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

351 homes

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Sarasota County, FL:
Welcome to 601 Menendez Street — a beautifully maintained 4-bedroom, 3.5-bathroom mid-century modern residence nestled in the prestigious Venice Gulf View community on Venice Island. Originally built in 1953 and thoughtfully expanded over the years, this timeless home perfectly blends original island character with modern comfort and design. Set on a desirable corner lot, the property showcases a private courtyard-style pool surrounded by mature tropical landscaping, creating an idyllic retreat for relaxing or entertaining. Inside, oak flooring and clean architectural lines honor the home’s mid-century roots while creating a warm, sophisticated ambiance. The primary suite, a lat

$1,200,000

4 beds3.5 baths2,186 sq ft

601 Menendez St, Venice, FL 34285

Propane fireplace • Oak flooring • Built in dry bar

ABOUT THIS HOME
Vintage Home for sale in Sarasota County, FL:
One or more photo(s) has been virtually staged. Discover your affordable and move-in-ready Tiny Home, just one street away from the scenic Legacy Trail, minutes from the Pompano Pickleball Courts, and less than 2 miles to vibrant Downtown Sarasota. Enjoy the perfect balance of peaceful living and city convenience — escape through a canopy of trees and step right onto the Trail for your morning walk or bike ride. This home has already had the big-ticket updates done for you: Roof replaced in 2021 (4 years old), Newer appliances (2023), Updated plumbing supply lines (CPVC), underground waste lines (PVC), already installed window treatments, HVAC system (2017) with updated air ducts. Fea

$288,999

2 beds1 bath815 sq ft

2897 Oak St, Sarasota, FL 34237

Scenic legacy trail • Canopy of trees • Move in ready

ABOUT THIS HOME
Vintage Home for sale in Sarasota County, FL:
Ready to impress! This fully renovated 4 bedroom, 3 full bath residence offers 2,379 sq. ft. of modern living in Sarasota’s premier neighborhood—San Remo Estates. Just a short walk to the North Siesta Key Bridge, this sought-after location combines an idyllic community setting with unmatched convenience. Designed with an open floor plan, the home showcases a brand-new kitchen with modern appliances, a dedicated laundry room, and a versatile bedroom ideal as an office, gym, or flex space. This house has all brand new closets from Design Studio California Closets. The expansive 0.32 acre lot is built for entertaining: a covered lanai with spacious patio, inviting pool, charming ga

$1,990,000

4 beds3 baths2,379 sq ft

3851 Tangier Ter, Sarasota, FL 34239

Fully renovated • Versatile bedroom • Inviting pool

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Sarasota County, FL:
Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gath

$469,000

3 beds2 baths1,577 sq ft

5619 New York Ave, Sarasota, FL 34231

Fenced yard • Open layout • Tropical landscaping

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Sarasota County, FL:
See Video for layout! Welcome to this timeless 1930s Sarasota bungalow where historic character meets everyday comfort. Featuring 3 bedrooms, 2 bathrooms, and approximately 1,400 square feet of thoughtfully designed living space, this home blends vintage charm with smart updates for modern living. Step inside and feel the warmth of preserved architectural details, natural light, and an open, inviting layout that feels larger than its footprint. The kitchen features updated stainless steel appliances, generous counter space, and stylish fixtures that make everyday meals or entertaining a pleasure. Major updates provide peace of mind including a newer metal roof, updated electrical panel (202

