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216 Tavestock Loop, Winter Springs
$605,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Enjoy waterfront views and your own private pool in this spacious 5-bedroom, 2-bath home located in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you’ll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, a whole-house water filtration system, two mini-split air conditioning systems (2025), and an energy-efficient year-round. The backyard is also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you’re entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don’t miss your opportunity to own this exceptional waterfront home in one of Winter Springs’ most desirable communities!

216 Tavestock Loop, Winter Springs
1389 Ponce De Leon Boulevard, Winter Springs
$499,000
4 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-A SubDv. ⋅ 32708 Zip Code
BACK ON THE MARKET!!PRICE TO SELL. LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, conveniently located near shopping, dining, banking, fresh market , Publix, Oviedo Mall, YMCA, and major roadways (417 & 408). This spacious residence features 4 bedrooms, 2 full bathrooms, 2 car garage and an open functional floor plan ideal for family living and entertaining, two large separate rooms :a dining room and a living room Recent updates include a water heater (2026)new porch (2026), A/C (2017), and roof (2017). The oversized backyard is shaded by magnificent historic oak trees and includes a utility/workshop, building gym, offering endless possibilities. The community features a playground, basketball court, and park, with an additional neighborhood park conveniently located right next door and the HOA fee is paid anually and is exceptionally affordable.

1389 Ponce De Leon Boulevard, Winter Springs
910 Belle Avenue Unit 1140, Winter Springs
$139,500
Casselberry Commerce Village A Condo SubDv. ⋅ 32708 Zip Code
Suite 1140 presents a rare opportunity to own or lease a move-in-ready professional office condo in the highly desirable Casselberry Commerce Village. This well-maintained office suite offers approximately 687 square feet of functional workspace, featuring a welcoming reception area, two private offices, a conference room, and abundant natural light. The professional layout is ideal for attorneys, accountants, insurance agencies, mortgage professionals, real estate offices, consultants, and a variety of other professional service businesses. Owners and tenants enjoy access to shared amenities including a break room, kitchen facilities, common restrooms, and professionally maintained common areas. Conveniently located just off SR 434 with easy access to US 17-92, I-4, and SR 417, this property provides excellent connectivity throughout Seminole County and the greater Orlando market. Ample on-site parking, a professional business environment, and proximity to Winter Springs, Casselberry, Longwood, Altamonte Springs, and Lake Mary make this an outstanding opportunity for owner-users and investors alike. This unit has high-end finishes and too many upgrades to mention. Must see. Call today to set an appointment to tour your new office. Condo association fees are $2,873.82 annually. Water is included with condo association dues. Power is paid separately to the condo association based on individual usage.

910 Belle Avenue Unit 1140, Winter Springs
830 Dunbar Terrace, Winter Springs
$344,000
3 Beds ⋅ 3 Baths ⋅ Highlands Sec 1 SubDv. ⋅ 32708 Zip Code
Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitchen contains an accent backsplash that provides a subtle design element. Exterior amenities include a substantial deck that connects directly to a fully fenced in backyard, suitable for various outdoor activities. Move right into comfort and refined outdoor living.

830 Dunbar Terrace, Winter Springs
717 Adidas Road, Winter Springs
$399,900
2 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!

717 Adidas Road, Winter Springs
1357 Mill Stream Lane, Winter Springs
$384,000
3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Move in Ready, Updated 3-bedroom, 2.5-bath end-unit townhome in the desirable Jesups Landing community of Winter Springs! Recent updates include new flooring,, NO CARPET, new exterior paint and a new roof. The open layout features generous living and dining areas that flow seamlessly into the kitchen. Upstairs, you'll find all three bedrooms, the laundry area, and a gorgeous patio. The spacious primary suite offers ample closet space and a beautiful, spacious en-suite bath. One of the home's most attractive features is its unbeatable location adjacent to Central Winds Park, where residents can enjoy a baseball diamond, basketball court, a fishing pier, nature trail, picnic facilities and pavilion, a soccer field, playground, volleyball courts, NEW PICKLEBALL COURTS AND A GREAT DOG PARK in additiona to year-round community events. Families will also appreciate the proximity to highly rated Seminole County schools, shopping, dining, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance lifestyle in one of Winter Springs' most desirable locations, this beautifully maintained townhome is a must-see!

