Homes for Sale Near Indian Trails Middle in Winter Springs - 85 homes

Remarks: This thoughtfully renovated 3-bedroom, 2.5-bath home is ready for effortless living, showcasing modern upgrades, inviting living spaces, and a truly special outdoor setting in Country Club Village of Tuscawilla. From the moment you enter, you’ll appreciate the soaring vaulted ceilings and abundant natural light in the great room, which beautifully connects the living and dining spaces and is enhanced by brand new double-pane windows and glass transoms (2025). Other notable improvements include a new tile roof (2023), fresh interior paint (2026), new upstairs carpeting (2026), recessed lighting (2025), new dining lighting (2026), new water heater (2025), and new 3 stage reverse osmosis system in kitchen(2024) & new water softener system (2024), creating a home that feels current, polished, and truly turnkey. The spacious kitchen features newly refinished cabinetry (2026), a closet pantry, and opens seamlessly to the family room with access to the screened porch and backyard—creating an ideal setting for everyday living, entertaining, and relaxed gatherings. A conveniently located laundry room and guest half bath complete the main level. The generous primary suite offers a true retreat with vaulted ceilings, a customized walk-in closet, and a stunning $25,000 renovation of the primary bath featuring a double vanity and oversized walk-in shower. Two additional bedrooms are generously sized with fresh paint and new carpeting, with one offering a walk-in closet—perfect for guests, family, or a home office. One of the home’s most distinctive features is the expansive, fully fenced backyard—an uncommon offering in the neighborhood—beautifully landscaped and backing to protected conservation space that buffers the golf course. Enjoy peaceful views, added privacy, and a sense of tranquility from the screened porch, with a private gate and path providing direct access to the course. Additional highlights include a two-car garage with epoxy flooring (2025), custom storage cabinetry(2025), and a new dedicated freezer(2025). A new Massey termite bait system with bond (09/2025) adds further confidence. The low HOA fee includes lawn maintenance, enhancing the ease of ownership. Ideally located near Tuscawilla Country Club, Trotwood Park, scenic trails, shopping, dining, and within a top-rated Seminole County school district, this exceptional home offers comfort, quality, and lifestyle in one inviting package. Schedule your private showing today and experience it for yourself.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Lisa Shear (407-721-9375)

Remarks: Welcome to this stunning, modern end-unit townhome located in the highly sought-after community of Jesup’s Landing in Winter Springs. This beautifully designed 3 bedroom, 3.5 bathroom residence with a spacious 2-car garage offers an exceptional blend of comfort, style, and convenience, making it the perfect choice for buyers seeking luxury townhome living in a prime location. From the moment you arrive, you’ll appreciate the added privacy and natural light that comes with being an end unit, along with the home’s contemporary design and thoughtful layout. The first floor features a full suite that is ideal as a secluded primary bedroom, for guests, multigenerational living, or a home office. This space is complete with elegant granite countertops, a large walk-in shower, and direct access to a private balcony, creating a peaceful retreat. You’ll also find a convenient drop station and easy access to the attached garage, adding functionality to everyday living. As you move to the second level, you’re welcomed into an expansive open-concept living area designed for both entertaining and relaxation. The gourmet kitchen is a true centerpiece, featuring sleek granite countertops, a large center island for gathering, and ample cabinetry for storage. The adjoining dining area flows seamlessly into a spacious living room filled with natural light, while a half bath and two separate private balconies enhance the indoor-outdoor living experience. This level is perfect for hosting guests or enjoying quiet evenings at home. The third floor offers even more versatility with a generous loft area that can serve as a media room, office space, or bonus family room. Two well-appointed bedrooms, each with access to full bathrooms, provide comfort and privacy for family members or guests. Throughout the home, you’ll notice numerous upgrades, meticulous maintenance, and modern finishes that elevate the overall living experience. Residents of Jesup’s Landing enjoy resort-style amenities including a sparkling community pool, a fully equipped fitness center, and a stylish billiards lounge. Outdoor enthusiasts will love the direct access to the Seminole Cross Trail, ideal for biking, jogging, and enjoying Florida’s natural beauty. The home is also centrally situated close to popular restaurants, shopping destinations, entertainment options, and Central Winds Park. Located in top-rated Seminole County school zones and offering convenient access to major highways, this property combines luxury, location, and lifestyle. This move-in ready townhome is a rare opportunity to own a modern, spacious property in one of Winter Springs’ most desirable communities. Don’t miss your chance to experience the best of Florida living in Jesup’s Landing.

