Homes with Pools for Sale in Jefferson County, FL

87 homes

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ABOUT THIS HOME
Home with a Pool for sale in Jefferson County, FL:
Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

$419,000

3 beds3 baths2,706 sq ft

339 Silver Lake Rd, Monticello, FL 32344

5 acres • Private setting • 5 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Jefferson County, FL:
Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a fenced backyard with gated access designed for both relaxation and functionality. The expansive yard includes a 12x24 workshop and offers plenty of room for kids, pets, and entertaining.

$249,900

3 beds2 baths1,654 sq ft

130 Simpson Ave, Monticello, FL 32344

Gated access • Glass french doors • Original fireplace

ABOUT THIS HOME
Home with a Pool for sale in Jefferson County, FL:
2024 construction, shows like brand new home on large . 68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

$335,000

3 beds2 baths1,604 sq ft

354 Pine Cone Dr, Monticello, FL 32344

Open floor plan • Counter seating • Granite tops

ABOUT THIS HOME
Home with a Pool for sale in Jefferson County, FL:
Fixer upper on 1 acre of land. Needs lots of work. Well and septic tank on property. Would need to check to make sure they are good working order.

$65,000

4 beds1 bath1,232 sq ft

4618 E Capps, Lamont, FL 32336

Well and septic tank • 1 acre of land • 1 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Jefferson County, FL:
Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy fireplace, a bright and airy sun-porch for relaxing or entertaining, and a well-designed floor plan that balances open living with privacy. The spacious kitchen opens into the den, and the separate formal and dining living areas are ideal for family gatherings. Also includes a bonus room ideal for office

