Winter Springs Real Estate

Homes for Sale in Winter Springs, FL Between $300,000 to $400,000

Welcome to your dedicated resource for Homes for Sale Between $300,000 to $400,000 in Winter Springs, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Winter Springs, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $300,000 to $400,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Winter Springs, FL Homes for Sale Between $300,000 to $400,000

$400,000
4 Beds ⋅ 3 Baths ⋅ Highlands Sec 4 SubDv. ⋅ 32708 Zip Code
Welcome to this versatile and beautifully updated 4-bedroom, 3-bathroom home offering both comfort and opportunity. From the moment you step inside, you’re greeted by a warm, inviting atmosphere that instantly feels like home. The rich vinyl flooring stretches seamlessly throughout, adding both elegance and durability, while the light-colored walls reflect natural light to create a bright, airy space that feels open yet cozy. The heart of the home is a stunning kitchen equipped with newer appliances, including a brand-new refrigerator, making it perfect for everyday living and entertaining. Both the guest and primary bathrooms have been tastefully updated, adding a fresh and contemporary feel. One of the standout features of this property is its flexible layout. The Florida room and back bedroom have been thoughtfully converted into a secondary living space, ideal for generating supplemental income, accommodating guests, or creating a private in-law suite. This area can also be easily reintegrated into the main home if desired. Additional highlights include a HVAC system installed in 2020, providing peace of mind and energy efficiency. Whether you're looking for a primary residence with income potential or a spacious home with adaptable living areas, this property offers incredible value and flexibility.

758 N Gretna Court, Winter Springs
$399,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates SubDv. ⋅ 32708 Zip Code
This freshly painted 3-bedroom, 2-bathroom home features new light fixtures, updated quartz countertops, and a refreshed bathroom throughout. Enjoy a spacious living area with a cozy fireplace, tile flooring, and an open kitchen with ample cabinet storage. Step outside to a fenced backyard with plenty of room to relax or entertain. Move-in ready and thoughtfully updated from top to bottom.

1224 Andes Dr, Winter Springs
$399,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Built in 2024 and located in the desirable Hickory Grove community of Winter Springs, this move-in-ready home offers modern style, low-maintenance living, and everyday convenience. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home welcomes you with an open-concept layout filled with natural light. The modern kitchen is designed for both entertaining and everyday living with stainless steel appliances, quartz countertops, and a large center island overlooking the main living area. Upstairs, the spacious primary suite provides a private retreat with an en-suite bathroom and generous closet space, while two additional bedrooms offer plenty of flexibility for family, guests, or a home office. Enjoy maintenance-free living with an impressive list of community amenities just steps from your front door, including a resort-style pool and cabana, playground, dog park, serene green spaces, fountains, and walking paths. Monthly HOA dues include landscaping, irrigation, weed control, exterior paint, roof maintenance, 1GB high-speed internet, and a premium cable package. Conveniently located across the street from Winter Springs Town Center, you’ll have shopping, dining, and everyday conveniences just steps away, all while being near top-rated schools and everything Winter Springs has to offer. With its like-new condition, remaining builder warranty, and sought-after location, this home is ready for its next owner!

1406 Blumberg Boulevard, Winter Springs
$399,000
Talmo Sub SubDv. ⋅ 32708 Zip Code
DRIVE BY ANYTIME/ANY DAY! This property is one of the last C-2 zoned properties in Seminole County (unincorporated) that has allowance for autobody and paint (since 1981 and still active!). The entire lot is security fenced and it has 2 huge rolling gates!! Currently rented to auto professionals in the front lot and back lot. Rents total $44k+/year!! Gold mine!! $42,436 Net Operating Income (NOI) which is OVER a 10 Cap Rate of return!!! Tenants pay for most expenses, and seller only covers landscaping at $100/month and property taxes which are only $963/year!! Can be perfect owner-user space to keep the tenants up front and use the back-lot yourself, or vice-versa!! Or..The tenants have a clause in their lease to vacate if sold, so you can keep them or use the entire property yourself!!! ****************************************************************************************************************** SELLER FINANCE WITH JUST 175k DOWN AND EASY TERMS, but at full price not the discounted price!!!!! I would love to answer any questions or help get you in this place!! This is a great way to get into Commercial Real Estate Investing!! LEASE OPTION is also an option!!! Small modular office on wheels does not convey but can be sold with the property for a little more. Happy property hunting!

1050 Nursery Road, Winter Springs
$392,500
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs
$392,500
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
$390,000
3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Painting refresh completed on this 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
$384,900
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 02 SubDv. ⋅ 32708 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and modern stainless-steel appliances. The primary bedroom offers plenty of storage with a large walk-in closet. Step outside to discover your own private pool, creating a wonderful outdoor retreat for cooling off and unwinding. The location is exceptionally convenient, situated near top-rated schools, shopping, dining, and major highways for an easy commute to local essentials and employment hubs. Schedule your private showing today!

