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$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
$650,000
5 Beds ⋅ 4 Baths ⋅ 400277 MLS
Parade of Homes 2023. Like new construction with lots of windows & natural light. Live, work, play in Southwood. Enjoy the vibrant community with walking/running trails, private Golf Course & Country Club, TownCenter & community pool/tennis/playground & beach volleyball court. Home is true 5 bedrooms & 3.5 baths. Great detail & finishes in every room. Lots of storage, open floor plan with a dedicated office/game room. MUST SEE!

3477 Scarlet Sage, 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
$999,000
4 Beds ⋅ 4 Baths ⋅ 398884 MLS
Welcome to a home that truly has it all—space, comfort, privacy, and the kind of features that make everyday living feel like a retreat. This stunning 4-bedroom residence invites you in with warmth and thoughtful design, perfect for both relaxing and entertaining. From the moment you step inside, you’ll notice the seamless flow of the living spaces, filled with natural light and designed for connection. Whether it’s cozy nights in or lively gatherings with friends and family, this home adapts effortlessly to your lifestyle. At the heart of it all is a chef-inspired kitchen, complete with sleek stainless appliances, ample counter space and room to create unforgettable meals with a viiew of the living area that opens up to your own private backyard oasis. Stepping outside there is a beautifully screened-in pool, complete with a soothing jacuzzi—ideal for unwinding after a long day or hosting unforgettable weekend get-togethers. With a preserved area just beyond your backyard, you’ll enjoy rare privacy and peaceful views with no rear neighbors—just nature and tranquility. The primary suite is a true retreat, generously sized and perfectly positioned to overlook the sparkling pool. Wake up to a serene view and unwind in your spa like ensuite featuring a luxurious jet tub, and expansive walk-in closets that provides both convenience and elegance Upstairs, a standout feature awaits—a bonus entertainment room that takes hosting to the next level. Complete with its own bar, this versatile space is perfect for game nights, movie marathons, or simply relaxing with guests in a setting designed for fun and comfort. Beyond the home itself, the community offers even more to love, including a nearby walking trail that makes it easy to enjoy morning strolls, evening walks, or an active lifestyle surrounded by nature as well as a community pool, playground, restaurants and a golf course all within reach. This home is more than just a place to live- it's a place to truly enjoy life. With spacious living areas, thoughtfully designed features and unbeatable setting, it offers everything you need to create lasting memories!

3766 PINEY GROVE Drive, 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
$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
$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