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$624,900
4 Beds ⋅ 3 Baths ⋅ 401003 MLS
Beautiful custom home on a large lot in SouthWood! Enjoy your morning cup of coffee on one of the double front porches and enjoy evenings from your back deck! This 4 bedroom, 3 bathroom home offers hardwood flooring, defined living spaces while maintaining an open feel, double-sided fireplace, eat-in kitchen and separate dining room, and granite countertops. So many features make this incredible home a must see! Enjoy the SouthWood lifestyle with community pool, kids splash zone, tennis courts, golf course, restaurants, and more!

3141 BARINGER HILL Drive, Tallahassee
$3,850
3 Beds ⋅ 3 Baths ⋅ 400882 MLS
Gorgeous custom home! Like new construction! Great open concept, 3 bedrooms, 3 bathrooms, designer finishes! Beautiful kitchen with granite countertops, gas fireplace, coffered ceiling, and stunning bathrooms make this one special! Nestled in the wonderful community of SouthWood, but convenient to shopping, restaurants, both universities, and downtown, this one is not to be missed!

4072 Biltmore Avenue, Tallahassee
$1,125,000
6 Beds ⋅ 5 Baths ⋅ 400710 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
$985,000
4 Beds ⋅ 3 Baths ⋅ 400483 MLS
A stunning Southern Craftsman Cottage in the New Traditional style, located in Maple Ridge at SouthWood—one of Tallahassee’s most sought-after communities. Surrounded by rolling hills, scenic lakes, walking trails, and beautifully maintained green spaces, SouthWood offers a unique blend of natural beauty, recreation, and community living. This custom-built, 3,300+ square-foot home showcases exceptional craftsmanship and thoughtful design throughout. The spacious open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for everyday living and entertaining. Expansive windows provide beautiful views of the resort-style outdoor living space featuring a custom pool and spa. The luxurious primary suite serves as a private retreat with direct access to the pool and hot tub, an exquisite spa-inspired bath, and a custom-designed boutique-style walk-in closet. A dedicated home office includes custom built-in storage and workspace solutions designed for today’s lifestyle. One of the home’s most versatile features is the private carriage house suite above the garage, offering endless possibilities as a guest retreat, mother-in-law suite, home office, college student living quarters, or potential income-producing rental space. Built by one of Tallahassee’s premier custom home builders, this move-in-ready residence combines timeless Southern architecture with modern luxury and flexible living options. Whether you’re seeking space for a growing family, multi-generational living, or simply a home designed for both comfort and entertaining, this exceptional SouthWood property delivers.

3030 Four Oaks Boulevard, Tallahassee
$2,400
2 Beds ⋅ 3 Baths ⋅ 399903 MLS
This 2 bedroom/2.5bath home in Southwood is situated directly across from Central Park Lake. Enjoy panoramic views of the lake from the covered front porch or from the 2nd story balcony. This home features spacious living and dining areas with high ceilings and a generous kitchen with pantry and solid surface countertops. New flooring. The large detached 2-car garage is accessed by a rear service road. Unbeatable location close to the Southwood Town Center, Southwood Community Center and Pool, and the Southwood Golf Club. One of multiple parks and walking and biking trails is located directly across the street. Golf cart friendly neighborhood. Short drive to downtown, state offices, shopping, restaurants and​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ more

4354 GROVE PARK Drive, Tallahassee
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 399856 MLS
Host The Best 4th of July Party. Catch the 4th of July community parade and fireworks while sitting and sipping from your wrap around front porch. This stunning 4BR/3BA and Office in SouthWood with nearly 4,800 sq. ft. Features include a chef’s kitchen, formal dining, engineered hardwood floors, and a huge sunroom overlooking the private pool Includes Wi-Fi sprinkler system, 3-car garage, and bonus room. Minutes from golf, tennis, pickle ball, trails, lakes, and parks. Also enjoy park views from the large front porch and direct access to the adjacent golf course.

