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

852 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Fully occupied triplex in the heart of Tampa! This income-producing property features a desirable unit mix of spacious 2-bedroom apartments and efficient studio units. Located in a quiet neighborhood just minutes from Busch Gardens, shopping, and major highways, this property attracts strong long-term tenants. Each tenant pays for their own electric, while the owner covers water expenses—keeping management simple and predictable. All units are on long-term leases, providing immediate and stable cash flow. Don’t miss this opportunity to own one of the best-priced triplexes in the Tampa Bay area—perfect for investors seeking steady returns in a rapidly growing market. The li

$320,000

3 beds3 baths192 sq ft

8912 N Ashley St, Tampa, FL 33604

Long term leases • Stable cash flow • Triplex

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Come explore this stunning mid-century gem featuring four bedrooms and two bathrooms. Enjoy the beautiful, shiny terrazzo floors and the updated kitchen, complete with granite countertops and a stainless steel appliance package. The spacious dining and family room, with its cozy wood-burning stove, opens up to a large screened patio, perfect for entertaining. One bedroom at the front of the house is currently used as an office but could easily be part of a split floor plan if desired. The primary bedroom is generously sized, offering a fantastic walk-in closet and an ensuite bathroom. The other two bedrooms are equally delightful, and the guest bathroom features the cutest petite clawfoot t

$499,000

4 beds2 baths1,554 sq ft

2810 W Robson St, Tampa, FL 33614

Walk-in closet • Wood-burning stove • Large screened patio

SHORT SALE

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Short Sale. Approved Short Sale Amount. This charming 3/2 Seminole Heights bungalow was built in 1924, and was remodeled just a few years ago. Newer roof, A/C, windows, doors, plumbing, electric, and flooring. The open floorplan features a wood burning fireplace in the living room, which flows seamlessly into the lovely kitchen with updated cabinets and a large island with beautiful quartz countertops. The master suite provides a lovely retreat with plenty of space and an updated bathroom. Outside you will find a detached garage and a fenced in back yard for privacy. The prime location puts you just minutes from everything that Tampa provides. Call today for your private showing!

$480,000

3 beds2 baths1,157 sq ft

209 W Louisiana Ave, Tampa, FL 33603

Quartz countertops • Updated cabinets • Large island

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
One or more photo(s) has been virtually staged. Welcome to this stunning property that exudes modern elegance. The interior boasts a neutral color paint scheme, creating a serene and inviting atmosphere. The kitchen is a chef's dream, featuring an accent backsplash and all stainless steel appliances for a sleek, contemporary look. The primary bedroom is a true retreat, complete with a spacious walk-in closet for all your storage needs. This property is a perfect blend of style and functionality, making it a must-see. Don't miss out on this opportunity to own a piece of luxury. Included 100-Day Home Warranty with buyer activation

$336,000

3 beds2 baths1,376 sq ft

2812 Tom Brewer Ln, Plant City, FL 33566

1.13 acre lot • 2 parking spots • Built 1944

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
One or more photo(s) has been virtually staged. Discover the perfect blend of comfort, freedom, and country living at 10820 South County Road 39 in Lithia. This beautifully maintained 3-bedroom, 2-bath home sits on OVER AN ACRE LOT of peaceful, open land—giving you the space and privacy you’ve been looking for. Move-in ready with brand-new flooring throughout and a NEW ROOF installed in 2025, this home offers modern style and lasting peace of mind. Inside, the bright and open layout creates a warm, welcoming feel, while spacious bedrooms provide plenty of room to unwind. Step outside and enjoy true Florida living. The expansive property offers ample room for RVs, boats, trailers

$450,000

3 beds2 baths1,491 sq ft

10820 S County Road 39, Lithia, FL 33547

Rv and boat parking • No hoa restrictions • Easy access to shops

Property at 1021 E Columbus Dr, Tampa, FL 33605, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,316 sq ft

