Southwood Real Estate

Welcome to Southwood, a charming subdivision nestled in the heart of Florida's vibrant state capital, Tallahassee. Known for its picturesque streets lined with majestic oak trees and lush green spaces, Southwood offers a serene and family-friendly atmosphere for residents to call home.

This sought-after community boasts a variety of housing options, from cozy townhomes to spacious single-family homes, providing something for everyone. With top-rated schools, convenient shopping centers, and a plethora of dining options just a stone's throw away, Southwood truly has it all.

Nature enthusiasts will appreciate the numerous parks and walking trails scattered throughout the neighborhood, perfect for enjoying the beautiful Florida weather year-round. Golf enthusiasts can practice their swing at the award-winning Southwood Golf Club, a pristine course designed to challenge players of all skill levels.

Conveniently located just a short drive from downtown Tallahassee, residents of Southwood can easily access the city's cultural attractions, entertainment venues, and employment centers. Whether you're looking to raise a family or enjoy a peaceful retirement, Southwood offers a welcoming community that feels like home from the moment you arrive. Come discover the beauty and charm of Southwood – where Florida living meets Southern hospitality.

Newest Listings in Southwood

$1,285,000

4 Beds ⋅ 5 Baths ⋅ Southwood SubDv. ⋅ 34746 Zip Code ⋅ TB8533058 MLS ⋅ Active Status

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

$249,900

Southwood SubDv. ⋅ 34746 Zip Code ⋅ S5154053 MLS ⋅ Active Status

Build your dream home on this beautiful 1.51-acre residential vacant lot located in the established Southwood Estates community of Kissimmee. Situated in Flood Zone X, this spacious homesite offers privacy, flexibility, and plenty of room for a custom residence. Enjoy the convenience of being just minutes from shopping, dining, schools, major highways, and Orlando's world-famous attractions while still experiencing the tranquility of a large residential lot. Don't miss this exceptional opportunity to own one of the few remaining oversized homesites in this desirable area. Buyers are encouraged to verify zoning, building requirements, utility availability, and all intended uses with the appropriate authorities

3569 Southwood Boulevard, Kissimmee

$345,000

3 Beds ⋅ 2 Baths ⋅ Southwood SubDv. ⋅ 33974 Zip Code ⋅ C7528426 MLS ⋅ Active Status

Why are Buyers thrilled with this new construction 3-bedroom plus den, 2-bath home by Smart Homes Constructions offering 1,717 sq. ft. of living area ? The builder with attention to detail partnered with an architect with a keen sense of design. The pair had an intention: All boxes checked and all promises kept to construct an exceptional home. Their open-concept design offers a spacious great room floorplan featuring a chef kitchen possibility. It is a bright functional layout with quartz countertops, stainless steel appliances, contemporary finishes, and excellent visibility into the main living area. Tile flooring, tray ceilings, a shingle roof, and hurricane impact windows add style, durability and storm protection. The flexible den provides useful space for an office, study, media room, or guest-use area. The primary suite includes a spa-style bath with a walk-around shower and separate soaking tub. Enjoy Southwest Florida outdoor living from the covered lanai with outdoor kitchen, ideal for grilling, dining, and relaxing. Additional features include a laundry room and a spacious 2-car garage. And the property is in FEMA Flood Zone X . Work with the builder's lender and we can offer a credit to buyer's closing costs. The builder loves working with realtors in all markets. Realtors love working with this builder as together we can make the buyer's dreams come true.

431 Palmyra Avenue, Lehigh Acres

$450,000

2 Beds ⋅ 2 Baths ⋅ Southwood SubDv. ⋅ 34293 Zip Code ⋅ A4698464 MLS ⋅ Active Status

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

$330,000

3 Beds ⋅ 2 Baths ⋅ Southwood SubDv. ⋅ 34293 Zip Code ⋅ N6144956 MLS ⋅ Active Status

Welcome to 4825 Tamarack Trail, a spacious 3-bedroom, 2-bath, 2-car garage villa tucked away in a quiet section of the highly desirable Southwood community. This maintenance-free home offers privacy and tranquility, backing up to a protected nature preserve with no rear neighbors—just peaceful views and nature. Built with quality and designed for comfortable living, this home features vaulted ceilings, an open, flowing floor plan filled with natural light and recently updated flooring. Pocket sliding glass doors open to a large glass-enclosed lanai, creating the perfect space to relax and enjoy year-round Florida living. The new washer and dryer are included in the purchase price, making this home truly move-in ready. The generous primary suite includes dual sinks, his-and-her walk-in closets and a spacious walk-in shower with a built-in bench. Hurricane shutters provide added peace of mind and the durable tile roof was replaced in 2014. Conveniently located just minutes from shopping, restaurants and everyday conveniences, this home also offers easy access to the vibrant Wellen Park district, featuring dining, entertainment, events and the Atlanta Braves’ spring training facility. Plus, you’re only a short drive from the beautiful Gulf Coast beaches, where you can enjoy boating, fishing, spectacular sunsets and the Florida lifestyle you’ve been dreaming of. If you’re looking for a home with solid construction, a fantastic layout, privacy and an unbeatable location, 4825 Tamarack Trail is ready to welcome you home.

