Southwood Real Estate

Southwood Real Estate

Welcome to Southwood, a picturesque subdivision nestled in the vibrant city of Tallahassee, Florida. This charming community is a true gem in Leon County, offering a perfect blend of suburban tranquility and urban convenience. With its well-planned layout and lush landscapes, Southwood is designed for those who value a serene lifestyle without sacrificing access to the amenities of city living.

One of the standout features of Southwood is its commitment to preserving nature, with over 1,000 acres of green space, parks, and trails that invite residents to explore the great outdoors. Whether you enjoy a leisurely stroll, a brisk jog, or a family picnic, the scenic surroundings provide the ideal backdrop for an active lifestyle. The community is also home to a stunning golf course, perfect for golf enthusiasts looking to perfect their swing.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education while enjoying a safe and nurturing environment. Southwood boasts a strong sense of community, with regular events and gatherings that foster connections among neighbors and create lasting friendships.

In addition to its natural beauty and family-friendly atmosphere, Southwood is conveniently located near shopping, dining, and entertainment options. With easy access to major highways, residents can quickly reach downtown Tallahassee and all the cultural and recreational opportunities it has to offer.

Discover the charm of Southwood, where your dream home awaits in a community that feels like a retreat while being just a stone's throw away from the vibrant heart of Tallahassee. Come and experience the perfect blend of comfort, community, and convenience in Southwood!

Newest Listings in Southwood

$524,999
3 Beds ⋅ 3 Baths ⋅ 405330 MLS
Beautifully crafted new construction with a spacious open floor plan and custom details throughout. Wood floors, 10' ceilings, designer fixtures and finishes, custom cabinetry, and detailed crown, base, and case moldings give this home a distinctive feel from the moment you step inside. The designer kitchen serves as the centerpiece of the main living space, featuring white shaker cabinetry, quartz countertops, ample cabinet and counter space, herringbone tile backsplash, gas stove, drawer microwave, and a contrasting island overlooking the dining and living areas. The rear of the home features a drop zone, laundry room, half bath, access to the private patio, and attached 2-car garage. Upstairs, two spacious bedrooms share a Jack-and-Jill style bath, while the primary suite features trey ceilings, a walk-in closet with custom storage, and a beautifully finished bath with dual vanity and walk-in shower. Located in the heart of SouthWood and within walking distance of SouthWood Town Center, restaurants, shops, and neighborhood amenities. Thoughtful design, generous living space, and an ideal location make this move-in-ready home a must-see!

4009 Four Oaks Boulevard, Tallahassee
$539,999
3 Beds ⋅ 3 Baths ⋅ 405329 MLS
Thoughtfully designed with custom details throughout, this beautiful new construction home offers a spacious, open floor plan in the heart of SouthWood. Enjoy the convenience of being within walking distance to SouthWood Town Center, with restaurants, shops, and neighborhood amenities just minutes from your front door. Inside, wood floors, 10' ceilings, custom cabinetry, designer fixtures and finishes, and beautiful crown, base, and case moldings create an elevated feel throughout. The large open living and dining spaces flow seamlessly into the designer kitchen featuring white shaker cabinetry, quartz countertops, ample cabinet and counter space, herringbone tile backsplash, gas stove, drawer microwave, and contrasting island. The rear of the home features a drop zone, laundry room, half bath, and access to the attached 2-car garage, while the outdoor living space includes a private patio and privacy-fenced side yard. Upstairs, two spacious bedrooms share a Jack-and-Jill style bath, while the primary suite features trey ceilings, a walk-in closet with custom storage, and a beautifully finished bath with walk-in shower and dual vanity. Custom design, generous living space, and a walkable SouthWood location make this home a must-see!

4011 Four Oaks Boulevard, Tallahassee
$469,000
3 Beds ⋅ 2 Baths ⋅ 405280 MLS
Welcome to this beautifully updated Craftsman-style home in SouthWood, where thoughtful details and an exceptional oversized corner lot set it apart. This 3-bedroom, 2-bath home offers warm character throughout, with real oak hardwood floors, Craftsman trim and casings, tongue-and-groove accent walls, updated lighting, and tray ceilings in both the living room and primary suite. The kitchen features a basket-weave subway tile backsplash and flows easily into the dining and living spaces for everyday living and entertaining. The primary suite is a true retreat with a spa-inspired travertine bath featuring a jetted soaking tub and glass-tile shower. Even the laundry room makes a statement with brick paver flooring, custom cabinetry, and automatic sensor lighting. Outside, the oversized lot provides plenty of room to enjoy, complete with an extended driveway and additional parking pad, expansive backyard, and a custom-built oversized deck with waterfall-style stairs and an outdoor TV enclosure. Full of charm, custom touches, and indoor-outdoor living space, this SouthWood home is anything but ordinary.

