New Listings for Sale in Jefferson County, FL

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FLOOR PLAN

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
Horse lovers, your dream property awaits! Enjoy farmhouse charm and country living on 2.93 acres in a beautiful gated equestrian community. This inviting 4-bedroom, 2-bath home features a fenced pasture, horse stable and barn with water, power, and lighting, plus a tack and feed shed equipped with A/C and a dehumidifier. A new whole-home generator adds peace of mind. Enjoy the freedom of country living with the convenience of being just 15 minutes from Tallahassee and historic Monticello. Bring your horses and discover the lifestyle you’ve been dreaming of!

$595,000

4 beds2.5 baths2,129 sq ft

77 S Hiawatha Farms Rd, Monticello, FL 32344

Horse stable • Whole-home generator • Fenced pasture

NEW 23 HRS AGO

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
Tucked away on 10.87 private acres behind its own gated entrance in the sought-after Rainey Run community, this custom-built home offers the perfect balance of quality craftsmanship, modern comfort, and peaceful country living. Built by Hannon Construction in 2023, the 3-bedroom, 2.5-bath home spans 2,412 square feet and was thoughtfully designed with timeless finishes and functional spaces throughout. At the heart of the home, the kitchen features a premium ILVE range and cooktop, Electrolux refrigerator, freezer, and dishwasher, custom cabinetry by Carroll's Cabinets & Countertops of Thomasville, quartz countertops, and a spacious walk-in pantry. Custom and antique lighting adds war

$875,000

3 beds2.5 baths2,412 sq ft

4216 W Washington Hwy, Monticello, FL 32344

Private acres • Custom cabinetry • Gated entrance

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
Enjoy total peace and privacy in this fully updated 3-bedroom, 2-bathroom home. Sitting on 5 secluded acres, this property has been completely transformed with extensive modern upgrades inside and out. Exterior & Land Improvements: • New Roof & New HVAC for complete peace of mind. • Extensive Land Clearing: Professional forestry mulching, tree removal, stump grinding, grading, and fresh landscaping open up the beautiful 5-acre lot. • Outdoor Spaces: Features a brand-new side deck and a fully repaired front deck. • Electrical Upgrades: Brand-new electrical meter and exterior meter/breaker box. • Siding & Skirting: Professionally repaired exterior si

$225,000

3 beds2 baths1,296 sq ft

470 Bob White Trl, Monticello, FL

New hvac • Brand new side deck • New roof

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
Situated on over 2 acres on a private end lot in Monticello’s quiet Montivilla neighborhood, this one-of-a-kind property feels worlds away while being just a two-minute drive from downtown. A stunning wooden gated entrance welcomes you to impeccably maintained grounds filled with unique plants and trees. Big-ticket updates are already complete, with a NEW ROOF AND WATER HEATER IN 2025! Custom details bring warmth and character throughout, from the hand-carved front door to built-in bookcases surrounding the wood-burning fireplace. The spacious 26-by-14 enclosed sunroom offers endless possibilities as a bonus family room, additional living area, or home gym. The former garage has been

$425,000

3 beds2.5 baths2,898 sq ft

68 E Hummingbird Ln, Monticello, FL 32344

Built-in bookcases • Private end lot • 2.09 acre lot

NEW CONSTRUCTION

ABOUT THIS HOME
New Listing 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

Property at 153 Ravencroft Rd, Monticello, FL 32344, 3 beds, 2 baths

$419,900

3 beds2 baths1,780 sq ft

153 Ravencroft Rd, Monticello, FL 32344

Property at 1015 S Jefferson St, Monticello, FL 32344, 4 beds, 2 baths

$349,900

4 beds2 baths1,844 sq ft

1015 S Jefferson St, Monticello, FL 32344

Property at 131 Hill Top Dr, Monticello, FL 32344, 5 beds, 5 baths

$1,390,000

5 beds5 baths4,583 sq ft

131 Hill Top Dr, Monticello, FL 32344

Property at 185 W Walnut St, Monticello, FL 32344, 3 beds, 2.5 baths

$279,000

3 beds2.5 baths1,880 sq ft

185 W Walnut St, Monticello, FL 32344

Property at 1550 E Washington St Unit -, Monticello, FL 32344, 8 beds, 8 baths

$525,000

8 beds8 baths5,027 sq ft

1550 E Washington St Unit -, Monticello, FL 32344

Property at TBD Groover Rd, Monticello, FL 32344

$90,000

Land4.69 acres (lot)

TBD Groover Rd, Monticello, FL 32344

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

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Nearby homes that match your criteria

NEW 20 HRS AGO

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
Charming 3-Bedroom Home on a Spacious Corner Lot in Perry, Florida! Discover the possibilities in this inviting 3-bedroom, 1-bath home located within the city limits of Perry, Florida. Full of character and classic Southern charm, this property features beautiful hardwood floors, warm pine walls, and distinctive redwood kitchen cabinetry that give the home a unique, timeless feel. The kitchen comes equipped with a stove, oven, and refrigerator, while central heat, an existing A/C unit, and several updated windows offer added everyday convenience. Outside, the combination of wood and vinyl siding adds to the home's appeal, and the spacious corner lot provides room to garden, entertain, or cr

$149,000

3 beds1 bath1,337 sq ft

512 Wilder St, Perry, FL 32347

Central heat • Existing a c unit • Updated windows

NEW 22 HRS AGO

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
An extraordinary private estate encompassing over 10 acres of beautifully manicured grounds and natural woodlands, offering a rare combination of privacy, architectural distinction, and refined luxury. Beyond the gated entrance, the completed 3,842-square-foot main residence showcases exceptional craftsmanship and thoughtfully designed spaces for elegant entertaining and comfortable everyday living. A striking custom stone foyer creates an impressive first impression, introducing sophisticated interiors featuring a formal dining room, butler’s pantry, and spacious kitchen with an expansive island bar. Soaring vaulted ceilings accented by exposed beams add warmth and architectural char

