your portfolio, this home is ready for its next chapter.

425 S Hawthorn Circle, Winter Springs
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
475 Verandah Court, Winter Springs
$699,900
4 Beds ⋅ 3 Baths ⋅ Barrington Estates SubDv. ⋅ 32708 Zip Code
Tucked away on a cul-de-sac in the gated community of Barrington, this stunning 4-bedroom, 3-bath, 3 car garage home is truly turnkey ready. Situated on an oversized lot, the property features a huge gazebo in the backyard with a NEW ROOF at same time as the home (2022), creating the perfect setting for entertaining family and friends. As you enter, you are welcomed by gorgeous hardwood flooring that flows throughout the home. The fourth bedroom, currently used as a home office at the front, offers built-in cabinetry, providing an ideal work-from-home environment. Additional upgrades include plantation shutters, crown molding, and fresh interior paint, adding elegance and style throughout. The heart of the home is the beautifully updated kitchen, complete with stainless steel appliances (2019), quartz countertops, and 48-inch cabinetry, offering both functionality and abundant storage. The spacious owner's suite features a walk-in closet with custom built-in cabinetry and a fully updated en-suite bath showcasing a newer vanity, private water closet, relaxing garden tub, and walk-in shower. The split-bedroom floor plan provides privacy for family and guests, while the open living spaces are perfect for both everyday living and entertaining. Step outside to enjoy the oversized backyard, where the custom gazebo creates a private outdoor retreat for year-round enjoyment. Other amenities include newer HVAC (2021), E-charging station in garage, Large floored attic space, Exterior painted (2020) and additional pavered parking pad for all the extra parking you could dream of. Conveniently located near top-rated schools, shopping, dining, and 417, this exceptional home offers the perfect combination of comfort, style, and location. Don't miss your opportunity to make this Barrington beauty your next home!

475 Verandah 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
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
1447 Bird Road, Winter Springs
$2,500,000
6 Beds ⋅ 6 Baths ⋅ Talis Crossing SubDv. ⋅ 32708 Zip Code
Some homes are simply bought. This one is earned. Tucked away on a secluded acre in Winter Springs, this brand-new 8,000 SF estate was built for the few who have made their mark. The story begins at custom glass French doors opening onto a marble mosaic foyer that sets the tone for all that follows. In the great room, ceilings lift to 16 feet, light pours through celestial windows and a panoramic fireplace glows against a custom bookcase wall. Then the far wall disappears: 18 feet of glass slide away to a 1,125 SF covered patio, and the evening moves outside. A 13-foot island anchors the chef's kitchen, with a full GE Cafe suite, pot filler and a station for the four-legged family, while a butler's pantry keeps the work out of sight and guests drift to the marble and terrazzo wet bar. When the day winds down, two primary suites on opposite wings offer true privacy, each ending in a curbless spa wet room with soaking tub and 4-port shower. Mornings begin in the private gym or theater, then move to one of two offices framed in storefront glass. Afternoons belong to the white quartz pool and its sun shelf. Behind it all: a 50-year commercial TPO roof, 4-zone climate control, dual tankless water heaters and a 3-car garage. A home reserved for those who accept nothing less.

1447 Bird Road, Winter Springs
855 Benchwood Drive, Winter Springs
$499,000
4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 855 Benchwood Drive in Winter Springs, a spacious 4-bedroom, 3-bathroom home situated in the established Oak Forest community. Offering approximately 2,268 square feet of living space, the home features an open floor plan designed to bring the main gathering areas together while providing flexibility for everyday living and entertaining. One of the four bedrooms is currently used as a home office, creating a dedicated workspace that can easily adapt to other needs. The interior offers generous living areas filled with natural light, along with a functional connection between the kitchen, dining, and main living spaces. The bedrooms provide plenty of room for family and guests, while three full bathrooms add convenience throughout the home. The flexible office can also serve as a guest room, hobby space, or additional bedroom as needed. Outside, the backyard is designed for enjoying the Florida lifestyle with a private in-ground pool and spa, surrounded by an expansive pool deck with plenty of space for lounging and entertaining. A covered patio provides a shaded area for outdoor dining and relaxing, while mature landscaping adds character to the outdoor setting. Public listing records also note the property sits on approximately 0.37 acre, providing additional yard space around the outdoor living areas. Located in Oak Forest, the home is close to neighborhood recreation, including Trotwood Park, as well as shopping, dining, and everyday conveniences throughout Winter Springs. The location also provides convenient access to Tuskawilla Road, SR 434, SR 417, and I-4, making surrounding Seminole County and Greater Orlando destinations easily accessible.

855 Benchwood Drive, Winter Springs
943 March Hare Court, Winter Springs
$569,999
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 5 SubDv. ⋅ 32708 Zip Code
Hurry!! This sophisticated, private, and beautifully updated, 943 March Hare Court offers an exceptional Florida lifestyle in one of Winter Springs’ sought-after family communities with optional HOA!!! Tucked away on a quiet cul-de-sac, this residence combines thoughtful modern updates with an extraordinary level of privacy rarely found in a neighborhood setting. From the moment you enter, the home showcases a beautifully refreshed interior featuring new insulation, all-new Simonton windows, and elegant wood-look tile flooring that flows throughout the main living spaces. The updated kitchen is designed for both everyday living and entertaining, featuring contemporary finishes and modern quartz countertops with waterfall that provide a timeless, upscale aesthetic. The updated bathrooms continue the home’s cohesive, modern design. The outdoor living experience is truly the centerpiece of this property. The private pool and expansive backyard create a resort-like setting ideal for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The home backs directly to conservation, providing a peaceful natural backdrop and an exceptional sense of seclusion. Due to the home’s positioning, neighboring residences are virtually hidden from view, allowing the backyard to feel remarkably private. A partially fenced yard (sides are fenced but not along conservation) adds functionality and privacy, while the fire pit creates an inviting gathering space for evenings outdoors. The epoxy flake garage floor adds another polished, practical touch to the home and completes the upgraded feel. With its combination of designer-inspired updates, new windows and insulation, private pool, conservation backdrop, fenced yard, fire pit, cul-de-sac location, 943 March Hare Court offers a rare opportunity to enjoy elevated living in a peaceful Winter Springs setting. This home won't last schedule a showing today! Roof Replaced September 24, 2021 and A/C around 2020.

943 March Hare Court, Winter Springs
654 Cypress Lane, Winter Springs
$322,500
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
***Selelr will replace roof prior to closing*** | 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
1142 Oday Drive, Winter Springs
$490,000
4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 8 SubDv. ⋅ 32708 Zip Code
Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is upstairs and has double walk in closets, and an oversized en suite bathroom. The pool has a screen enclosure and the yard is fenced. Roof replaced in 2022, complete Replumb ins 2023.

1142 Oday Drive, Winter Springs
1541 Corkery Court Unit 1541, Winter Springs
$489,900
2 Beds ⋅ 3 Baths ⋅ Greens At Tuscawilla SubDv. ⋅ 32708 Zip Code
Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs
223 Blue Creek Drive, 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
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