$270,000

3 beds2 baths1,409 sq ft

1717 32nd St, Sarasota, FL 34234

New a c system • Timeless bungalow • Full pvc re pipe

Property at 321 Pedro St, Venice, FL 34285, 4 beds, 3 baths

$1,195,000

4 beds3 baths3,048 sq ft

321 Pedro St, Venice, FL 34285

Property at 2105 Leon Ave, Sarasota, FL 34234, 3 beds, 1 bath

$225,000

3 beds1 bath840 sq ft

2105 Leon Ave, Sarasota, FL 34234

Property at 148 Roberts Rd, Nokomis, FL 34275, 3 beds, 1 bath

$359,000

3 beds1 bath1,040 sq ft

148 Roberts Rd, Nokomis, FL 34275

Property at 652 Ohio Pl, Sarasota, FL 34236, 2 beds, 2 baths

$965,000

2 beds2 baths1,072 sq ft

652 Ohio Pl, Sarasota, FL 34236

Property at 6240 Uplands Blvd, Sarasota, FL 34243, 2 beds, 2 baths

$549,000

2 beds2 baths2,216 sq ft

6240 Uplands Blvd, Sarasota, FL 34243

Property at 41 S Adams Dr, Sarasota, FL 34236, 2 beds, 2 baths

$2,050,000

2 beds2 baths3,913 sq ft

41 S Adams Dr, Sarasota, FL 34236

Property at 2426 Wisteria St, Sarasota, FL 34239, 3 beds, 2 baths

$775,000

3 beds2 baths1,570 sq ft

2426 Wisteria St, Sarasota, FL 34239

Property at 2207 Hickory Ave, Sarasota, FL 34234, 3 beds, 2 baths

$680,000

3 beds2 baths1,723 sq ft

2207 Hickory Ave, Sarasota, FL 34234

Property at 5313 Boca Raton Ave, Sarasota, FL 34234, 2 beds, 2 baths

$195,000

2 beds2 baths1,175 sq ft

5313 Boca Raton Ave, Sarasota, FL 34234

Property at 2826 Marlette St, Sarasota, FL 34231, 3 beds, 3 baths

$625,000

3 beds3 baths1,476 sq ft

2826 Marlette St, Sarasota, FL 34231

Property at 3120 Arch Dr, Sarasota, FL 34232, 3 beds, 2 baths

$565,000

3 beds2 baths1,931 sq ft

3120 Arch Dr, Sarasota, FL 34232

Property at 338 Bird Key Dr, Sarasota, FL 34236, 3 beds, 2 baths

$1,539,000

3 beds2 baths1,660 sq ft

338 Bird Key Dr, Sarasota, FL 34236

Property at 3613 Belmont Blvd, Sarasota, FL 34232, 2 beds, 2 baths

$400,000

2 beds2 baths1,152 sq ft

3613 Belmont Blvd, Sarasota, FL 34232

Property at 2313 Loma Linda St, Sarasota, FL 34239, 3 beds, 2 baths

$560,000

3 beds2 baths1,606 sq ft

2313 Loma Linda St, Sarasota, FL 34239

Property at 747 42nd St, Sarasota, FL 34234, 2 beds, 2 baths

$399,999

2 beds2 baths1,376 sq ft

747 42nd St, Sarasota, FL 34234

Property at 1099 Nokomis Ave S, Venice, FL 34285, 4 beds, 3.5 baths

$919,000

4 beds3.5 baths2,578 sq ft

1099 Nokomis Ave S, Venice, FL 34285

Property at 2832 Novus St, Sarasota, FL 34237, 3 beds, 2 baths

$379,000

3 beds2 baths1,262 sq ft

2832 Novus St, Sarasota, FL 34237

Property at 2126 Craft Ln, Sarasota, FL 34239, 3 beds, 2 baths

$749,000

3 beds2 baths1,395 sq ft

2126 Craft Ln, Sarasota, FL 34239

Property at 232 Bahia Vista Dr, Englewood, FL 34223, 2 beds, 2.5 baths

$698,000

2 beds2.5 baths1,521 sq ft

232 Bahia Vista Dr, Englewood, FL 34223

Property at 2234 Phillippi St, Sarasota, FL 34231, 3 beds, 2 baths

$489,900

3 beds2 baths2,012 sq ft

2234 Phillippi St, Sarasota, FL 34231

Property at 5354 Calle Florida, Sarasota, FL 34242, 4 beds, 3.5 baths

$1,250,000

4 beds3.5 baths2,659 sq ft

5354 Calle Florida, Sarasota, FL 34242

Property at 3530 Goodrich Ave, Sarasota, FL 34234, 4 beds, 2 baths

