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4089 Four Oaks Boulevard, Tallahassee
$409,000
4 Beds ⋅ 3 Baths ⋅ 404037 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!

4089 Four Oaks Boulevard, Tallahassee

4081 FOUR OAKS Boulevard, Tallahassee
$409,000
3 Beds ⋅ 3 Baths ⋅ 404036 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!

4081 FOUR OAKS Boulevard, Tallahassee

1636 PEPPER Drive, Tallahassee
$147,000
3 Beds ⋅ 1 Baths ⋅ 404035 MLS
Perfect for a first-time homebuyer searching for a low-maintenance starter home, a savvy investor seeking an established short-term rental, or anyone in need of convenient student housing near campus. Currently operating as an Airbnb, the home offers a thoughtful floor plan with two bedrooms plus a flexible third room that easily functions as an additional bedroom, dedicated home office, or extra guest space. Hardwood floors throughout the main living areas and bedrooms A durable metal roof offers long-term durability and protection, while both the central AC and the water heater were fully replaced in 2020. Fully furnished and includes a Washer and dryer in the sale, this move-in-ready home is ready for you.

1636 PEPPER Drive, Tallahassee

372 DOGWOOD Trail, Quincy
$320,000
4 Beds ⋅ 2 Baths ⋅ 403913 MLS
This beautiful 4-bedroom waterfront home in Quincy, Florida, offers peaceful water views, abundant wildlife, and the relaxed North Florida lifestyle you’ve been looking for. Tucked away in a quiet neighborhood, this property provides a private and serene setting while still being conveniently located in the Quincy and just a short drive to Tallahassee. Inside, the open-concept living area creates a comfortable space for everyday living and entertaining, while the split-bedroom floor plan offers privacy and flexibility for family members or guests. Natural views of the water can be enjoyed from multiple rooms throughout the home, bringing the beauty of the outdoors inside. Step outside onto the back deck and enjoy your morning coffee overlooking the water, watch birds and wildlife, or simply unwind in the peaceful surroundings. The views are truly breathtaking creating an opportunity to enjoy outdoor living, nature, and the beauty of North Florida right from the comfort of your home. Whether you’re searching for a waterfront property in Quincy, a 4-bedroom home with water views, a peaceful retreat near Tallahassee, or a home surrounded by nature and wildlife, this home is one you’ll want to see. Come experience the privacy, views, and laid-back Florida lifestyle this special property has to offer.

372 DOGWOOD Trail, Quincy

654 JOHNSON Road, Havana
$100,000
404034 MLS
Get the land, privacy and slower pace you're looking for without giving up easy access to Tallahassee, FL or Bainbridge, GA. Havana offers the charm and breathing room of small-town North Florida living, with a historic downtown, locally owned shops and restaurants, community events, beautiful rural surroundings and Tallahassee just down the road. With Five acres of land on a paved road, near the Georgia border, this property already has a well, septic, and power pole. Currently, a 624sf 2014 manufactured home sits on the property and has no power for over a year. There is also a VERY OLD trailer home in the woods that is of no value. And, there is a shed that does not convey with the property. With some bush hogging and TLC there is so much potential in this property. Priced with condition in mind. Cash offers. Please Do Not enter the home.

654 JOHNSON Road, Havana

424 N Madison Street, Quincy
$265,000
4 Beds ⋅ 2 Baths ⋅ 404033 MLS
Modern new construction meets spacious country-style living! This beautifully designed 4-bedroom, 2-bath home sits on approximately 0.75 acres consisting of two lots, offering plenty of outdoor space and added possibilities. Step inside to an inviting open-concept layout featuring recessed/canned lighting and a stylish kitchen equipped with stainless steel appliances, ample cabinetry, and a convenient breakfast bar, perfect for casual dining and entertaining. The primary suite offers a comfortable retreat with a walk-in closet and private bath featuring a stand-up shower. Outside, enjoy a cleared, spacious homesite with room for outdoor entertaining, gardening, recreation, or simply enjoying the extra elbow room that two lots provide. With four bedrooms, new construction, modern finishes, generous acreage, and a functional floor plan, this home offers an excellent combination of space, comfort, and value. Schedule your private showing TODAY!