4825 Tamarack Trail, Venice

$355,000

3 Beds ⋅ 2 Baths ⋅ Southwood SubDv. ⋅ 33974 Zip Code ⋅ C7526893 MLS ⋅ Active Status

BUILDER OFFERS BUYDOWN OR CREDIT TO CLOSING COSTS - Experience elevated new construction living in Lehigh Acres with this beautifully designed 3-bedroom + den residence featuring one of the builder’s most sought-after floor plans. Thoughtfully crafted for modern Florida lifestyles, the open-concept design seamlessly connects the kitchen, dining, and spacious main living areas, creating an effortless flow for entertaining and everyday comfort. Architectural tray ceilings add sophistication throughout, while the versatile den offers the perfect space for a home office, media room, guest retreat, or flex room. The chef-inspired kitchen is complemented by stainless steel appliances, designer finishes, and clean modern lines that today’s buyers are actively searching for. The private owner’s suite serves as a luxurious retreat, complete with a walk-around shower and separate soaking tub, delivering a spa-inspired primary bath experience. Hurricane impact windows enhance storm protection and peace of mind, while the Flood Zone X location offers the added benefit of no lender-required flood insurance, a major insurance and cost advantage in Southwest Florida. Outdoor living shines with a covered lanai and outdoor kitchen, perfect for year-round entertaining, weekend cookouts, and enjoying the Florida lifestyle. Additional highlights include a dedicated laundry room, spacious 2-car garage, and quality craftsmanship throughout. Ideally situated in a convenient Lehigh Acres location near SR-82, Fort Myers, shopping, dining, and Southwest Florida beaches, this move-in-ready home blends modern luxury, lifestyle convenience, and long-term value.

429 Palmyra Avenue, Lehigh Acres

$28,000

Southwood SubDv. ⋅ 33974 Zip Code ⋅ A4694093 MLS ⋅ Active Status

Build your dream in Lehigh Acres on this cleared vacant lot at 356 Preston St, Lehigh Acres, FL 33974. Situated on a quiet residential street with newer homes nearby, Whether you’re looking to build a primary residence, a seasonal retreat, or hold land as an investment, this is a great opportunity in a growing area of Lee County with convenient access to shopping, dining, schools, parks, and main roads for commuting throughout Southwest Florida.

356 Preston Street, Lehigh Acres

$34,000

Southwood SubDv. ⋅ 33974 Zip Code ⋅ O6397062 MLS ⋅ Active Status

Vacant lot for sale – the perfect opportunity to build your dream home or make a smart investment! This spacious, build-ready lot offers endless potential for homeowners and investors alike. Design your ideal living space or develop a high-demand property in a growing area. Located in a desirable neighborhood, this is your chance to create something truly special. Whether you're planning your forever home or looking to grow your portfolio, this lot is full of promise. Don’t wait—unlock the possibilities today!

152 Pearson Street, Lehigh Acres

$39,500

Southwood SubDv. ⋅ 33974 Zip Code ⋅ FC316498 MLS ⋅ Active Status

Build your vision in sunny Southwest Florida! This vacant residential lot with a little over 1/3 of an acre provides plenty of room for a custom home, outdoor living area, and more. Whether you’re a builder, investor, or future homeowner, this property combines location, flexibility, and long-term potential in one of Southwest Florida’s steadily growing areas. Don’t miss the chance to secure your piece of land in this thriving community!

102 Preston Street, Lehigh Acres

$23,000

Southwood SubDv. ⋅ 33974 Zip Code ⋅ O6357382 MLS ⋅ Active Status

Build your dream home, just two blocks from Hwy 82 and right down from I75, quick access to the West Coast of Florida! Shops, Beaches and Entertainment....awaits!

214 Pearson Street, Lehigh Acres

$360,000

2 Beds ⋅ 2 Baths ⋅ Southwood SubDv. ⋅ 34293 Zip Code ⋅ N6139384 MLS ⋅ Active Status

Live where you vacation. Beautiful turnkey furnished home boasts 2 bedrooms and a den with a beautiful lake view. Live worry free knowing you have a new roof with a transferable warranty, new windows in the lanai, new AC, new hot water heater, new exterior paint, and a new screened front entrance. Three slider doors on the back of the home make everything feel light and bright, and spacious. Quiet peaceful community close to shopping, beaches, golf courses and restaurants. Low fees include the community pool, basic cable, and your ground maintenance. No CDD fees, and not in a flood zone. Unpack your suitcase and relax. Schedule your private showing today.

4831 Summertree Road, Venice

$2,500,000

Southwood SubDv. ⋅ 34471 Zip Code ⋅ OM698249 MLS ⋅ Active Status

Prime Investment Opportunity: Profitable Used Car Lot in Ocala, Florida! Unlock the potential of a thriving business with this exceptional used car lot, strategically located on the heavily traveled Highway 441/301 in Ocala, Florida—one of the fastest-growing and most desirable cities in the United States! This prime location guarantees high visibility and heavy foot traffic, making it an ideal spot for attracting customers and maximizing sales. Key Features: - Strong Financials: With an impressive cap rate of 10%, this investment promises robust returns. Plus, an additional $600,000 in owner financing income further enhances its profitability, providing a rare opportunity for savvy investors. - Fully Renovated Office: Enjoy a clean, modern work environment that reflects professionalism and attracts clients. The renovated office space is designed for efficiency and comfort, ensuring a pleasant experience for both employees and customers. - Well-Maintained Property: The lot is meticulously landscaped and maintained, creating an inviting atmosphere for potential buyers. A well-kept property speaks volumes about the quality of your business and helps build trust with customers. - Ideal Location: Situated on a major highway, this car lot benefits from significant exposure and easy access, making it convenient for local residents and travelers alike. As Ocala continues to grow, so does the potential for increased sales and customer engagement. Why Choose Ocala? Ocala is not just a city; it's a booming market with a vibrant community and a strong economy. With its rapid growth, the demand for reliable used vehicles is higher than ever. Investing in this used car lot means positioning yourself at the forefront of a flourishing market. This is a rare opportunity for investors seeking high returns in a lucrative and expanding area. Don’t miss out on your chance to own a profitable used car lot in Ocala, Florida! For more information and to schedule a viewing, contact us today! Take the first step towards securing your financial future with this gold mine investment!

3001 S Pine Avenue, Ocala

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