Wakulla County Real Estate Search

Wakulla Realty Featured Properties

Welcome to our exclusive collection of featured property listings. Explore these handpicked gems that exemplify the finest in architecture, design, and location. If you are curious about any of the featured properties below or would like a personal tour, please contact us today. We’d love to share the features that make these properties noteworthy. If you would like to see YOUR property listed below, please give us a call to receive a personal in-home consultation or click here to get your FREE home analysis.

3 Beds ⋅ 3 Baths ⋅ 403449 MLS

*BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER* Beautifully updated and truly move-in ready, this 3-bedroom, 2.5-bath country home on approximately 5.5 acres offers the perfect combination of a stylish interior, usable acreage, and infrastructure already in place for horses, cattle, livestock, gardening, or homesteading. Inside, the home features a desirable main-floor primary suite, open and inviting living spaces, recently replaced downstairs flooring, shiplap accents, recessed lighting, and a brand-new roof for added peace of mind. The spacious living area flows easily into the kitchen and dining spaces, creating a comfortable layout for both everyday living and entertaining. The newly renovated kitchen is a standout with blue and white cabinetry, stainless steel appliances, gas range with stainless vent hood, center island, open wood shelving, tile backsplash, and ample counter space. The main-floor primary suite is complemented by a spacious bath featuring a separate soaking tub and tiled walk-in shower. Outdoor living is just as impressive, with an expansive covered porch wrapping around a large portion of the homeand a substantial screened section perfect for morning coffee, outdoor dining, entertaining, or simply relaxing and enjoying the peaceful country setting. The property is fenced and cross-fenced with a gated entrance and features plenty of open, usable pasture, offering excellent potential for horses, cattle, and other livestock. Covered livestock stalls and multiple outbuildings provide valuable space for animals, equipment, storage, and projects. A separate covered pavilion provides even more sheltered outdoor space. One of the property's most special features is the large, established fenced garden area with fruit trees and extensive growing space, providing a tremendous head start for anyone dreaming of a garden-to-table or homestead lifestyle. A small pond, covered parking, and additional outbuildings add even more versatility to this well-planned property. Whether you're searching for a horse property, mini farm, hobby farm, homestead, livestock property, or simply an updated country home with acreage, this property offers the land, improvements, and amenities to begin enjoying the country lifestyle from day one. Bring the horses, cows, garden plans, and rocking chairs—this turnkey country property is ready to welcome you home.

1015 SW CR 360, Madison

4 Beds ⋅ 2 Baths ⋅ 403409 MLS

Rustling Pines: Very Nice 4 BR Home and great Subdivision, pleasing to the eye! Open Floor Plan. High ceilings in LRoom - DRoom. Carpet and Title flooring. Master Bedroom has Jetted tub. Front Porch and back Patio. Fairly new Hot Water Heater and Air Conditioner (1-2 yrs.aprox) 2 Car Garage. Meas. approx.. Come see today! Plenty of room to expand family. Don't miss out! Need a little TLC. Sold As Is

463 Sand Pine Drive, Midway

3 Beds ⋅ 2 Baths ⋅ 402903 MLS

You can't see this one from the street. Behind the front door of this 3-bedroom, 2-bath, 1,648 sq ft home in Audubon Forest sits a backyard most buyers spend years planning for. • Brand-new in-ground pool • Pole barn wired with power and plumbed with water, built to house a full-size RV and a boat • Second outbuilding for storage or a workshop • Fruit trees across the 0.66-acre lot: Cara Cara orange, grapefruit, grape, plum, nectarine, lemon, peach, kumquat, mulberry, persimmon, guava, blackberry, and orange • Solar panels installed 2023 • Roof replaced 2020 This one was set up to be lived in, not just looked at. Schedule your showing today.