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

Listing Agent: Thomas Mcnamara, Jr (407-754-6412)

Remarks: Don’t miss the opportunity to see this exceptional property! Located in the desirable Ranchlands neighborhood of Winter Springs, this exceptional property sits on over 1.5 acres of land, offering both space and privacy. A large circular driveway provides easy access and ample parking. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,100 square feet of living space, with a split floor plan ideal for both everyday living and entertaining. As you enter, you’re welcomed by a bright, open interior showcasing tile flooring throughout the home, high ceilings, and an abundance of natural light. The upgraded kitchen is a standout, featuring stainless steel appliances, granite countertops, plenty of cabinet storage and a kitchen nook. The spacious family room includes a cozy fireplace, along with a mounted TV and surround sound system that will convey with the home. The primary suite offers private access to the backyard through sliding glass doors, a walk-in closet, and a generously sized en-suite bathroom complete with dual sinks, and a tub/shower combo. Step outside to enjoy the expansive covered lanai—perfect for relaxing or entertaining—along with a 30' above-ground pool to enjoy Florida’s warm weather and a play area for the little ones. Additional upgrades include a home generator, AC and septic tank and pump all installed in 2017, a water heater in 2018, pool in 2020, roof in 2021 and pool pump in 2026. In addition to the attached 2-car garage, the property also features a 25' x 30' detached garage equipped with electricity and AC—ideal for extra vehicles, a workshop, or storage. A side-entry gate provides access for RV or boat parking to store in your backyard. With no HOA, you’ll enjoy the flexibility to use the property as a primary residence, investment, or income-producing opportunity. This hidden gem offers a peaceful, country-style setting while still being conveniently located near major roads, shopping, and dining. Come see it today and make it yours!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Zac Hernandez (407-576-7622)

Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!

Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)

Listing Agent: Julie Bailey (407-257-6223)

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: Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will allow you to save on your monthly expenses. This property is conveniently located within close proximity to stores, supermarkets, A rated public school system. Everything welcomes you to make this house your next home. Come see this property today!

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

Listing Agent: Celeste Baez (407-697-6309)

Remarks: This stunning 5-bedroom pool home in the highly desirable Chelsea Woods at Tuscawilla has been completely remodeled from top to bottom. The home offers exceptional living space, including a large living room with fireplace, a spacious family room with fireplace, and a formal dining room—ideal for entertaining. A large bonus room provides flexible space for a home office, playroom, or additional living area. The brand-new kitchen is a showstopper, featuring new appliances, quartz countertops, two-tone cabinetry with open shelving, and a stylish bar area with additional shelving. The large laundry room includes a convenient butler’s pantry area, adding extra storage and functionality. Downstairs, you’ll also find two half bathrooms, all beautifully updated. All five bedrooms are located upstairs, along with three fully renovated bathrooms, including a Jack-and-Jill bath. The expansive primary suite offers a true retreat with a luxurious soaking tub, large walk-in shower, and generous space throughout. Recent upgrades also include new wood-look tile plank flooring throughout the lower level, LVP flooring upstairs, ROOF (2023), and both A/C units replaced. Step outside to enjoy the covered, screened patio overlooking the pool—perfect for relaxing or entertaining. Located in Tuscawilla, this home is zoned for top-rated schools and offers the space, updates, and location you’ve been looking for. Schedule your private showing today!

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

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

Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Lynda Miller (407-620-2924)

Remarks: 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: This beautiful 4-bedroom, 3-bath one-story pool home features over 2,300 square feet of living space on a premium conservation lot with no rear neighbors, providing exceptional privacy. Important updates include roof replaced in 2019, AC updated in 2020–2021, pool resurfaced in 2022, and kitchen updated in 2022. The home offers a spacious split floor plan with high ceilings, abundant natural light, formal living and dining areas, and a large family room with a wood-burning fireplace that connects seamlessly to the kitchen and outdoor space. The kitchen includes ample cabinet space, updated finishes, and comes equipped with stainless steel appliances including range, refrigerator, dishwasher, and microwave, plus washer and dryer are also included. The primary suite is oversized with a large en-suite bathroom featuring dual sinks, soaking tub, separate shower, and a spacious walk-in closet. Bathrooms throughout the home are well maintained and provide flexibility for future updates. Flooring includes a mix of tile, laminate/engineered flooring, and carpet in select areas. Additional features include a dedicated indoor laundry room and a 2-car garage with extra storage space. Step outside to a screened-in pool and covered patio, perfect for enjoying Florida living year-round, with a private backyard backing to conservation for added peace and privacy. Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this property provides both space and a prime location close to shopping, dining, and major highways. Conveniently located approximately 25–30 minutes to Downtown Orlando, 35–45 minutes to Disney theme parks, 30–40 minutes to Universal Studios, 20–25 minutes to UCF and Seminole State College, and about 45–60 minutes to the East Coast beaches. Zoned for top-rated Seminole County schools. Similar homes in the area have sold in higher ranges depending on updates and condition.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Alexa Monasterio Flores (786-915-9294)

Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates are already done for you, including the kitchen and both bathrooms, plus a NEWER A/C (2020), giving peace of mind from day one. Inside, the home has been tastefully updated with modern finishes and fixtures, creating a clean, MOVE-IN READY space that feels both fresh and inviting. WOOD LAMINATE FLOORING flows throughout the entire unit, enhancing the seamless, low-maintenance lifestyle. The OPEN CONCEPT living and dining area is filled with NATURAL LIGHT thanks to a wall of SLIDING GLASS DOORS that lead to a SCREENED BALCONY overlooking peaceful green space – perfect for morning coffee or winding down in the evening. The UPDATED KITCHEN stands out with a fresh, modern color palette and a pop of personality, featuring sleek countertops, STAINLESS STEEL APPLIANCES, ample cabinet storage, a breakfast bar, and a window that brings in even more natural light. The SPLIT BEDROOM layout offers both comfort and privacy with the primary suite tucked away at the back of the home, complete with a WALK-IN CLOSET, updated en-suite bath, and its own private access to a SECOND BALCONY. Two additional bedrooms are positioned at the front of the unit and share a beautifully updated full bath, ideal for guests, family, or a home office setup. Tuscany Place residents enjoy a gated entrance along with added conveniences like lawn care and pest control, making this a truly low-maintenance option. The location is hard to beat – just minutes from Tuskawilla Road, SR 434, and 417, with easy access to TROTWOOD PARK, Central Winds Park, Tuscawilla Country Club, and all the shopping and dining options in Winter Springs and nearby Oviedo. Whether you are looking for your next home or a smart investment, this updated condo is priced to sell and ready for its next owner. Call today to schedule a tour!

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

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

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), both bathrooms' fully renovated (2025), 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: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. 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. 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 EXTRA. 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 MUST SEE!

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

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

Remarks: This lovingly maintained 4-bedroom, 2-bath home in a quiet neighborhood of sought-after Winter Springs is now available. Lush landscaping welcomes you as you step inside to a bright, open, and airy floor plan designed for both comfort and functionality. The tiled front family room features a stunning gas fireplace and flows seamlessly into the gourmet kitchen, complete with gleaming granite countertops, rich cappuccino cabinetry, a classic subway tile backsplash, and stainless-steel appliances. Luxury wood-plank vinyl flooring extends throughout the main living areas and all four bedrooms, including the combined living and dining space. The spacious primary suite offers a large walk-in closet and an en-suite bath with dual vanities and an impressive floor-to-ceiling tiled walk-in shower. Three additional bedrooms share a generously sized bathroom with dual sinks and a shower/tub combination. Step outside to enjoy the expansive covered and screened patio overlooking a large backyard—ideal for outdoor relaxation or entertaining. This beautiful home is a must see. Schedule your private showing today!

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

Listing Agent: Asia Kendall (407-970-8887)

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bath residence in the desirable Georgetowne community of Tuscawilla. Featuring a split-floor plan, this home offers both privacy and comfort, making it ideal for everyday living and entertaining. Seller paying for new roof to be installed prior to closing, new hot water heater (2026) and entire house has been re-plumbed. Step inside to discover new flooring, fresh interior paint, and updated fans and lighting that give the home a bright, modern feel. The open-concept layout creates a welcoming space that feels cozy for quiet evenings but is also perfect for hosting larger gatherings with family and friends. Large windows throughout the home allow for abundant natural light, creating a warm and inviting atmosphere. Outside, enjoy the beauty of mature landscaping and relax in the screened lanai, an ideal spot for morning coffee or unwinding in the evening. Living in Georgetown means low-maintenance living, with HOA dues cover font lawn maintenance, allowing you more time to enjoy the things you love. Residents also have access to a private neighborhood pool. The home is conveniently located near Trotwood Park, offering easy access to pickleball/tennis courts, playground, covered pavilions, sports fields and so much more. Just around the corner is Tuscawilla County Club featuring tennis courts and a beautiful 18- hole golf course, perfect for those who enjoy an active lifestyle.

Listing is courtesy of: KNIGHTS REALTY (407-252-7411)

Listing Agent: Frank Mediavilla (407-252-7411)