1021 E Columbus Dr, Tampa, FL 33605

Property at 801 E Hollywood St, Tampa, FL 33604, 3 beds, 2 baths

$399,900

3 beds2 baths1,296 sq ft

801 E Hollywood St, Tampa, FL 33604

Property at 414 E Emily & 167408-0000 St, Tampa, FL 33603, 6 beds, 2 baths

$1,749,999

6 beds2 baths4,117 sq ft

414 E Emily & 167408-0000 St, Tampa, FL 33603

Property at 2310 W Arch St, Tampa, FL 33607, 2 beds, 1 bath

$325,000

2 beds1 bath924 sq ft

2310 W Arch St, Tampa, FL 33607

Property at 3303 W Barcelona St Unit I, Tampa, FL 33629, 4 beds, 3 baths

$1,150,000

4 beds3 baths2,824 sq ft

3303 W Barcelona St Unit I, Tampa, FL 33629

Property at 315 E 132nd Ave, Tampa, FL 33612, 3 beds, 2 baths

$415,000

3 beds2 baths2,114 sq ft

315 E 132nd Ave, Tampa, FL 33612

Property at 3712 N Clearfield Ave, Tampa, FL 33603, 4 beds, 2 baths

$497,500

4 beds2 baths1,432 sq ft

3712 N Clearfield Ave, Tampa, FL 33603

Property at 2006 E Henry Ave, Tampa, FL 33610, 5 beds, 4 baths

$595,000

5 beds4 baths1,850 sq ft

2006 E Henry Ave, Tampa, FL 33610

Property at 4532 Devonshire Rd, Tampa, FL 33634, 5 beds, 5 baths

$509,900

5 beds5 baths2,351 sq ft

4532 Devonshire Rd, Tampa, FL 33634

Property at 4409 W Paris St, Tampa, FL 33614, 4 beds, 3 baths

$420,000

4 beds3 baths1,839 sq ft

4409 W Paris St, Tampa, FL 33614

Property at 2118 W Nassau St, Tampa, FL 33607, 3 beds, 1 bath

$310,000

3 beds1 bath990 sq ft

2118 W Nassau St, Tampa, FL 33607

Property at 3125 W Henry Ave, Tampa, FL 33614, 5 beds, 4 baths

$525,000

5 beds4 baths2,430 sq ft

3125 W Henry Ave, Tampa, FL 33614

Property at 12521 Pittsfield Ave, Tampa, FL 33624, 7 beds, 4 baths

$400,000

7 beds4 baths3,761 sq ft

12521 Pittsfield Ave, Tampa, FL 33624

Property at 519 W 122nd Ave, Tampa, FL 33612, 4 beds, 3 baths

$599,000

4 beds3 baths2,322 sq ft

519 W 122nd Ave, Tampa, FL 33612

Property at 4733 W Iowa Ave, Tampa, FL 33616, 4 beds, 3 baths

$497,000

4 beds3 baths1,558 sq ft

4733 W Iowa Ave, Tampa, FL 33616

Property at 4105 N Central Ave, Tampa, FL 33603, 2 beds, 1 bath

$339,999

2 beds1 bath932 sq ft

4105 N Central Ave, Tampa, FL 33603

Property at 4009 W Wallace Ave, Tampa, FL 33611, 4 beds, 2 baths

$485,000

4 beds2 baths1,158 sq ft

4009 W Wallace Ave, Tampa, FL 33611

Property at 918 E Lambright St, Tampa, FL 33604, 3 beds, 2 baths

$465,000

3 beds2 baths1,600 sq ft

918 E Lambright St, Tampa, FL 33604

Property at 1407 E Jean St, Tampa, FL 33604, 2 beds, 2 baths

$350,000

2 beds2 baths1,117 sq ft

1407 E Jean St, Tampa, FL 33604

Property at 8012 N 11th St, Tampa, FL 33604, 2 beds, 2 baths

$295,000

2 beds2 baths910 sq ft

8012 N 11th St, Tampa, FL 33604

Property at 2520 W ST Conrad St, Tampa, FL 33607, 4 beds, 2 baths

$560,000

4 beds2 baths2,706 sq ft

2520 W ST Conrad St, Tampa, FL 33607

Property at 412 W Alva St, Tampa, FL 33603, 1 bed, 1 bath

$315,000

1 bed1 bath504 sq ft

412 W Alva St, Tampa, FL 33603

Property at Undisclosed address, Tampa, FL 33629, 2 beds, 2 baths

$850,000

2 beds2 baths1,475 sq ft

Undisclosed address, Tampa, FL 33629