424 N Madison Street, Quincy

2801 Chancellorsville Drive Unit 314, Tallahassee
$1,399
1 Beds ⋅ 1 Baths ⋅ 404030 MLS
FOR RENT— 1 BED 1 BATH CLEAN CONDO IN GATED BARRINGTON PARK! GROUND-FLOOR WITH NICE PORCH! Enjoy resort-style living in this attractive one-bedroom, one-bath ground-floor condominium in desirable Barrington Park. Unit 314 is conveniently located near the tennis court and offers easy ground-floor access with no stairs to climb. The condo features beautiful granite countertops, a comfortable and efficient floor plan, and an in-unit washer and dryer included for your convenience. Barrington Park offers an impressive selection of community amenities, including: • Gated community entrance • Resort-style swimming pool and hot tub • Beautiful clubhouse • Fitness center • Indoor basketball court • Tennis and pickleball courts • Private movie theater • Billiards and game room • Business center • Picnic and grilling areas Conveniently located in Northeast Tallahassee just off Thomasville Road, with easy access to Publix, Target, restaurants, medical offices, parks, and everyday shopping. Monthly Rent: $1,399 Security Deposit: $1,399 Pet Policy: No pets 2801 Chancellorsville Drive, Unit 314 Tallahassee, Florida 32312 Equal Housing Opportunity.

2801 Chancellorsville Drive Unit 314, Tallahassee

1638 Eagles Watch Way, Tallahassee
$365,000
3 Beds ⋅ 2 Baths ⋅ 404026 MLS
Welcome home to a spacious and thoughtfully designed 3-bedroom, 2-bath home offering the perfect blend of comfort, functionality, and community amenities. The desirable split floor plan provides added privacy, while two separate living spaces offer plenty of room to entertain, relax, work from home, or create a flex space that fits your lifestyle. The eat-in kitchen serves as the heart of the home with space for casual dining and everyday gatherings. A 2-car garage provides additional parking and storage, while the home's versatile layout offers room to spread out without sacrificing flow. Located in a gated golf course community, residents can enjoy an impressive lineup of amenities, including a clubhouse, community pool, tennis courts, and golf course. Whether you're looking for space, recreation, or the added appeal of a gated neighborhood, this home delivers a lifestyle that's hard to beat. Schedule your private showing and come see everything this home and community have to offer!

1638 Eagles Watch Way, Tallahassee

490 N Cherry Court, Monticello
$249,000
2 Beds ⋅ 2 Baths ⋅ 404023 MLS
This is the kind of home you can move into and simply enjoy. Located in Cherry Street Square, a desirable community in the heart of historic Monticello, this immaculate two-bedroom, two-bath townhome with a bonus room or office has been thoughtfully updated from top to bottom. The interior feels fresh, bright and completely move-in ready, with luxury vinyl plank flooring, updated doors and windows, modern hardware and fixtures, and a full suite of kitchen appliances, all completed in 2022. Since then, the owners have continued improving the home with new gutters, toilets and faucets, an insulated garage door, storm door, smoke and carbon monoxide detectors, updated electrical switches and outlets, a new water heater, kitchen faucet and roof. The enclosed screened porch was added in 2025, creating a comfortable place to enjoy your morning coffee or unwind at the end of the day. A one-car garage, private driveway and back patio provide the space and convenience that can be difficult to find in townhome living. The HOA handles the yardwork and fence maintenance, giving you more time to enjoy your home—and far less time worrying about upkeep. From Cherry Court, you can walk or bike beneath Monticello’s canopy-lined streets to locally owned restaurants, coffee shops, boutiques, antique stores, craft shops and outdoor sporting stores. Downtown is centered around its historic courthouse and filled with preserved architecture, including the Monticello Opera House, giving the town a character that feels distinctly different from anywhere else in North Florida. It offers a slower pace without feeling disconnected, with Tallahassee approximately 25 miles away. Immaculately maintained, extensively updated and positioned in one of Monticello’s most convenient communities, this home offers an opportunity to simplify without sacrificing comfort, quality or location.

490 N Cherry Court, Monticello

8728 Flicker Road, Tallahassee
$185,000
3 Beds ⋅ 2 Baths ⋅ 404020 MLS
**Opportunity Awaits!** Offering plenty of potential for the right buyer. The home is in need of some updating and improvements, making it a great opportunity for an investor, renovator, or buyer looking to add their own personal touches. With a little vision and TLC, this property could be transformed into a comfortable home or potential investment. The spacious 1 acre yard provides additional outdoor space and possibilities for future improvements. Property is being sold strictly AS-IS, and seller will make no repairs or improvements.** Buyer is encouraged to complete all desired inspections and verify property information. Bring your vision and your offer—this could be the opportunity you've been waiting for!

8728 Flicker Road, Tallahassee

449 Drake Acres Road, Quincy
$274,900
3 Beds ⋅ 2 Baths ⋅ 404018 MLS
One or more photos has been virtually enhanced. Enjoy peaceful country living at beautiful Lake Talquin! This 2017 - 3-bedroom, 2-bath double-wide mobile home comes with approximately 2.87 acres and offers plenty of room to spread out and enjoy the outdoors. The property features a private pond stocked with bream and bass, perfect for fishing and relaxing. Property also features a variety of mature citrus trees loaded with fruit. Also includes a finished out building with electricity and air conditioning. Enjoy convenient access to a nearby boat ramp and being just 5 minutes from your local bait and tackle shop, making it easy to enjoy all that Lake Talquin has to offer. A great opportunity for those looking for space, privacy, and a laid-back country lifestyle. Sale is contingent upon completion and approval of a lot split.

