Vintage homes for sale & real estate in Santa Rosa County, FL

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ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Charming 1955 block home on 1.15 Acres – Endless Potential! Discover the possibilities in this classic block home, perfectly situated on a spacious 1.15-acre fenced property. Whether you're looking for a renovation project, an investment opportunity, or a place to transform into your dream home, this property offers exceptional potential in a beautiful setting. The home features 3 bedrooms and 1 bathroom, with great bones and vintage character ready to be revitalized. A tankless water heater is already installed, providing modern efficiency to build on as you update and customize the space. New roof in August 2021. HVAC serviced regularly. HVAC Service agreement is transferable. Kitch

$180,000

3 beds1 bath1,407 sq ft

5413 Hamilton Bridge Rd, Milton, FL 32570

1.15 acres • Updated appliances • Solid wood cabinets

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
The bones are in place and ready for some TLC to make it a wonderful home. Huge property and yard that can be optimal for expansion of the structure or for a sizeable party space. Across the street is a beautiful and cozy park great for young kids and/or your daily stroll. Location is very practical: minutes to Avalon Blvd, the 10 Freeway and Milton; as well as all the shops on US 90 you might need. You do not want to miss this opportunity! Come check it out and see the potential for yourself! AS IS - Solid investment opportunity for rent or resale.

$165,000

3 beds1 bath1,008 sq ft

4531 Sunrise Dr, Milton, FL 32571

Huge property • Practical location • Parking

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Gulf Breeze Home in Prime Location! No HOA or Rental Restrictions!! Discover this beautifully maintained 3-bedroom, 2-bath home nestled within the Gulf Breeze Proper city limits. This property blends classic character with modern updates. Enjoy original hardwood floors, a spacious 2-car garage, and a new roof with acceptable offer for peace of mind. Situated on an oversized lot in a desirable neighborhood, this home offers plenty of room to relax and entertain. A majestic historic oak tree graces the backyard, creating a serene outdoor retreat. Conveniently located with a 10-minute drive to Pensacola Beach, near A-rated schools, dining, shopping, hospitals, and just minutes from the beach a

$385,000

3 beds2 baths1,100 sq ft

9 Gilmore Dr, Gulf Breeze, FL 32561

Historic oak tree • Rental restrictions • Oversized lot

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Discover a rare opportunity to own one of Holley's oldest original properties, thoughtfully renovated while preserving its timeless character and Southern charm. Set on a spacious 0.6-acre lot, this beautifully updated estate features a main home offering 3 bedrooms and 2 bathrooms that is approximately 1596 square feet. This beautiful home is complete with a welcoming wraparound porch perfect for relaxing and taking in the serene surroundings. Inside the main home, you'll find a warm blend of historic touches and modern comfort. Recent upgrades completed in 2022 include a new roof, water heater, and HVAC system, providing peace of mind for years to come. This unique property also includes

$495,000

4 beds3 baths2,596 sq ft

3562 Bob Tolbert Rd, Navarre, FL 32566

Entertaining cabana • Detached cottage • 0.6-acre lot

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Move-in ready 3-bedroom, 2-bath home in Milton featuring a spacious 24x24 garage and an additional 12x24 workshop—ideal for extra storage, projects, or equipment. Major updates offer peace of mind, including newer HVAC, windows, water heater, siding, flooring, roof, and appliances. Conveniently located near local schools, shopping, fitness centers, and an easy commute to Whiting Field and Hwy 90.