Remarks: Under contract-accepting backup offers. Welcome to your serene waterfront retreat in the highly desirable Wedgewood Tennis Villas, nestled within the prestigious Tuscawilla Country Club community in Winter Springs, Florida. This charming 2-bedroom, 2-bathroom single-family home offers 1,812 square feet of comfortable living space, perfectly positioned on a peaceful pond-front lot with tranquil water views from the home and backyard. Step inside to discover an updated kitchen featuring warm maple cabinets, sleek granite countertops, a convenient breakfast bar, and an eat-in area ideal for casual meals. The inviting living spaces include a cozy fireplace, while the expansive Florida/family room at the rear is surrounded by windows, flooding the space with natural light and showcasing the serene pond views - perfect for relaxing or entertaining. Both spacious bedrooms boast ensuite bathrooms and generous walk-in closets with custom built-in shelving for ample storage. Additional highlights include a screened porch for enjoying Florida's beautiful weather year-round, a 2-car garage, and a roof replaced in 2022 for added peace of mind. Wedgewood Tennis Villas provides low-maintenance living with included lawn care, plus access to community tennis courts and a clubhouse. Residents can opt to join the renowned Tuscawilla Country Club (just moments away) for world-class amenities including an 18-hole golf course, Jr. Olympic-sized pool, additional Har-Tru clay tennis courts, dining options, and more. Golf carts are welcome in the community, adding to the relaxed, resort-like lifestyle. Conveniently located with quick access to major highways, this home is centrally positioned near parks and trails, top-rated restaurants, shopping, theme parks, beaches, and the University of Central Florida (UCF). While the interior offers opportunity for personal updates to make it truly your own, it's priced right for savvy buyers seeking value in this sought-after area. Don't miss this rare pond-front gem in a prime Winter Springs location! Schedule your private showing today!

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

Listing Agent: Karen Bagwell (407-702-4521)

Remarks: Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The kitchen steals the show with granite countertops, stunning 42” cabinets with crown molding, an extended double sink, pull-out garbage, and a huge pantry—all flowing seamlessly into the main living space. Upgrades like the Taexx built-in pest control system and keypad garage entry add ease and peace of mind. The best part is this home has a brand new roof! Upstairs, the primary suite feels elevated with a 10-foot vaulted ceiling, spacious walk-in closet, and en-suite bath with dual sinks. Step outside and take in serene Seminole Trail views—perfect for morning walks, bike rides, or unwinding at sunset. Residents enjoy access to a community pool and clubhouse, all just minutes from everything that matters. The location is a standout—close to UCF, Research Park, Lockheed Martin, Siemens, with quick access to the beltway for an easy commute to downtown Orlando, area airports, and beyond. Plus, you’re moments from Central Winds Park, top-rated trails, shopping, dining, and the Winter Springs Town Center. Homes in Jesup’s Landing don’t last—especially ones like this. Come see it before someone else does.

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

Listing Agent: David Weiss (407-765-9020)

Remarks: **BRAND NEW tile barrel roof just installed** Welcome to easy-maintenance living in the highly desirable golf community of Tuscawilla/Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers a bright open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage throughout. Additional major updates include dual pane/energy-efficient windows, epoxy garage floors, attic with deck flooring, water filtration system(kitchen), NEW water heater (2024), Carrier HVAC (2016), and whole house re-piped. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.

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

Listing Agent: Allison Day (407-617-2881)

Remarks: **NEW ROOF TO BE INSTALLED IN APRIL!!** Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Howell Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades. Some outstanding features include a beautifully remodeled eat in kitchen with sleek white cabinetry, solid surface counter top, tile backsplash, and handsome stainless appliances. In addition, easy-care tile flooring is found throughout the main living areas and plush carpeting in the bedrooms. A dreamy master suite offers ample space and an elegant bathroom with walk in shower, soaking tub, and double vanity. The two additional bedrooms are quite private and spacious and are convenient to the full guest bath with spacious vanity and decorative tile. A large open great room leads to the screened porch for entertaining or just relaxing. Create your own secret garden inside the privacy fenced side yard which is very suitable for pets. Leading to the spacious 2 car garage, the laundry room conveniently includes a high quality washer and dryer. Residents of Greenbriar enjoy low-maintenance living along with access to a community pool, making it perfect to enjoy an easy lifestyle right at home. Located near the Tuscawilla golf course, this home is also just minutes from shopping, dining, and everyday conveniences, with easy commuter access to major roadways. Whether you’re a first-time homebuyer, looking to downsize, or searching for a move-in-ready opportunity in an established community, this home checks all the boxes. Don’t miss out on this slice of heaven with beautiful views, simplicity, and community—all in one exceptional property. This is a once in a blue moon opportunity, so pick up your phone and jump in your car today!

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

Listing Agent: Colleen Kahl (407-630-0027)

Remarks: One or more photo(s) has been virtually staged. 2 Bedrooms / 2 Bath Condo located on 2nd floor in Tuscawillow. Move in condition. Eat-in Kitchen, tiled floor, pantry, includes all appliances, washer, dryer, pass thru to dining area. Spacious great room/dining area, glass slider opens to screen porch, private rear yard. Master Bedroom has glass slider opening to screen porch, walk -in shower, dressing area. Split Bedroom plan has newer carpet, tub in 2nd bathroom.. Gated community and pool. Walking distance to park includes ball park, tennis courts, basketball, splash pool, lake, covered picnic areas and great Seminole County schools. Community offers Golf Course and Country Club.

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

Listing Agent: Barbara Mills (407-616-2961)