Southwood Real Estate

Southwood Real Estate

Welcome to Southwood, a picturesque subdivision nestled in the heart of Florida, where suburban charm meets a vibrant community spirit. Known for its lush landscapes and beautifully designed homes, Southwood offers residents a serene retreat from the hustle and bustle of city life while remaining conveniently close to all the amenities you could desire.

As you stroll through the tree-lined streets of Southwood, you’ll discover a harmonious blend of modern architecture and classic Southern charm. The homes here boast spacious layouts, inviting front porches, and beautifully manicured lawns, creating an idyllic setting for families and individuals alike. Whether you’re looking for a cozy single-family home or a contemporary townhouse, Southwood has a diverse range of properties to suit every lifestyle.

Community is at the heart of Southwood. Residents enjoy access to a variety of parks, walking trails, and recreational facilities, making it easy to stay active and engaged. The subdivision hosts regular community events, fostering a strong sense of belonging and camaraderie among neighbors. Families will appreciate the highly-rated schools nearby, ensuring that children receive a top-notch education in a nurturing environment.

Conveniently located, Southwood offers easy access to major highways, shopping centers, and dining options, making everyday errands a breeze. Plus, with Florida’s stunning beaches and natural wonders just a short drive away, outdoor enthusiasts will find plenty of opportunities for adventure.

In Southwood, you’re not just finding a home; you’re embracing a lifestyle. Come discover the charm and warmth of this delightful subdivision—your dream home awaits!

Newest Listings in Southwood

$1,285,000
4 Beds 5 Baths Southwood SubDv.
Welcome to this exceptional luxury home—a rare opportunity to own a one-of-a-kind, custom-built residence that blends elegance, comfort, and privacy. Nestled on 2.3 acres in a quiet neighborhood and surrounded by mature trees, this stunning 3,682 sq. ft. family home offers peaceful living with no HOA or restrictions. Bring your RV, boats, work vehicles, or other recreational equipment and enjoy the freedom this property provides. Conveniently located just minutes from shopping, dining, schools, and major highways, this home offers the perfect balance of privacy and accessibility. Relax on the spacious patio while enjoying your morning coffee, watching wildlife, or entertaining family and friends with a backyard barbecue. As you enter through the double front doors, you're welcomed by impressive 10-foot ceilings and a bright, airy atmosphere. The expansive 20' x 30' formal living room features eight large windows that flood the space with natural light, creating the perfect setting for entertaining or relaxing. The thoughtfully designed open floor plan flows seamlessly into the family room, dining area, and gourmet kitchen. Every detail has been carefully planned to maximize space, functionality, and storage while maintaining a modern, luxurious feel. The kitchen features upgraded cabinetry, quartz countertops, a large island with a double sink, stainless steel appliances, a pop-up extractor, and a spacious walk-in pantry. Four sliding pocket doors open completely to the private backyard, creating a seamless indoor-outdoor living experience. The luxurious primary suite includes his-and-hers walk-in closets, a two-person soaking tub, and a spacious walk-in shower. Three additional generously sized bedrooms—two king-size and one queen-size—all feature private en-suite bathrooms, upgraded carpeting, and tasteful finishes. High-efficiency air conditioning systems help keep the home comfortable year-round while offering excellent energy efficiency. Built with exceptional craftsmanship and designed for modern family living, this remarkable home truly has it all. Schedule your private showing today and experience everything this outstanding property has to give before it's gone!

3390 Woodberry Court, Kissimmee

$3,750,000
4 Beds 5 Baths Southwood SubDv.
Experience the ultimate Florida Keys waterfront lifestyle in this exceptional BayFront retreat located in the prestigious Sunshine Estates community on Plantation Key. Situated on a private 12,565 sq. ft. lot with 100 feet of pristine bay frontage and 50 feet of deep-water dockage, this contemporary CBS home offers breathtaking open bay views and quick ocean access via Tavernier Creek. Thoughtfully designed in a distinctive V-shaped layout to maximize privacy and showcase water views from nearly every room, the home features 4 bedrooms and 4 bathrooms, including 3 en-suite bedrooms. The spacious open-concept living area boasts soaring vaulted ceilings with exposed wood beams, recessed lighting, rich oakwood flooring, and elegant marble finishes throughout the bedrooms and bathrooms. Built-in shelving adds both style and functionality, while the oversized laundry room and pantry include a convenient dumbwaiter. The ground level is designed for entertaining, offering parking for up to four vehicles, a spacious recreation room, cabana bath, and summer kitchen that seamlessly blend indoor and outdoor living. Enjoy world-class boating, fishing, lobstering, paddleboarding, and water sports right from your backyard. Ideally located just minutes from restaurants, shopping, and schools, this home is approximately 40 minutes from the Florida Turnpike and perfectly positioned at Mile Marker 91. Whether you're seeking a full-time residence or a luxury Keys getaway, this remarkable waterfront property delivers the best of island living.

154 Redwing Road, Tavernier

$450,000
2 Beds 2 Baths Southwood SubDv.
Welcome to your Florida retreat nestled within the desirable maintenance-free gated community of Whitestone at Southwood. This beautifully maintained 2-bedroom, 2-bath + DEN home is ideally located just steps from the community pool and clubhouse and offers peaceful pond views from your freshly painted screened lanai. The VERSATILE DEN with a tray ceiling and door is ideal for a possible 3rd bedroom, library, or home office. Inside, you'll appreciate the many recent updates, including BRAND-NEW LUXURY VINYL flooring throughout, creating a low-maintenance, completely carpet-free living environment (2026), FRESHLY PAINTED interior and garage floor (2026), new light fixtures, updated ceiling fans, and elegant 6-inch interior trim (2026). The spacious living area features soaring 11 '4 " ceilings and large pocket sliding glass doors that stack completely out of sight open to the fully screened lanai, creating the perfect space for outdoor relaxation with peaceful pond views. The well-appointed kitchen offers storage and solid surface countertops, flowing seamlessly into the dining area highlighted by an elegant 11-foot tray ceiling. Additional peace of mind comes with a ROOF REPLACEMENT in 2023. Located in a sought-after community with LOW HOA fees and NO CDD fees, Whitestone residents enjoy a low-maintenance lifestyle with included ground and landscaping care, irrigation, and access to the community pool, all covered by low HOA fees. Plus, with no mandatory flood insurance required. Ideally located just minutes from the vibrant Wellen Park development, charming downtown Venice Island, and the area's stunning beaches, this home places you close to premier shopping, dining, golf courses, and pet-friendly parks. Whether you're seeking a full-time residence or a seasonal retreat, this property offers an exceptional Florida lifestyle. Schedule your private showing today and make this beautiful Southwood home your own!

5078 Winter Rose Way, Venice

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