449 Drake Acres Road, Quincy

19 MALLARD POND Circle, Crawfordville
$425,000
4 Beds ⋅ 3 Baths ⋅ 404014 MLS
Welcome home to this stunning Modern Farmhouse perfectly situated on a desirable corner lot in Mallard Pond! Thoughtfully designed with timeless style and beautiful custom details throughout, this home offers 4 spacious bedrooms and 2.5 baths with plenty of room to live, relax and entertain. The heart of the home features gorgeous granite countertops, custom cabinetry, designer lighting and plumbing fixtures, and quality finishes that give the home a polished, upscale feel. Hardwood and tile flooring, shiplap accents, wainscoting, a custom trim package and tray ceilings in both the living room and primary bedroom add character and charm throughout. Generously sized bedrooms and custom closets provide exceptional storage, while the convenient mudroom with drop zone helps keep everyday life organized. The spacious primary suite offers a comfortable retreat with beautiful architectural details and a well-appointed private bath. A 2-car garage with attic storage provides even more space for vehicles, hobbies and seasonal items. From the welcoming farmhouse style to the attention to detail found around every corner, this home beautifully blends modern finishes, Southern charm and everyday functionality. Located in the sought-after Mallard Pond community, this one is ready to welcome its next owners home!

19 MALLARD POND Circle, Crawfordville

1636 PEPPER Drive, Tallahassee
$147,000
2 Beds ⋅ 1 Baths ⋅ 404013 MLS
Perfect for a first-time homebuyer searching for a low-maintenance starter home, a savvy investor seeking an established short-term rental, or anyone in need of convenient student housing near campus. Currently operating as an Airbnb, the home offers a thoughtful floor plan with two bedrooms plus a flexible third room that easily functions as an additional bedroom, dedicated home office, or extra guest space. Hardwood floors throughout the main living areas and bedrooms A durable metal roof offers long-term durability and protection, while both the central AC and the water heater were fully replaced in 2020. Fully furnished and includes a Washer and dryer in the sale, this move-in-ready home is ready for you.

1636 PEPPER Drive, Tallahassee

5087 Bird Nest Trail, Tallahassee
$447,500
3 Beds ⋅ 2 Baths ⋅ 404012 MLS
Meticulously maintained and exceptionally well cared for, this beautiful Ox Bottom Crest home has been lived in for less than six months since its construction, offering the feel of a nearly new home with upgrades galore! The open-concept living area features soaring ceilings, a warm fireplace, and beautiful gleaming wood floors throughout. The gorgeous kitchen offers granite countertops, stainless steel appliances, tile backsplash, breakfast bar, and gas stove. The oversized primary suite is a true retreat with a spacious bath featuring granite countertops, dual vanities, large walk-in shower, beautiful tub, private water closet, custom closet, stylish barn door, and new ceiling fan. There is abundant storage throughout, including a large laundry room with plenty of cabinetry. Outside, the private fenced yard features beautiful landscaping and expanded irrigation. With over $20K in upgrades, including custom closet improvements, guest shower enclosure, updated lighting, 6" GutterHawk gutters and downspouts, irrigation enhancements, extensive landscaping, upgraded fencing including durable vinyl replacement fencing, and Redwire security, this move-in-ready home combines the advantages of nearly new construction with thoughtful improvements and exceptional care. Conveniently located near all that Northeast Tallahassee has to offer, this exceptional home is ready for its next owners to love and enjoy.

5087 Bird Nest Trail, Tallahassee

320 NE Loblolly Trail, Lee
$135,000
404006 MLS
Escape to the country on this beautiful 5.01-acre parcel in Lee, Florida! The property offers a peaceful, flat and high-and-dry setting with plenty of room to enjoy the outdoors, bring your animals, garden, or simply have a place to get away from it all. The property is fenced and includes a well, septic tank, 100 amp power, storage building, chicken coop, and fruit trees, including apple, pear, peach, plum, and grape, as well as a converted shed currently configured as a comfortable camp house with a kitchen, living room, dining area, three bedrooms, and two bathrooms. Whether you’re looking for a weekend retreat, hunting/fishing getaway, recreational property, or a place to enjoy the peace and privacy of country living, this property offers plenty of possibilities. The acreage is high and dry, level, and ready for someone to make it their own. Buyers should verify all permitted uses, improvements, and requirements with the appropriate county offices. The county classifies the structure as a camp house rather than a permitted residential dwelling. The additional living space has not been represented as a permitted addition.