1357 Mill Stream Lane, Winter Springs
811 Maple Leaf Loop, Winter Springs
$525,000
5 Beds ⋅ 3 Baths ⋅ Seven Oaks SubDv. ⋅ 32708 Zip Code
Explore 811 Maple Leaf Loop, recently enhanced with fresh interior paint. The kitchen includes a functional island, and the primary bathroom provides double sinks for practical use, a walk in closet and convenience of a separate tub and shower. Beyond the interior, exterior grounds feature a covered patio and a fenced in backyard. Discover modern comfort and practical living in this updated residence. Included 100-Day Home Warranty with buyer activation

811 Maple Leaf Loop, Winter Springs
207 Birch Terrace, Winter Springs
$297,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Terrace SubDv. ⋅ 32708 Zip Code
3 BEDROOM 2 BATH HOME LOCATED ON CUL DE SAC STREET. WOOD CABINETS, SOLID SURFACE COUNTERS IN KITCHEN WITH NEW SINK.. SPLIT BEDROOM PLAN. FENCED REAR YARD. NEW ROOF IN 2025. NEW VINYL SIDING ON GARAGE. NEWLY REPAINTED INSIDE IN SEPTEMBER 2026.. . GREAT HOME FOR OWNER OCCUPANT OR INVESTOR.

207 Birch Terrace, Winter Springs
343 San Miguel Street Unit 343, Winter Springs
$145,000
2 Beds ⋅ 2 Baths ⋅ Indian Ridge SubDv. ⋅ 32708 Zip Code
Welcome to this freshly painted 2-bedroom, 2-bathroom condominium located in the desirable Deer Song community in Winter Springs. Offering a low-maintenance lifestyle in a convenient Central Florida location, this residence is a great fit for a first-time buyer, downsizer, seasonal resident, or investor looking for a well-positioned property with everyday comfort and community appeal. Inside, the home features a practical layout with 945 square feet of living space, offering comfortable living areas and a functional design that makes the most of the space. The freshly painted interior provides a clean, refreshed feel and gives the next owner a neutral starting point to make the home their own. With two bedrooms and two full bathrooms, the layout offers flexibility for guests, a home office setup, or shared living arrangements. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee, container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed adds valuable functionality, offering extra space for tools, bikes, seasonal items, or outdoor equipment. Deer Song offers a peaceful residential setting known for its established neighborhoods, mature surroundings, and convenient access to parks, trails, shopping, dining, and everyday essentials. The community is located near Winter Springs Town Center, Torcaso Park, the Cross Seminole Trail, Oviedo Mall, Publix, restaurants, and major roadways for easier commuting throughout Central Florida. With its freshly painted interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this Deer Song condominium offers comfort, convenience, and low-maintenance living in one of Seminole County’s most appealing areas.

343 San Miguel Street Unit 343, Winter Springs
268 Tavestock Loop, Winter Springs
$557,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!

268 Tavestock Loop, Winter Springs
1304 Ortega Street, Winter Springs
$474,900
4 Beds ⋅ 3 Baths ⋅ Sunrise Estates Unit 1 SubDv. ⋅ 32708 Zip Code
New roof 2023, AC 2020, water heater 2023, whole-home water softener 2024. Non-flood zone. No rental restrictions. HOA only $30/month. The expensive questions are already answered on this Winter Springs home. Major systems have been replaced, the 4-point inspection is straightforward, and insurance-friendly construction (block and stucco, slab foundation, shingle roof 2023) keeps ownership costs predictable. 4 bedrooms, 2.5 baths, 2,152 SqFt of living area on a 10,019 SqFt lot in Sunrise Estates, a short walk to Rainbow Elementary and minutes from Tuskawilla Road, Winter Springs Town Center, Oviedo, and the 417 for an easy commute to Orlando, UCF, and Lake Mary. The three-level split layout gives you the separation most homes in this price range can't have. The main level holds the formal living and dining rooms and a 11x18 eat-in kitchen with pantry, storage closet, solid wood cabinets, and solid surface counters. One level down is a 21x18 family room with a stone wood-burning fireplace and French doors to the lanai. Upstairs, all four bedrooms: a 15x17 primary suite with walk-in closet and ceiling fan, plus three additional bedrooms with built-in closets. Cathedral and vaulted ceilings, ceramic tile throughout, updated bathrooms, freshly painted interior, and an indoor laundry room. Alkaline water filtration at the kitchen sink. Outside is where this home stands apart. A 21x14 covered and screened lanai with ceiling fan and gas fire pit opens to a fully fenced backyard with a second natural fire pit, play area, dog run, garden space, storage shed, and an irrigation system on a private sprinkler well, so the lawn stays green without a water bill. Two-car garage with opener plus open driveway parking. Community amenities include playground and tennis courts. Zoning PUD. Public water and sewer. Schedule your showing today! Seller may consider buyer closing-cost assistance with an acceptable offer.