3756 Grove Park, Tallahassee
$499,000
4 Beds ⋅ 3 Baths ⋅ 399700 MLS
OPEN HOUSE SUNDAY 2-4! Located right on the SouthWood golf course, this beautiful single-story home offers the perfect mix of comfort, charm, and scenic views. It's the last house on the street, so no neighbors on one side, giving you extra space! Filled with natural light, the thoughtfully designed split floor plan features 4 bedrooms, 3 bathrooms, gorgeous wood flooring throughout the living areas, tray ceilings, and a cozy gas fireplace. Enjoy everything from quiet mornings on the rocking chair front porch to relaxing evenings on the screened back porch with a swing overlooking the golf course and spacious backyard. The open kitchen flows seamlessly into the breakfast nook, office nook, and living area... making it ideal for entertaining or everyday living. The spacious primary suite offers tray ceilings, dual walk-in closets, double vanities, a walk-in shower, and a relaxing garden tub. Features include quartz countertops, stainless steel appliances, pantry storage, a formal dining room for even more flexibility for hosting family and friends and a 2024 ROOF! RUN don't walk to make this stunning home yours! Life in SouthWood offers more than just a home — it’s a lifestyle. Residents enjoy miles of scenic walking trails, beautiful parks and green spaces, a community pool, golf course, and the charm of tree-lined streets throughout the neighborhood. Conveniently located just minutes from downtown Tallahassee, shopping, dining, and top universities, SouthWood is known for its strong sense of community and picturesque setting.

3686 Longfellow Road, Tallahassee
$2,475
3 Beds ⋅ 3 Baths ⋅ 399569 MLS
Very Nice ~ 3 BR ~ 2 1/2 BA ~ 2 Car Garage ~ Single-Family Home On a quiet street - Fenced Yard ~ Master BR down ~ 2 more BR's up ~ SOUTHWOOD - a GREAT Place to Live / Work / Play ~ Enjoy Community Swimming Pools ~ Tennis Courts ~ Miles of Biking / Walking / Jogging Trails ~Agent is Owner ~ Available September 1, 2026

4239 Raleigh Way, Tallahassee
$480,000
4 Beds ⋅ 3 Baths ⋅ 399018 MLS
Welcome to this beautifully maintained 4 bedroom home in the highly sought after Southwood community. Featuring soaring ceilings that open to the upstairs, this home offers a bright, airy feel with a spacious layout perfect for both everyday living and entertaining. Freshly painted and move in ready. The open kitchen and living areas create a seamless flow, while the downstairs primary suite provides comfort and convenience with a well appointed bath and walk in closet. Upstairs, three additional bedrooms offer flexibility for guests, work, or play. Step outside to enjoy the screened porch, ideal for relaxing or hosting. Living in Southwood means more than just a home. Known for its charming sidewalks, underground utilities making power outages rare, and golf cart friendly streets, the community is filled with green spaces, scenic walking trails, and a true neighborhood feel. Residents enjoy access to a community garden, dog park, frequent HOA hosted events and classes, and a vibrant town center with shops and restaurants. The resort style pool and additional amenities make it easy to enjoy every day like a getaway. This is one you do not want to miss.

3105 Mist Flower Road, Tallahassee
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 398463 MLS
Host The Best 4th of July Party. Catch the 4th of July community parade and fireworks while sitting and sipping from your wrap around front porch. This stunning 5BR/3BA home in SouthWood with nearly 4,800 sq. ft. Features include a chef’s kitchen, formal dining, engineered hardwood floors, and a huge sunroom overlooking the private pool Includes Wi-Fi sprinkler system, 3-car garage, and bonus room. Minutes from golf, tennis, pickle ball, trails, lakes, and parks. Also enjoy park views from the large front porch and direct access to the adjacent golf course.

