Southwind Homes for Sale

Welcome to Southwind, a picturesque subdivision nestled in the heart of Middletown, Connecticut, within the charming Middlesex County. This delightful community is renowned for its tranquil atmosphere, beautifully landscaped surroundings, and a strong sense of neighborhood camaraderie. Southwind offers an idyllic setting for families, professionals, and retirees alike, making it one of the most sought-after areas in the region.

Homes for sale in Southwind boast a variety of architectural styles, ranging from modern designs to classic New England charm. Each residence is thoughtfully designed to provide comfort and functionality, with spacious layouts, inviting living areas, and well-appointed kitchens. Many homes feature lush backyards, perfect for entertaining or enjoying quiet evenings under the stars. The community is also known for its well-maintained streets and parks, providing ample opportunities for outdoor activities and leisurely strolls.

Living in Southwind means embracing a lifestyle that balances convenience and serenity. Residents enjoy easy access to local amenities, including shopping centers, restaurants, and recreational facilities. The vibrant downtown Middletown is just a short drive away, offering a rich array of cultural experiences, dining options, and entertainment.

With homes for sale in Southwind, you have the opportunity to become part of a welcoming community that values connection and quality living. Whether you’re looking for your first home, a place to raise a family, or a peaceful retreat, Southwind is the perfect place to call home. Don’t miss the chance to explore this enchanting neighborhood and discover the perfect home for you!

Newest Southwind Homes for Sale

$466,990

4 Beds ⋅ 3 Baths ⋅ TB8524188 MLS

Under Construction. 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 interest rate incentive and closing costs.

3712 Jons Lakeview Street, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

$508,990

4 Beds ⋅ 3 Baths ⋅ TB8523258 MLS

Under Construction. Welcome to the beautifully designed Bella Vista floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Ideally situated near major roadways, shopping, dining, and everyday conveniences, Southwind offers the perfect blend of comfort and connectivity. Residents will enjoy future community amenities including a resort-style pool, all with the added benefit of no CDD fees. This thoughtfully crafted single-story home offers 2,463 square feet of living space, featuring 4 bedrooms, 3 full bathrooms, an open study, and a spacious layout designed for today's lifestyle. At the heart of the home, the open-concept design seamlessly connects the kitchen, dining, and family room, creating an inviting space for gathering, entertaining, and everyday living. The open study provides flexibility for a home office, learning space, or additional living area while remaining connected to the main living spaces. The dining area is highlighted by impressive 12-foot sliding glass doors that fill the home with natural light and create a seamless transition to the outdoor living space. A standout feature of this Bella Vista is Bedroom 4, which includes its own private en-suite bath, making it ideal for multi-generational living, long-term guests, or anyone seeking additional privacy. The spacious Owner's Retreat serves as a peaceful escape and features a luxurious super shower designed to elevate your daily routine. Secondary bedrooms are thoughtfully positioned to provide comfort and privacy for family members and 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 Bella Vista delivers comfort, functionality, and peace of mind. Experience flexible living, thoughtful 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 interest rate incentive and closing costs.

320 Stetson Rise Court, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

$511,990

4 Beds ⋅ 3 Baths ⋅ TB8523167 MLS

Under Construction. Welcome to the beautifully designed Bella Vista floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Offering a peaceful setting with convenient access to major roadways, dining, and everyday essentials, Southwind delivers a lifestyle centered around comfort and connection. Future community amenities include a resort-style pool, and residents will enjoy the added benefit of no CDD fees. This thoughtfully crafted single-story home offers 2,463 square feet of living space, featuring 4 bedrooms, 3 full bathrooms, a private study, and a spacious 3-car garage. Designed for modern living and entertaining, the open floor plan seamlessly connects the kitchen, dining, and family room to create a bright and inviting atmosphere. The enclosed study with elegant French doors offers the perfect balance of privacy and functionality, making it ideal for working from home, studying, or creating a quiet retreat. The spacious Owner’s Retreat provides a peaceful escape and is highlighted by a luxurious super shower designed for comfort and convenience. Secondary bedrooms are thoughtfully positioned to provide privacy and versatility for family or guests. Built with the quality craftsmanship David Weekley Homes is known for and backed by a comprehensive new home warranty, the Bella Vista offers both style and peace of mind. Experience open-concept living, functional design, and the comfort of a brand-new gated community—all from a builder proudly celebrating 50 years of delivering exceptional homes and customer experience.**This property offers a limited-time interest rate incentive and closing costs.