320 NE Loblolly Trail, Lee

Winged Foot Drive, Tallahassee
$440,000
404002 MLS
One of the last remaining lakefront lots in Golden Eagle is now available—an extraordinary opportunity to build your custom dream home in one of Tallahassee’s most prestigious gated communities. This exceptional 1-acre homesite on Lower Lake Dianne offers breathtaking views overlooking the lake, golf course, and Golden Eagle clubhouse, with spectacular sunset vistas. Surrounded by impressive million-dollar residences yet offering a sense of privacy and exclusivity, this is a truly rare opportunity. The property has been held by the same family since Golden Eagle was originally developed and is only now being offered for sale for the first time. Golden Eagle is Tallahassee’s premier gated golf course community, offering an unmatched lifestyle with championship golf, tennis, pickleball, swimming, dining, and a full calendar of family-friendly social events. Located in an area known for excellent schools, this homesite combines natural beauty, privacy, and exceptional amenities. Opportunities to own a lakefront homesite of this caliber in Golden Eagle are exceedingly rare. This is more than a piece of land—it is a chance to build your legacy and own a piece of Golden Eagle history.

Winged Foot Drive, Tallahassee

1721 TARPON Drive, Tallahassee
$1,500,000
4 Beds ⋅ 5 Baths ⋅ 403996 MLS
Timeless Southern Colonial Revival set on 1.68 acres in a prime in-town location just over a mile to both Tallahassee hospitals. This stately, all-brick residence offers 4 bedrooms, 4.5 baths, and a dedicated study, with generously sized rooms and a flowing floor plan designed for both everyday living and entertaining. Classic architectural details, expansive porches, and a welcoming presence create a true sense of Southern elegance. The home has been exceptionally maintained and thoughtfully constructed, offering a solid foundation for a buyer to bring their own vision and design updates. An elevator provides convenient access between levels, while a whole-house generator adds peace of mind. Additional features include a 4-car garage and a private pool, all set among mature landscaping for a serene, estate-like setting. A rare opportunity to own a well-built home with enduring character, space, and location, ready to be personalized into a stunning showplace.

1721 TARPON Drive, Tallahassee

722 Dover Street, Tallahassee
$1,175
3 Beds ⋅ 1 Baths ⋅ 403992 MLS
AFFORDABLE 3/1 w/ Washer/Dryer, Covered Porch, & Big Yard Available NOW for $1175/month! You will love this cute & cozy 3-bedroom home with solid floors throughout the living space, big bedrooms, & dining area, tile surround at shower! There is a utility room with washer/dryer, covered porch, and big yard! Convenient location that is minutes from downtown, state offices, FSU, FAMU, restaurants, parks, night life, & much more! Available NOW for $1175/month! * Pets allowed with owner approval - up to 2 pets, $300.00 non-refundable pet fee per pet. All residents are eligible to enroll in the Resident Benefits Package (RBP) for $35.00/month which includes Pest Control, HVAC air filter delivery (for applicable properties), Credit Building to help boost your credit score with timely rent payments, $1M Identity Protection, our best-in-class Resident Rewards Program, and much more! More details upon application. Directions: Tennessee St to Woodward. Right on Dover. Home on Left.

722 Dover Street, Tallahassee

2407 Oscar Harvey Road, Tallahassee
$420,000
3 Beds ⋅ 2 Baths ⋅ 403991 MLS
Discover your own private paradise with this 3BR/2BA concrete block home nestled on a beautiful, level 3-acre homesite on Oscar Harvey Road, just half a mile from Lake Talquin! Offering the perfect blend of privacy, peaceful country living and convenience to one of the area's most loved recreational lakes, this property is truly a special find. Originally a hunting camp, the home has been thoughtfully expanded over the years to create a comfortable and inviting place to call home. Featuring a newer roof, spacious primary bedroom and private bath addition, there's plenty of room to settle in and make it your own. Outside is where this property really shines! Spend quiet mornings or relaxing afternoons on the covered rear porch overlooking your own private pond, surrounded by the natural beauty and tranquility of the property. The level acreage offers plenty of room to spread out, entertain, garden or simply enjoy the outdoors. An impressive barn/storage building provides abundant space for a tractor, boat, RV, 4-wheelers, lawn equipment and all your outdoor toys. There's also additional space for horses, making this a great option for those looking for a little country lifestyle without being too far from everything. Whether you're searching for a full-time home, weekend retreat or your own peaceful escape near Lake Talquin, this property offers endless possibilities. Three acres, your own pond, a barn, room for horses and Lake Talquin just down the road—come enjoy the privacy, space and laid-back lifestyle this one-of-a-kind property has to offer!

2407 Oscar Harvey Road, Tallahassee