1304 Ortega Street, Winter Springs
156 Seville Chase Drive, Winter Springs
$647,500
4 Beds ⋅ 3 Baths ⋅ Seville Chase SubDv. ⋅ 32708 Zip Code
Virtually Staged. If you are looking for a QUIET, GATED COMMUNITY WITH BEAUTIFUL TREE-LINED STREETS, this is it. Welcome to refined Florida living in the exclusive gated community of Seville Chase. This tranquil neighborhood features access to a private fishing pond in the easement behind the neighborhood, and sidewalks from the front gate to the back gate which many residents walk (whole loop is approximately 2.4 miles, including the cul-de-sacs.) The home itself is a thoughtfully designed one-owner, 4/3 residence with a highly desirable three-way split floor plan, offering both comfort and privacy for family and guests alike, and a NEWER ROOF (2023) for peace of mind and more favorable insurance premiums. The heart of the home is the OPEN CONCEPT KITCHEN, featuring a large breakfast bar, and direct sight-lines into the family room — perfect for entertaining or keeping an eye on little ones while you cook. The primary suite serves as a private retreat with ensuite bath that features a jacuzzi tub, separate shower, and walk-in closet, while secondary bedrooms are tucked away in separate wings, providing flexibility for guests, a home office, or multigenerational living. Enjoy peaceful mornings on your LARGE SCREENED LANAI which overlooks green space (NO REAR NEIGHBORS!) or host day/nightime gatherings in this generous space. This home captures the essence of Florida living at its finest—where elegance meets ease in a setting that feels both luxurious and welcoming. Experience the beauty, privacy, and understated grandeur of Seville Chase—where every day feels like a retreat. ROOF (2023), HVAC (2022), 6 front impact WINDOWS and French PATIO DOORS (2024), water heater (2009), hurricane shutters, paver driveway, paver screened lanai. Call today to make this beautiful home yours!

156 Seville Chase Drive, Winter Springs
1128 Spotted Sandpiper Loop, Winter Springs
$455,000
4 Beds ⋅ 4 Baths ⋅ Seminole Crossing Twnhms SubDv. ⋅ 32708 Zip Code
Virtually Staged. SELLER MOTIVATED!!! 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.

1128 Spotted Sandpiper Loop, Winter Springs
4113 Hedge Maple Place, Winter Springs
$276,200
2 Beds ⋅ 3 Baths ⋅ Heritage Commons SubDv. ⋅ 32708 Zip Code
PRICE IMPOVEMENT If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious master suites upstairs both with walk in closets, divided by a large laundry room complete with storage and large washer and dryer that are staying! No more carrying laundry up the stairs. Beautiful hardwood floors including the stairs with well-appointed finishes throughout. A MUST SEE! Conveniently located near UCF, shopping, roadways, restaurants and the TOP RATED SCHOOLS in the area.

4113 Hedge Maple Place, Winter Springs
476 Club Drive, Winter Springs
$267,500
3 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to 476 Club Drive, a beautifully maintained 3-bedroom, 2-bath townhome in the highly sought-after Cypress Club section of The Highlands in Winter Springs. NEW ROOF 2026, NEW WATER HEATER 2026, 2020 A/C, FULL-HOME REPIPE 2016, and WHOLE-HOME WATER SOFTENER 2016! This spacious home offers a flexible floor plan, peaceful wooded views, and an impressive list of updates. The main level features knockdown ceilings, updated recessed lighting, and an inviting living and dining area overlooking the serene, tree-lined surroundings. A step-down enclosed patio provides additional living space and a wonderful private retreat for relaxing or entertaining. A downstairs bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi-generational living. Upstairs, two spacious bedrooms feature soaring ceilings and abundant natural light. The generous primary suite offers ample closet space, tranquil wooded views, and a private bath with a Jacuzzi tub and separate shower. A dedicated tankless water heater serves the Jacuzzi tub and primary suite bathroom, adding an extra level of comfort and convenience. Enjoy the added benefit of a covered carport with TWO dedicated parking spaces, keeping your vehicles protected from the Florida sun and weather. Cypress Club is the only section of The Highlands with its own private pool, while residents also enjoy access to the community’s outstanding amenities, including multiple pools, tennis courts, walking trails, parks, pavilions, BBQ areas, clubhouse, volleyball, and basketball courts. Located in desirable Winter Springs, this move-in-ready townhome combines thoughtful updates, flexible living spaces, natural surroundings, covered parking, and an exceptional amenity-rich community. Don’t miss the opportunity to make 476 Club Drive your new home!

