Vintage homes for sale & real estate in Hamilton County, FL

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
* Multiple Offers received- highest and best is due 8/24/26 by 2 pm EST * Bring your vision and your renovation plans to this massive 3-bedroom, 2-bath home on approximately 0.62 acres in the heart of White Springs. Offering 2,300+ sqft of living space, this property provides plenty of room to reimagine and create a home that fits your needs. The property dates back to 1909 and offers the character and scale of an older home, along with a convenient in-town location. This is an excellent opportunity for someone looking for a renovation project with potential. The generous lot provides room for outdoor use, gardening, recreation, or future improvements, while the home's size offers plenty o

$69,000

3 beds2 baths2,323 sq ft

16589 Mill St, White Springs, FL 32096

0.62 acres • Generous lot • In-town location

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Step inside this charming 4-bedroom, 2-bath home and discover the warmth and character that make older homes so inviting. This home offers spacious rooms, interior glass French doors, and generous storage throughout. Each detail adds to its timeless appeal while providing plenty of room for comfortable everyday living. Enjoy the slower pace of small-town life from the screened side porch—an ideal place to relax with your morning coffee, unwind at the end of the day, or visit with family and friends. The partially fenced yard includes an enclosed storage shed, an open equipment shed, and a private well for lawn irrigation. A paved driveway and one-car carport provide added convenience

$211,000

4 beds2 baths1,746 sq ft

320 E Hatley St, Jasper, FL 32052

Open equipment shed • Screened side porch • Paved driveway

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Investor opportunity! Two homes are being offered as fixer-uppers and will require work and renovation. Ideal for investors, contractors, or buyers looking for a project with potential. Bring your vision and tools to restore these properties and make them your own. Property is being sold AS-IS, with no repairs to be made by the seller. Buyers are encouraged to perform their own due diligence and inspections to determine the condition and renovation needs. Great opportunity for those looking to add value in Jasper. Second home has an additional 700 square feet.

$75,900

3 beds1 bath846 sq ft

1301 SW Martin Luther King Dr, Jasper, FL 32052

0.28 acre lot • Built 1940 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Investor Special in Jasper – Full Rehab Opportunity. Bring your vision to life with this 2-bedroom, 1-bath home offering 736 sq ft of living space, situated on a a 1 acre corner lot within the city limits of Jasper. Paved road frontage on three sides. This true fixer-upper will require a complete renovation, presenting a strong opportunity to reimagine the space from the ground up. Effective year built 1955. Cash purchase only. Property is being sold as-is with no repairs to be made by the seller. Use caution. Don’t miss your chance to invest in a property with space, character, and room to grow.

$44,900

2 beds1 bath736 sq ft

1204 2nd St St NW, Jasper, FL 32052

Complete renovation • Corner lot • Fixer-upper

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Known for generations as The Historic Kennedy House, this iconic residence has long been a landmark in the heart of Jasper. While county records reflect a 1960 construction date due to the loss of earlier records in the historic Hamilton County Courthouse fire, the home’s history reaches back much further. Lovingly restored in 2020, this remarkable property offers 3,748 SF on nearly an acre. The main home features 3 bedrooms, 2 bathrooms, five fireplaces, soaring wood-beamed ceilings, pine and white oak flooring, abundant natural light, and generous storage throughout. The updated kitchen overlooks the spacious great room and includes an induction cooktop, double ovens, concrete count

