Homes for Sale Near Indian Trails Middle in Winter Springs - 70 homes

Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

Remarks: Well-maintained 3-bedroom, 2-bath home located in sought-after Winter Springs. This property offers a fully fenced backyard with a private pool, providing excellent privacy and space for outdoor entertaining. A brand-new roof will be installed adding value and peace of mind. Situated in a quiet, established neighborhood with no HOA restrictions. Conveniently located near local parks, shopping centers, dining, and major highways for easy commuting. Zoned for highly rated schools, all within a 3-mile radius. A great opportunity to own a home that combines comfort, location, and lifestyle.

Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)

Listing Agent: Melissa Maldonado (646-943-4002)

Remarks: Under contract-accepting backup offers. Welcome to a home where smart technology, everyday comfort, and an unbeatable location come together in one exceptional package. Nestled on a beautifully landscaped corner lot in the highly sought-after Winter Springs/Tuskawilla area, this 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of function, style, and convenience — with room to grow thanks to a pool-planned backyard ready for your personal vision. Inside, you’ll find a home designed for modern living. The kitchen is outfitted with sleek LG appliances (2023), paired with a matching LG washer and dryer (2023) for a fresh, move-in-ready feel. A Kinetico® whole-house water filtration and soft water system ensures high-quality water throughout, while the energy-efficient GE hybrid heat pump water heater not only saves on utility costs but also helps keep the garage cooler — a practical bonus for Florida living. Tech-savvy buyers will appreciate the CAT 5e high-speed ethernet wiring and smart home features that make daily life effortless. Control your garage from anywhere with the brand-new Chamberlain Bluetooth-enabled opener (2025), and manage irrigation with ease using the Orbit wireless sprinkler system (2021), complete with internet-based weather forecasting. This home is also built for enjoyment and entertaining. Whether you’re hosting friends or relaxing after a long day, you’ll love the in-ceiling speaker system in both the garage and back lanai, plus a living room pre-wired for a premium Bose® surround sound experience. Additional highlights include refreshed attic insulation (2022) for enhanced energy efficiency and an insulated, hurricane-reinforced garage door, backed by a lifetime maintenance and repair agreement with Precision Door Service — offering both durability and peace of mind. Location truly seals the deal. Just minutes from SR 434, 417, Publix, and a wide array of shopping and dining options, this home places everything you need right at your fingertips while still offering the charm and appeal of one of Central Florida’s most desirable communities. Meticulously maintained and thoughtfully upgraded, this home delivers the lifestyle today’s buyers are looking for — smart, stylish, and ready to enjoy from day one.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: John Muccigrosso, Pa (407-234-6330)

Remarks: Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Tori Nguyen (407-739-4773)

Remarks: NEW PRICE! Welcome to 648 Fanning Drive in Winter Springs, a beautifully maintained 5 bedroom, 4 bathroom home offering 3,718 square feet of thoughtfully designed living space, a highly functional triple split floor plan, and significant recent upgrades including a brand new roof installed in 2025 and a new HVAC system with integrated dehumidifier installed in 2024. Built in 2012, this spacious residence is ideal for multigenerational living and flexible modern lifestyles. The triple split layout allows for private bedroom wings, creating separation and comfort for family members and guests. A dedicated home office with double doors provides a quiet workspace, while the expansive bonus room offers versatility for a media room, playroom, fitness area, or additional living space. The three car garage adds valuable storage and everyday convenience. Interior finishes combine durability and style. The primary suite features wood look tile flooring and custom luxury closet built ins. Bedrooms two and three also include custom closet systems, and luxury plank vinyl flooring is installed in three guest bedrooms and the office. Ceiling fans are located in all bedrooms. The home is prewired for surround sound in the family room, bonus room, and rear patio, with speakers already installed in the family room. The open island kitchen serves as the heart of the home and flows seamlessly into the main living area. Features include 42" espresso cabinetry, granite countertops, stainless steel appliances including refrigerator, microwave, dishwasher, and range, under cabinet lighting, a walk in pantry, and a butler pantry with additional storage. The layout supports both everyday living and effortless entertaining. The laundry room includes a utility sink, convenient drop zone, and washer and dryer. Relax while taking in the tranquil pond views from the front porch and tree lined privacy from the screened rear patio. Located adjacent to the Seminole Trail, the home offers convenient access to walking and biking. Enjoy close proximity to highly regarded Seminole County schools including Layer Elementary, Choices in Learning (an A rated Charter Elementary school), Indian Trails Middle School, and Winter Springs High School. The location also offers convenient access to Seminole State College’s Oviedo campus and the University of Central Florida, providing excellent educational opportunities nearby. The neighborhood offers a welcoming community atmosphere with low HOA dues that provide access to the friendly community playground, pool, and clubhouse, creating wonderful spaces for recreation, relaxation, and neighborhood gatherings. Everyday essentials are approximately one mile away, including Publix, Crunch Fitness, Starbucks, UPS Store, Foxtail Coffee, Jersey Mike’s, and Huey Magoo’s, with Chick fil A and Wawa coming soon. Additional exterior features include a paver driveway and screened patio, gutters, double pane tinted windows, security system, termite bond, and in wall pest control system. This move in ready Winter Springs home delivers generous living space, functional design, major system updates, scenic views, access to desirable community amenities, and an exceptional location.

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Amanda J Miller (321-303-9424)

Remarks: One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!

Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)

Listing Agent: Andrea Rusch (321-231-2094)

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. One or more photo(s) has been virtually staged. BEAUTIFUL 4 Bedroom, 3 Bath, 2-Car Garage home with a POOL on a spacious .27 Acre CORNER LOT in Tuscawilla’s Sought-After DAVENPORT GLEN community! Pride of Ownership is clearly evident in this Fabulous, split-floor plan home, zoned for TOP-RATED schools – Oviedo High, Indian Trails Middle and Lawton Elementary and is located just steps from popular Sam Smith Park and 1 Mile from Tuscawilla Country Club! Highlights of recent updates include: BRAND NEW HVAC – 2026, NEW ROOF – 2019; HOUSE FULLY RE-PIPED & NEW WATER HEATER – 2018; POOL RESURFACED – 2025; POOL DECK RE-PAINTED 2026; POOL SOLAR PANELS ADDED in 2021; NEW POOL PUMP - 2021; UPDATED KITCHEN with GRANITE COUNTERS & NEWER STAINLESS APPLIANCES; TWO BATHROOMS UPDATED; NEW EXTERIOR PAINT 2020; NEW INTERIOR PAINT 2019; 5-YR TRANSFERABLE TERMITE BOND – 2026. You’ll appreciate this OVERSIZED LOT with NO REAR NEIGHBORS. Upon entering, you’ll admire the VOLUME CEILINGS & ABUNDANT LIGHT. The Family Room, Kitchen, Breakfast Nook & Primary Bedroom all have have a great view of the SPARKLING POOL & LANAI. The kitchen is open to the Family Rm and features SOLID WOOD CABINETRY, GRANITE COUNTERS, NEWER APPLIANCES, a built-in Breakfast Bar & a stylish Tile Backsplash. The Primary Bedroom Suite is on the right side of the house shortly after you enter and features a picturesque Sitting Area surrounded by lovely Bay Windows. There’s plenty of storage with a walk-in closet as well as a second closet. The EN-SUITE BATH features NEWER ELECTRIC ROLLER SHADES, DUAL SINKS with a makeup/vanity area in between, a Spacious GARDEN TUB, a separate shower, separate commode area and lovely Glass Block to let in natural light while keeping privacy. The smartly-designed plan features three spacious bedrooms on the other side of the house, as well as two UPDATED BATHS including a Pool Bath. You’ll appreciate the dedicated interior Laundry Room with a Utility Sink and closet; plus, the Washer & Dryer are included! Outside is a generous-sized, screen-enclosed LANAI & GLISTENING POOL, with a HUGE 30x10 FT COVERED area with plenty of room for a Summer kitchen. There’s a separate Brick Patio area, perfect for a grill, umbrella or picnic table and the spacious back yard features updated landscaping & outdoor lighting and offers plenty of room for outdoor activities and fun! This home comes complete with gutters as well as an automatic sprinkler system and backyard landscape lighting. This wonderful home is MOVE-IN READY and comes with ALL THE MAJOR SYSTEM UPGRADES already done! It’s located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in the heart of Tuscawilla, close to several parks, the 29-mile Cross-Seminole Trail & is within one mile of the Tuscawilla Country Club where Golf, Tennis & Social memberships are available at this beautiful, renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. Don’t delay in calling for your PRIVATE SHOWING of this Fabulous Florida home!

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

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

Remarks: Under contract-accepting backup offers. This 4 bedroom, 3 bath home with a side entry two car garage, is located in the golf course community of Tuscawilla, and is sited on a large lot (almost .4 of an acre). There is a formal foyer and a formal living, dining and family room. The kitchen has a pass-through window above the double bowl stainless sink gives the cook access to easily serving meals on the brick covered porch. There is a closet pantry in the kitchen. There is a plumbing stub out below the window for a future summer kitchen. All appliances are included. The family room has a brick, wood burning fireplace. There are built-in shelves on either side of the fireplace. The ceiling has been finished in cedar. The primary bedroom is large and the primary bath area has a large shower with a newer shower enclosure.. There is also a mirrored walk-in closet. The interior of the home has recently been painted. New plumbing and light fixtures have been added and a new HVAC system installed. The hot water heater is new. The roof was replaced in 2019. There is a large covered back porch. The backyard is quite large and has several fruit trees and there is a storage shed on a concrete slab that is a great place for storing seasonal items. Mature landscaping. There are 5 ceiling fans throughout the house. The ceilings are vaulted in the family room, primary bedroom, and two of the auxiliary bedrooms. There is convenient shopping, a large array of restaurants, and major employers are located nearby. The beautiful and dramatic entrance to this Tuscawilla community creates a wonderful sense of arrival. This home has a versatile floorplan and is a great value. Outstanding family-oriented neighbors.

Listing is courtesy of: THE WILLIAMS REAL ESTATE CO (407-310-6980)

Listing Agent: Morris Williams, Jr (407-310-6980)

Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings, elegant crown molding, under cabinet lighting, multiple sliding glass doors bringing the outside into the home, custom blinds and window treatments, split bedroom plan, spacious bedrooms, and a striking glass-enclosed office that creates a unique and inviting workspace or flex space. The oversized deep side-entry garage provides ample room for vehicles, storage, or hobbies. Located on Howell Creek Drive, one of Tuscawilla’s most beloved streets, the neighborhood is known for its rolling hills, stunning custom homes, and the charming presence of local families of peacocks that make the area truly special. Major updates offer peace of mind, including a 2016 roof, 2023 HVAC system, and updated PEX plumbing. This distinctive home combines character, space, and location—making it a true Tuscawilla treasure.

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

Listing Agent: Tanya Mcdonnell (407-625-2719)