237 Duncan Drive, Crawfordville

5 Beds ⋅ 2 Baths ⋅ 403369 MLS

Step into the timeless charm of this beautifully maintained 1921 home, where historic character blends seamlessly with thoughtful modern updates. From the soaring 12-foot ceilings to the original hardwood floors that grace most of the home, every detail reflects warmth, elegance, and enduring appeal. Cozy carpeting adds comfort in select living areas, while tile flooring enhances the bathrooms. Designed for both comfort and peace of mind, this home features numerous major updates, including a roof installed in 2019, an upstairs HVAC unit replaced in 2019, and a brand-new gas water heater. Additional highlights include a wood-burning fireplace, gutters, fire and smoke alarms, and a transferable termite bond. Relax year-round on the screened-in porch overlooking the spacious backyard, where mature pecan and magnolia trees provide shade, beauty, and a tranquil setting. The outdoor space also includes a greenhouse and a storage shed, offering endless possibilities for gardening, hobbies, or additional storage. Blending historic charm with today's modern conveniences, this one-of-a-kind home offers the perfect balance of character, comfort, and functionality. Whether you're captivated by its original architectural details or its thoughtful updates, this timeless property is ready to welcome you home. Don't miss the opportunity to make it yours!

436 N Adams Street, Quincy

4 Beds ⋅ 3 Baths ⋅ 403257 MLS

Spacious brick home offers 4 bedrooms, 3.5 baths conveniently located near universities, shopping and downtown Capital buildings. Designed with multigenerational living in mind, this versatile floor plan offers separate living spaces for added privacy. The enclosed garage provides the perfect game room, media room, or potential 5th bedroom/Inlaw suite with separate entrance. Enjoy a welcoming front porch, relaxing back patio, fenced backyard, and flexible living areas to fit a variety of lifestyles. A wonderful opportunity for large families and extra guests.

1302 San Luis Road, Tallahassee

2 Beds ⋅ 2 Baths ⋅ 402996 MLS

Exceptional craftmanship and premium finishes define this luxurious east-facing condominium, where breathtaking sunrise views frame the iconic Florida Capitol. Thoughtfully upgraded throughout, the residence features a designer kitchen appointed with Bosch appliances, custom cabinetry, and high-end finishes. Elegant, upgraded flooring, a beautifully tiled balcony, and custom walk-in closets in both the primary and secondary suites enhance the home's refined appeal. Offered with an exceptional tenant in place until July 2027, this property presents an outstanding opportunity for investors seeking immediate rental income or future homeowners planning ahead.

300 S Duval Street Unit 2006, Tallahassee

3 Beds ⋅ 2 Baths ⋅ 402889 MLS

Fully remodeled craftsman bungalow just a short walk from FSU, currently running as a successful Airbnb. The lot fronts Carter-Howell-Strong Park and Pond giving a superb view from the rocking chair front porch. The kitchen was done right: something you do not see often this close to campus: quartz countertops, subway tile backsplash, stainless appliances, and a farmhouse sink. Original heart pine floors carry through the main living space, paired with a brick fireplace that gives the room some warmth and character. Both bathrooms were updated with tiled walk-in showers, patterned tile floors, and wood vanities. Master bedroom has vaulted, shiplap ceilings that makes it stand out from the rest. Out back is a big fenced yard built for entertaining — fire pit, string lights, and enough room to host a real crowd on gameday. This home can be a primary residence or a short-term rental, as it already has a steady income from being an AIRBNB. The location does most of the selling on its own - close enough to campus that guests and tenants don't think twice about booking or renting.

628 W Georgia Street, Tallahassee

2 Beds ⋅ 3 Baths ⋅ 402519 MLS

"Instagram-worthy" Nestled in Tallahassee's Historic Midtown District, this beautifully updated 1937 cottage ~ seamlessly, blends timeless character with modern farmhouse style. Offering two bedrooms three full baths over 1500 ft.² on a spacious corner quarter of an acre lot blending timeless character with modern comfort. This inviting home features warm and welcoming living spaces and a location that's hard to beat just minutes from popular restaurants shops parks in downtown Tallahassee. Open to a stunning interior, featuring reclaimed wood ceilings and exposed beams, and a designer inspired kitchen with stylist finishes throughout.

316 W 7Th Avenue, Tallahassee

3 Beds ⋅ 2 Baths ⋅ 401789 MLS

*** Seller is offering $10,000 in buyer concessions to cover closing costs or updates to the house*** GO AND SHOW THIS GREAT HOME! Meticulously maintained by its original owner for 50 years, this turn-key family home is ready for its next chapter. Some recent upgrades include a brand new master shower, all new interior paint and a 12 x 20 deck leading out to the fenced back yard. Newer windows and kitchen. A whole house generator will keep everything running smoothly. This home is just waiting on a new family to enjoy it! Some of the photos have been virtually staged Measurements need to be verified.