$349,000

4 beds3 baths3,748 sq ft

209 SE 5th St, Jasper, FL 32052

Induction cooktop • Updated kitchen • Double ovens

Property at 10565 Kendrick St, White Springs, FL 32096, 3 beds, 1.5 baths

$319,000

3 beds1.5 baths1,592 sq ft

10565 Kendrick St, White Springs, FL 32096

Property at 16582 River St, White Springs, FL 32096, 2 beds, 1 bath

$189,000

2 beds1 bath1,328 sq ft

16582 River St, White Springs, FL 32096

Property at 16842 Spring St, White Springs, FL 32096, 1 bed, 1 bath

$136,500

1 bed1 bath896 sq ft

16842 Spring St, White Springs, FL 32096

Property at 000 1st Avenue Ave NE, Jasper, FL 32052, 2 beds, 1 bath

$199,000

2 beds1 bath1,318 sq ft

000 1st Avenue Ave NE, Jasper, FL 32052

Property at 1239 Ben Bates St, Jennings, FL 32053, 2 beds, 2 baths

$159,000

2 beds2 baths1,513 sq ft

1239 Ben Bates St, Jennings, FL 32053

Property at 1104 3rd Street St NW, Jasper, FL 32052, 2 beds, 1 bath

$179,000

2 beds1 bath1,214 sq ft

1104 3rd Street St NW, Jasper, FL 32052

Property at 123 Central Avenue Ave NE, Jasper, FL 32052, 3 beds, 1 bath

$199,000

3 beds1 bath1,366 sq ft

123 Central Avenue Ave NE, Jasper, FL 32052

Property at 4651 NW 49th Pl, Jennings, FL 32052, 5 beds, 5 baths

$1,249,900

5 beds5 baths3,509 sq ft

4651 NW 49th Pl, Jennings, FL 32052

Property at 4546 NW 24th Ave, Jasper, FL 32052

$55,000

Land2.50 acres (lot)

4546 NW 24th Ave, Jasper, FL 32052

Property at 5731 NW 47th Way, Jennings, FL 32053

$109,900

Land10.00 acres (lot)

5731 NW 47th Way, Jennings, FL 32053

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ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Stunning & beautifully updated 3-bedroom 2-bath home situated on 5 acres! Home features include: quartz counters, custom cabinets, luxury vinyl plank flooring, 2-car carport, brand new whole house Generac generator & linear fireplaces in both the living room & master bedroom. Outback, relax & enjoy breath taking views of the private lake. House is currently on Airbnb as a five star rental. Ready to move into today!

$575,000

3 beds2 baths1,920 sq ft

9524 County Road 136a, Live Oak, FL 32060

Quartz counters • Custom cabinets • Linear fireplaces

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
This beautifully restored early-1900s home in the heart of Pinetta, Florida blends timeless character with thoughtful modern updates while preserving many original features. Renovations include updated wiring and plumbing, vinyl siding, insulated windows, and a brand new metal roof. The kitchen offers a gas stove and existing appliances, and a tankless water heater provides continuous hot water. Inside, you’ll find high ceilings, some original wood walls, and two and a half updated bathrooms, including a walk-in shower and a Jacuzzi tub in the second bath. A large screened front porch overlooks the fenced yard, which offers plenty of space for gardening, outdoor activities, or simply

$177,500

3 beds2.5 baths1,444 sq ft

242 NE Bellville Rd, Pinetta, FL 32350

Metal roof • Updated wiring • Insulated windows

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Brick Home on 3 Acres - Minutes from Downtown Madison, FL! Address: 1983 E US 90, Madison, FL Just minutes from downtown Madison! Property Highlights: Charming brick home 3 spacious bedrooms 3 full bathrooms Finished basement with separate entrance - perfect for income potential or a mother-in-law suite Outdoor kitchen & entertainment area - ideal for gatherings and cookouts 3 beautiful acres of open land Enjoy watching wildlife while relaxing in your private outdoor space Convenient access to US 90 Close to shopping, schools, and amenities Great for comfortable living, gardening, or investment opportunities Don't miss this rare opportunity-contact us today for more details or to sche

$399,000

3 beds3 baths1,959 sq ft

1983 E US Hwy 90, Madison, FL 32340

Entertainment area • Finished basement • Brick home

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Concrete block home with a new roof. Home is in a great location and has a lot of potential. This home has so much room and space for a family. It sits on three city lots. The backyard is surrounded by a chain link fence. The home has a large family room with a beautiful brick fireplace, a large Florida room, and a screen room. Renovations can be made in order to turn this spacious house into your dream home. It has a 416 sq ft Guest Quarters in back yard, with a kitchenette area and bathroom. Home being sold "As-Is".

$175,000

3 beds3 baths2,420 sq ft

1402 Longleaf Dr, Live Oak, FL 32064

Three city lots • Screen room • Large family room

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
A unique opportunity, in the heart of downtown, to own a historic building with Owner/Employee dwelling potential, which is the allowance for live-work opportunity or potential for onsite employee housing. (See zoning section 4.14.1 and 4.14.2) The first floor of the building boasts approx 6,727 sq ft heated/cooled plus 2nd story, which gives it over 11,000 sq ft total. Building has original oak flooring, red steel I-beam, and ornate antique ceiling tiles. New roof over main building, Aug 2024. Back room leads to the brick side street for more parking. Upstairs is almost 5,000 sq ft of blank space, ready for your imagination. Make your appointment to see this enormous building which has pre

