Waterfront homes for sale & real estate in Jefferson County, FL

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NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Brand new construction home located in the sought after Crooked Creek neighborhood. This spacious 2008 sq ft home was built by Parade of Homes winner Elevation Construction and Design and features an open concept layout with upgraded trim package, custom cabinetry, outdoor kitchen, custom drop zone, large 2 car garage, pecky cypress accents, shiplap throughout, hardwood flooring, gas fireplace, designer lighting package, lighted tray ceilings in the dining and master, walk in closet in the master along with free standing tub, wet bar, and wired back feed for a generator. This home is still under construction but should be completed very soon. Landscaping is AI generated in the pictures.

$520,000

4 beds2.5 baths2,008 sq ft

312 Creekside Ct, Monticello, FL 32344

Hardwood flooring • Custom drop zone • Shiplap throughout

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Come discover this secluded country retreat conveniently located between Tallahassee and Monticello. Situated on 11.7 acres of prime farmland, this beautiful property has been cleared and raked, making it ready for your farming, livestock, or equestrian dreams. The land features stunning mature live oaks, full fencing, and plenty of open space to enjoy the outdoors. Nestled among the acreage is a well-maintained 2016 mobile home offering 3 bedrooms and 2 bathrooms. Inside, you'll find beautiful bamboo flooring, brand-new carpet, a 2024 roof, and a 2025 HVAC system, providing peace of mind for years to come. Whether you're looking to create your dream equestrian property, establish a private

$419,900

3 beds2 baths1,780 sq ft

153 Ravencroft Rd, Monticello, FL 32344

2025 hvac system • Mature live oaks • 2024 roof

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
(One or more photos has been virtually staged) Just reduced! Welcome to a classic country farmhouse set on 19.21 picturesque acres, offering the space, infrastructure, and versatility today’s buyers are seeking. From the aerial view, the property unfolds as a true working farm with fenced and cross-fenced pastures, mature trees, and a thoughtfully laid-out compound of multiple outbuildings, including a barn, tobacco barn, and additional storage structures—ideal for livestock, equipment, or hobby farming. The 4-bedroom, 2-bath farmhouse sits privately on the land, surrounded by open pasture and shaded areas that provide both function and charm. Water runs throughout the property,

$425,000

4 beds2 baths2,314 sq ft

701 N Barber Hl, Lamont, FL 32336

Working farm • Country farmhouse • Fenced pastures

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
A rare opportunity to own a truly one-of-a-kind custom estate! Nestled on a private, fully fenced homesite overlooking 26 acres of golf course-like grounds, this 2021 custom-build home offers over 2,700 square feet of thoughtfully designed living space with breathtaking 270° views, including peaceful creek frontage. Built for both luxury and peace of mind, the home features hurricane shutters, a 250 mph-rated safe room, whole-home generator, soaring 10' and 16' ceilings, and extensive porcelain tile outdoor living areas, including an outdoor kitchen. Car enthusiasts, hobbyists, and RV owners will appreciate the impressive 1,500 sq. ft. insulated and cooled 4-car garage/workshop with wat

$949,000

3 beds2.5 baths2,790 sq ft

307 Crabapple Dr, Monticello, FL 32344

Private homesite • Hurricane shutters • Creek frontage

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Bring All Offers!!! Sportsman's Paradise Nature Preserve Quiet Country Living (2 Ponds) Bordering Plantation on 2 sides. "Out in the country past the city limit signs". .a diamond in the rough giving "Little House on the Prairie" vibes could easily be manicured and restored to perfection. Plenty of potential with almost 30 acres. Two ponds seem to be spring fed full of water, fantastic recreational spot in rural Jefferson county Florida. Bring the horses. Plenty of room for pasture and with walking trails across the way through the dirt road development of Aucilla shores you could ride for days. Even fly into the Jefferson landing strip. The old church was moved out ther

$736,951

2 beds1 bath1,296 sq ft

10481 Ashville Hwy, Greenville, FL 32331

Recreational spot • Two ponds • Room for pasture

Property at 1415 Malloy Landing Rd, Monticello, FL, 3 beds, 2 baths

$1,500,000

Land4.05 acres (lot)

1415 Malloy Landing Rd, Monticello, FL

Property at 1410 Malloy Landing A Rd, Monticello, FL

$2,000,000

Land4.05 acres (lot)

1410 Malloy Landing A Rd, Monticello, FL

Property at 96 Sneads Dr, Greenville, FL, 2 beds, 1 bath

$149,000

Land14.90 acres (lot)

96 Sneads Dr, Greenville, FL

$399,000

Land60.00 acres (lot)

Fallow Rd, Lamont, FL 32336

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ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Fresh updates. Small-town charm. Just $145,000. This CONCRETE BLOCK 3-bedroom home in beautiful Greenville, Florida, offers a long list of improvements: a new roof, flooring, windows, ceilings, doors, kitchen, and lighting fixtures. Situated on . 54 acres with city water and city sewer, it also features a detached 12x12 man cave with a brick barbecue pit. A 10x16 south facing screened porch gives additional living space perfect for gathering, relaxing, and enjoying a window on the world. Plus 12x14 storage building also. Set in a lovely section of this charming North Florida town, this home offers an appealing combination of updates, outdoor space, and affordability. Want loved ones close

$145,000

3 beds1 bath1,271 sq ft

147 SW Harby Ave, Greenville, FL 32331

New ceilings • New kitchen • New doors

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Gorgeous home situated on 4 acres in NE Tallahassee. This home features tons of natural light, high ceilings, crown molding & beautiful wood flooring, 2023 roof, 2024 tankless water heater, and so much more. Generous foyer, separate dining area & spacious family room open to the kitchen and includes a double sided fireplace shared with the sunroom. Updated kitchen with marble & wood counters, stainless appliances & painted cabinets. French doors lead to the sunroom. Master with a private deck & updated bathroom. The laundry room includes a built-in desk & leads to a 3 car gar. The deck off family overlooks a pond, enjoy your cup of coffee out back listeni