303 SWEETBRIAR Drive, Tallahassee

Some land you buy. This land you grow into. Whispering Pines Farm is 60± private, fully perimeter-fenced acres in the heart of Hamilton County, Florida — and its future is already taking root. The tract has been freshly planted in young, 2.5-year-old slash pine, which means your long-term timber investment is established and working from the very fi rst day you own it. No clearing, no guesswork, no waiting to begin— just decades of growth ahead. But this is far more than a timber play. Once productive cattle pasture, Whispering Pines offers the kind of genuine flexibility that's increasingly hard to find. Picture a private country homestead set among your own pines. A weekend hunting and recreation retreat where abundant wildlife already moves freely across the land. A multi-generational family compound with room to spread out, build, ride, and roam. Or simply a sound, appreciating land asset to hold and pass on. The choice is yours — the land is ready for all of it. The setting is pure North Florida farm country: a rooted community of working cattle operations, productive cropland, and managed timberland, where neighbors still know the value of good ground. It's the kind of quiet, established countryside that has all but vanished elsewhere — open skies, fresh air, and room to breathe. Yet for all its privacy, Whispering Pines is remarkably convenient. The tract sits just 0.35 mile from a paved road and only 2.8 miles from Interstate 75 — an easy approach in any vehicle and a simple drive from anywhere. The scenic Alapaha River, a local favorite for fishing and paddling, runs just 1.32 miles away. The town of Jasper is 5 miles out for everyday needs; Valdosta, Georgia is a 28-mile drive for shopping, dining,and regional air travel; and Gainesville, Florida lies 75 miles to the south. Fully fenced. Freshly planted. Wildlife-rich. Easy to reach. And ready for whatever you envision —investment, recreation, or a place to put down roots of your own. Properties this versatile, this well-prepared, and this well-located rarely reach the market. Whispering Pines Farm — 60± acres in Hamilton County, Florida. Offered at $400,000. Schedule your private tour today.

SW 86th Boulevard, Jasper

Excellent LOCATION & COMPLETELY UPDATED office building with 5 independent Aesthetic / Office suites. Each suite offers access to water within the suite, small kitchenette area in hallway perfect setup for hair stylists, nail techs, massage therapists, tiny tattoo artists, eyelash technicians, estheticians or any professional in need of convenient, clean and updated office, meeting or workspaces! Front central waiting area for clients at entry. COMMERCIAL CONDO

1725 NE Capital Circle Unit 205, Tallahassee

Imagine the possibilities with this downtown storefront, previously an ice cream shop. The space next door, 113 E. Green Street, is also available for purchase.

115 E Green Street, Perry

3 Beds ⋅ 2 Baths ⋅ 400170 MLS

Nestled on a spacious corner lot in the heart of Quincy, this beautifully maintained home offers the perfect blend of timeless charm and modern versatility. The main residence features 3058 generous living spaces designed for both comfortable everyday living and effortless entertaining, including a formal living room, inviting family room, and two fireplaces. Step outside to enjoy the private brick patio—ideal for morning coffee, outdoor dining, or relaxing evenings with friends and family. A three-car carport provides ample covered parking and convenience. One of the property’s most exceptional features is the separate 704 sf guest house/ADU, offering endless possibilities as a private guest retreat, home office, or income-producing rental opportunity. With its flexible layout, abundant space, and unique secondary dwelling, this Quincy property is a rare find combining comfort, character, and investment potential.

716 N 9TH Street, Quincy

Not a typo - this $100k price drop is real. Just like this new price makes this a very real opportunity for an enthusiastic and well qualified cash buyer ready for a labor of love overhaul. Serious Buyers only. Seller has made a major reduction on price to find the right buyer ready to restore this estate to former glory. Substantial capital investment will be required after purchase to lovingly restore this timeless Queen Ann classic to its former glory. This home from the turn of century in 1908 not only offers the joy of resurrecting its former glory, but also two additional dwelling units. Refer to MLS 398947 for additional Main House information, details and photos. This posting primarily focuses on the additional dwellings to the Main House. The first of which is nestled under the main house as a 1/1 basement apartment with full kitchen, full bath, and even a living room and dining space and huge pantry, and storage closets. It is equipped with central heat and air. The window unit was formerly used for ventilation. The second dwelling sits atop a three stall workshop and offers 2BR/1BA, an eat-in kitchen, private balcony deck, and large living room. Either space could be renovated for rental potential or future home owner use for guests, home office, or private studio space. This property is a CASH ONLY purchase. Proof of funds or Pre-Qual must be provided prior to any showing appointments or release of the home inspection.

