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

914 homes + 3 early access

Sort:

Recommended

OPEN SAT, 12PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Nestled in the heart of Tampa’s highly sought-after historic Hyde Park, this beautifully updated residence offers an exceptional blend of architectural character, modern sophistication, and effortless Florida living. Perfectly positioned on a prime corner lot, the home welcomes you with an expansive wraparound porch designed to take full advantage of its prominent streetscape—an inviting sanctuary for morning coffee or relaxing in the evening breeze. With two separate exterior doors opening directly onto the porch, the home delivers a continuous indoor-outdoor flow perfect for entertaining family and friends, especially during peak fall and winter hosting, holiday gatherings, or

$1,150,000

2 beds2 baths1,554 sq ft

1918 W Dekle Ave, Tampa, FL 33606

Primary bath • Laundry room • Cathedral ceilings

EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Classic character, generous outdoor space, and a desirable SOUTH TAMPA LOCATION come together in this 3-BEDROOM, 2-BATHROOM All CONCRETE BLOCK HOME in SUNSET PARK. Set on a 7,500-SQUARE-FOOT LOT and zoned for MABRY ELEMENTARY, COLEMAN MIDDLE AND PLANT HIGH SCHOOL, this property offers a compelling combination of everyday comfort and future possibilities with a NEW ROOF (2026 - Transferrable Warranty), DETACHED GARAGE, and NO HOA OR CDD FEES. The new roof, ALL BLOCK CONSTRUCTION, and being located in FLOOD ZONE X500 (outside FEMA’s high-risk flood area means FLOOD INSURANCE IS NOT REQUIRED) provides all around LOWER INSURANCE COSTS! The home retains its original charm with HARDWOOD FLO

$588,000

3 beds2 baths1,162 sq ft

2801 S Manhattan Ave, Tampa, FL 33629

South tampa location • Flood zone x500 • No hoa or cdd fees

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Welcome to 1507 E 27th Ave, a fully renovated, turn-key home in Tampa blending historic charm with crisp, modern upgrades. Featuring eye-catching blue exterior trim, a cozy front porch, and a spacious, fully fenced backyard, this home delivers great curb appeal and privacy. Inside, the sunlit, open-concept floor plan features low-maintenance wood-look laminate flooring, modern ceiling fans, and an updated kitchen with quartz countertops, custom shaker cabinetry, a tile backsplash, and stainless steel appliances. Complete with stylishly updated bathrooms, custom tiled showers, a dedicated laundry area, and fresh paint throughout, this move-in-ready property is fully eligible for FHA, VA, Con

$279,900

3 beds1 bath1,180 sq ft

1507 E 27th Ave, Tampa, FL 33605

Fully renovated • Updated kitchen • Cozy front porch

NEW 12 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Looking to settle in the heart of South Tampa? Prime building opportunity awaits in the highly desirable neighborhood of Virginia Park. The modest 2 bedroom, 1 bath home offers the ultimate canvas for your custom architectural masterpiece. Whether you choose to renovate or utilize the exceptional footprint to build your brand new dream home, the value lies in the unbeatable location. Nestled on a quiet, tree lined street, just minutes to the airport, International Plaza, Macdill Airforce Base, Westshore, Midtown, Bucs Stadium and more. Zoned for Plant High. Don't miss this rare chance to secure a footprint in one of the area's most after enclaves.

$689,000

2 beds1 bath1,021 sq ft

3914 W Kensington Ave, Tampa, FL 33629

6,960 sq ft lot • Built 1954

NEW 38 MINS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
4505 N Habana Ave is a 1-story Tampa home with an enclosed front porch, established shade trees, and covered parking. The kitchen uses a compact working layout with generous cabinetry and opens to an adjoining dining area. At the front, the living room connects to the enclosed porch, creating a sheltered place to sit beyond the main interior. The primary bedroom has windows on adjoining walls, while the hall bathroom includes a tub and shower combination. A rear patio and lawn extend the usable outdoor space, and a storage shed keeps equipment separate from the living areas. The carport is reached from the side drive. Included 100-Day Home Warranty with buyer activation

