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

38 homes

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ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Situated on a generous . 44-acre lot and including an additional . 34-acre industrial parcel directly behind the home, this property offers exceptional space, flexibility, and value. The extra lot extends 40 feet beyond the rear fence, providing expanded potential for storage, projects, or future use. This well-maintained home features 3 bedrooms, 2 full bathrooms, and 1,967 square feet of comfortable living space. Inside, you’ll find light, airy colors accented with vibrant pops of personality, along with new flooring throughout. The primary suite includes granite countertops and a stackable washer and dryer, which remain with the home. Enjoy year-round relaxation on the large screen

$250,000

3 beds2 baths1,967 sq ft

3811 Wilkes St, Milton, FL 32571

Generous lot • Rv plug • Mature landscaping

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Recently renovated to perfection, this modern home blends sleek design with timeless European influence. A new roof and new HVAC system offer lasting comfort and efficiency, while steel-reinforced black-on-white tilt-turn windows make a bold architectural statement. Inside, luxury LVP flooring with a cushioned underlay adds warmth and quiet elegance. The Italian-inspired kitchen showcases solid countertops, modern cabinetry, and premium finishes for a clean, elevated look. Designer lighting and upgraded hardware bring every space together with intention. Flooded with natural light, the open-concept layout feels airy and inviting. Outside, the spacious lot gives you room to relax, entertain,

$249,000

3 beds2 baths1,440 sq ft

4732 Pine Ln, Milton, FL 32571

Luxury lvp flooring • Solid countertops • New roof

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Must see! Perched high on a bluff, this deceptively spacious home offers stunning views of the Santa Rosa Sound. Step inside to discover a fully renovated interior featuring new woodwork trim, solid wooden doors, and luxury vinyl flooring in the main living areas. The entry level welcomes you with a formal living room (or game room) highlighted by charming hardwood floors, along with a private office and a convenient guest bedroom. A few steps down reveal the heart of the home: an open-concept living, dining, and kitchen area beneath soaring two-story ceilings. The chef’s kitchen is equipped with granite countertops, a center island with a gas Bosch stove, custom cabinetry, and a uniq

$840,000

3 beds2.5 baths3,047 sq ft

131 Shoreline Dr, Gulf Breeze, FL 32561

Multiple balconies • Granite countertops • Center island

ABOUT THIS HOME
Vintage Home for sale in Santa Rosa County, FL:
Discover the perfect blend of charm, character, and updates in this sweet cottage-style home on a generous almost ½-acre lot. This 2-bedroom, 1-bath, 1,056 SF gem has been refreshed with a new metal roof, new HVAC, fresh exterior paint, new luxury vinyl flooring, and restored hardwood floors that add warmth and timeless appeal. The cozy interior flows comfortably, while the expansive outdoor space offers room for entertaining, gardening, parking an RV or boat and adding a workshop. Located just minutes from the heart of downtown Milton, NAS Whiting Field and walking distance to King Middle School. No HOA! This home offers convenience, comfort, and the charm of a classic Florida cotta

$179,000

2 beds1 bath1,056 sq ft

6653 Dearborn St, Milton, FL 32570

Metal roof • New hvac • Fresh exterior paint

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

Property at 6622 Hinote St, Milton, FL 32570, 3 beds, 2 baths

$210,000

3 beds2 baths1,360 sq ft

6622 Hinote St, Milton, FL 32570

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

$110,000

2 beds1 bath950 sq ft

4216 Sapphire Ln, Milton, FL 32571

Property at 2750 Nelsontown Rd, Jay, FL 32565, 2 beds, 1 bath

$159,900

2 beds1 bath1,320 sq ft

2750 Nelsontown Rd, Jay, FL 32565

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

$194,900

3 beds2 baths1,711 sq ft

6571 Cedar St, Milton, FL 32570

Property at 5733 Orange St, Milton, FL 32570, 3 beds, 1.5 baths

$199,000

3 beds1.5 baths1,640 sq ft

5733 Orange St, Milton, FL 32570

Property at 5413 Hamilton Bridge Rd, Milton, FL 32570, 3 beds, 1 bath

$180,000

3 beds1 bath1,407 sq ft

5413 Hamilton Bridge Rd, Milton, FL 32570

Property at 4531 Sunrise Dr, Milton, FL 32571, 3 beds, 1 bath

$155,000

3 beds1 bath1,008 sq ft

4531 Sunrise Dr, Milton, FL 32571

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

$119,900

2 beds2 baths1,089 sq ft

4574 Simpson St, Milton, FL 32583

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 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 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 7095 & 7097 Milton Dr, Milton, FL 32583

$139,500

— beds— baths1,136 sq ft

7095 & 7097 Milton Dr, Milton, FL 32583

Property at 7195 Heath Rd, Milton, FL 32570, 4 beds, 2 baths

$315,000

4 beds2 baths1,634 sq ft

7195 Heath Rd, 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 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 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 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 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 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 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 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 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 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 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 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 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 417 Surrey Dr, Gulf Breeze, FL 32561

$465,000

— beds— baths— sq ft

417 Surrey Dr, Gulf Breeze, FL 32561

Property at 9751 Us Hwy 98, Navarre, FL 32566

$5,100,000

— beds— baths— sq ft

9751 Us Hwy 98, Navarre, FL 32566

Property at 6467 Lynnwood Cir, Milton, FL 32583

$89,000

— beds— baths— sq ft

6467 Lynnwood Cir, Milton, FL 32583

Property at 434 Fairpoint Dr, Gulf Breeze, FL 32561

$525,000

— beds— baths— sq ft

434 Fairpoint Dr, Gulf Breeze, FL 32561

Property at 500 Fairpoint Dr, Gulf Breeze, FL 32561

$525,000

— beds— baths— sq ft

500 Fairpoint Dr, Gulf Breeze, FL 32561

Property at 6647 Munson Hwy, Milton, FL 32570

$675,000

— beds— baths— sq ft

6647 Munson Hwy, Milton, FL 32570

Property at 7157 Windwood Ln, Milton, FL 32583

$99,000

— beds— baths— sq ft

7157 Windwood Ln, Milton, FL 32583

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Based on information submitted to the MLS GRID as of Sat Jan 03 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 Santa Rosa County

There are currently 38 vintage homes for sale in Santa Rosa County at a median listing price of $379K. 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 81 days and receive 1 offers. This map is refreshed with the newest listings in Santa Rosa County every 15 minutes.

In the past month, 274 homes have been sold in Santa Rosa County. In addition to houses in Santa Rosa County, there were also 82 condos, 132 townhouses, and 8 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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