Southwind Homes under $500,000

Southwind Homes under $500,000

Welcome to Southwind, a charming subdivision nestled in the heart of Florida, where the sun shines bright and the community spirit thrives! This inviting neighborhood is perfect for families, young professionals, and retirees alike, offering a delightful blend of comfort and convenience.

Southwind boasts a variety of homes, many of which are priced under $500,000, making it an attractive option for those seeking affordable yet stylish living. Whether you're in the market for a cozy single-family home or a modern townhouse, Southwind has something to suit every taste and budget. With well-maintained properties and lush landscaping, you'll feel right at home in this picturesque community.

One of the standout features of Southwind is its prime location. Residents enjoy easy access to a wealth of amenities, including shopping centers, dining options, and recreational parks. Families will appreciate the proximity to top-rated schools, while outdoor enthusiasts can explore nearby trails and lakes for weekend adventures.

The community also fosters a welcoming atmosphere, with friendly neighbors and regular events that encourage social interaction. From seasonal gatherings to neighborhood barbecues, there's always something happening in Southwind, creating a sense of belonging that’s hard to find elsewhere.

If you're looking for a vibrant community with affordable housing options in sunny Florida, Southwind is the perfect place to call home. Discover the charm and warmth of this delightful subdivision today, and take the first step toward your dream home!

Newest Southwind Homes under $500,000

8451 Southbridge Drive Unit 3, Estero
$305,000
3 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
LIVE THE GOLF LIFE at THE VINES, one of Estero's most established golf communities built around the Gordon Lewis designed championship course at ESTERO COUNTRY CLUB. This TURNKEY FURNISHED 3 Bedroom, 2 bath condo sits on the SECOND FLOOR with open GOLF VIEWS from the living room and screened lanai, so your morning coffee comes with a front row seat to the fairway. At 1,805 square feet, the layout gives you room to spread out, with a DEN that works as a home office, guest space, or just a quiet reading nook. The kitchen and living areas flow together for easy everyday living and easy entertaining, and the primary suite offers a real retreat after a day on the course or by the pool. Practical perks matter too. You get a rare 1.5 CAR ATTACHED GARAGE, ideal for golf clubs, beach gear, or extra storage, plus the peace of mind of a LOW RISE building with just four units. At The Vines, a SOCIAL MEMBERSHIP at Estero Country Club is required and GOLF MEMBERSHIP IS OPTIONAL WITH NO WAITLIST, so you can play as much or as little as you want. The recently renovated CLUBHOUSE brings a full-service restaurant and bar along with a packed social calendar, and residents also enjoy TENNIS, PICKLEBALL, BOCCE, and a 24/7 FITNESS CENTER, all inside a GATED, well maintained community. The location puts you 10 minutes from COCONUT POINT and MIROMAR OUTLETS for shopping, FGCU, 20 minutes to RSW INTERNATIONAL AIRPORT, and Southwest Florida's Gulf Coast beaches are a quick 25 min drive, with easy access to both Naples and Fort Myers. Whether you're looking for a seasonal escape, a full-time home, or a smart investment in Estero, this condo in THE VINES gives you the golf course lifestyle without the upkeep.

8451 Southbridge Drive Unit 3, Estero
3714 Jons Lakeview Street, Plant City
$479,622
3 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
Under Construction. Discover the Kernan floor plan by David Weekley Homes in Southwind, a brand-new gated community in Plant City, FL. Designed for those who appreciate comfortable single-story living with plenty of flexibility, this home combines spacious gathering areas, private retreats, and enhanced outdoor living. Southwind will feature a resort-style community pool and offers the added benefit of no CDD fees. Offering 2,242 square feet of living space, this thoughtfully designed home features 3 bedrooms, 2 full bathrooms, an enclosed study, and a spacious 3-car garage. Situated on a 60-foot homesite, the Kernan provides an impressive combination of space, functionality, and modern design. At the heart of the home is a spacious, open kitchen designed to bring everyone together. The impressive, oversized island provides abundant space for meal preparation, casual dining, entertaining, and gathering with family and friends. Overlooking the dining and family room, the kitchen anchors the open-concept design and creates a seamless flow throughout the main living areas, making the space feel bright, connected, and welcoming. An enclosed study with French doors provides the privacy needed for working from home while offering the flexibility to serve as a library, hobby room, or quiet retreat. Indoor and outdoor living come together beautifully with glass sliding doors opening to the extended lanai. This expanded outdoor space provides an inviting setting for entertaining, dining outdoors, or simply relaxing and enjoying the Florida lifestyle. The Owner’s Retreat offers a private escape from the main living areas and is highlighted by a luxurious super shower designed to bring an elevated, spa-inspired feel to your everyday routine. Secondary bedrooms provide comfortable accommodations for family members or overnight guests. Built with the quality craftsmanship and attention to detail David Weekley Homes is known for and backed by a comprehensive new home warranty, the Kernan delivers a home designed to be enjoyed for years to come. Experience a spacious open kitchen, flexible living areas, and enhanced indoor-outdoor living in Southwind from a builder proudly celebrating 50 years of delivering exceptional homes and customer experience. **This property offers a limited time 7% employee pricing incentive.