3756 Grove Park, Tallahassee
$599,900
5 Beds ⋅ 4 Baths ⋅ 398634 MLS
(One or more photos has been virtually staged) - Motivated - bring offers. Immaculate true 5-bedroom home on a large corner lot in Southwood with downstairs master suite and spacious upstairs bonus room. The primary suite features custom California Closets in both the master closet and office. Upstairs offers four bedrooms and two full baths. Enjoy a welcoming living room, formal dining, and an open kitchen with rich cabinetry, granite countertops, upgraded appliances, bar seating, and breakfast nook. Wood flooring throughout, wet bar, covered porch with walkway to 2-car garage, and backyard patio with fire pit and grassy side yard—perfect for entertaining. Experience Southwood’s live-work-play lifestyle with trails, pools, tennis courts, parks, and community events just steps away.

2496 Lantana Lane, Tallahassee
$399,900
4 Beds ⋅ 3 Baths ⋅ 398444 MLS
Welcome to Southwood’s newest development — The Collection at Four Oaks! Nestled in the heart of SouthWood, these beautiful new-construction townhomes by Traton Homes are anticipated for completion in 2026. Offering both three- and four-bedroom floorplans with stylish upgrades throughout, these homes are designed for modern living in one of Tallahassee’s most desirable neighborhoods. Life in SouthWood means having endless amenities right at your doorstep — miles of walking trails, scenic nature preserves, a community garden, dog park, vibrant town center with shops and restaurants, Central Park Lake, resort-style pool, golf course, and so much more. Don’t miss your chance to be part of this one-of-a-kind community. Welcome home to SouthWood!

4075 FOUR OAKS Boulevard, Tallahassee
$399,900
3 Beds ⋅ 3 Baths ⋅ 398440 MLS
Welcome to Southwood’s newest development — The Collection at Four Oaks! Nestled in the heart of SouthWood, these beautiful new-construction townhomes by Traton Homes are anticipated for completion in December 2025. Offering both three- and four-bedroom floorplans with stylish upgrades throughout, these homes are designed for modern living in one of Tallahassee’s most desirable neighborhoods. Life in SouthWood means having endless amenities right at your doorstep — miles of walking trails, scenic nature preserves, a community garden, dog park, vibrant town center with shops and restaurants, Central Park Lake, resort-style pool, golf course, and so much more. Don’t miss your chance to be part of this one-of-a-kind community. Welcome home to SouthWood! This home is a bonus! This unit will come with a screened in back porch, refrigerator, and blinds!

4069 Four Oaks Boulevard, Tallahassee
$399,900
4 Beds ⋅ 3 Baths ⋅ 398441 MLS
Welcome to Southwood’s newest development — The Collection at Four Oaks! Nestled in the heart of SouthWood, these beautiful new-construction townhomes by Traton Homes are anticipated for completion in December 2025. Offering both three- and four-bedroom floorplans with stylish upgrades throughout, these homes are designed for modern living in one of Tallahassee’s most desirable neighborhoods. Life in SouthWood means having endless amenities right at your doorstep — miles of walking trails, scenic nature preserves, a community garden, dog park, vibrant town center with shops and restaurants, Central Park Lake, resort-style pool, golf course, and so much more. Don’t miss your chance to be part of this one-of-a-kind community. Welcome home to SouthWood!

4071 Four Oaks Boulevard, Tallahassee
$565,000
3 Beds ⋅ 3 Baths ⋅ 398397 MLS
Welcome to this beautifully crafted 2020-built home in the highly sought-after Southwood community, where modern design meets everyday elegance. This 3-bedroom, 2-bath residence showcases real hardwood floors, soaring tray ceilings in the living room, and a thoughtfully designed layout that includes a versatile flex space—perfect for a private office or refined sitting area.The spacious primary suite offers a true retreat, complete with a generous walk-in closet, while the secondary bedrooms are connected by a well-appointed Jack-and-Jill bathroom, ideal for both comfort and convenience. A functional mudroom adds everyday practicality, while solar panels and a full irrigation system enhance both efficiency and ease of maintenance.Step outside to your private deck overlooking the backyard—an inviting space for morning coffee or evening entertaining. As a Southwood resident, enjoy access to premier amenities including a resort-style pool, community center, and picturesque nature trails that elevate the lifestyle this home offers. Some photos are virtually enhanced.

