Winter Springs Homes For Sale & Real Estate - 202 homes

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: BEST QUADPLEX IN THE NEIGHBORHOOD — PRIME LOCATION DIRECTLY ACROSS FROM Torcaso Park! Exceptional investment opportunity in a high-demand rental area with strong income potential and low maintenance. This well-kept quadplex features key upgrades, stable tenants, and excellent upside in rents. Major improvements include a roof replacement in 2018 and three of four exterior A/C units replaced within the last seven years. Water heaters were updated (2018, 2019, 2020, and 2007). All stackable washer/dryers have been replaced within the last four years. Units 100, 104, and 106 feature updated Agreeable Gray paint, and Units 102 and 106 include newer energy-efficient windows installed approximately two years ago. Estimated market rents are conservatively around $1,550 per unit, with continued rental growth in the area. Each unit is separately metered, with tenants responsible for water, electricity, and cable/internet—offering a very investor-friendly setup. Current leases expire in September (Unit 102), October (Unit 100), and December (Units 104 & 106). Several tenants are open to converting to month-to-month upon sale, providing flexibility for new ownership. A strong, turn-key income property in a prime location with solid updates and upside potential.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Anthony Rodriguez, Pa (689-288-8200)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo offering the perfect blend of style, comfort, and convenience in the heart of Seminole County. Inside, you’ll find quartz countertops throughout, stainless steel appliances, and stylish brick-lay tile flooring that adds character and a modern touch to the main living areas. The thoughtfully designed layout includes an interior laundry room complete with a full-size GE washer and dryer for everyday ease. The living room features double sliding glass doors that flood the space with natural light and open to your private balcony — the perfect spot for morning coffee or winding down in the evening. Enjoy a low-maintenance lifestyle with an HOA that covers exterior maintenance, roof, and common areas. Community amenities include a junior Olympic-sized pool, pickleball and basketball courts, scenic lake views with a covered pavilion, picnic areas with grills, and beautiful nature trails for outdoor enjoyment. Ideally located with easy access to UCF, 417, 17-92, SR 434, the Cross Seminole Trail, shopping, dining, and more — all while being zoned for top-rated Seminole County schools. Whether you're a first-time buyer, investor, or looking to downsize without sacrificing style, this condo checks all the boxes!

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

Listing Agent: Dominick Florio (321-377-4045)

Remarks: Discover the perfect blend of comfort, privacy, and luxury in the sought-after gated community of Seville Chase. Nestled on a large private fenced lot, this beautifully maintained 4-bedroom, 3-bathroom home offers a desirable 3-way split floor plan designed for both everyday living and entertaining with no rear neighbors. Step inside to find elegant upgrades throughout, including crown molding, upgraded baseboards, rounded corners, and upgraded interior doors that add a refined touch to every room. The spacious family room is the heart of the home, featuring a cozy fireplace and surround sound for the ultimate movie night or game day experience. The kitchen and living spaces flow seamlessly to your own outdoor oasis complete with a sparkling pool, relaxing spa, and patio surround sound system — perfect for entertaining or unwinding in total privacy. Additional recent improvements provide peace of mind and energy efficiency, including: new 2-stage variable AC with humidity control (2023), new water heater (2023), added blown-in insulation with plywood attic flooring (2023) and new wood-look tile flooring in the rear bedrooms With its thoughtful layout, premium upgrades, and resort-style backyard, this home offers the Florida lifestyle you’ve been waiting for in one of the area’s most desirable gated neighborhoods.

Listing is courtesy of: FLORIDA RE ANALYSTS, INC (407-702-8363)

Listing Agent: Drew Vandermay (407-221-7041)

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 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.

Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)

Listing Agent: Michael Rogers (407-782-3200)

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: Charming ranch-style home brimming with potential and ready for your personal touch! Ideally situated in a convenient location, this property offers easy access to nearby schools, shopping centers, public transportation, and everyday essentials. Inside, you’ll find a practical layout featuring 2 comfortable bedrooms and 1 full bathroom, along with durable terrazzo and tile flooring throughout—perfect for low-maintenance living. The home also boasts a spacious enclosed lanai, providing a versatile area that can be used for relaxing, entertaining, or even creating a cozy sunroom or hobby space. From here, enjoy peaceful views of the large, fenced backyard—ideal for pets, gardening, or outdoor gatherings. With its solid structure, desirable location, and endless possibilities for updates or expansion, this property is a fantastic opportunity for homeowners and investors alike.