$275,000

2 beds1 bath672 sq ft

4505 N Habana Ave, Tampa, FL 33614

6,160 sq ft lot • Parking • Built 1951

Property at 8202 Oakwilde St, Riverview, FL 33578, 2 beds, 1 bath

$240,000

2 beds1 bath990 sq ft

8202 Oakwilde St, Riverview, FL 33578

Property at 3707 W Bay Ave, Tampa, FL 33611, 3 beds, 2 baths

$375,000

3 beds2 baths1,010 sq ft

3707 W Bay Ave, Tampa, FL 33611

Property at 3823 N 56th St, Tampa, FL 33619, 4 beds, 2 baths

$375,000

4 beds2 baths1,805 sq ft

3823 N 56th St, Tampa, FL 33619

Property at 5002 W Poe Ave, Tampa, FL 33629, 5 beds, 5.5 baths

$4,395,000

5 beds5.5 baths5,700 sq ft

5002 W Poe Ave, Tampa, FL 33629

Property at 3414 N Avenida Republica DE Cuba, Tampa, FL 33605, 4 beds, 2 baths

$289,900

4 beds2 baths1,434 sq ft

3414 N Avenida Republica DE Cuba, Tampa, FL 33605

Property at 2318 W Cordelia St, Tampa, FL 33607, 3 beds, 2 baths

$379,000

3 beds2 baths1,056 sq ft

2318 W Cordelia St, Tampa, FL 33607

Property at 302 Park Ridge Ave, Temple Terrace, FL 33617, 4 beds, 2 baths

$415,000

4 beds2 baths2,022 sq ft

302 Park Ridge Ave, Temple Terrace, FL 33617

Property at 1003 Morrison Ct, Tampa, FL 33629, 5 beds, 5 baths

$2,535,000

5 beds5 baths4,458 sq ft

1003 Morrison Ct, Tampa, FL 33629

Property at 4704 W Bay Ave, Tampa, FL 33616, 2 beds, 1 bath

$317,000

2 beds1 bath1,016 sq ft

4704 W Bay Ave, Tampa, FL 33616

Property at 913 S Bruce St, Tampa, FL 33606, 4 beds, 3 baths

$1,750,000

4 beds3 baths1,680 sq ft

913 S Bruce St, Tampa, FL 33606

Property at 1825 Heather Ave, Tampa, FL 33612, 3 beds, 2 baths

$315,000

3 beds2 baths1,350 sq ft

1825 Heather Ave, Tampa, FL 33612

Property at 4003 W Montgomery Ter, Tampa, FL 33616, 2 beds, 1 bath

$364,700

2 beds1 bath888 sq ft

4003 W Montgomery Ter, Tampa, FL 33616

Property at 4713 W Leona St, Tampa, FL 33629, 2 beds, 1 bath

$695,000

2 beds1 bath1,152 sq ft

4713 W Leona St, Tampa, FL 33629

Property at 8316 N 10th St, Tampa, FL 33604, 4 beds, 3 baths

$375,000

4 beds3 baths1,416 sq ft

8316 N 10th St, Tampa, FL 33604

Property at 4001 W Mullen Ave, Tampa, FL 33609, 4 beds, 2 baths

$889,000

4 beds2 baths1,258 sq ft

4001 W Mullen Ave, Tampa, FL 33609

Property at 4617 N Clark Ave, Tampa, FL 33614, 2 beds, 1 bath

$549,900

2 beds1 bath970 sq ft

4617 N Clark Ave, Tampa, FL 33614

Property at 4521 W Azeele St, Tampa, FL 33609, 3 beds, 2 baths

$1,695,000

3 beds2 baths1,748 sq ft

4521 W Azeele St, Tampa, FL 33609

Property at 5809 12th Ave S, Tampa, FL 33619, 4 beds, 3 baths

$375,000

4 beds3 baths2,045 sq ft

5809 12th Ave S, Tampa, FL 33619

Property at 1209 E 18th Ave, Tampa, FL 33605, 3 beds, 2 baths

$374,900

3 beds2 baths1,340 sq ft

1209 E 18th Ave, Tampa, FL 33605

Property at 3407 E Fern St E, Tampa, FL 33610, 3 beds, 2 baths

$295,000

3 beds2 baths1,413 sq ft

3407 E Fern St E, Tampa, FL 33610

Property at 605 N Woodlynne Ave, Tampa, FL 33609, 3 beds, 2 baths

$629,900

3 beds2 baths1,445 sq ft

605 N Woodlynne Ave, Tampa, FL 33609

Property at 3112 S Julia Cir, Tampa, FL 33629, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,510 sq ft