2460 Lantana Lane, Tallahassee
$2,200
3 Beds ⋅ 2 Baths ⋅ 405002 MLS
Beautiful 3BR/2BA single-story home in the highly desirable Southwood golf course community. This well-maintained property features an open, functional layout, a 2-car garage, and spacious bedrooms. Enjoy Southwood’s signature tree-lined streets, parks, miles of walking trails, and access to the award-winning golf course. Convenient location close to the town center, community pool, and major employers. A comfortable, low-maintenance home in one of Tallahassee’s most sought-after neighborhoods. Small Pets Considered w/ Pet Fee.

3304 Calumet Drive, Tallahassee
$299,000
2 Beds ⋅ 3 Baths ⋅ 404699 MLS
One of the most upgraded units you will find in Southwood's townhome collection. Every major system and finish has been addressed, leaving nothing for the next owner to do but move in. Crown molding and trim work carried throughout the entire home, upstairs and down. Flooring upgraded throughout, including both bedrooms. Kitchen fully remodeled with granite countertops, tile backsplash, and upgraded appliances. Every bathroom remodeled with new vanities, granite countertops, updated lighting and plumbing fixtures, and designer wallpaper accents. Built-in closet systems in every bedroom. Updated AC system and water heater. Brick paver patio out back. Backs to open greenspace with a lake view. Walking distance to the two-mile jogging path around Southwood's lake, the community pool and clubhouse, and neighborhood restaurants and shops. This is what a true top-of-the-line unit looks like in this community.

4013 Colleton Court, Tallahassee
$1,200
1 Beds ⋅ 1 Baths ⋅ 404692 MLS
THIS POPULAR SOUTHWOOD CARRIAGE HOME FOR RENT WITH OWN PARKING PAD. *STOP YOUR SEARCH TODAY*AVAILABLE NOW*CLOSE TO DOWNTOWN, CAMPUSES AND SHOPPING*RENT INCLUDES ALL UTILITIES & INTERNET*EASY LIVING IN SOUTHWOOD*ENJOY ALL AMENITIES JUST FOOTSTEPS FROM YOUR DOORSTEP*WON'T LAST LONG.

3253-1 STANHOPE DRIVE, Tallahassee
$1,950
2 Beds ⋅ 3 Baths ⋅ 404690 MLS
BEAUTIFUL 2 BEDROOM, 2 1/2 BATH TOWNHOME IN TOWN CENTER AREA OF SOUTHWOOD*PRIVATE COURTYARD & 2 CAR DETACHED GARAGE* BEAUTIFULLY LANDSCAPED REAR COURTYARD*WALK TO RESTAURANTS & GYM. PERFECT FOR PROFESSIONALS*CLOSE TO DOWNTOWN*ENJOY WALKING TRAILS, COMMUNITY POOL, AND ALL OTHER SOUTHWOOD AMENITIES*LEASE INCLUDES LAWN CARE.

3979 FOUR OAKS BOULEVARD, Tallahassee
$569,900
4 Beds ⋅ 3 Baths ⋅ 404654 MLS
Some pictures are virtually enhanced. Welcome to this stunning home in the highly sought-after SouthWood community, where space, style, and lifestyle come together beautifully. Offering 4 bedrooms, 2.5 bathrooms, a dedicated office, and a bonus room, this home provides the flexibility today's buyers are looking for. Light-filled and inviting, the open floor plan features rich wood flooring throughout the main living areas, abundant natural light, and a seamless flow that's perfect for both everyday living and entertaining. The living room is anchored by a cozy gas fireplace flanked by custom built-in bookcases, while the kitchen offers beautiful countertops, custom cabinetry, a large pantry, and an open view of the family room. The spacious primary suite features a huge walk-in closet and a well-appointed en-suite bath. Additional highlights include a separate laundry room with built-in cabinetry and ample storage throughout. The backyard is where this home truly shines. Enjoy a fully fenced outdoor retreat featuring an expansive paver patio, pergola, and a rare half-court basketball court—perfect for entertaining, relaxing, and making memories with family and friends. All of this is located just minutes from SouthWood's incredible amenities, including community pools, parks, walking trails, and the beautiful lake, as well as Publix, restaurants, and shopping. This is more than a home—it's a lifestyle.