3714 Jons Lakeview Street, Plant City
8471 Southbridge Drive Unit 4, Estero
$275,000
2 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 8471 Southbridge Dr. #4 in the highly sought-after Estero Country Club at The Vines! This spacious coach home is an incredible opportunity for buyers looking to add their personal touch and build instant equity. The virtual photos showcase the amazing potential this home offers, giving you a glimpse of how stunning it can become with a few updates. Priced well below comparable properties that have recently sold, this is one of the best values in the community. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this home offers the perfect canvas to create your dream Florida lifestyle. Enjoy picturesque views of the 8th Tee, a spacious floor plan, and all the benefits of living in one of Southwest Florida's premier gated communities. Estero Country Club has recently been recognized as the Best Golf Course in Lee County for the second consecutive year, offering championship golf along with exceptional amenities, including tennis, pickleball, a fitness center, dining, and an active social calendar. Don't miss this rare chance to own in an award-winning golf community at an exceptional price. Bring your vision, unlock the potential, and make this incredible value your own! New paint, new flooring and furniture of your choice will make this your own slice of paradise at the Estero Country Club.

8471 Southbridge Drive Unit 4, Estero
3712 Jons Lakeview Street, Plant City
$474,242
4 Beds ⋅ 3 Baths ⋅ Southwind SubDv.
Welcome to the thoughtfully designed Sparkman floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Ideally located near major roadways, shopping, dining, and everyday essentials, Southwind offers a peaceful lifestyle with future amenities including a resort-style community pool—all with no CDD fees. This beautifully crafted single-story home offers 2,201 square feet of living space, featuring 4 bedrooms, 3 full bathrooms, an open study, and a 2-car garage. Designed with both comfort and functionality in mind, this home provides the perfect balance of open gathering spaces and private retreats. The open-concept floor plan creates a seamless flow between the kitchen, dining, and family room, making the home feel bright, spacious, and inviting. Large windows throughout the main living areas allow for an abundance of natural light, enhancing the airy and welcoming atmosphere. The open study adds flexibility and can easily serve as a home office, homework station, reading area, or additional flex space. A standout feature of this home is Bedroom 2, which includes its own private full bath—ideal for next-generation living, overnight guests, or added privacy for family members. The Owner’s Retreat is designed as a peaceful escape and features a spacious walk-in closet along with a thoughtfully designed layout that maximizes comfort and convenience. Secondary bedrooms are positioned to provide privacy and versatility for a variety of living needs. Built with the quality craftsmanship and attention to detail David Weekley Homes is known for, and backed by a comprehensive new home warranty, the Sparkman offers style, functionality, and peace of mind. Experience bright open living, flexible design, and the comfort of a brand-new gated community from a builder proudly celebrating 50 years of delivering exceptional homes and customer experience. **This property offers a limited time 7% employee pricing incentive.

