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

58 homes

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NEW 20 HRS AGO

$140,000

3 beds1 bath829 sq ft

4810 5th St, Sebring, FL 33870

4,620 sq ft lot • Built 1942

NEW 21 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Highlands County, FL:
A house that needs work And a Quick Sale ! Being Sold AS-IS

$30,000

3 beds1 bath1,324 sq ft

1333 Memorial Dr, Avon Park, FL 33825

9,000 sq ft lot • 2 parking spots • Built 1942

ABOUT THIS HOME
Vintage Home for sale in Highlands County, FL:
Investment opportunity! This duplex offers two charming 1 bedroom, 1 bathroom units with a total of 800 sq. ft. Built in 1940, it blends vintage character with modern updates (metal roof, hot water on demand and mini split ac). Currently generating rental income, this property offers a strong cap rate at the list price (10 cap rate). Each unit is well maintained and move in ready. Whether you’re looking to expand your portfolio or start your investment journey, this income producing property is a fantastic opportunity. At a 10 cap rate this listing is a unicorn in today's market.

$150,000

1 bed1 bath800 sq ft

908 Willie Hawk Ave, Avon Park, FL 33825

Mini split ac • Vintage character • Metal roof

ABOUT THIS HOME
Vintage Home for sale in Highlands County, FL:
Investor Special.

$69,000

2 beds1 bath725 sq ft

1506 Orange Blossom Ave, Sebring, FL 33870

6,223 sq ft lot • Parking • Built 1942

ABOUT THIS HOME
Vintage Home for sale in Highlands County, FL:
* * INVESTOR SPECIAL * * This home comes with 2 lots fenced lots. You can make this your own or keep as a rental. Great investment opportunity here. At the entry of the home, the spacious living area greets you, this flows to the large dining area, the galley kitchen located off the dining room that offers a breakfast eating area also. There is a bonus room, along with 3 bedrooms and a bath.