$689,000

3 beds2.5 baths2,600 sq ft

7036 Proctor Rd, Tallahassee, FL 32309

Wood flooring • 4 acres • Natural light

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
OPEN HOUSE, SUNDAY, OCT. 18TH 2 PM - 4 PM! Set on 22.47 private acres within gated Magnolia Oaks in Northeast Tallahassee, this exceptional custom residence blends refined craftsmanship, thoughtful design, and remarkable privacy. Built in 2023, the home offers a functional split floor plan with four bedrooms and a dedicated office downstairs, plus a fifth bedroom upstairs that can also serve as a spacious bonus room. Inside, soaring architectural ceilings, extensive crown molding, Craftsman-style trim, and solid wood flooring create a beautifully finished interior. The kitchen is equally impressive with a Sub-Zero refrigerator, pot filler, wine refrigerator, generous cabinetry, and elevated

$1,595,000

5 beds4 baths4,131 sq ft

9293 White Blossom Way, Tallahassee, FL 32309

Private acres • Spacious bonus room • Dedicated office

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
Opportunity Abounds with this amazing property! Get away from it all while still being close to everything! Build equity and customize this home to meet your needs! * 8.63 Acres * No HOA * BRAND NEW HVAC Sept 2026 * A canvas of Live Oak Trees and Cypress Trees! Two parcels included in this sale. Still close to Costco, but feels away from it all. 5 bedrooms, or 4 bedrooms and an office. There is so much opportunity to build equity. Backyard feels like the boardwalk of Tallahassee Museum! The home has a split plan upstairs, with many windows overlooking the beautiful property. Two kitchens, interior laundry room, multiple fireplaces, two car garage, several hidden closets, and more await

$550,000

5 beds3 baths2,928 sq ft

7737 Deepwood Trl, Tallahassee, FL 32317

Two kitchens • 8.63 acres • 4.39 acre parcel

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
PRICED TO SELL — HOME NEEDS A COMPLETE ELECTRICAL REWIRE. The list price reflects the electrical work needed, creating an opportunity to purchase nearly 3,400 square feet with five bedrooms, three bathrooms, an inground pool, and a highly versatile floor plan. Situated on approximately one acre, this spacious two-story home offers plenty of room inside with multiple living and gathering areas. The main level features a formal living room, large family room with a wood-burning fireplace, separate dining room, and a bright sunroom overlooking the pool. The kitchen offers abundant cabinetry and counter space, a breakfast bar, and a casual breakfast area. A guest bedroom and full bathroom

$199,000

5 beds3 baths3,399 sq ft

538 NW Us Highway 221, Greenville, FL 32331

Inground pool • Bright sunroom • Versatile floor plan

3D & VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Jefferson County, FL:
New improved price for this private sanctuary, thoughtfully designed for multigenerational living with an in-law-suite (full apartment). Nestled on 10 beautiful acres (can be subdivided to 2-5 acres tracts), this unique property offers the perfect blend of space, comfort, and natural beauty. A peaceful creek and serene pond create a tranquil backdrop for relaxing, exploring, or simply enjoying the outdoors. With ample open space, this property also offers excellent potential for horses, making it an ideal setting for those seeking an equestrian-friendly lifestyle. The main residence features 3 bedrooms and 2.5 bathrooms, while a separate 1-bedroom, 1-bath apartment (full apartment) with a f

$800,000

4 beds3.5 baths3,208 sq ft

4171 Hidden Creek Ln, Tallahassee, FL 32311

Ample open space • In-law-suite • Peaceful creek

Property at 1806 Dove Field Run, Tallahassee, FL 32317, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths2,279 sq ft

1806 Dove Field Run, Tallahassee, FL 32317

Property at 1577 Pine Bluff Rd, Perry, FL 32348, 4 beds, 5 baths

$1,699,000

4 beds5 baths4,450 sq ft

1577 Pine Bluff Rd, Perry, FL 32348

Property at 00 Chaires Cross Rd, Tallahassee, FL 32317

$900,000

Land30.00 acres (lot)

00 Chaires Cross Rd, Tallahassee, FL 32317

Property at XXX Ranch Rd, Tallahassee, FL 32311

$110,000

Land4.97 acres (lot)

XXX Ranch Rd, Tallahassee, FL 32311

Property at 21809 W Us 98, Lamont, FL 32336

$149,000

Land20.07 acres (lot)

21809 W Us 98, Lamont, FL 32336

Property at 00 Calhoun St, Perry, FL 32348

$18,000

Land2.08 acres (lot)

00 Calhoun St, Perry, FL 32348

Property at 35 Acres Madison Main Line, Perry, FL 32347

$350,000

Land35.50 acres (lot)

35 Acres Madison Main Line, Perry, FL 32347

Property at 3282 NW Us 221 Hwy, Greenville, FL 32331

$799,500

Land123.00 acres (lot)

3282 NW Us 221 Hwy, Greenville, FL 32331

Waterfront Homes for Sale in Jefferson County

There are currently 9 waterfront homes for sale in Jefferson County at a median listing price of $385K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jefferson County stay on the market for 118 days. This map is refreshed with the newest listings in Jefferson County every 15 minutes.

In the past month, 10 homes have been sold in Jefferson County. In addition to houses in Jefferson County, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Jefferson County last month. Find your dream home in Jefferson County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Jefferson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jefferson County. If you're looking to sell your home in the Jefferson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jefferson County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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