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

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ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Discover the potential of this West Tampa gem. Situated in one of Tampa’s most sought-after neighborhoods, this property offers a true open canvas for a buyer looking to create their own vision. Whether you’re planning a modern makeover, a custom renovation, or an investment project, the possibilities are endless. Enjoy unbeatable convenience—just minutes from Midtown, Downtown, Armature Works, Hyde Park, Tampa International Airport, top dining, shopping, and entertainment. With its central location and strong surrounding growth, this is a rare opportunity to shape a home or investment exactly the way you want in the heart of Tampa. Endless potential. Prime location. Your

$250,000

2 beds1 bath1,036 sq ft

2710 W Cypress St, Tampa, FL 33609

Central location • Custom renovation • 6,500 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Welcome Home to South Seminole Heights! Experience the perfect blend of charm, character, and modern comfort in this beautifully updated 3-bedroom, 1.5-bath home with an additional bonus room, perfectly situated in the vibrant South Seminole Heights neighborhood. Step inside to an inviting open-concept great room filled with natural light — ideal for relaxing or entertaining guests. The spacious kitchen features ample counter space, abundant storage, and a seamless layout designed for both everyday living and special gatherings. Upstairs, you’ll find three comfortable bedrooms along with a versatile bonus room, perfect for a media room, gym, guest suite, or creative space. The

$499,000

3 beds1.5 baths1,462 sq ft

309 W Osborne Ave, Tampa, FL 33603

New exterior doors • Low-voltage lighting • Spacious kitchen

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
One or more photo(s) has been virtually staged. A rare multigenerational opportunity just minutes from Tampa. 315 Wooten Rd offers a 4-bedroom, 2.5-bath main residence plus a separate 1-bedroom, 1-bath in-law suite with its own private entrance and living space — perfect for extended family, aging parents, or long-term guests who want privacy while staying close. Set on a private, wooded, fully fenced lot with no HOA and no CDD, this property provides both independence and convenience. The main home features a spacious great room with wood flooring, a large bonus room for flexible living, and a loft upstairs ideal for a home office, study space, or play area. The primary suite include

$649,999

4 beds2.5 baths2,460 sq ft

315 Wooten Rd, Lutz, FL 33548

No cdd • Spacious great room • Private entrance

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Discover this beautifully updated 3-bedroom, 1-bath home situated on an expansive corner lot—over a quarter acre—in the highly sought-after Purity Springs Heights neighborhood of central Tampa. Step inside to a bright and inviting living/dining room combo, featuring oversized windows that overlook the spacious side yard and brand-new front porch. The home showcases fresh interior and exterior paint and all-new laminate flooring throughout. The stunning, fully renovated kitchen offers new wood cabinetry, granite countertops, stainless-steel appliances, and a generous added pantry, providing an abundance of storage and workspace. The primary bedroom is oversized, while the bathroo

$279,900

3 beds1 bath940 sq ft

803 W Sitka St, Tampa, FL 33604

New wood cabinetry • Granite countertops • Corner lot

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Hillsborough County, FL:
Exquisite 1920s Bungalow with Private Guest House in Beloved Old Seminole Heights! Step back in time with all the comforts of today in this superbly renovated 1920 Sears Roebuck bungalow, complete with its very own private guest house. The main home features 2 beds and 2 baths (1,360 sqft), PLUS a 1 bed/1 bath detached guest house (328 sqft) and garage just out back! Curb appeal is everything, and this home immediately charms with beautiful landscaping, classic lines, and a welcoming presence. Stroll up to the inviting covered front porch—perfect for morning coffee or lazy afternoons—and step inside to discover the best of old and new. Original heart pine floors gleam underfoot,

