Tuscawilla Homes for Sale in Winter Springs - 11 homes

Remarks: Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: Tucked behind the gates of The Reserve at Tuscawilla, this estate unfolds in a way that feels both grounded and quietly impressive, offering a sense of space, privacy, and ease that is increasingly rare to find. Set on over half an acre, 109 Cherry Creek Circle invites you to settle into a lifestyle where everyday living flows effortlessly into moments worth celebrating. From the moment you arrive, there is a feeling of arrival that stays with you. Mature landscaping, a side-entry three-car garage, and the understated presence of a custom Von Jacobs-built home set the tone. Inside, natural light filters through high ceilings and classic architectural details, guiding you through a layout designed for both connection and retreat. The main living areas feel open yet intimate, centered around a warm gas fireplace and views that draw your attention immediately to what makes this home so special. The backyard is not simply an amenity. It is the heart of the experience. Designed for gathering, the outdoor living space offers multiple destinations to relax, entertain, and unwind. A deep resort-style pool and spa invite long afternoons in the sun, while Tennessee River Rock accents, a dedicated fire pit lounge, and an expansive lanai create layers of texture and ambiance. Evenings here feel effortless, whether hosting friends around the summer kitchen with its Viking grill and Texas smoker or enjoying a quiet night under the stars. It is a setting that naturally becomes part of your daily rhythm. Inside, the kitchen remains connected to it all, with a layout that keeps conversations going from room to room. A gas cooktop, double ovens, and a thoughtfully designed breakfast nook provide a space that is both functional and welcoming. Formal living and dining rooms offer flexibility, whether gathering for holidays or creating a more intimate setting for guests. The primary suite is privately positioned on the first floor, offering a calm and comfortable retreat at the end of the day. Its recently remodeled bath brings a fresh, spa-like feel while honoring the home’s timeless character. Additional bedrooms on the main level are thoughtfully arranged, while an expansive upstairs suite provides flexibility for guests, multigenerational living, or a private office and lounge. There is a sense throughout the home that it has been well cared for and intentionally updated where it matters most. Major improvements including the roof (2017), HVAC (2017), whole-house replumbing (2024), and water heater (2025) allow the next owner to step in with confidence, while leaving room to personalize over time in a way that reflects their own style. Beyond the home itself, life in The Reserve at Tuscawilla offers a lifestyle many seek and few find. Quiet, tree-lined streets, a gated setting, and a strong sense of community create an environment that feels both secure and welcoming. Just moments away, Tuscawilla Country Club becomes an extension of home, with golf, tennis, dining, and social events that bring neighbors together. Nearby trails, top-rated schools, and convenient access to major roadways complete the picture of daily ease. This home represents a rare opportunity to own within one of Winter Springs’ most established and desirable communities. It is a place that feels lived in, loved, and ready for its next chapter, where the value is not only in the features, but in the life it quietly supports.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Kara Lushear (321-663-5550)

Remarks: One or more photo(s) has been virtually staged. ***MARCH 2026 Appraisal at $735,000***Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Belinda Gonzales (321-277-8994)

Remarks: Under contract-accepting backup offers. BEAUTIFUL, UPDATED Six-Bedroom, Four and one-half Bath Executive Pool home in Tuscawilla’s sought-after Chelsea Woods community with its tree-canopy lined streets! This unique home has no back neighbors, no required HOA & offers TWO PRIMARY BEDROOMS (one on each level) & a third bedroom with ensuite bath access! This fabulous home sits on an oversized lot with a wooded green space behind it & is zoned for Top-Rated schools including Oviedo High. This home features a REMODELED KITCHEN, REMODELED PRIMARY BATHS, & boasts numerous updates: NEWER ROOF (2021); LOW-E DOUBLE PANE WINDOWS (2022); TWO NEWER HVAC SYSTEMS (2021); Two NEWER WATER HEATERS (2024 & 2025); RESURFACED POOL with FULLY PAVED DECKING & Newer variable speed pool pump; Freshly painted exterior (2023); PLANTATION SHUTTERS; CROWN MOLDING; KNOCK DOWN CEILINGS; upgraded Security System; and a whole-house WATER SOFTENER. The Kitchen is a chef's dream, showcasing elegant two-tone cabinetry, granite counters, a stylish stone backsplash and soft-close doors & drawers. Enjoy casual meals at the island's breakfast bar & dine in style under crown molding in the spacious Dining Rm, complemented by Plantation Shutters here and in several other rooms. First Floor flooring is upgraded with large porcelain tile throughout, with the exception of the rich engineered hardwood floors in the Primary Bedroom. The first floor Primary Bedroom remodeled bath features a zero-entry shower with newer tile, tall cabinets with granite counters & dual sinks. Beautiful hardwood stairs lead the way to the upper floor, where the Primary Bedroom here also features a remodeled bath with a generous sized shower with dual showerheads, a separate bath & tall cabinetry with granite counters. The other 4 Bedrooms upstairs are generously sized, with one having direct access from the Primary Bedroom, making it perfect as a nursery, office or gym. With 14 closets in this home there’s no shortage of storage! This home offers warmth as well as charm with TWO FIREPLACES—one in the Living Rm and one in the Family Rm. The Family Rm is open to the kitchen & features sliding glass doors that open to the spacious lanai & pool. Step outside to a beautifully resurfaced pool area with brick paver decking, a screen enclosure & a large covered patio—perfect for outdoor gatherings! The fully-fenced backyard sits on over a 1/3 acre lot & backs up to a peaceful wooded green space. You will appreciate the interior Laundry Rm with its utility sink, the large pantry closet, the extra room in the 2-1/2 Car Side-Entry Garage, pull down attic stairs, the stylish landscape curbing and the EXTENDED DRIVEWAY – perfect for keeping extra vehicles. This fabulous home is located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in highly desirable Tuscawilla and is close to several parks, the 29-mile Cross-Seminole Trail & is within a mile of the Tuscawilla Country Club, where Golf, Tennis & Social memberships are available at this beautiful, recently renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. This is truly a perfect place to call home. Don’t delay in calling for your PRIVATE SHOWING of this beautiful, executive home, perfect for a large or multi-generational family!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Diane Sterling (407-761-0512)

