Homes for Sale Near Indian Trails Middle in Winter Springs - 102 homes

Remarks: Welcome to the highly sought-after gated community of Heritage Park Townhomes in Winter Springs! This tastefully remodeled 2-bedroom, 2.5-bathroom townhome is completely move-in ready and filled with stylish custom upgrades throughout. Step inside to find a warm and inviting living space featuring a custom-built wooden mantle over the electric fireplace, creating the perfect focal point for relaxing or entertaining. The dining area showcases a stunning custom 3D accent wall adding a modern designer touch to the home. The kitchen is beautifully upgraded with quartz countertops, stainless steel appliances, and a pantry providing additional storage space. Upstairs you’ll find both bedrooms thoughtfully laid out in a split floor plan for added privacy. The spacious primary suite features a walk-in closet and an ensuite bathroom complete with quartz countertops and a stand-alone shower. The laundry area is located upstairs in its own designated hallway closet for easy access. When you step outside to your back patio, you'll notice the owners added pavers creating the perfect cozy outdoor space for relaxing evenings or late-night movies under the stars. A/c is 2022! Enjoy low-maintenance living with an HOA fee of only $300/month which includes exterior grounds maintenance, gated community access, community pool, and a playground. This unit also offers a 1-car garage, private driveway parking, and additional guest parking spaces designated for visitors. Located near shopping, dining, parks, and major roadways, this beautifully updated townhome is ready for its next owner to call home!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jeavanna Lanza Pa (585-313-3408)

Remarks: Situated on a spacious 0.38-acre lot in the highly sought-after Tuscawilla community of Winter Springs, this beautifully updated pool home combines thoughtful upgrades, flexible living space, and inviting outdoor areas with the added benefit of NO HOA. Inside, the remodeled kitchen opens to the main living spaces and showcases updated cabinetry, stone countertops, tile backsplash, stainless steel appliances, recessed lighting, and a custom range hood. A newly added pantry and bar area complement the open kitchen design. The split-bedroom layout offers added privacy, with the primary suite tucked away on one side of the home and the secondary bedrooms positioned on the opposite side. The primary suite also features a walk-in closet and versatile bonus space ideal for a home office, nursery, gym, or sitting area. Multiple living and flex spaces provide endless options for entertaining, working from home, or creating additional lounge and dining areas. Major updates include new Luxury Vinyl Plank flooring throughout, fresh interior and exterior paint, upgraded bathrooms, full home replumb and complete rewire (2026), new roof (2024), HVAC (2019), and water heater (2018). Step outside to enjoy an oversized resurfaced and retiled screened pool, expansive lanai and deck space, fully fenced backyard, and a newly paved private front courtyard designed for relaxing and gathering outdoors. Located near Tuscawilla Country Club, Central Winds Park, shopping, dining, Publix, Winter Springs High School, and SR-417, this home offers the perfect balance of privacy, convenience, and the established charm Tuscawilla is known for.

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. From the moment you walk in, this beautifully appointed 2020 built home in Tuskawilla Crossings and backing up to wooded conservation, feels warm, inviting, and effortlessly functional. This expansive two-story residence offers 4 bedrooms, 2.5 bathrooms, a spacious loft, and the open-concept layout today’s buyers are hunting for. The heart of the home is a bright, beautifully connected living space where the family room, dining area, and kitchen flow effortlessly together—perfect for entertaining, holidays, or laid-back nights at home. The kitchen delivers serious style with 42” cabinetry, quartz countertops, slate appliances, and oversized prep space that makes everyday living feel elevated. Upstairs, the primary suite is oversized and calming with a spa-style bath featuring dual sinks, soaking tub, walk-in shower, and a massive walk-in closet, while the upstairs laundry room adds convenience exactly where you need it. This home includes a whole-house Brita Pro water filtration and softener system, transferable Taexx in-wall pest defense system through Home Team Security, Ring doorbell, security system, faux wood blinds, extended tile flooring, and washer & dryer. Outside, enjoy peaceful conservation views and no rear neighbors! The large backyard, covered lanai and recently added pavers create the perfect setup for cookouts, playtime, pets, or future outdoor dreams with the swing set included too. Located in one of Winter Springs’ most sought-after areas with a community pool, playground and quick access to shopping, dining and major roadways—this home checks boxes buyers didn’t even know they had. Homes this clean, this upgraded, and this move-in ready don’t stay quiet for long. Schedule your exclusive showing today!!