727 Miccosukee Road Unit -, Tallahassee

5 Beds ⋅ 2 Baths ⋅ 398947 MLS

Not a typo!! - This $100k price drop is very real. Seller is very serious about getting this property sold to CASH BUYER looking for a very real opportunity for an incredible investment which will reap rewards after the labor of lovingly improving this property is completed. This purchase is for an enthusiastic and well qualified CASH BUYER ready for a labor of love overhaul. Serious Buyers only. Seller has made a major reduction on price to find the right buyer ready to restore this estate to former glory. Substantial capital investment will be required after purchase to lovingly restore this timeless Queen Ann classic. Now is your chance to discover and reimagine the timeless elegance of this 1908 Queen Ann era residence! The captivating Main House presents a grandeur of days gone by ready for your vision of restoration or modern renovation. This historic gem offers not just an incredible starting point of architectural design of its day, but presents it amidst .71 acres of “Secret Garden-esque” serene beauty. Views of Majestic Oaks and established camellias and azaleas can be enjoyed from the near 1000sqft of covered porches or from the terraced backyard. While the estate presents as a beautiful image locked in time, the city, having now grown up around it, offers many amenities and conveniences at your fingertips. As an estate not part of a development, neighbors are limited, enhancing precious privacy. The front entry accessed from a classic southern style front porch, welcomes you into a vast open and airy foyer, a central staircase illuminated by natural light and large, open living areas. True volume ceilings from the era are bordered with 12”+ baseboard millwork and the classic simple trim atop the plastered walls. The Main House of nearly 3500sqft offers expansive spaces for entertaining, relaxing, and expanding the functionality of livability with additional rooms beyond the bedrooms. The Main House could function for as many as five bedrooms if desired. This residence showcases exquisite heart pine wood flooring, high ceilings, & beautiful millwork, but does require a buyer with determination, dedication, and a desire to resurrect this home to its fullest glory. This passion project will have additional payoffs however, as there is more to offer than just the Main House and beauty of the setting. Tucked below the main house is a 1-bedroom/1-bath guest basement apartment with full kitchen and living/dining space. Complementing this bonus basement apartment is a secondary quarters in the form of a 2-bedroom/1-bath carriage house apartment above a detached workshop on the western border of the property. The workshop is not intended as a garage with the lower ceilings, but could house smaller recreational vehicles if not needed for work/hobby space and storage. Additional dwellings could be used for long term guests, income potential, home office or home studio space. Let your imagination determine the potential. While the investment will require a labor of love and substantial investment, the roofs were installed in 2021 by Tadlock Roofing & HVAC systems in 2021 and 2022 by Benson's heat & Air. Dare to Dream! Opportunities like this to create your blend of historical charm with contemporary convenience are truly once in a century! This property is a CASH ONLY purchase. Proof of funds or Pre-Qual must be provided prior to any showing appointments or release of the home inspection. For more detail on the additional dwelling units please see MLS 399221.

727 Miccosukee Road, Tallahassee

Great investment opportunity! This is a rare setup: two homes on an expansive .63 acre lot! Zoned R-3 Residential with strong potential to add additional unit(s) (buyer to verify). Perfect for an Airbnb compound, student rental, or small multifamily setup. Unit A is a 3 bedroom, 2.5 bath (1634 SQ FT) with updated kitchen and baths. Unit B is a 3 bedroom, 1 bath (902 SQ FT). Both are currently rented.

1118 Pichard Drive Unit -, Tallahassee

Updated, low-maintenance duplex with strong rental history. Ideal location right past Capital Circle on Apalachee Pkwy. This property is perfect for investors or owner-occupants looking to offset their mortgage with easy rental income. The right side is a 2-bed, 1-bath offering an open floor plan, spacious bedrooms with lots of closet space, a covered back porch, and a fenced backyard. The left side is a 3-bed, 2-bath home with LVP flooring in the living areas and one bedroom, updated kitchen and bathrooms, a covered porch, a fenced backyard, and an overall consistent look throughout the unit.