Remarks: Welcome to life in Tuscawilla—where comfort, convenience, and Florida living come together beautifully. Ideally situated in the sought-after Tuscawilla community and just steps from the scenic Cross Seminole Trail, this 4-bedroom, 3-bathroom pool home offers the perfect blend of style and functionality. Inside, you’ll find an open, airy floorplan enhanced by vaulted ceilings, neutral paint, laminate flooring, and abundant natural light. The living room serves as the heart of the home, featuring a cozy wood-burning fireplace and seamless flow into the fully remodeled kitchen. Designed with both everyday living and entertaining in mind, the kitchen showcases shaker cabinetry with glass-lit upper cabinets, quartz countertops, stainless steel appliances, updated fixtures, a closet pantry, and a spacious island with breakfast bar. A bright dinette area sits just off the kitchen for casual dining. At the rear of the home, a stunning Florida room creates the ultimate indoor-outdoor living experience, complete with two sets of French doors that open to the patio and pool area. The thoughtfully designed split floorplan provides privacy and flexibility. The spacious primary suite offers a large walk-in closet and an en-suite bathroom with a new vanity, lighting, and mirror, relaxing garden tub, and separate tile shower. A secondary bedroom on this side of the home features French doors, a generous closet, and a built-in Murphy bed—perfect for guests or a home office. Across the hall, a fully remodeled bathroom boasts a custom vanity and beautifully tiled shower. On the opposite side of the home, two additional bedrooms with ceiling fans and ample closet space share a third updated bathroom, which conveniently serves as a cabana bath for pool access. Additional highlights include a large laundry room with built-in shelving and a versatile side-entry garage equipped with a mini-split A/C—ideal for a workshop, hobby space, or bonus room. Step outside to your private backyard oasis, where a spacious paver pool deck and screened enclosure surround the sparkling pool. The oversized, fenced yard offers plenty of room for pets, play, or future enhancements. Out front, enjoy a charming porch with a swing and an extended driveway providing ample parking. Additional, notable upgrades include a 2025 roof, 2024 AC, and 2024 water heater. This home truly checks all the boxes—location, layout, and lifestyle.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Jean Scott (407-759-5320)