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Miranda Earnest (321-624-0287)

Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living

Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)

Listing Agent: Carrie Sue Shawfield (407-963-7749)

Remarks: Improved Price: Your Time to Win. THIS IS THE ONE you’ve been waiting for in Winter Springs. This spacious 4-bedroom, 2.5-bath home with 2,152 SqFt offers the perfect combination of space, flexibility, and income potential. Located in a non-flood zone with low HOA and NO rental restrictions, this is a rare find for both homeowners and savvy investors. Featuring a unique three-level layout, the home includes formal living and dining areas plus a versatile Family room—perfect for movie nights, game days with friends, or even unforgettable family karaoke evenings. Step outside and get ready to fall in love. The fully fenced backyard is built for lifestyle: the spacious covered and screened terrace invites you to enjoy your morning coffee by a charming gas fire pit, unwind with evening cocktails, roast marshmallows around a natural fire pit, or host the perfect BBQs. The outdoor space also features a small play area, while still offering ample room for pets to run freely. This is Florida living done right. Freshly painted, meticulously maintained, with updated bathrooms and a functional kitchen ready for immediate enjoyment. For added value and peace of mind, the property includes a water softener system throughout the home and an alkaline water filtration system at the kitchen sink—features today’s buyers truly appreciate. Located near top-rated Seminole County schools, parks, shopping, and major highways with easy access to Orlando. Opportunities like this are rare and move FAST. Schedule your private showing TODAY before it’s gone.

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Fara Ramirez Labrada (813-389-1489)

Remarks: Under contract-accepting backup offers. Nestled in the highly sought-after Oak Forest community of Winter Springs, this beautifully maintained and fully remodeled 5-bedroom, 4-bath pool home offers more than 3,500 square feet of versatile living space designed for luxury, comfort, and flexibility. The main residence features a spacious open-concept kitchen, living and dining area, plus a separate family room and dedicated office/gym space. Adding exceptional value and versatility, the property also includes an attached bonus home with a private entrance. The lower level offers a in-law one-bedroom floor plan with an open living, kitchen, and dining area along with its own patio, while the upstairs studio suite includes a kitchenette and full bath — creating incredible opportunities for multi-generational living, guest accommodations or a home office setup. Inside the main home, the updated kitchen showcases solid wood cabinetry, quartz countertops, high-end stainless steel appliances, and abundant natural light throughout. The luxurious primary suite has been thoughtfully remodeled with custom millwork, shiplap accents, built-in storage, recessed lighting, warm wood-grain tile flooring, designer finishes, and direct patio access for a true private retreat. Step outside and experience Florida living at its finest in the screened-in pool area overlooking a fully fenced backyard and peaceful wooded preserve. Designed for entertaining, the outdoor space features a fully equipped outdoor kitchen including concrete countertops, sink, and refrigerator, built-in fireplace, TV, pool, poolside entertaining areas, low-maintenance artificial turf, a gazebo seating area with TV and fans, and an additional storage shed. Additional highlights include a 2-car garage, abundant parking, solar energy panels, wood-grain tile flooring throughout the main living areas, and well-maintained systems. Ideally located near top-rated Seminole County schools, shopping, dining, parks, and major roadways, this exceptional move-in ready property perfectly combines style, functionality, and an unbeatable location.

Listing is courtesy of: REAL ESTATE RESOLUTIONS OF FLO (813-849-8918)

Listing Agent: Josh Mclennan (813-849-8918)

Remarks: Welcome to 538 Crimson Lane, a beautifully designed townhome located in the highly desirable community of Jesup’s Reserve. Meticulously maintained, this 3-bedroom, 3.5-bathroom home with a 2-car garage showcases numerous upgrades and distinctive features throughout. Ideally situated in the heart of Winter Springs, this property offers the perfect blend of comfort, style, and convenience. From the moment you arrive, the manicured landscaping and spacious front porch create inviting curb appeal. Inside, the first floor features a generously sized bedroom complete with a private bathroom and walk-in closet, making it ideal for guests, a home office, or a quiet retreat. The second floor serves as the main living space, offering an open and airy layout filled with natural light from an abundance of windows. The spacious living and dining areas flow seamlessly into the kitchen, which features granite countertops, a center island, closet pantry, breakfast bar, and ample room for entertaining family and friends. The kitchen is further enhanced with beautiful maple cabinetry. On the third floor, you’ll find the private primary suite, designed for relaxation and comfort. The oversized bedroom includes a large walk-in closet, while the ensuite bathroom features a separate shower and a luxurious oversized soaking tub. This home also includes several valuable updates and bonus features, including a new AC unit installed in 2025, a roof replaced in 2023, and fresh interior paint completed in 2026. The HOA provides added peace of mind by covering exterior maintenance, including grounds care, roof maintenance, and exterior painting. Residents of Jesup’s Reserve also enjoy access to a resort-style pool and hot tub. Conveniently located directly across from Winter Springs Town Center, you’ll have easy access to shopping, dining, fitness centers, and entertainment. The area is also known for its top-rated public and private schools, scenic parks, and walking trails, with quick access to major roadways and State Road 417. This exceptional property truly offers everything you need to feel right at home. Schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Hang Kendall (407-929-8664)

Remarks: Welcome to Tuscany Place in the heart of sought after Tuscawilla! This well-maintained townhouse style condo offers a spacious floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen perfect for everyday living and entertaining. Enjoy spacious bedrooms, ample storage and an outdoor patio ideal for relaxing after a long day. Located in a gated community with amenities including a community pool and beautifully maintained grounds. Conveniently situated near Trotwood Park, shopping, dining, schools, golf course and major roadways for an easy commute. A fantastic opportunity to enjoy the Winter Springs lifestyle!

Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)

Listing Agent: Sandra Moshir (407-765-5272)

Remarks: Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Dianne Moore (407-494-7575)

Remarks: Under contract-accepting backup offers. Turnkey FULLY RENOVATED quadplex in desirable Winter Springs. NO HOA!! Major updates (2019–2020) include ROOF, HVAC, PLUMBING, INTERIORS and ELECTRIC BREAKER PANERL & APPLIANCES—minimizing near-term maintenance and the property is fully fenced.SOLID CONCRETE BLOCK BUILDING! All FOUR UNITS are fully RENOVATED with MODERN finishes and strong RENTAL APPEAL. Each unit offers 2 bedrooms, 1 full bath, 1 half bath, a screened PRIVATE PORCH porch with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgrades include STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD FLOORING. NO CARPET! Separate WATER & ELECTRIC METERS for each unit, plus security alarm in each unit. Ample FRONT PARKING. Estimated rents of ~$1,650 per unit provide SOLID INCOME potential. Located near Winter Springs Town Center, Central Winds Park, TOP Seminole County SCHOOLS, shopping, and dining. Easy access to SunRail via Longwood SunRail Station. Rent-ready with STRONG UPSIDE and NO additional work required. Call today!

Listing is courtesy of: JOHN SADRI & COMPANY (407-619-9999)

Listing Agent: John Sadri (407-619-9999)

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: PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Opportunity to join the Tuskawilla Country Club for golf, swimming, dining and more! NEW KITCHEN INSTALLED IN 2023! WITH UPDATED CABINETRY, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES! CLOSET PANTRY & QUARTZ BREAKFAST BAR! Eat-in kitchen, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . Relax and enjoy the enclosed front porch with sliding door access to both bedrooms. Sliding door in the master bedroom with access to the ceramic tiled back screened porch. This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. A short drive to Oviedo Mall, Winter Springs Town Center and the many parks in the area. The location is one of the best with quick access to the 417. The schools include some of the top-rated schools in all of Central Florida. Schedule your showing today, before it’s too late!

Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)

Listing Agent: Ramon Ortiz Cruz (321-231-4195)

Remarks: Under contract-accepting backup offers. Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain. The private in-law suite includes a spacious bedroom, living area, walk-in closet, and full bath—ideal for guests or extended family. The home’s open yet flexible design allows for both comfortable everyday living and seamless entertaining. Step inside to vaulted ceilings, new flooring, updated lighting and fans, and a stunning living room with a shiplap feature wall and triple-panel sliding glass doors overlooking the pool. The family room features a wood-burning fireplace with a stone front and granite hearth, plus updated LED lighting and pool views. The fully renovated kitchen is a showstopper, featuring 42-inch farmhouse-style cabinets, quartz countertops, stainless steel appliances, a vent hood, built-in microwave, coffee bar/dry bar, double trash pull-outs, specialty cabinetry, and a massive 10x4 island with seating for six. Dual pantries—including a walk-in—provide ample storage. The primary suite is a true retreat with private patio access, a dressing room, walk-in closet with barn door, and a completely updated bath with vaulted ceilings, dual sinks, oversized walk-in shower, private water closet, and a French door leading to a secluded garden area. Enjoy Florida living at its finest with a screened-in pool featuring a fountain, two covered patios, a private pool bath, and a separate pool storage room—all within a fully fenced, private backyard. Additional highlights include a mudroom entry with built-in seating and storage, a large interior laundry room with utility sink and cabinetry, generous closet space throughout, new garage door with an opener, and attic storage access. Major updates include a 2020 roof, 2022 AC units, and recently renovated kitchen and bathrooms. Zoned for top-rated Seminole County schools. This move-in ready home truly has it all—space, style, and an unbeatable layout in a prime location.