3422 Orlando Drive Unit 3 & 4, Tallahassee

SHORT SALE - A rare coastal Florida opportunity — 12.76 pristine acres positioned at the paved intersections of Kornegay Way, Canal Street, and Shell Point Road (Hwy 367), with immediate access to Hwy 98. Nestled near the coveted Shell Point neighborhood, this remarkable parcel offers unobstructed views of Apalachee Bay and direct canal access to both Apalachee and Oyster Bay. With DEP-approved proposed docks already in place and public water and electricity on site, this property is primed for development. FEMA VE zoning reflects its prime waterfront positioning — a truly exceptional find along Florida's Forgotten Coast.

XX KORNEGAY Way, Crawfordville

4 Beds ⋅ 2 Baths ⋅ 395076 MLS

Beautiful home in perfect shape on deep water canal. Spacious 4 bedroom-2 full bath home with 13,000 lb. boat lift, floating dock, gangway, and fish cleaning station. 2 bedrooms and full bath have their own private entrance. This completely updated home has a huge sunroom that spans the entire width facing the water. All new foundation, upgraded electrical and plumbing, new hot water heater, new HVAC system, new duct system, new interior paint throughout and new LVP flooring. Exterior siding is in excellent shape and home has completely new bottom border and landscaping. Interior is adorned with coastal paint colors and tasteful costal decor. This house is one not to miss out on. The large sunroom that includes combo living room and dining room opens from the kitchen and has surround windows to canal and to the gulf with new custom blinds. This is a super well-maintained home. More upgrades will be listed in associated documents. One of the only homes at Paradise Village that has 4 bedrooms and 2 separate living rooms. As before mentioned, the kitchen opens to the dining and living space with views of the water. You will enjoy this gated community that includes well maintained pool, tennis and pickle ball courts, private roads, lawn maintenance, and community manager on site. Shell Point Beach is a nationally certified golf cart community with its own boat landing. Come and enjoy paradise with great fishing, sailing, and nature at this unique coastal location. See what the "Forgotten Coast" offers at the Apalachee Bay and St. Marks National Forrest. Also, just 30 minutes south of Tallahassee, Florida., an hour east of Apalachicola, and near the Ochlocknee Bay, St. Marks and Wakulla Rivers, and Wakulla Springs.

53 Connie Drive, Crawfordville

3 Beds ⋅ 2 Baths ⋅ 391243 MLS

Whether you're looking for a high-performing Airbnb investment or a beautifully furnished, move-in-ready home, this property offers the best of both! Currently operating as a successful short-term rental, the property generated approximately $85,000 in 2024 and has already produced $70,000 YTD at 59% occupancy, with potential to exceed $90,000 this year. Sold fully furnished, the thoughtfully designed interior is already set up for guests or ready to enjoy as your own stylish retreat. Major updates include a 2023 roof, 2016 HVAC and 2023 tankless water heater. The oversized backyard is made for entertaining, complete with a custom projector setup perfect for football games, movie nights and gatherings under the stars. Conveniently located just minutes from Myers Park, Cascades Park, downtown Tallahassee and local dining and entertainment!

2119 Old Fort Drive, Tallahassee

6.84 +/- acres. Excellent site for a Hotel.

xxx Pat Thomas Parkway, Quincy

5 Beds ⋅ 4 Baths ⋅ 404866 MLS

Spacious, versatile, and full of possibilities, 221 Lincoln Street offers 5 bedrooms, 4 full bathrooms, and 2,028 square feet of living space on an expansive 0.34-acre lot. The unique split-level floor plan provides generous common areas, flexible bedroom space, and plenty of room for a primary residence, multigenerational living, home offices, guests, or continued rental use. The large backyard provides ample space for outdoor living, gardening, entertaining, and future possibilities. An additional detached structure in the backyard already has electricity connected, making it ideal for storage, a workshop, hobby space, or studio. The property’s RP-2 zoning and oversized lot may also offer potential for an accessory dwelling unit or additional residential development, subject to zoning, setbacks, utilities, permitting, and governmental approval. Conveniently located within walking distance to Florida A&M University, downtown Tallahassee, the Capitol, shopping, restaurants, and parks. The property is tenant occupied through December 2026, providing immediate rental income for an investor while still offering future owner-occupancy potential. Buyer to verify all measurements, zoning, and intended uses.