3112 S Julia Cir, Tampa, FL 33629

Property at 4203 N Suwanee Ave, Tampa, FL 33603, 3 beds, 2 baths

$450,000

3 beds2 baths1,568 sq ft

4203 N Suwanee Ave, Tampa, FL 33603

Property at 4028 Waring Dr, Tampa, FL 33610, 3 beds, 1 bath

$184,900

3 beds1 bath1,142 sq ft

4028 Waring Dr, Tampa, FL 33610

Property at 324 W Haya St, Tampa, FL 33603, 3 beds, 2 baths

$510,000

3 beds2 baths1,252 sq ft

324 W Haya St, Tampa, FL 33603

Property at 6124 Nundy Ave, Gibsonton, FL 33534, 3 beds, 2 baths

$225,000

3 beds2 baths1,192 sq ft

6124 Nundy Ave, Gibsonton, FL 33534

Property at 224 Inverness Ave, Temple Terrace, FL 33617, 4 beds, 3 baths

$489,000

4 beds3 baths2,126 sq ft

224 Inverness Ave, Temple Terrace, FL 33617

Property at 805 E Osborne Ave, Tampa, FL 33603, 2 beds, 1 bath

$319,900

2 beds1 bath1,154 sq ft

805 E Osborne Ave, Tampa, FL 33603

Property at 8426 N Boulevard, Tampa, FL 33604, 2 beds, 1 bath

$5,000

2 beds1 bath1,136 sq ft

8426 N Boulevard, Tampa, FL 33604

Property at 1502 W Brandon Dr, Tampa, FL 33603, 4 beds, 2 baths

$5,000

4 beds2 baths1,490 sq ft

1502 W Brandon Dr, Tampa, FL 33603

Property at 2601 E 25th Ave, Tampa, FL 33605, 2 beds, 1 bath

$149,900

2 beds1 bath590 sq ft

2601 E 25th Ave, Tampa, FL 33605

Property at 6403 Elliot Dr, Tampa, FL 33615, 4 beds, 3 baths

$424,900

4 beds3 baths1,953 sq ft

6403 Elliot Dr, Tampa, FL 33615

Property at 14902 Pinecrest Rd, Tampa, FL 33613, 3 beds, 2 baths

$319,000

3 beds2 baths1,365 sq ft

14902 Pinecrest Rd, Tampa, FL 33613

Property at 2118 S Venus St, Tampa, FL 33629, 3 beds, 2 baths

$829,000

3 beds2 baths1,638 sq ft

2118 S Venus St, Tampa, FL 33629

Property at 3606 W Bay TO Bay Blvd, Tampa, FL 33629, 3 beds, 2 baths

$649,999

3 beds2 baths1,184 sq ft

3606 W Bay TO Bay Blvd, Tampa, FL 33629

Property at 309 Deer Park Ave, Temple Terrace, FL 33617, 4 beds, 2 baths

$499,000

4 beds2 baths1,821 sq ft

309 Deer Park Ave, Temple Terrace, FL 33617

(954) 962-7334

Viewing page 1 of 23

Based on information submitted to the MLS GRID as of Sat Oct 24 2026. 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 917 vintage homes for sale in Hillsborough County at a median listing price of $400K. 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 78 days and receive 1 offers. This map is refreshed with the newest listings in Hillsborough County every 15 minutes.

In the past month, 1420 homes have been sold in Hillsborough County. In addition to houses in Hillsborough County, there were also 1244 condos, 1181 townhouses, and 107 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

19 Redfin agents serving Hillsborough County

536

Deals*

4.7

Satisfaction

2132

Homes closed*

* Data from the last year

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

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.