$560,000

3 beds3 baths1,688 sq ft

5705 N Miami Ave, Tampa, FL 33604

Quartz countertops • Private guest house • Outdoor shower

Property at 8204 N 10th, Tampa, FL 33604, 3 beds, 2 baths

$254,900

3 beds2 baths840 sq ft

8204 N 10th, Tampa, FL 33604

Property at 906 W Baker St, Plant City, FL 33563, 2 beds, 1 bath

$230,000

2 beds1 bath1,120 sq ft

906 W Baker St, Plant City, FL 33563

Property at 5409 S Lois Ave, Tampa, FL 33616, 3 beds, 1 bath

$275,000

3 beds1 bath850 sq ft

5409 S Lois Ave, Tampa, FL 33616

Property at 4405 Airport Rd, Plant City, FL 33563, 2 beds, 1 bath

$199,500

2 beds1 bath1,152 sq ft

4405 Airport Rd, Plant City, FL 33563

Property at 5309 Lloyd St, Seffner, FL 33584, 3 beds, 2 baths

$300,000

3 beds2 baths1,146 sq ft

5309 Lloyd St, Seffner, FL 33584

Property at 4210 River Hills Dr, Tampa, FL 33617, 2 beds, 1 bath

$250,000

2 beds1 bath1,102 sq ft

4210 River Hills Dr, Tampa, FL 33617

Property at 1705 W Powhatan Ave, Tampa, FL 33603, 2 beds, 1 bath

$199,900

2 beds1 bath594 sq ft

1705 W Powhatan Ave, Tampa, FL 33603

Property at 1402 E 33rd Ave Unit A, Tampa, FL 33603, 4 beds, 4 baths

$680,000

4 beds4 baths2,508 sq ft

1402 E 33rd Ave Unit A, Tampa, FL 33603

Property at 6005 N 30th St, Tampa, FL 33610, 4 beds, 2 baths

$270,000

4 beds2 baths1,424 sq ft

6005 N 30th St, Tampa, FL 33610

Property at 2618 S Toronto Ave, Tampa, FL 33629, 3 beds, 2 baths

$875,000

3 beds2 baths1,705 sq ft

2618 S Toronto Ave, Tampa, FL 33629

Property at 8004 N Klondyke St, Tampa, FL 33604, 2 beds, 2 baths

$310,000

2 beds2 baths1,232 sq ft

8004 N Klondyke St, Tampa, FL 33604

Property at 1712 E Caracas St, Tampa, FL 33610, 3 beds, 2 baths

$414,990

3 beds2 baths2,136 sq ft

1712 E Caracas St, Tampa, FL 33610

Property at 4512 26th Ave S, Tampa, FL 33619, 3 beds, 2 baths

$399,990

3 beds2 baths1,642 sq ft

4512 26th Ave S, Tampa, FL 33619

Property at 4735 W Wisconsin Ave, Tampa, FL 33616, 3 beds, 1 bath

$349,900

3 beds1 bath1,004 sq ft

4735 W Wisconsin Ave, Tampa, FL 33616

Property at 2119 W Comanche Ave, Tampa, FL 33603, 3 beds, 2 baths

$319,900

3 beds2 baths1,723 sq ft

2119 W Comanche Ave, Tampa, FL 33603

Property at 2630 W Sunset Dr, Tampa, FL 33629, 3 beds, 2 baths

$965,000

3 beds2 baths1,662 sq ft

2630 W Sunset Dr, Tampa, FL 33629

Property at 3006 W Harbor View Ave, Tampa, FL 33611, 4 beds, 3 baths

$1,649,000

4 beds3 baths2,916 sq ft

3006 W Harbor View Ave, Tampa, FL 33611

Property at 703 E 114th Ave, Tampa, FL 33612, 4 beds, 2 baths

$349,000

4 beds2 baths1,731 sq ft

703 E 114th Ave, Tampa, FL 33612

Property at 2215 Wallace Rd, Lutz, FL 33549, 2 beds, 1 bath

$495,000

2 beds1 bath1,080 sq ft

2215 Wallace Rd, Lutz, FL 33549

Property at 5026 W Longfellow Ave, Tampa, FL 33629, 4 beds, 2.5 baths

$1,299,000

4 beds2.5 baths2,136 sq ft

5026 W Longfellow Ave, Tampa, FL 33629

Property at 3808 Broad St, Seffner, FL 33584, 4 beds, 2.5 baths

$435,000

4 beds2.5 baths2,224 sq ft

3808 Broad St, Seffner, FL 33584

Property at 103 Holland Ave, Temple Terr, FL 33617, 3 beds, 2 baths

$375,000

3 beds2 baths1,538 sq ft

103 Holland Ave, Temple Terr, FL 33617

Property at 5806 N Cherokee Ave, Tampa, FL 33604, 3 beds, 1 bath

$595,000

3 beds1 bath1,667 sq ft

5806 N Cherokee Ave, Tampa, FL 33604

Property at 1202 E Ida St, Tampa, FL 33603, 4 beds, 2 baths

$425,000

4 beds2 baths1,568 sq ft

1202 E Ida St, Tampa, FL 33603

Property at 4606 W Oakellar Ave, Tampa, FL 33611, 3 beds, 2.5 baths

$535,000

3 beds2.5 baths1,943 sq ft

4606 W Oakellar Ave, Tampa, FL 33611

Property at 910 Linwood Ter, Lutz, FL 33549, 3 beds, 2 baths

$399,000

3 beds2 baths1,307 sq ft

910 Linwood Ter, Lutz, FL 33549

Property at 3102 W Leroy St Unit A, Tampa, FL 33607, 3 beds, 1 bath

$275,000

3 beds1 bath1,176 sq ft

3102 W Leroy St Unit A, Tampa, FL 33607

Property at 2516 W Marquette Ave, Tampa, FL 33614, 3 beds, 2.5 baths

$424,000

3 beds2.5 baths1,636 sq ft

2516 W Marquette Ave, Tampa, FL 33614

Property at 2810 N Jefferson St, Tampa, FL 33602, 3 beds, 2 baths

$569,000

3 beds2 baths1,736 sq ft

2810 N Jefferson St, Tampa, FL 33602

Property at 207 Willowick Ave, Temple Terr, FL 33617, 3 beds, 2 baths

$480,000

3 beds2 baths1,806 sq ft

207 Willowick Ave, Temple Terr, FL 33617

Property at 110 Mission Hills Ave, Temple Terr, FL 33617, 3 beds, 2 baths

$399,900

3 beds2 baths1,700 sq ft

110 Mission Hills Ave, Temple Terr, FL 33617

Property at 612 W DR Martin Luther King JR Blvd, Tampa, FL 33603, 2 beds, 2 baths

$299,000

2 beds2 baths1,344 sq ft

612 W DR Martin Luther King JR Blvd, Tampa, FL 33603

Property at 4213 E Osborne Ave, Tampa, FL 33610, 2 beds, 1 bath

$199,999

2 beds1 bath680 sq ft

4213 E Osborne Ave, Tampa, FL 33610

Property at 17924 Simms Rd, Odessa, FL 33556, 2 beds, 1 bath

$6,400,000

2 beds1 bath1,256 sq ft

17924 Simms Rd, Odessa, FL 33556

Property at 4708 E 18th Ave, Tampa, FL 33605, 2 beds, 1.5 baths

$225,000

2 beds1.5 baths880 sq ft

4708 E 18th Ave, Tampa, FL 33605

Property at 3011 W Douglas, Tampa, FL 33607, 3 beds, 1 bath

$420,000

3 beds1 bath1,275 sq ft

3011 W Douglas, Tampa, FL 33607

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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 Hillsborough County

There are currently 839 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.

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