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

Listing Agent: Brad Merrell (407-920-7800)

Remarks: Welcome to 65 S Devon Avenue, a charming 3 bedroom, 2 bath block-construction home in the heart of Winter Springs—perfect for first-time homebuyers or anyone looking for a move-in-ready home in a highly rated school district. This well-maintained property features a large fully fenced yard, ideal for pets, play, and outdoor living. Enjoy Florida evenings on your screened and covered lanai,or take advantage of the concrete patio pad—a great spot for a firepit, grilling area, or weekend entertaining. A two-car driveway provides ample parking and convenience. No HOA Inside, the home offers a functional layout with natural light throughout, comfortable living spaces, and the solid peace of mind that comes with block construction. Located in the sought-after Winter Springs school district, zoned for: • Winter Springs Elementary • Indian Trails Middle School • Winter Springs High School You’ll love the central location—just minutes to shopping, dining, parks, SR-434, the 417 Expressway, and all the everyday conveniences that make Winter Springs one of Central Florida’s most desirable communities. Affordable, well-located, and full of potential—this home is a fantastic opportunity to own in Winter Springs.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Tina Bircher (321-228-4267)

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: Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.

Listing is courtesy of: RALISTO, LLC (407-493-6032)

Listing Agent: Kalex Espinosa (407-493-6032)

Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Jackie Hughes (407-247-0030)

Remarks: Welcome HOME, to the BEST VALUE in Winter Springs, a 4-bedroom, 2.5-bath colonial-inspired residence in the LOW MAINTENANCE community of Avery Park. EASY LIVING meets modern comfort across more than 3,000 SQUARE FEET of impeccably maintained living space. Perfectly positioned on a CORNER LOT within a GATED enclave, this home offers an exceptional combination of sophistication, warmth, and nostalgic community charm. From the moment you arrive, the GRACIOUS FRONT PORCH, enhanced by FRESH LANDSCAPING (2026) and UPDATED RAILINGS (2025), sets a refined and inviting tone. Step through the DECORATIVE GLASS-PANELED ENTRY into a light-filled interior adorned with PLANTATION SHUTTERS throughout and rich ARCHITECTURAL DETAILING, creating an atmosphere that feels both elevated and welcoming. The formal Living and Dining Rooms offer elegant spaces for hosting, while the home gracefully transitions into a more relaxed yet equally impressive setting. The CHEF-INSPIRED KITCHEN is truly a centerpiece, beautifully updated with RESURFACED CABINETRY with NEW HARDWARE and PULL-OUT SHELVING (2024), glass-front accents, granite countertops, a sleek tile backsplash, stainless steel appliances (NEW REFRIGERATOR in 2025), a center island, breakfast bar, and pantry closet. The SUNLIT BREAKFAST NOOK, framed by sliding doors, invites you to enjoy morning coffee with views of the outdoor living space. The Family Room exudes comfort and style, featuring a TRAY CEILING and corner sliding doors that open to a paver patio within a PANORAMIC SCREENED ENCLOSURE, seamlessly blending indoor and outdoor living. The Primary Suite, thoughtfully located on the main level, is a true retreat, offering GENEROUS PROPORTIONS, a tray ceiling, abundant natural light, and a LUXURIOUS EN SUITE BATH complete with dual vanities, a soaking garden tub, a step-in shower, and a spacious walk-in closet. A well-appointed Laundry Room and stylish half bath complete the first floor. Upstairs, a SPACIOUS LOFT provides a versatile gathering space, perfect for a media room, game room, or additional lounge. Three additional bedrooms and a full bath offer comfort and flexibility for family or guests, with PROFESSIONALLY CLEANED CARPETING enhancing the move-in-ready appeal. This home is further elevated by an impressive list of updates, including NEW LUXURY VINYL PLANK FLOORING throughout the main floor (2025), FRESH INTERIOR PAINT (2025), EXTERIOR PAINT (2023), a NEWER ROOF (2020), UPDATED LIGHTING, and multiple AC SYSTEMS (2016 & 2018). The THREE-CAR GARAGE with built-in storage racks adds both practicality and visual appeal. Residents of Avery Park enjoy a vibrant lifestyle with AMAZING AMENITIES, including a sparkling community pool, playground, basketball court, gazebo, and a scenic pond with fountain, along with FREQUENT COMMUNITY EVENTS that foster a true sense of belonging. Ideally located near CENTRAL WINDS PARK and WINTER SPRINGS TOWN CENTER, this home offers easy access to shopping, dining, recreation, and everyday conveniences. Families will appreciate proximity to TOP-RATED SCHOOLS, while commuters benefit from NEARBY ACCESS to State Road 417, connecting you quickly to surrounding areas including Orlando. With its classic charm, modern updates, spacious layout, and EXCEPTIONAL LOCATION, this Avery Park home provides a lifestyle that is both elegant and welcoming—truly a place to feel at home. Act quickly—this GEM won't last long!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

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: Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? CUSTOM HOME that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course. Builder of this neighborhood built this One of a kind home for himself and it has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Yard is LOW MAINTENANCE! Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRAS Throughout. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages."A" Rated schools, all three! A MUST SEE!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Laurie Cain (407-484-9944)