$119,900

3 beds1 bath1,360 sq ft

910 W Pleasant St, Avon Park, FL 33825

Fenced lots • Galley kitchen • Bonus room

Property at 2720 N Avocado Rd, Avon Park, FL 33825, 3 beds, 1 bath

$190,000

3 beds1 bath1,080 sq ft

2720 N Avocado Rd, Avon Park, FL 33825

Property at 129 Flippen, Avon Park, FL 33825, 3 beds, 2 baths

$179,900

3 beds2 baths— sq ft

129 Flippen, Avon Park, FL 33825

(877) 366-2213

Property at 4160 Lakeview Dr, Sebring, FL 33870, 3 beds, 3.5 baths

$799,900

3 beds3.5 baths1,878 sq ft

4160 Lakeview Dr, Sebring, FL 33870

Property at 17 E Winthrop St, Avon Park, FL 33825, 2 beds, 1.5 baths

$85,000

2 beds1.5 baths1,465 sq ft

17 E Winthrop St, Avon Park, FL 33825

Property at 1705 Roseland Ave, Sebring, FL 33870, 1 bed, 1 bath

$59,000

1 bed1 bath625 sq ft

1705 Roseland Ave, Sebring, FL 33870

Property at 747 Hickory St, Sebring, FL 33870, 2 beds, 1 bath

$120,000

2 beds1 bath1,008 sq ft

747 Hickory St, Sebring, FL 33870

Property at 201 Lark Ave, Sebring, FL 33870, 2 beds, 2 baths

$219,000

2 beds2 baths1,256 sq ft

201 Lark Ave, Sebring, FL 33870

Property at 129 S Pine St, Sebring, FL 33870, 4 beds, 3 baths

$389,900

4 beds3 baths1,720 sq ft

129 S Pine St, Sebring, FL 33870

Property at 927 Pine St W, Avon Park, FL 33825, 2 beds, 3 baths

$180,000

2 beds3 baths1,624 sq ft

927 Pine St W, Avon Park, FL 33825

Property at 1418 Palm Blvd, Sebring, FL 33870, 4 beds, 2 baths

$166,900

4 beds2 baths1,039 sq ft

1418 Palm Blvd, Sebring, FL 33870

Property at 2340 W Jackson St, Sebring, FL 33870, 3 beds, 2 baths

$240,000

3 beds2 baths1,668 sq ft

2340 W Jackson St, Sebring, FL 33870

Property at 801 N Anoka Ave, Avon Park, FL 33825, 3 beds, 2 baths

$164,000

3 beds2 baths1,168 sq ft

801 N Anoka Ave, Avon Park, FL 33825

Property at 1828 W Dinner Dr, Sebring, FL 33870, 3 beds, 3 baths

$449,900

3 beds3 baths2,670 sq ft

1828 W Dinner Dr, Sebring, FL 33870

Property at 1612 Hitakee Ave, Sebring, FL 33870, 2 beds, 1.5 baths

$175,000

2 beds1.5 baths938 sq ft

1612 Hitakee Ave, Sebring, FL 33870

(863) 273-0308

Property at 1961 Lakeview Dr, Sebring, FL 33870, 3 beds, 3 baths

$625,000

3 beds3 baths2,594 sq ft

1961 Lakeview Dr, Sebring, FL 33870

Property at 1110 Hotiyee Ave, Sebring, FL 33870, 5 beds, 3.5 baths

$525,000

5 beds3.5 baths3,312 sq ft

1110 Hotiyee Ave, Sebring, FL 33870

Property at 1312 Weigle Ave, Sebring, FL 33870, 2 beds, 1 bath

$130,000

2 beds1 bath720 sq ft

1312 Weigle Ave, Sebring, FL 33870

Property at 131 Wiggins Ave, Avon Park, FL 33825, 2 beds, 1 bath

$129,000

2 beds1 bath830 sq ft

131 Wiggins Ave, Avon Park, FL 33825

Property at 2900 State Road 17 N Unit 14, Sebring, FL 33870, 1 bed, 1 bath

$9,500

1 bed1 bath369 sq ft

2900 State Road 17 N Unit 14, Sebring, FL 33870

Property at 718 Bay St, Sebring, FL 33870, 2 beds, 1 bath

$235,000

2 beds1 bath1,072 sq ft

718 Bay St, Sebring, FL 33870

Property at 5 W Wolf St, Avon Park, FL 33825, 3 beds, 2 baths

$239,900

3 beds2 baths2,129 sq ft

5 W Wolf St, Avon Park, FL 33825

Property at 1603 Roseland, Sebring, FL 33870, 2 beds, 1 bath

$81,000

2 beds1 bath625 sq ft

1603 Roseland, Sebring, FL 33870

(786) 768-7852

Property at 2270 State Road 17 Hwy S, Avon Park, FL 33825, 7 beds, 4.5 baths

$625,000

7 beds4.5 baths4,196 sq ft

2270 State Road 17 Hwy S, Avon Park, FL 33825

Property at 883 S Eucalyptus St, Sebring, FL 33870, 7 beds, 4 baths

$650,000

7 beds4 baths3,175 sq ft

883 S Eucalyptus St, Sebring, FL 33870

Property at 351 N Commerce Ave, Sebring, FL 33870, 2 beds, 1 bath

$139,995

2 beds1 bath825 sq ft

351 N Commerce Ave, Sebring, FL 33870

Property at 1803 Lagrange Ave, Sebring, FL 33870, 3 beds, 2 baths

$199,500

3 beds2 baths1,276 sq ft

1803 Lagrange Ave, Sebring, FL 33870

Property at 2600 Lakeview Dr, Sebring, FL 33870, 3 beds, 2 baths

$299,900

3 beds2 baths2,074 sq ft

2600 Lakeview Dr, Sebring, FL 33870

(877) 366-2213

Property at 1561 Lakeshore Dr, Lorida, FL 33857, 3 beds, 2.5 baths

$279,000

3 beds2.5 baths1,531 sq ft

1561 Lakeshore Dr, Lorida, FL 33857

Property at 1732 Valencia Ave, Sebring, FL 33870, 2 beds, 2 baths

$199,900

2 beds2 baths1,030 sq ft

1732 Valencia Ave, Sebring, FL 33870

(877) 366-2213

Property at 3818 Medina Way, Sebring, FL 33875, 4 beds, 2 baths

$307,000

4 beds2 baths1,794 sq ft

3818 Medina Way, Sebring, FL 33875

(863) 304-8795

Property at 3245 Redwater Dr, Avon Park, FL 33825, 5 beds, 3 baths

$269,900

5 beds3 baths1,895 sq ft

3245 Redwater Dr, Avon Park, FL 33825

Property at 2796 Nautilus Dr, Avon Park, FL 33825, 3 beds, 2 baths

$220,000

3 beds2 baths1,238 sq ft

2796 Nautilus Dr, Avon Park, FL 33825

Property at 11 Mockingbird Rd, Lake Placid, FL 33852, 2 beds, 2 baths

$184,500

2 beds2 baths1,282 sq ft

11 Mockingbird Rd, Lake Placid, FL 33852

Property at 227 S Orange St, Sebring, FL 33870, 4 beds, 3 baths

$325,000

4 beds3 baths1,330 sq ft

227 S Orange St, Sebring, FL 33870

Property at 709 W Ruth St, Avon Park, FL 33825, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths2,363 sq ft

709 W Ruth St, Avon Park, FL 33825

Property at 564 Lake June Rd, Lake Placid, FL 33852, 5 beds, 3 baths

$799,900

5 beds3 baths3,000 sq ft

564 Lake June Rd, Lake Placid, FL 33852

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Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Vintage Homes for Sale in Highlands County

There are currently 58 vintage homes for sale in Highlands County at a median listing price of $290K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Highlands County stay on the market for 98 days. This map is refreshed with the newest listings in Highlands County every 15 minutes.

In the past month, 148 homes have been sold in Highlands County. In addition to houses in Highlands County, there were also 93 condos, 16 townhouses, and 26 multi-family units for sale in Highlands County last month. Find your dream home in Highlands 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 Highlands County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Highlands County. If you're looking to sell your home in the Highlands County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Highlands 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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