476 Club Drive, Winter Springs
421 Horizon Drive, Winter Springs
$285,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
MOTIVATED SELLERS!!! Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This move-in ready home checks all the big boxes upfront: a 50-year Rhino shingle roof (2019), a 3.5-ton 14 SEER AC unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Beautifully maintained and thoughtfully updated throughout, this one-story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of living space. Inside, you'll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk-in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul-de-sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low-maintenance living in a prime Seminole County location zoned for Winter Springs schools.

421 Horizon Drive, Winter Springs
600 Northern Way Unit 201, Winter Springs
$274,900
3 Beds ⋅ 2 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this maintained 3-bedroom, 2-bathroom ground-floor condominium offering 1,425 square feet of comfortable, low-maintenance living in a desirable gated community in the heart of Tuscawilla, perfect for investors or those seeking a primary residence. Step inside to a FRESHLY painted inviting open floor plan highlighted by tile flooring throughout the main living areas, creating a seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with NEW stainless steel appliances, stone countertops, an eat-in dining area, and a convenient laundry closet nearby for added functionality. Privately situated at the rear of the home, the spacious primary suite offers a peaceful retreat complete with a walk-in closet, and a RENOVATED bathroom dual vanity sinks, and a standalone shower. Sliding glass doors provide direct access to your own private patio — the perfect spot to enjoy your morning coffee. Down a separate hallway, you’ll find two additional bedrooms and a guest bathroom featuring an updated vanity and a tub/shower combination, offering comfort and privacy for family or guests. The living area also opens through sliding doors to a covered rear lanai overlooking tranquil green space, creating an ideal setting for relaxing or entertaining outdoors. Residents enjoy access to a beautiful community pool and cabana, enhancing the ease of Florida living. Conveniently located by Trotwood Park, featuring a pavilion, playground, splash pad, tennis courts, and sports fields. The nearby Seminole County Cross Trail offers miles of scenic biking and walking paths. This exceptional condo combines comfort, convenience, and an unbeatable location — a wonderful opportunity to enjoy everything Tuscawilla has to offer.

600 Northern Way Unit 201, Winter Springs
709 Sailfish Road, Winter Springs
$387,500
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 10 SubDv. ⋅ 32708 Zip Code
Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.

709 Sailfish Road, Winter Springs
506 Club Drive, Winter Springs
$199,000
2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Virtually Staged. Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. The HOA just installed brand new roofs throughout the community. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. Conveniently located near shopping, dining, entertainment, major highways, and all the area’s conveniences.

506 Club Drive, Winter Springs
270 San Gabriel Street, Winter Springs
$242,000
3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code
Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are included for added convenience. Enjoy morning coffee or unwind in the evening on the oversized screened patio, offering a private outdoor retreat. Additional exterior storage provides practical space for bikes, tools, and seasonal items. Located just minutes from the scenic Cross Seminole Trail, the Deersong community also offers access to a pool and cabana for residents to enjoy. Nearby parks, shopping, dining, and top-rated Seminole County schools add to the home’s appeal. Considering making a move to downsize? First-time homebuyer? Buyer needs concessions / closing costs? investor? or seeking a low-maintenance second home in Central Florida? Schedule your private showing today. With a newly reduced price and quick closing available, this is an excellent opportunity to own a well-cared-for home in a desirable location..

270 San Gabriel Street, Winter Springs
1112 Orange Avenue, Winter Springs
$3,700,000
5 Beds ⋅ 7 Baths ⋅ Lake Jessup SubDv. ⋅ 32708 Zip Code
Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market. Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome. Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed "H" floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level. The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining. Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage. Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched. Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.

1112 Orange Avenue, Winter Springs