Fixer Upper homes for sale & real estate in Longboat Key, FL

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NEW 25 HRS AGO

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Here’s your chance to own a true slice of Longboat Key paradise at an unbeatable price. This home in the beloved Twin Shores Beach & Marina community is being sold for lot value due to hurricane damage and will require a new manufactured home to be brought in. The value here is in the land and location, just steps from both the Gulf of Mexico and Sarasota Bay. Twin Shores is a friendly 55+ beach-to-bay community offering private deeded beach access, a marina with boat slips available on a first come, first served basis, a heated saltwater pool and an active clubhouse with social events throughout the year. Residents enjoy the best of both worlds, morning walks along the beach, a

$100,000

2 beds1.5 baths736 sq ft

68 Twin Shores Blvd, Longboat Key, FL 34228

Active clubhouse • Community pool • Built 1965

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner has contracted with the community contractor. has paid related assessment and work is underway! This unit has a bright open floor plan and hurricane windows. Main living area has tile flooring and both bedrooms will have new carpet. There are two bonus areas, one is adjacent to the primary bedroom and could be a private reading area or office and the other adjoins the great room. Once co

$380,000

2 beds2 baths1,327 sq ft

667 EL Centro, Longboat Key, FL 34228

Hurricane windows • Private beach access • New appliances

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider

$700,000

2 beds1.5 baths1,294 sq ft

755 Saint Judes Dr N, Longboat Key, FL 34228

Raised dock • Nautical dock lights • 000 lb lift

3D WALKTHROUGH

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
This premier lot and midcentury property, with one of the nicest pools in the area, is ready for its next visionary owner seeking the best of island living on beautiful Longboat Key. It's an ideal opportunity to renovate or build your dream home in the heart of the pedestrian and golf-cart friendly historic Longbeach Village with numerous waterfront restaurants and shops nearby. Located on Longboat Key's north end, this charming midcentury cedar-framed residence is set back on an expansive elevated lot with a deep front yard. The property boasts a private oasis in the rear, complete with a generous pool, spa and low-maintenance lawn. Previously updated to blend modern convenience with vinta

$1,075,000

3 beds2 baths1,862 sq ft

711 Russell St, Longboat Key, FL 34228

Heated pool • 0.27 acre lot • Pool

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
INCREDIBLE VALUE!! Here's your chance to own a slice of paradise, on beautiful Longboat Key, at an unbeatable price. Listed well below land value due to damage from Hurricane Helene, this property offers amazing potential in a highly sought-after 55+ Beach-to-Bay community. Perfect for investors, snowbirds, or anyone ready to create their dream coastal retreat. Whether you bring in a new manufactured home or continue the current renovation, the value here is undeniable. Mold remediation has already been completed. This large lot includes a covered carport, front porch area and you're just steps away from the heated saltwater pool, clubhouse, and marina, where you can enjoy boating, kayaki

$90,000

2 beds2 baths852 sq ft

73 Twin Shores Blvd, Longboat Key, FL 34228

Covered carport • Front porch area • 1,997 sq ft lot

Property at 721 Binnacle Point Dr, Longboat Key, FL 34228, 3 beds, 3 baths

$1,649,000

3 beds3 baths3,229 sq ft

721 Binnacle Point Dr, Longboat Key, FL 34228

Property at 636 Tarawitt Dr, Longboat Key, FL 34228, 2 beds, 2 baths

$885,000

2 beds2 baths1,248 sq ft

636 Tarawitt Dr, Longboat Key, FL 34228

Property at 3710 Gulf OF Mexico Dr Unit D19, Longboat Key, FL 34228, 2 beds, 1 bath