221 Lincoln Street, Tallahassee

5 Beds ⋅ 3 Baths ⋅ 403885 MLS

Welcome to the Sawyer Plan, at Wesley Park, our new home community in Crawfordville, FL. Just over 2,500 square feet, this beautiful single- story home offers 5-bedrooms with 3-bathrooms, a 2-car garage, and a seamless open layout. When entering the home, you’ll have easy access from the entry way to the first three bedrooms and guest bathroom. Continuing through the entryway you will find a large open concept living area. The great room blends seamlessly into the kitchen, dining space, and living room. The kitchen offers plenty of space and an island for additional counter space. The kitchen features Formica countertops and stainless-steel appliances, including a stove, dishwasher, and microwave hood combo would make any home chef's day. Directly off of the kitchen you will enjoy sharing a meal in your cozy breakfast space. Directly off of the breakfast space you will find the fourth bedroom and second guest bathroom. Moving through the open concept main living area, you’ll find the primary bedroom. This bedroom is a spacious and relaxing space that includes the attached primary bathroom. Between the dual vanity, separate toilet, walk-in shower, and walk-in closet, your primary bedroom and bathroom can become a haven of relaxation. Beyond the interior features and details, every home is equipped with Smart Home Technology. This thoughtful integration of technology ensures that your new home is perfectly designed to meet the demands of modern life.

89 Argonne Drive, Crawfordville

5 Beds ⋅ 3 Baths ⋅ 403884 MLS

Welcome to the Sawyer Plan, at Wesley Park, our new home community in Crawfordville, FL. Just over 2,500 square feet, this beautiful single- story home offers 5-bedrooms with 3-bathrooms, a 2-car garage, and a seamless open layout. When entering the home, you’ll have easy access from the entry way to the first three bedrooms and guest bathroom. Continuing through the entryway you will find a large open concept living area. The great room blends seamlessly into the kitchen, dining space, and living room. The kitchen offers plenty of space and an island for additional counter space. The kitchen features Formica countertops and stainless-steel appliances, including a stove, dishwasher, and microwave hood combo would make any home chef's day. Directly off of the kitchen you will enjoy sharing a meal in your cozy breakfast space. Directly off of the breakfast space you will find the fourth bedroom and second guest bathroom. Moving through the open concept main living area, you’ll find the primary bedroom. This bedroom is a spacious and relaxing space that includes the attached primary bathroom. Between the dual vanity, separate toilet, walk-in shower, and walk-in closet, your primary bedroom and bathroom can become a haven of relaxation. Beyond the interior features and details, every home is equipped with Smart Home Technology. This thoughtful integration of technology ensures that your new home is perfectly designed to meet the demands of modern life.

101 Argonne Drive, Crawfordville

4 Beds ⋅ 3 Baths ⋅ 403590 MLS

Welcome to 14 Lanman Lane in Misting Springs, our new home community in Crawfordville, FL. Misting Springs is an ideal new neighborhood with community pool and pickle ball court within the center of Crawfordville. The one-level Madison plan is a spacious, 4-bedroom, 3 bath design in 1,940 square feet with 9-foot ceilings. Welcome to our new home community in Crawfordville, Florida. Just over 1,900 square feet, this beautiful single- story home offers 4-bedrooms with 3-bathrooms, a 3-car garage, and a seamless open layout. The living room has tray ceilings that open the room, making your living space feel much more comfortable. The kitchen features quartz countertops and stainless-steel appliances, including a stove, dishwasher, and microwave hood combo. This home is built with our Smart Home technology package, designed to bring the ease and convenience of life right to your fingertips. Come see the beautiful Madison plan at Misting Springs in Crawfordville today! Most importantly, you can feel comfortable knowing quality materials and workmanship are used throughout, plus you will have a one-year builders’ warranty. **Images are for illustrative purposes and may differ from actual home built.

14 Lanman Lane, Crawfordville

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