2529 Mount Vernon Lane, Tallahassee
$679,900
4 Beds ⋅ 3 Baths ⋅ 397892 MLS
A Southern Living Custom Built home atop oak lined bluff overlooking holes #13 and #14 of the award-winning SouthWood golf course! This unique home is custom crafted featuring tung and groove ceiling details, quartz counters, custom cabinetry, and an abundance of windows. The owner's suite is located on the main living level and offers a luxurious bath with dual vanities and large walk-in shower. An additional bedroom on the first floor makes a wonderful den or study. Closets in this home are well thought out with custom wood shelving. Two spacious upstairs bedrooms share a jack-and-jill bathroom and feature walk-in closets. Large bonus room make s a perfect entertainment/game room or can be used as a 5th bedroom. A 2-car garage and a large laundry room add to the functionality of this well appointed home. Relax on the large porch overlooking the SouthWood golf course. Come see for yourself!

3513 Esplanade Way, Tallahassee
$199,900
397478 MLS
Welcome to Maple Ridge, a beautiful, luxury, new home community in Southwood where nature, peace, and sense of community are abundant! Every lot in this subdivision is a short walk away from trails and a stunning lake view. You will also enjoy the amazing amenities of Southwood, including a community pool, playground, tennis courts, sand volleyball court, and miles and miles of nature walking trails. Maple Ridge is a perfect place to pick to build your dream home. Several lots available from .28 acres to 1.07 acres. Impervious square footage: 4,500 sq ft

XXX Maple Leaf Way, Tallahassee
$799,000
5 Beds ⋅ 4 Baths ⋅ 396471 MLS
Custom-built and beautifully maintained by its original owner, this 3,258 sq ft home offers 5 bedrooms, 4 of which have their own private ensuite bath on a flat, .59-acre corner lot in Southwood! The spacious kitchen features a large island with bar seating, eat-in area, and separate dining room, 2 living rooms and tall ceilings throughout. The primary suite includes custom walk-in closet systems, a garden tub and separate shower. A private upstairs bedroom (the only room on the second floor) makes an ideal guest suite, office, or flex space. Two tankless water heaters were replaced in 2023, EV charging outlet installed in garage. Enjoy the privacy-fenced backyard with room to add a pool or guest house. Located in Southwood with access to community pool, parks, trails, tennis courts, and golf!

3078 Dickinson Drive, Tallahassee
$585,000
4 Beds ⋅ 4 Baths ⋅ 395203 MLS
SOME PHOTOS HAVE BEEN VIRTUALLY STAGED- IF BUYER CAN CLOSE WITHIN 30 DAYS OF CONTRACT SELLER WILL PROVIDE $5,000 IN CLOSING COSTS! Situated on a spacious **0.40-acre lot** overlooking the **7th fairway in SouthWood**, this impeccable **4BR/3.5BA** home offers the perfect blend of elegance, comfort, and outdoor living. Designed with both formal and informal living spaces, it's ideal for entertaining and everyday living. The spacious primary suite is conveniently located on the main level, providing a private retreat with peaceful golf course views. Step outside and enjoy multiple outdoor living areas, including a welcoming covered front porch, a charming front-facing balcony, and an expansive **20x21 screened room featuring a hot tub**—the perfect place to relax while taking in the picturesque fairway setting. The generous **0.40-acre lot** also offers plenty of room to add your own **private pool**, creating the ultimate backyard oasis. Meticulously maintained, this exceptional home features a **new A/C (2019)**, **new water heater (2020)**, and a **new roof (2024)**, providing peace of mind for years to come. Experience timeless style, thoughtful design, and the unmatched SouthWood lifestyle in this move-in-ready golf course home.

3232 Whitman Way, Tallahassee
$2,000
1 Beds ⋅ 1 Baths ⋅ 390597 MLS
Beautiful cottage in great location! This one bedroom cottage features wood floors, a separate bedroom, separate laundry room, kitchenette, and living space with lots of light. Conveniently located in the Bluffs at SouthWood, just minutes away from shopping, banking, and the SouthWood Town Center! Available for $2,000/month, furnished, and includes utilities.

3561 Esplanade Way Unit 1, Tallahassee