$150,000

2 beds1 bath684 sq ft

3710 Gulf OF Mexico Dr Unit D19, Longboat Key, FL 34228

Property at 579 Bayview Dr, Longboat Key, FL 34228, 4 beds, 2 baths

$1,250,000

4 beds2 baths2,144 sq ft

579 Bayview Dr, Longboat Key, FL 34228

Property at 552 Juan Anasco Dr, Longboat Key, FL 34228, 3 beds, 3.5 baths

$1,397,849

3 beds3.5 baths1,846 sq ft

552 Juan Anasco Dr, Longboat Key, FL 34228

Property at 5920 Gulf OF Mexico Dr, Longboat Key, FL 34228, 2 beds, 3 baths

$1,999,000

2 beds3 baths2,823 sq ft

5920 Gulf OF Mexico Dr, Longboat Key, FL 34228

Property at 640 Lyons Ln, Longboat Key, FL 34228

$1,295,000

— beds— baths— sq ft

640 Lyons Ln, Longboat Key, FL 34228

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ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Attention investors, flippers, and DIY enthusiasts! This large 2-bedroom, 2-bathroom condo is your chance to own in a desirable community at a fraction of market value. Whether you're looking to renovate and resell or customize your own home, this distressed property is priced to move and is ready for transformation. Undetected water intrusion from above (fixed) caused issues. Much of the drywall was cut out & practically everything removed except the tub. Spacious ground floor 2/2 even has washer/dryer hookups on the glassed-in lanai. Perfect parking spot is right at front door. Pleasant high-shade views of small pond from lanai. Low(est) HOA fee in the 3 BOTL associations, includes

$65,000

2 beds2 baths1,144 sq ft

3074 Lake Bayshore Dr Unit O-120, Bradenton, FL 34205

3.04 acre lot • $360 HOA • Community pool

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Good fixer up unit. If you can take over and finish it up, this could be an amazing investment for either investor or owner occupier. The property benefit from being very close to fantastic beaches in Bradenton. It is also very close to supermarkets, drug stores, restaurants, banks, schools, gas stations etc. Property amenities such as heated pool, clubhouse, Free TV Cable etc.

$85,000

2 beds2 baths960 sq ft

4085 Lake Bayshore Dr Unit C311, Bradenton, FL 34205

2.23 acre lot • $644 HOA • Community pool

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Discover an affordable opportunity in Bradenton! This 1-bedroom, 1-bath condo offers 725 sq. ft. of living space and is conveniently located on the third floor in a welcoming senior community. The home is being sold AS IS and is ready for someone with vision and a little TLC to bring it back to life. Perfect for a low-maintenance second home, it’s close to local diners, shopping, and everyday conveniences. One small pet is welcome, making it a comfortable fit for those looking to enjoy Florida living at an affordable price. If you’ve been searching for a budget-friendly home where you can add your own touches, this is the one to see!

$64,900

1 bed1 bath725 sq ft

4705 5th St W #302, Bradenton, FL 34207

$429 HOA • Community pool • Somewhat walkable

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
NEAR MARINA! Location is ideal. This is a fixer OR remove the unit and replace with a new manufactured home. Two Bedroom, one Bath in the 55+ Trailer Estates community. 8x10 Laundry/Workshop shed. You own the land. Boaters have direct access to Sarasota Bay from the Marina. Enjoy the large heated community pool, hot tub, gym and wood shop. The community buzzes with pickleball, shuffleboard, kayaking, horseshoes, bocce, dancing and more. A US Post Office on site. 10 minutes to the SRQ Airport. Convenient to shopping, restaurants, the Arts and everything in Bradenton/Sarasota. Sold AS-IS with right to inspect. No repairs or warranties.

$87,000

2 beds1 bath674 sq ft

2113 Illinois Ave, Bradenton, FL 34207

2,396 sq ft lot • $128 HOA • Community pool

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
Discover the potential in this spacious 3bd/3ba townhome located in the highly sought-after Villas of El Conquistador community, right on the IMG Golf Course. This property is a fixer upper and is priced to sell! It offers endless opportunities to customize and create your dream home or investment property. Some key features are an expansive floor plan with glass enclosed Florida room with views of the pond and golf course, prime end unit location, just minutes to IMG Golf and Country Club, IMG Academy and SRQ airport. You will love the easy access to downtown Sarasota or Bradenton for dining, shopping and entertainment and only a short drive to the sugarsand Gulf beaches of Anna Maria Isl

$285,000

3 beds3 baths2,058 sq ft

4408 LA Jolla Dr, Bradenton, FL 34210

$674 HOA • 2 garage spots • Community pool

OPEN TODAY, 9AM TO 11AM

ABOUT THIS HOME
Fixer Upper for sale in Longboat Key, FL:
LIVE ON THE MARINA with a FULL WATER VIEW for under $200k? Located across the street from the Trailer Estates Marina, 2 Bedroom, 2 Bath Mobile Home with block construction addition. Dock your boat just steps from your front door! A little TLC needed, otherwise this is a solid unit situated on a slightly oversized corner lot in the highly desired, 55+ Trailer Estates community. Updated Kitchen cabinets with beautiful tile backsplash. Luxury vinyl plank floors in kitchen and hall Bath. Mini split AC 2021. Laundry in block construction shed. You own the land. Boaters have direct access to Sarasota Bay from the Marina. Enjoy the large heated community pool, hot tub, gym and wood shop. The commu