$3,950,000

4 beds3 baths3,842 sq ft

8001 Proctor Rd, Tallahassee, FL 32309

Formal dining room • Gated entrance • Natural woodlands

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
COUNTRY CHARM AT ITS FINEST! Absolutely charming country home nestled among majestic, centuries-old oak trees, lush native vegetation, and beautiful fruit trees! This picturesque property offers the perfect blend of peaceful country living, natural beauty, and everyday comfort, with no neighbors in sight! Deer and other native wildlife frequently roam the property, adding to the peaceful, natural setting and making this a true country retreat. Originally built in 1940, with an addition completed in the late 1970s, this home offers a wonderful combination of historic character and comfortable living. Featuring 4 bedrooms, 1 bath, and 1,749 heated and cooled square feet, the home showcases so

$269,000

4 beds1 bath1,749 sq ft

12110 Morris Steen Rd, Greenville, FL 32331

Mature landscaping • 1.7 acre lot • 2 parking spots

ABOUT THIS HOME
New Listing 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
New Listing for sale in Jefferson County, FL:
Welcome to 2128 Plantation Forest Drive, Tallahassee, FL 32317—a beautifully fully renovated doublewide mobile home offering the perfect blend of modern luxury, functional space, and an unbeatable location. Step inside a completely modernized interior that feels and looks like a brand-new custom build. Every detail has been thoughtfully updated to provide durability, style, and comfort. • Gourmet Kitchen: Equipped with stunning granite countertops, offering ample meal prep space, custom feel, and sleek modern finishes. • Premium Flooring: High-quality Luxury Vinyl Plank (LVP) flooring runs seamlessly throughout the home, offering beautiful aesthetics, maximum scratch resista

$199,900

3 beds3 baths1,664 sq ft

2128 Plantation Forest Dr, Tallahassee, FL 32317

Expansive lot • Premium flooring • Gourmet kitchen

ABOUT THIS HOME
New Listing for sale in Jefferson County, FL:
An incredible opportunity to own a spacious, beautifully maintained brick home at an exceptional value! Now offered as a short sale, this 3-bedroom, 2.5-bath home is full of character, thoughtful updates, and more space than you might expect! Located within the city limits, this home features a brand-new roof, original hardwood floors, and a surprisingly spacious floor plan. All three bedrooms are generously sized with large closets, and the bathrooms offer plenty of room without feeling cramped. Need a fourth bedroom? The dedicated office could easily serve as an additional bedroom, guest room, or flex space. Throughout the home, you’ll find a beautiful combination of modern updates

$219,000

3 beds2.5 baths2,191 sq ft

502 E Bay St, Perry, FL 32347

Spacious yard • Two-car carport • Brick home

Property at 201 Alice St, Perry, FL 32348, 3 beds, 1.5 baths

$80,000

3 beds1.5 baths1,140 sq ft

201 Alice St, Perry, FL 32348

Property at 1650 Lyman Hendry Rd, Perry, FL 32347, 3 beds, 2 baths

$119,000

3 beds2 baths1,216 sq ft

1650 Lyman Hendry Rd, Perry, FL 32347

Property at 9152 Hidden Creek Ln, Tallahassee, FL 32311, 1 bed, 1 bath

$799,000

1 bed1 bath520 sq ft

9152 Hidden Creek Ln, Tallahassee, FL 32311

Property at 1640 Lyman Hendry Rd, Perry, FL 32347, 3 beds, 2 baths

$149,000

3 beds2 baths1,404 sq ft

1640 Lyman Hendry Rd, Perry, FL 32347

Property at 3643 Erin Dr, Tallahassee, FL 32311, 4 beds, 2 baths

$245,000

4 beds2 baths2,128 sq ft

3643 Erin Dr, Tallahassee, FL 32311

Property at 158 SW Harby Ave, Greenville, FL 32331, 4 beds, 2.5 baths

$195,000

4 beds2.5 baths1,954 sq ft

158 SW Harby Ave, Greenville, FL 32331

Property at 10023 Moccasin Gap Rd, Tallahassee, FL, 5 beds, 4.5 baths

$595,000

5 beds4.5 baths4,375 sq ft

10023 Moccasin Gap Rd, Tallahassee, FL

Property at 8301 Yellow Ln, Tallahassee, FL 32311, 3 beds, 2 baths

$300,000

3 beds2 baths1,427 sq ft

8301 Yellow Ln, Tallahassee, FL 32311

Property at 933 Cap Tram Rd, Tallahassee, FL 32317, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths2,169 sq ft

933 Cap Tram Rd, Tallahassee, FL 32317

Property at 7036 Proctor Rd, Tallahassee, FL 32309, 3 beds, 2.5 baths

$689,000

3 beds2.5 baths2,600 sq ft

7036 Proctor Rd, Tallahassee, FL 32309

Property at 00 Chaires Cross Rd, Tallahassee, FL 32317

$900,000

Land30.00 acres (lot)

00 Chaires Cross Rd, Tallahassee, FL 32317

Property at W W Kelley Rd, Tallahassee, FL 32311

$199,900

Land5.01 acres (lot)

W W Kelley Rd, Tallahassee, FL 32311

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

New Listings for Sale in Jefferson County

There are currently 13 new listings 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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