3414 CONEFLOWER Drive, Tallahassee
$630,000
4 Beds ⋅ 4 Baths ⋅ 404653 MLS
Beautifully designed, turnkey 4-bedroom, 3.5-bath home with a separate bonus room/office, built in 2020 and perfectly positioned on a premium lot overlooking peaceful green space and a scenic walking trail. Enjoy direct access to the trail through the rear gate. Inside, the spacious open-concept floor plan is filled with natural light and features a large living room with a gas fireplace and floating shelves, a stunning wood-inlay tray ceiling with extensive crown molding, and gorgeous hardwood floors. The kitchen is ideal for both everyday living and entertaining, offering a large island with bar seating, granite countertops, stainless steel appliances, a tile backsplash, and a nice-sized walk-in pantry. The deluxe primary suite features double vanities, a garden tub, and a large walk-in shower with a built-in seat. Additional highlights include an interior laundry room with a convenient drop zone and a whole house dehumidifier. Step outside to the oversized custom built screened porch back porch and inviting backyard, the perfect setting for relaxing, entertaining, and enjoying the beautiful surroundings.

3329 Jasmine Hill Road, Tallahassee
$425,000
3 Beds ⋅ 2 Baths ⋅ 404539 MLS
Well-kept Southwood home that is walking distance to Conley Elementary! This beautiful home offers an inviting open floor plan with a kitchen featuring freshly painted white cabinetry, granite countertops, and an easy flow into the main living spaces, making everyday living and entertaining seamless. Engineered wood flooring adds warmth and continuity throughout the living areas. A convenient drop zone provides a dedicated spot for shoes, coats, bags, and everyday essentials. The master bedroom with tray ceiling features two large his and hers closets. Step outside to enjoy the screened-in porch overlooking a nicely sized fenced backyard, providing additional space for outdoor living and relaxation. In the backyard, you will find a producing orange tree and blackberry bushes. The garage has an EV charging station and high ceilings for extra storage. Southwood residents have access to an extensive collection of amenities and outdoor spaces, including the community pool, two lighted tennis courts with pickleball capability, lakes, extensive green spaces, nature trails, a dog park, and a community garden. Southwood also features a Town Center with restaurants, a gym, and nail salon. The Southwood Golf Club, open to the public, is in the center of the neighborhood. Buy here and live an incredible lifestyle!

2549 Orange Avenue, Tallahassee
$1,125,000
6 Beds ⋅ 5 Baths ⋅ 404603 MLS
One of Southwood’s finest multi-generational estates, perfectly positioned on the 12th hole with sweeping golf course views. This custom-built home offers 5,128 heated/cooled sq ft of living space with flexible options for family, guests, or rental income: a 3BR main residence (3,099 sq ft), a 2BR ground-level apartment (1,428 sq ft) with kitchen, and a fully finished, private 560 sq ft carriage house. Craftsmanship and quality are showcased throughout with Brazilian cherry floors, detailed millwork, plantation shutters, custom lighting, and a chef’s kitchen with Viking and JennAir appliances. The .69-acre lot is framed by heritage live oaks and year-round landscaping, with expansive decks and 303 feet of golf frontage. Peace of mind comes with major updates: new roof (2024), updated HVAC systems (2019 & 2024), new decks (2019), stormwater drainage system (2018), and an encapsulated crawlspace with dehumidifier and radon mitigation system (2018). Enjoy resort-style living in Southwood with golf, tennis, pool, parks, trails, dining, and top-rated schools all within minutes.

3044 DICKINSON Drive, Tallahassee
$375,000
3 Beds ⋅ 4 Baths ⋅ 404466 MLS
VERSATILE END-UNIT TOWNHOME WITH TWO PRIMARY SUITES IN DESIRABLE SOUTHWOOD! This beautifully maintained 3-bedroom, 3.5-bath home offers an incredibly flexible floor plan with a primary suite on the main level and a second primary suite upstairs. Step inside to an open, light-filled living area with abundant natural light, a spacious kitchen and convenient interior laundry room. Upstairs, a cozy secondary living space provides the perfect flex area and is surrounded by two bedrooms, each with its own private en-suite bath. Outdoor living is just as inviting with a covered front porch and a screened back porch—perfect for relaxing and enjoying the neighborhood. A detached two-car garage provides additional parking and storage. Best of all, the HOA handles exterior maintenance and lawn care, making this an ideal option for buyers looking for a truly low-maintenance lifestyle. Extremely well maintained, move-in ready and located in one of Tallahassee's most desirable communities. Schedule your showing today!

3716 Riverton Trail, Tallahassee
Start Your Search