$180,000

2 beds2 baths1,038 sq ft

2203 Michigan Ave, Bradenton, FL 34207

3,419 sq ft lot • $128 HOA • Community pool

Property at 170 Roosevelt Dr #1, Sarasota, FL 34236, 1 bath

$275,000

0 beds1 bath294 sq ft

170 Roosevelt Dr #1, Sarasota, FL 34236

Property at 4155 Heron Way Unit E-301, Bradenton, FL 34205, 2 beds, 2 baths

$84,900

2 beds2 baths1,144 sq ft

4155 Heron Way Unit E-301, Bradenton, FL 34205

Property at 135 Wild Palm Dr, Bradenton, FL 34210, 3 beds, 2 baths

$325,000

3 beds2 baths1,468 sq ft

135 Wild Palm Dr, Bradenton, FL 34210

Property at 5131 W 11th St W, Bradenton, FL 34207, 2 beds, 2 baths

$139,000

2 beds2 baths1,152 sq ft

5131 W 11th St W, Bradenton, FL 34207

Property at 104 10th St S, Bradenton Beach, FL 34217, 2 beds, 1.5 baths

$1,200,000

2 beds1.5 baths1,160 sq ft

104 10th St S, Bradenton Beach, FL 34217

Property at 3307 Miami Pl, Bradenton, FL 34207, 3 beds, 2 baths

$229,000

3 beds2 baths1,412 sq ft

3307 Miami Pl, Bradenton, FL 34207

Property at 65 Tidy Island Blvd, Bradenton, FL 34210, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,476 sq ft

65 Tidy Island Blvd, Bradenton, FL 34210

Property at 5053 Live Oak Cir, Bradenton, FL 34207, 1 bed, 1 bath

$75,000

1 bed1 bath762 sq ft

5053 Live Oak Cir, Bradenton, FL 34207

Property at 6203 Courtside Dr #21, Bradenton, FL 34210, 2 beds, 2 baths

$247,900

2 beds2 baths1,693 sq ft

6203 Courtside Dr #21, Bradenton, FL 34210

Property at 425 30th Ave W Unit C204, Bradenton, FL 34205, 2 beds, 2 baths

$110,000

2 beds2 baths1,050 sq ft

425 30th Ave W Unit C204, Bradenton, FL 34205

Property at 2008 Canal Dr Unit M3, Bradenton, FL 34207, 2 beds, 1 bath

$134,900

2 beds1 bath744 sq ft

2008 Canal Dr Unit M3, Bradenton, FL 34207

Property at 2228 Canal Dr Unit D26, Bradenton, FL 34207, 1 bed, 1 bath

$76,000

1 bed1 bath576 sq ft

2228 Canal Dr Unit D26, Bradenton, FL 34207

Property at 106 11th St S Unit A, Bradenton Beach, FL 34217, 2 beds, 2 baths

$987,561

2 beds2 baths1,200 sq ft

106 11th St S Unit A, Bradenton Beach, FL 34217

Based on information submitted to the MLS GRID as of Sat Oct 25 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.

Fixer Upper Homes for Sale in Longboat Key

There are currently 12 fixer upper homes for sale in Longboat Key at a median listing price of $1.25M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Longboat Key stay on the market for 156 days. Popular neighborhoods include Longboat Key Club, Bay Shore Gardens, Longboat Harbour, Beachplace, and Longboat Shores. This map is refreshed with the newest listings in Longboat Key every 15 minutes.

In the past month, 18 homes have been sold in Longboat Key. In addition to houses in Longboat Key, there were also 187 condos, 5 townhouses, and 1 multi-family unit for sale in Longboat Key last month. Find your dream home in Longboat Key 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 Longboat Key are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Longboat Key. Our Longboat Key real estate stats and trends will give you more information about home buying and selling trends in Longboat Key. If you're looking to sell your home in the Longboat Key area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Longboat Key with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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