3712 Jons Lakeview Street, Plant City
8460 Southbridge Drive Unit 3, Estero
$308,000
2 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
EXPERIENCE TRUE GOLF LIVING in this beautifully maintained 2-bedroom, 2-bath condo in THE VINES, a premier GOLF EQUITY community directly attached to the prestigious ESTERO GOLF & COUNTRY CLUB. This bright, open-concept home offers approximately 1,800 square feet of comfortable living space with serene waterfront views overlooking the lake and canal. Inside, you’ll love the spacious living and dining areas with tile and carpet flooring, a well-equipped kitchen with ample cabinetry, and generous bedrooms featuring walk-in closets. Central air conditioning and heating keep the home comfortable year-round, while under-building closed parking and extra storage add everyday convenience. Step out to your private screened lanai and enjoy peaceful water views perfect for morning coffee or evening relaxation. The low-rise building and low-maintenance lifestyle make this an ideal choice for snowbirds, retirees, or anyone seeking a worry-free Florida retreat. Just steps away are world-class amenities: an 18-hole GOLF COURSE, tennis and pickleball courts, community pool, fitness center, clubhouse dining, library, and social events—all in a beautifully landscaped, gated setting. Located in the heart of Estero, you’re minutes from Gulf Coast beaches, Coconut Point and Miromar Outlets shopping, top restaurants, and easy I-75 access. Whether you’re looking for a primary residence, seasonal escape, or smart investment in Southwest Florida, this condo in THE VINES delivers the relaxed, resort lifestyle you’ve earned.

8460 Southbridge Drive Unit 3, Estero
8401 Southbridge Drive Unit 2, Estero
$324,950
3 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
Spacious 3-bedroom, 2-bath condominium offering stunning golf course views from the living room, dining area, and expansive lanai. The open-concept kitchen features granite countertops and stainless steel appliances and flows seamlessly into the oversized living/dining space—perfect for entertaining. Tasteful details include plantation shutters, custom window trim, and a striking hardwood staircase with warm-toned wood steps and custom wood paneling at the entry. The primary suite is a true retreat, highlighted by a spa-inspired bathroom with dual vanities, a walk-in shower, and a jetted soaking tub. This residence also includes a rare 1.5-car garage, ideal for extra storage and perfectly suited for the community’s personal golf cart use policy. Located in a gated, amenity-rich golf and country club community off Route 41 (Tamiami Trail), residents enjoy an award winning clubhouse with full service restaurant and bar including Mulligans, Osprey's Nest, Terrace, The Turn along with the main dining room facility. Experience a championship golf course designed by Gordon Lewis, tennis, pickleball, bocce, and a private community pool for Southwind residents. Social membership is required; golf membership is optional. Estero Country Club is an Audubon International Certified Sanctuary, named Best Golf Course in Lee County – 2025 Best of Gulfshore Award, and the clubhouse was ranked #5 in 2022 Top Ranked Clubhouses by Club + Resort Business. Condo fees include exterior building insurance, cable, internet, water, sewer, irrigation, lawn and land maintenance, exterior pest control, and trash removal, providing truly low-maintenance living. Flexible rental policy allows up to 12 leases per year with a 30-day minimum, offering excellent investment potential. Enjoy a prime location just minutes from shopping, dining, Southwest Florida International Airport, and the area’s world-renowned beaches.

8401 Southbridge Drive Unit 2, Estero
8471 Southbridge Drive Unit 1, Estero
$290,000
2 Beds ⋅ 2 Baths ⋅ Southwind SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. NEW PRICE... BUY NOW and be ready to enjoy your new home this winter! Well priced and move-in ready. Experience the ultimate Florida lifestyle in this beautifully maintained first-floor condo, offering serene golf course views and modern comfort. This move-in-ready home features a spacious kitchen, consistent laminate flooring, and a fresh, neutral paint palette throughout. The heart of the home is the open living area, which flows seamlessly onto a large, L-shaped lanai. Equipped with plexiglass sliders, the lanai serves as a year-round retreat—perfect for relaxing while watching golfers tackle the #8 par 3. The smart split-bedroom floor plan ensures maximum privacy for guests, while the primary suite boasts an updated bathroom, walk-in closet, and direct lanai access. Living in The Vines means low-maintenance ease, giving you more time to enjoy the neighborhood pool or the world-class amenities of the award winning Estero Country Club. ECC features a 24/7 fitness center, tennis, pickleball, bocce, and multiple dining venues. Golf memberships are currently available with no waitlist for new homeowners. (social membership required). One or more photo(s) has been virtually staged, AI generated or rendered.

8471 Southbridge Drive Unit 1, Estero
Start Your Search