$339,900

4 beds2 baths1,400 sq ft

3530 Goodrich Ave, Sarasota, FL 34234

Property at 4010 N Lockwood Ridge Rd, Sarasota, FL 34234, 2 beds, 2 baths

$369,907

2 beds2 baths1,272 sq ft

4010 N Lockwood Ridge Rd, Sarasota, FL 34234

Property at 2949 Bougainvillea St, Sarasota, FL 34239, 3 beds, 2 baths

$499,000

3 beds2 baths1,574 sq ft

2949 Bougainvillea St, Sarasota, FL 34239

Property at 724 Myrtle Ave, Venice, FL 34285, 2 beds, 1 bath

$295,000

2 beds1 bath744 sq ft

724 Myrtle Ave, Venice, FL 34285

Property at 3231 E Forest Lake Dr, Sarasota, FL 34232, 4 beds, 3 baths

$1,795,000

4 beds3 baths3,605 sq ft

3231 E Forest Lake Dr, Sarasota, FL 34232

Property at 1326 17th St, Sarasota, FL 34234, 2 beds, 2 baths

$480,000

2 beds2 baths1,232 sq ft

1326 17th St, Sarasota, FL 34234

Property at 720 Myrtle Ave, Venice, FL 34285, 3 beds, 2 baths

$495,000

3 beds2 baths1,680 sq ft

720 Myrtle Ave, Venice, FL 34285

Property at 1022 S Osprey Ave, Sarasota, FL 34236, 3 beds, 3 baths

$1,650,000

3 beds3 baths2,284 sq ft

1022 S Osprey Ave, Sarasota, FL 34236

Property at 355 S Shore Dr, Sarasota, FL 34234, 3 beds, 3 baths

$2,695,000

3 beds3 baths3,276 sq ft

355 S Shore Dr, Sarasota, FL 34234

Property at 352 Oak St, Englewood, FL 34223, 3 beds, 2 baths

$550,000

3 beds2 baths1,354 sq ft

352 Oak St, Englewood, FL 34223

Property at 2907 Marshall Dr, Sarasota, FL 34239, 2 beds, 2 baths

$599,999

2 beds2 baths1,138 sq ft

2907 Marshall Dr, Sarasota, FL 34239

Property at 1641 Memory Ln, Sarasota, FL 34231, 2 beds, 2 baths

$695,000

2 beds2 baths1,248 sq ft

1641 Memory Ln, Sarasota, FL 34231

Property at 5010 Lahaina Dr, Sarasota, FL 34232, 5 beds, 4 baths

$625,000

5 beds4 baths2,333 sq ft

5010 Lahaina Dr, Sarasota, FL 34232

Property at 2998 Michigan St, Sarasota, FL 34237, 3 beds, 1.5 baths

$349,999

3 beds1.5 baths1,383 sq ft

2998 Michigan St, Sarasota, FL 34237

Property at 4147 Augustine Ave, Sarasota, FL 34231, 3 beds, 2 baths

$500,000

3 beds2 baths1,500 sq ft

4147 Augustine Ave, Sarasota, FL 34231

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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 Sarasota County

There are currently 351 vintage homes for sale in Sarasota County at a median listing price of $474K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Sarasota County stay on the market for 98 days and receive 1 offers. This map is refreshed with the newest listings in Sarasota County every 15 minutes.

In the past month, 948 homes have been sold in Sarasota County. In addition to houses in Sarasota County, there were also 1692 condos, 239 townhouses, and 59 multi-family units for sale in Sarasota County last month. Find your dream home in Sarasota 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 Sarasota County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Sarasota County. If you're looking to sell your home in the Sarasota County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Sarasota 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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