$525,000

3 beds3 baths3,026 sq ft

3827 N Jefferson St, Monticello, FL 32344

Office • 5 acres with pond • Large sun-porch

Property at 740 Kinsey Rd, Monticello, FL 32344, 3 beds, 1 bath

$1,125,000

3 beds1 bath1,146 sq ft

740 Kinsey Rd, Monticello, FL 32344

Property at 64 Sanctuary Dr, Monticello, FL 32344, 4 beds, 2 baths

$555,000

4 beds2 baths1,945 sq ft

64 Sanctuary Dr, Monticello, FL 32344

Property at 81 Old Tung Grove Rd, Monticello, FL 32344, 3 beds, 3.5 baths

$725,000

3 beds3.5 baths2,365 sq ft

81 Old Tung Grove Rd, Monticello, FL 32344

Property at 47 Mire Ct, Monticello, FL 32344, 3 beds, 2 baths

$455,995

3 beds2 baths1,806 sq ft

47 Mire Ct, Monticello, FL 32344

Property at 43 Depot St, Lamont, FL 32336, 3 beds, 3 baths

$240,000

3 beds3 baths1,617 sq ft

43 Depot St, Lamont, FL 32336

Property at TBD E Meadow Rd, Monticello, FL 32344

$50,000

— beds— baths— sq ft

TBD E Meadow Rd, Monticello, FL 32344

Property at TBD Rainey Run, Monticello, FL 32344

$172,500

— beds— baths— sq ft

TBD Rainey Run, Monticello, FL 32344

Property at 159 W Notre Dame St, Monticello, FL 32344

$120,000

— beds— baths— sq ft

159 W Notre Dame St, Monticello, FL 32344

Property at TBD S Salt Rd, Monticello, FL

$57,056

— beds— baths— sq ft

TBD S Salt Rd, Monticello, FL

Property at Vista Rd, Monticello, FL 32344

$105,000

— beds— baths— sq ft

Vista Rd, Monticello, FL 32344

Property at 00 Hwy 98 #1, Carrabelle, FL 32323

$65,000

— beds— baths— sq ft

00 Hwy 98 #1, Carrabelle, FL 32323

Property at 0 Cox Rd, Monticello, FL 32344

$19,500

— beds— baths— sq ft

0 Cox Rd, Monticello, FL 32344

Property at 576 Cox Rd, Monticello, FL 32344

$150,000

— beds— baths— sq ft

576 Cox Rd, Monticello, FL 32344

Property at TBD Barnes Rd, Monticello, FL 32344

$200,000

— beds— baths— sq ft

TBD Barnes Rd, Monticello, FL 32344

Property at 572 Deerwood Blvd, Greenville, FL 32331

$97,000

— beds— baths— sq ft

572 Deerwood Blvd, Greenville, FL 32331

Property at Lot 8 Sneads Dr, Monticello, FL

$198,000

— beds— baths— sq ft

Lot 8 Sneads Dr, Monticello, FL

Property at 1309 Cook Rd, Lamont, FL 32336

$95,000

— beds— baths— sq ft

1309 Cook Rd, Lamont, FL 32336

Property at 489 Ashville Highlands Dr, Greenville, FL 32331

$93,500

— beds— baths— sq ft

489 Ashville Highlands Dr, Greenville, FL 32331

$99,000

— beds— baths— sq ft

Johnny Rd, Lamont, FL 32336

Property at 5936 Vista Rd, Monticello, FL 32344

$175,000

— beds— baths— sq ft

5936 Vista Rd, Monticello, FL 32344

Property at 40 Westview Ln, Monticello, FL 32344

$120,000

— beds— baths— sq ft

40 Westview Ln, Monticello, FL 32344

Property at Vacant N Forest Ct, Monticello, FL 32344

$34,500

— beds— baths— sq ft

Vacant N Forest Ct, Monticello, FL 32344

Property at 3C Hanger Ln, Greenville, FL 32331

$35,000

— beds— baths— sq ft

3C Hanger Ln, Greenville, FL 32331

Property at tbd Jackson St, Monticello, FL 32344

$60,000

— beds— baths— sq ft

tbd Jackson St, Monticello, FL 32344

Property at 0 Flatwoods Rd, Monticello, FL 32344

$22,500

— beds— baths— sq ft

0 Flatwoods Rd, Monticello, FL 32344

(786) 942-0502

Property at Big Joe Rd, Monticello, FL 32344

$4,500,020

— beds— baths— sq ft

Big Joe Rd, Monticello, FL 32344

Property at Flatwoods Rd, Monticello, FL 32344

$22,500

— beds— baths— sq ft

Flatwoods Rd, Monticello, FL 32344

Property at TBD Aucilla Plantation Ct, Greenville, FL 32331

$50,000

— beds— baths— sq ft

TBD Aucilla Plantation Ct, Greenville, FL 32331

Property at Lot 29, Block A E Meadow Rd, Monticello, FL 32344

$117,036

— beds— baths— sq ft

Lot 29, Block A E Meadow Rd, Monticello, FL 32344

Property at TBD Scott Dr, Monticello, FL 32344

$75,000

— beds— baths— sq ft

TBD Scott Dr, Monticello, FL 32344

Property at Lot 5 Watermill Rd, Monticello, FL 32344

$400,000

— beds— baths— sq ft

Lot 5 Watermill Rd, Monticello, FL 32344

Property at tbd E 2nd Way, Greenville, FL 32331

$69,000

— beds— baths— sq ft

tbd E 2nd Way, Greenville, FL 32331

Property at 3621 E Capps Hwy, Lamont, FL 32336

$199,000

— beds— baths— sq ft

3621 E Capps Hwy, Lamont, FL 32336

Property at 00 Boston Hwy, Monticello, FL 32344

$437,500

— beds— baths— sq ft

00 Boston Hwy, Monticello, FL 32344

Property at Lot 30, Block A E Meadow Rd, Monticello, FL 32344

$97,964

— beds— baths— sq ft

Lot 30, Block A E Meadow Rd, Monticello, FL 32344

Property at E Capps Hwy, Lamont, FL 32336

$22,000

— beds— baths— sq ft

E Capps Hwy, Lamont, FL 32336

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Based on information submitted to the MLS GRID as of Thu Dec 04 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Jefferson County

There are currently 87 homes with pools for sale in Jefferson County at a median listing price of $425K. 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 101 days. This map is refreshed with the newest listings in Jefferson County every 15 minutes.

In the past month, 7 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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