$399,900

— beds1 bath6,727 sq ft

109 N Ohio Ave, Live Oak, FL 32064

Red steel i beam • Historic building • New roof

ABOUT THIS HOME
Vintage Home for sale in Hamilton County, FL:
Escape to the "Real Florida" with this rare riverfront opportunity in between the historic charm and conveniences of White Springs, Live Oak and Lake City. Tucked away at the end of a scenic canopy road, this 2-bedroom, 2-bathroom home offers the perfect blend of secluded tranquility and modern convenience. Whether you are looking for a peaceful primary residence, a seasonal getaway, or a high-potential investment property, this Suwannee River gem delivers. Investment Potential: Airbnb & Rental Flexibility - This property features a versatile layout that can easily be divided into two separate 1-bedroom, 1-bathroom units. This unique configuration allows for maximum rental f

$279,999

2 beds2 baths1,212 sq ft

348 NW Null Rd, White Springs, FL 32096

Versatile layout • Easy access to i-75 • 0.62 acre lot

Property at 7410 129th Rd, Live Oak, FL 32064, 2 beds, 1 bath

$95,000

2 beds1 bath880 sq ft

7410 129th Rd, Live Oak, FL 32064

Property at 4298 River Rd, Live Oak, FL 32060, 3 beds, 2.5 baths

$194,500

3 beds2.5 baths1,152 sq ft

4298 River Rd, Live Oak, FL 32060

Property at 478 NW Staten Harris Ct, Lake City, FL 32055, 4 beds, 2 baths

$318,900

4 beds2 baths1,940 sq ft

478 NW Staten Harris Ct, Lake City, FL 32055

Property at 216 NW Duval St, Live Oak, FL 32064, 5 beds, 2 baths

$350,000

5 beds2 baths1,686 sq ft

216 NW Duval St, Live Oak, FL 32064

Property at 7457 County Road 795, Live Oak, FL 32060, 3 beds, 2.5 baths

$239,000

3 beds2.5 baths2,872 sq ft

7457 County Road 795, Live Oak, FL 32060

Property at 146 SE Bunker St, Madison, FL, 3 beds, 2 baths

$195,000

3 beds2 baths1,500 sq ft

146 SE Bunker St, Madison, FL

Property at 220 SW Green Ave, Live Oak, FL 32064, 2 beds, 1 bath

$125,000

2 beds1 bath1,054 sq ft

220 SW Green Ave, Live Oak, FL 32064

Property at 383 NE Ridge Loop, Madison, FL 32340, 4 beds, 2 baths

$139,900

4 beds2 baths1,794 sq ft

383 NE Ridge Loop, Madison, FL 32340

Property at 612 Suwannee Ave, Live Oak, FL 32064, 3 beds, 2 baths

$189,900

3 beds2 baths1,608 sq ft

612 Suwannee Ave, Live Oak, FL 32064

Property at 277 SE Woodlawn St, Madison, FL 32340, 4 beds, 3 baths

$259,000

4 beds3 baths2,632 sq ft

277 SE Woodlawn St, Madison, FL 32340

Property at 7091 River Rd, Live Oak, FL 32060, 2 beds, 1 bath

$550,000

2 beds1 bath1,112 sq ft

7091 River Rd, Live Oak, FL 32060

Property at 1056 NE Scott St, Live Oak, FL 32064, 3 beds, 2 baths

$245,000

3 beds2 baths1,211 sq ft

1056 NE Scott St, Live Oak, FL 32064

(305) 253-2800

Property at 1110 SW Coliseum Ave, Live Oak, FL 32064, 3 beds, 2 baths

$249,000

3 beds2 baths2,145 sq ft

1110 SW Coliseum Ave, Live Oak, FL 32064

Property at 610 SE Askew Ave, Madison, FL 32340

$16,900

Land1.00 acre (lot)

610 SE Askew Ave, Madison, FL 32340

Vintage Homes for Sale in Hamilton County

There are currently 15 vintage homes for sale in Hamilton County at a median listing price of $275K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Hamilton County stay on the market for 74 days. This map is refreshed with the newest listings in Hamilton County every 15 minutes.

In the past month, 8 homes have been sold in Hamilton County. Find your dream home in Hamilton 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 Hamilton County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Hamilton County. If you're looking to sell your home in the Hamilton County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Hamilton 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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