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

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

Remarks: Welcome to Barrington Estates, where this light-filled home with an open floor plan instantly makes you feel at home. High ceilings blend timeless charm with modern style, while new luxury vinyl flooring flows throughout the entire home. The open kitchen overlooks the family room, creating the perfect space for entertaining, cooking, and spending time together. A dedicated office provides the ideal setup for working from home, studying, or creating a quiet flex space. The split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary bedrooms. The primary bedroom features peaceful backyard views, an impressive ensuite bathroom, and a custom walk-in closet. All additional bedrooms are generously sized and conveniently located near beautifully updated bathrooms. Recent upgrades include a remodeled kitchen with a new sink, quartz countertops, updated hardware, and new cabinets. Additional improvements include a backyard shed, fenced yard, installed gutters, and a stylish bar area complete with a sink and mini fridge. A standout feature of this home is the state-of-the-art solar system, designed to power multiple electric vehicles or even support a future pool. The system also includes backup batteries for added peace of mind during power outages. The solar agreement is currently a rental and may be assumed or terminated by the new owners. With the system in place, the current Duke Energy bill averages only $35 per month. Conveniently located just one mile from Highway 417, commuting anywhere in Central Florida is a breeze. Plus, the home is zoned for highly rated Oviedo schools. Come experience this exceptional home for yourself and make it your own!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Franki Gonzalez (954-918-4665)

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: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Carla Robles (407-462-2347)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Unlock the potential in the desirable Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is now offered as a short sale and presents an exceptional opportunity for investors, renovators, or buyers ready to create their own vision. Featuring a spacious living and dining area, functional kitchen, convenient half bath downstairs, and additional storage beneath the staircase, the layout offers a strong foundation with endless possibilities. Sliding glass doors lead to a screened rear porch with an exterior storage closet—perfect for enjoying Florida living year-round. Upstairs, the primary suite offers direct access to the full bath, while two additional bedrooms provide flexibility for guests, a home office, or hobby space. This property is ready for cosmetic updates and is priced accordingly, making it an ideal chance to build equity and customize to your taste. The HOA maintains the roof, exterior, and grounds for added convenience, and residents enjoy access to a community pool. Roof replaced in 2019. Ideally located near top-rated Seminole County schools, parks, shopping, dining, and the Seminole Trail, this home offers outstanding value, location, and long-term potential. Schedule your private showing today and bring your vision to life!

Listing is courtesy of: WATSON REALTY CORP (407-332-6000)

Listing Agent: Sarita Cabrera (321-438-4479)

Remarks: Explore 510 Green Spring Cir, a residence recently enhanced with fresh interior paint and partial flooring replacement throughout. The kitchen includes an accent backsplash, complementing the recent updates for a refreshed interior feel. This property blends modern updates and practical style, ready for you to enjoy. Included 100-Day Home Warranty with buyer activation

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

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

Remarks: Under contract-accepting backup offers. 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: Exceptional investment opportunity in the highly sought-after Highlands community of Winter Springs! This rare and one-of-a-kind duplex features two spacious 3-bedroom, 2-bath units, each offering a 2-car garage, fenced backyard, soaring high ceilings, and thoughtfully designed floor plans that create an open and inviting feel. Both sides are professionally leased, currently generating a combined $3,200/month in gross rental income, with tenants responsible for their own utilities — and there is strong potential to increase rents in today’s market, making this an even stronger long-term investment opportunity. Recent updates provide peace of mind for years to come, including a new roof (2021), fresh exterior paint (2021), HVAC systems replaced on both sides (2021), updated windows, replumbing, updated tile flooring, and freshly painted interiors (2024). Both bathrooms have been professionally re-glazed to look like new while adding long-term durability and extended life to the surfaces. This duplex is extremely hard to find and offers endless possibilities for both investors and owner-occupants alike. It is an ideal income-producing property or perfect opportunity for a first-time homebuyer utilizing FHA financing — allowing the owner to live in one unit while renting out the other side to help offset the mortgage payment. Located in The Highlands, one of Winter Springs’ most desirable communities, residents enjoy scenic walking trails, a waterfront playground, sparkling community pool, clubhouse, and a low HOA — all within an amazing neighborhood known for its lifestyle and convenience. Whether you’re expanding your portfolio, house hacking, or searching for a flexible multigenerational opportunity, this property truly stands out from the rest.

Listing is courtesy of: EXP REALTY LLC (407-641-2808)

Listing Agent: Jeffrey Osborn, Jr (407-221-7134)