629 Alton Road, Winter Springs
$375,000
4 Beds ⋅ 3 Baths ⋅ North Orlando Terrace Unit 1 Sec 3 SubDv. ⋅ 32708 Zip Code
POOL HOME WITH PRIVATE IN-LAW SUITE! Welcome to this beautifully updated 4-bedroom, 3-bath home in the heart of Winter Springs. This move-in-ready property features an open floor plan, tile flooring throughout, a remodeled kitchen with granite countertops, wood cabinetry, and stainless steel appliances. The private mother-in-law suite offers its own kitchenette, bedroom, full bath, and separate living space, making it perfect for multi-generational living, guests, or rental potential. Step outside to your screened lanai overlooking the sparkling pool and fully fenced backyard—ideal for entertaining or relaxing year-round. With a 2017 roof, new water heater, fresh paint, and no HOA, this home is conveniently located near top-rated Seminole County schools, shopping, dining, and major highways. This is Florida living at its best!

212 S Cortez Avenue, Winter Springs
$374,900
3 Beds ⋅ 3 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs
$369,500
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Welcome to 412 Blue Bayou, your beautifully refreshed oasis in Jessups Reserve in Winter Springs! This exceptional home stands out with 3 fully en-suite bedrooms and a carpet-free interior featuring laminate flooring throughout and a brand-new stair railing. The downstairs bedroom can be used as a guest bedroom, office or flex space. Complete peace of mind comes standard thanks to major recent capital upgrades, including a ROOF replacement (2022), a brand-new A/C system (2023), and professional garage door maintenance (2024). The primary suite, situated on the third floor for added privacy, features a large walk-in closet, a soaking tub and separate shower, offering a peaceful retreat away from the home's common areas Enjoy effortless Florida living while cooling off in the community pool and soak away the stress of life in the spa. Unwind at the end of the day in three distinct outdoor spaces: a welcoming front porch, a renovated second-floor patio, and a private third-floor balcony. Convenient location is a bonus: walk across the street to Publix when you run out of sugar, check out the live music at Wine Lounge or hit your fitness goals at Crunch Fitness. The main level boasts a bright, open-concept living and dining area, along with a spacious kitchen equipped with stainless steel appliances in excellent condition and a generous breakfast bar; a convenient laundry area is also located on this floor. A spacious two-car garage comes fully equipped with additional smart storage solutions to keep your life organized and functional. Additional bonuses can be found at the Winter Springs Town Center (Aldi, Hiking/Biking Trails and more). Perfectly priced at $369,500, this turn-key property is ready for its next chapter!

412 Blue Bayou Lane, Winter Springs
$365,000
3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this beautifully maintained townhome in the highly sought-after Jesup’s Landing community! Thoughtfully designed for comfortable everyday living and effortless entertaining, this home features an open-concept floor plan, a two-car attached garage, and three bedrooms conveniently located on the second floor. The first floor welcomes you with a bright, inviting living space that flows seamlessly into the gourmet kitchen, featuring an oversized walk-in pantry already equipped for your own kegerator—perfect for enjoying your favorite craft beer at home. A convenient half bath completes the main level. A brand-new roof and freshly painted exterior add to the home’s curb appeal and provide added peace of mind. Upstairs, the spacious primary suite offers a custom walk-in closet with a stylish barn door, a private balcony ideal for morning coffee or evening cocktails, and a spa-inspired ensuite bath with dual vanities. Throughout the home, thoughtful details include crown molding, custom window treatments, designer lighting, and an impressive suite of smart-home features. Technology and convenience are seamlessly integrated with a Brilliant Home Control System featuring touch panels in the living room and primary bedroom, Nest Smart Thermostat, Aquanta Smart Water Heater Controller, Philips Hue smart lighting, August Smart Locks on both exterior doors, Ring Video Doorbell, and a myQ Smart Garage Door Opener with Amazon Key compatibility. Amazon Alexa integration, pre-wired Dolby 5.1 surround sound in the living room, additional in-ceiling speakers upstairs and in the primary bedroom, and a pre-wired security system complete the home’s connected-living experience. Residents of Jesup’s Landing enjoy an exceptional selection of amenities, including a resort-style pool, fitness center, clubhouse with a full kitchen, and game room—ideal for entertaining, gatherings, and special occasions. Conveniently located just minutes from SR 417, this home offers easy access to shopping, dining, parks, and scenic bike and walking trails. With its thoughtful design, extensive smart-home features, and desirable community amenities, this Jesup’s Landing townhome offers a wonderful combination of style, comfort, convenience, and location.

457 Gee Hammock Lane, Winter Springs
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