Remarks: Under contract-accepting backup offers. Welcome to 408 Avondale Court, a custom estate built by Von Jacobs in 2003 & located in the highly desirable, gated Wicklow Greens community in Winter Springs. Set among just 48 custom homes, this stunning residence sits on arguably one of the best lots in Tuscawilla. This .48 acre property is situated in the rear of the neighborhood, on a quiet cul-de-sac where you can enjoy serene views of conservation & Howell Creek in the back. This home features 5 bedrooms, 4.5 bathrooms, and 3,850 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the elegance of wood flooring throughout the first floor, soaring ceilings, and the ideal layout for both everyday living and entertaining. The generously sized kitchen features wood cabinetry, a long center island that offers plenty of countertop space for meal prep, a wet bar, and ample seating space. All 5 bedrooms are conveniently situated on the lower level, with an oversized 650 sq ft loft & 4th full bathroom upstairs. This layout is ideal, offering several options no matter your stage of life. Step outside to your private backyard retreat, which features pavers, a pool and a gas-heated spa, surrounded by peaceful conservation views—the perfect place for relaxing evenings or weekend gatherings.This home has been meticulously maintained by its original owner and updated with major improvements including a new roof (2022), exterior paint (2022), and newer mechanical systems such as A/C units (2015 & 2016) and water heaters (2022 & 2016). A 3-car side-entry garage completes the picture, offering both convenience and curb appeal. Ideally located just minutes from the Tuscawilla Country Club, residents can enjoy convenient access to golf, dining, and social membership opportunities, making this home perfect for those seeking an elevated Central Florida lifestyle. The community is zoned for top-rated schools including Winter Springs High, Indian Trails Middle, and Rainbow Elementary, with additional private school options nearby, such as The Geneva School, Masters Academy, St. Luke’s, Trinity Prep, and Choices in Learning charter school. This is a rare opportunity to own a luxury home in one of Winter Springs’ most coveted gated neighborhoods. So hop onto your golf cart, and zip on by to see this beauty before it's too late!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Jennifer Christ (407-474-7823)

Remarks: Check out 1171 Saddlehorn Cir, recently refreshed with fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances, and a walk in closet enhances the primary bedroom. A fireplace adds warmth to living areas, while a patio extends to the fully fenced in backyard. A perfect blend of modern updates and practical comfort. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Tucked into the highly sought-after Tuscawilla Golf Community, 1109 Duncan Dr showcases an updated pool home on more than one-third of an acre. This 4-bedroom, 2-bath split floorplan home offers over 2,100 sq ft of bright, inviting living space with abundant natural light, and an open, flowing layout that feels spacious from the moment you enter. Recent updates include new windows, luxury tile flooring, new designer kitchen, stainless appliances, fresh interior paint, renovated bathrooms, and MORE! Separate living and dining rooms provide flexible gathering space, while the heart of the home unfolds in the new spacious kitchen and family room—designed for easy everyday living and entertaining. The chef's kitchen features 42-inch cabinetry, solid surface countertops, an island with generous prep space, and an innovative InvisiCook cooktop. Both bathrooms have been thoughtfully redesigned with clean, modern finishes. Step outside to enjoy true Florida living with an oversized pool, screened lanai, and expansive backyard offering exceptional privacy and room to relax or entertain. With NO HOA this is a rare opportunity in this established community. Conveniently located near shopping, dining, parks, the Cross Seminole Trail, top-rated schools, Winter Springs, Oviedo, and Tuscawilla Country Club. Homes with this much space, privacy, and thoughtful updating in Tuscawilla are becoming increasingly hard to find. CALL TODAY to schedule your private viewing.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Doug Woehr, Pa (407-647-1211)

Remarks: Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017) • Carrier HVAC (10/6/2021) • Exterior paint (11/18/2019) • Granite & quartz surfaces, maple wood cabinetry, travertine stone & tile details • Laminate bedroom flooring with upgraded padding • NEST thermostat with full app control • Schlage digital front-door lock with app control • Four installed Wyze interior cameras (app-controlled) • Lighted attic space with flooring for storage, accessible from garage The HOA is only $115/mo and includes: • Weekly yard maintenance (including hedges) • Lap pool, large hot tub, and workout room • Rentable clubhouse (small fee + refundable deposit) This is one of the most walkable and peaceful areas in Tuscawilla. Sam Smith Park is a 5-minute walk, Bear Creek Nature Trail is close by, and the Cross Seminole Trail is just 2.3 miles away. Convenient to everything: • Publix – 1 mile • Oviedo Mall, major highways (417), and restaurants – 2–5 miles • 7 miles to UCF • Orlando International Airport is a straight shot down 417 — 20–30 minutes depending on traffic. The seller will provide a home warranty.

Listing is courtesy of: RED CARPET REALTY FLORIDA (407-808-3663)

Listing Agent: Robert Knowles (407-808-3663)

Remarks: Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area. The fully usable acreage is ideal for horses, cattle, or other livestock. If livestock isn’t your preference, the expansive space is perfect for recreational vehicles, racing cars, or other outdoor hobbies. The 5 bedroom, 3 bath home is solid and ready for your personal updates. A standout feature is the 1,500 sq. ft. garage, offering ample room for a boat, race cars, or additional storage. This 2.3 acre parcel is one of the few remaining equestrian friendly properties in the city of Winter Springs, providing a rare combination of comfort, privacy, and natural surroundings. The home is zoned for highly rated Seminole County schools, offering the perfect blend of private country living and excellent educational opportunities. Seller motivated!

Listing is courtesy of: EQUITY REAL ESTATE BROKERS (407-252-5276)

Listing Agent: David Owji (407-252-5276)