$220,000

3 beds2 baths1,360 sq ft

6622 Hinote St, Milton, FL 32570

Additional workshop • Newer windows • Spacious garage

Property at 5217 Admiral Halsey Rd, Milton, FL 32583, 3 beds, 1 bath

$85,000

3 beds1 bath1,137 sq ft

5217 Admiral Halsey Rd, Milton, FL 32583

Property at 4216 Sapphire Ln, Milton, FL 32571, 2 beds, 1 bath

$120,000

2 beds1 bath950 sq ft

4216 Sapphire Ln, Milton, FL 32571

Property at 2936 Summer St, Milton, FL 32583, 3 beds, 2 baths

$152,500

3 beds2 baths1,000 sq ft

2936 Summer St, Milton, FL 32583

Property at 3372 Childers St, Milton, FL 32583, 3 beds, 2 baths

$359,000

3 beds2 baths1,512 sq ft

3372 Childers St, Milton, FL 32583

Property at 4574 Simpson St, Milton, FL 32583, 2 beds, 2 baths

$129,900

2 beds2 baths1,089 sq ft

4574 Simpson St, Milton, FL 32583

Property at 4124 Lawrence Ave, Milton, FL 32571, 3 beds, 1 bath

$112,000

3 beds1 bath960 sq ft

4124 Lawrence Ave, Milton, FL 32571

Property at 314 Camelia St, Gulf Breeze, FL 32561, 3 beds, 2 baths

$519,000

3 beds2 baths2,116 sq ft

314 Camelia St, Gulf Breeze, FL 32561

Property at 6504 Julia Dr, Milton, FL 32570, 3 beds, 1 bath

$189,000

3 beds1 bath1,324 sq ft

6504 Julia Dr, Milton, FL 32570

Property at 4001 Harrison Ave, Jay, FL 32565, 3 beds, 2 baths

$119,900

3 beds2 baths1,038 sq ft

4001 Harrison Ave, Jay, FL 32565

Property at 3319 Bob Tolbert Rd, Navarre, FL 32566, 3 beds, 2 baths

$510,000

3 beds2 baths1,740 sq ft

3319 Bob Tolbert Rd, Navarre, FL 32566

Property at 6571 Cedar St, Milton, FL 32570, 3 beds, 2 baths

$199,900

3 beds2 baths1,711 sq ft

6571 Cedar St, Milton, FL 32570

Property at 5261 Bayou Dr, Milton, FL 32583, 3 beds, 2 baths

$549,900

3 beds2 baths1,850 sq ft

5261 Bayou Dr, Milton, FL 32583

Property at 5190 Santa Rosa St, Milton, FL 32570, 4 beds, 2 baths

$159,500

4 beds2 baths1,878 sq ft

5190 Santa Rosa St, Milton, FL 32570

Property at 5589 Birch St, Milton, FL 32570, 3 beds, 2 baths

$194,000

3 beds2 baths1,458 sq ft

5589 Birch St, Milton, FL 32570

Property at 6406 Sellers Dr, Milton, FL 32570, 3 beds, 1 bath

$199,900

3 beds1 bath1,075 sq ft

6406 Sellers Dr, Milton, FL 32570

Property at 6158 Syrcle Ave, Milton, FL 32570, 3 beds, 2 baths

$109,500

3 beds2 baths1,300 sq ft

6158 Syrcle Ave, Milton, FL 32570

Property at 6552 College Dr, Milton, FL 32570, 3 beds, 1.5 baths

$149,900

3 beds1.5 baths1,125 sq ft

6552 College Dr, Milton, FL 32570

Property at 422 Fairpoint Dr, Gulf Breeze, FL 32561, 4 beds, 3 baths

$499,000

4 beds3 baths2,018 sq ft

422 Fairpoint Dr, Gulf Breeze, FL 32561

Property at 6767 Margaret St, Milton, FL 32570, 2 beds, 1 bath

$170,000

2 beds1 bath960 sq ft

6767 Margaret St, Milton, FL 32570

Property at 2579 Hwy 4, Jay, FL 32565, 3 beds, 1.5 baths

$125,000

3 beds1.5 baths1,800 sq ft

2579 Hwy 4, Jay, FL 32565

Property at 6518 Robin Ave, Milton, FL 32570, 3 beds, 2 baths

$150,000

3 beds2 baths1,560 sq ft

6518 Robin Ave, Milton, FL 32570

Property at 7095 & 7097 Milton Dr, Milton, FL 32583

$139,500

— beds— baths1,136 sq ft

7095 & 7097 Milton Dr, Milton, FL 32583

Property at 4604 Fowler Dr, Milton, FL 32571, 2 beds, 1 bath

$69,000

2 beds1 bath1,160 sq ft

4604 Fowler Dr, Milton, FL 32571

Property at 3090 Hwy 4, Jay, FL 32565, 1 bed, 1 bath

$162,900

1 bed1 bath1,152 sq ft

3090 Hwy 4, Jay, FL 32565

Property at 3367 Circle Dr, Gulf Breeze, FL 32563, 4 beds, 3 baths

$800,000

4 beds3 baths2,651 sq ft

3367 Circle Dr, Gulf Breeze, FL 32563

Property at 420 Fairpoint Dr, Gulf Breeze, FL 32561, 4 beds, 3 baths

$859,000

4 beds3 baths2,968 sq ft

420 Fairpoint Dr, Gulf Breeze, FL 32561

Property at 5733 Pecan St, Milton, FL 32570, 4 beds, 3 baths

$265,000

4 beds3 baths1,905 sq ft

5733 Pecan St, Milton, FL 32570

Property at 6957 Thompson St, Milton, FL 32583, 3 beds, 2 baths

$334,900

3 beds2 baths2,468 sq ft

6957 Thompson St, Milton, FL 32583

Property at 6700 Ventura Blvd, Milton, FL 32583, 2 beds, 1 bath

$205,000

2 beds1 bath1,106 sq ft

6700 Ventura Blvd, Milton, FL 32583

Property at 7059 & 7061 Milton Dr, Milton, FL 32583

$325,000

— beds— baths1,150 sq ft

7059 & 7061 Milton Dr, Milton, FL 32583

Property at 204 Camelia St, Gulf Breeze, FL 32561, 5 beds, 3.5 baths

$624,900

5 beds3.5 baths3,135 sq ft

204 Camelia St, Gulf Breeze, FL 32561

Property at 4308 Floridatown Rd, Milton, FL 32571, 3 beds, 2 baths

$230,000

3 beds2 baths1,264 sq ft

4308 Floridatown Rd, Milton, FL 32571

Property at 6608 Magnolia St, Milton, FL 32570, 3 beds, 2 baths

$230,000

3 beds2 baths1,307 sq ft

6608 Magnolia St, Milton, FL 32570

Property at 3803 Clanton St, Jay, FL 32565, 2 beds, 1 bath

$169,900

2 beds1 bath1,008 sq ft

3803 Clanton St, Jay, FL 32565

Property at 4881 Calvin Dr, Milton, FL 32583, 5 beds, 3 baths

$415,000

5 beds3 baths3,020 sq ft

4881 Calvin Dr, Milton, FL 32583

Property at 7071 Milton Dr, Milton, FL 32583, 3 beds, 2 baths

$325,000

3 beds2 baths1,175 sq ft

7071 Milton Dr, Milton, FL 32583

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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 Santa Rosa County

There are currently 50 vintage homes for sale in Santa Rosa County at a median listing price of $381K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Santa Rosa County stay on the market for 79 days and receive 1 offers. This map is refreshed with the newest listings in Santa Rosa County every 15 minutes.

In the past month, 308 homes have been sold in Santa Rosa County. In addition to houses in Santa Rosa County, there were also 91 condos, 122 townhouses, and 9 multi-family units for sale in Santa Rosa County last month. Find your dream home in Santa Rosa 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 Santa Rosa County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Santa Rosa County. If you're looking to sell your home in the Santa Rosa County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Santa Rosa 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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