318 Stetson Rise Court, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

$508,990

4 Beds ⋅ 3 Baths ⋅ TB8509236 MLS

Under Construction. Welcome to the beautifully designed Chadworth floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Ideally situated with convenient access to major roadways, dining, and everyday essentials, Southwind offers a peaceful yet connected lifestyle. Future community amenities include a resort-style pool, perfect for relaxation, and gathering with neighbors. This thoughtfully crafted single-story home offers 2,655 square feet of living space, featuring 4 bedrooms, 3 full bathrooms, and a 3-car garage. Designed for modern living, this home showcases a bright and open floor plan where the kitchen, dining, and family room seamlessly flow together, creating a spacious and inviting environment ideal for both everyday living and entertaining. A standout feature of this home is the open office area, perfectly positioned within the layout to provide a flexible and functional space for working from home, studying, or managing daily tasks while still feeling connected to the main living areas. The Owner’s Retreat offers a private and comfortable escape, while the secondary bedrooms are thoughtfully arranged to provide space and versatility for family or guests. Built with the quality craftsmanship David Weekley Homes is known for and backed by a comprehensive new home warranty, this Chadworth offers both style and peace of mind. Experience the ease of single-story living, a beautifully open design, and the comfort of a brand-new gated community—all in one exceptional home.**This property offers a limited-time interest rate incentive and closing costs.

437 Spring Harvest Drive, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

$449,990

3 Beds ⋅ 2 Baths ⋅ TB8510233 MLS

Under Construction. Welcome to the thoughtfully designed Northglen floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Offering a peaceful setting with convenient access to major roadways, dining, and everyday essentials, Southwind is designed for both comfort and connection. Future community amenities include a resort-style pool, perfect for relaxing and enjoying time with neighbors. This beautifully crafted single-story home offers 2,077 square feet of living space, featuring 3 bedrooms, 2 full bathrooms, a dedicated study, and a 2-car garage. Situated on a 60-foot homesite, this home provides a well-balanced combination of space and efficiency. Designed with everyday living in mind, the open-concept layout seamlessly connects the kitchen, dining, and family room—creating a bright and inviting atmosphere ideal for both entertaining and daily life. The kitchen is highlighted by a large central island, offering ample space for meal prep, casual dining, and gathering. A private study with elegant French doors provides the perfect space for working from home, studying, or creating a quiet retreat. The Owner’s Retreat offers a relaxing escape, complete with a spacious layout and a large walk-in shower for a spa-like experience. Secondary bedrooms are thoughtfully positioned to provide comfort and privacy for family or guests. Built with the quality craftsmanship David Weekley Homes is known for and backed by a comprehensive new home warranty, the Northglen delivers both style and peace of mind. Experience the ease of single-story living, functional design, and the benefits of a brand-new gated community—all in one exceptional home.**This property offers a limited-time interest rate incentive and closing costs.

3624 Jons Lakeview Street, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

$567,990

4 Beds ⋅ 3 Baths ⋅ TB8510249 MLS

Under Construction. Welcome to the beautifully designed Chadworth floor plan by David Weekley Homes, located in Southwind, a brand-new gated community in Plant City, FL. Ideally situated with convenient access to major roadways, dining, and everyday essentials, Southwind offers the perfect blend of peaceful living and accessibility. Residents will enjoy thoughtfully planned amenities, including a future community pool designed for relaxation and connection. This spacious single-story home offers 2,635 square feet of well-designed living space, featuring 4 bedrooms, 3 full bathrooms, and a 3-car garage. Situated on a desirable 75-foot corner homesite, this home provides added space, privacy, and curb appeal. Designed with both comfort and style in mind, the open-concept layout seamlessly connects the gourmet kitchen, dining area, and family room—creating an inviting space ideal for everyday living and entertaining. The large lanai extends your living outdoors, offering the perfect setting to relax or host gatherings. The private Owner’s Retreat is a true sanctuary, highlighted by a luxurious super shower and thoughtfully designed bath layout. Secondary bedrooms are well-appointed, offering flexibility for guests, family, or a home office. Built with the quality craftsmanship David Weekley Homes is known for and backed by a comprehensive new home warranty, the Chadworth delivers both style and peace of mind. Experience single-story living, modern design, and the exclusivity of a gated community—all in one exceptional home.**This property offers a limited-time interest rate incentive and closing costs.

314 Stetson Rise Court, Plant City

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com

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