Property at 418 E Emily St, Tampa, FL 33603, 7 beds, 2 baths

$1,499,999

7 beds2 baths2,161 sq ft

418 E Emily St, Tampa, FL 33603

Property at 3810 W Leila Ave, Tampa, FL 33616, 4 beds, 2 baths

$515,000

4 beds2 baths1,158 sq ft

3810 W Leila Ave, Tampa, FL 33616

Property at 1005 E Lake Ave, Tampa, FL 33605, 3 beds, 4 baths

$595,000

3 beds4 baths1,909 sq ft

1005 E Lake Ave, Tampa, FL 33605

Property at 6003 16th Ave S, Tampa, FL 33619, 5 beds, 4 baths

$1,509,000

5 beds4 baths2,094 sq ft

6003 16th Ave S, Tampa, FL 33619

Property at 708 N Warnell St, Plant City, FL 33563, 2 beds, 1 bath

$269,000

2 beds1 bath1,360 sq ft

708 N Warnell St, Plant City, FL 33563

Property at 2715 W North A St, Tampa, FL 33609

$599,900

0 beds— baths1,504 sq ft

2715 W North A St, Tampa, FL 33609

Property at 506 E North St, Tampa, FL 33604, 2 beds, 2 baths

$399,000

2 beds2 baths936 sq ft

506 E North St, Tampa, FL 33604

Property at 2102 E Annie St, Tampa, FL 33612, 3 beds, 1.5 baths

$304,999

3 beds1.5 baths925 sq ft

2102 E Annie St, Tampa, FL 33612

Property at 510 E Robles St, Tampa, FL 33602, 3 beds, 2 baths

$535,000

3 beds2 baths1,721 sq ft

510 E Robles St, Tampa, FL 33602

Property at 10102 Loetscher Ln, Lithia, FL 33547, 3 beds, 2 baths

$1,395,000

3 beds2 baths1,368 sq ft

10102 Loetscher Ln, Lithia, FL 33547

Property at 507 N Thomas St, Plant City, FL 33563, 3 beds, 2 baths

$299,000

3 beds2 baths1,756 sq ft

507 N Thomas St, Plant City, FL 33563

Property at 801 E DR Martin Luther King JR Blvd, Plant City, FL 33563, 4 beds, 2 baths

$345,000

4 beds2 baths1,810 sq ft

801 E DR Martin Luther King JR Blvd, Plant City, FL 33563

Property at 3008 N Nebraska Ave, Tampa, FL 33603, 4 beds, 2 baths

$750,000

4 beds2 baths3,624 sq ft

3008 N Nebraska Ave, Tampa, FL 33603

Viewing page 7 of 9

Based on information submitted to the MLS GRID as of Sun Nov 30 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 Hillsborough County

There are currently 852 vintage homes for sale in Hillsborough 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 Hillsborough County stay on the market for 81 days and receive 4 offers. This map is refreshed with the newest listings in Hillsborough County every 15 minutes.

In the past month, 1522 homes have been sold in Hillsborough County. In addition to houses in Hillsborough County, there were also 1224 condos, 998 townhouses, and 91 multi-family units for sale in Hillsborough County last month. Find your dream home in Hillsborough 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 Hillsborough County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Hillsborough County. If you're looking to sell your home in the Hillsborough County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Hillsborough County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Hillsborough County, FL

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Hillsborough County, FL

How to buy a house in Hillsborough County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.