Winding Oaks Condos For Sale | Longboat Key, FL

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Winding Oaks Community Guide

Winding Oaks offers Sarasota homes in a quiet residential setting, appealing to buyers seeking privacy.

Winding Oaks Condominiums in Longboat Key, FL.

Winding Oaks condos for sale sit inside Bay Isles on Longboat Key, 56 villas in 28 duplex buildings on 14.5 acres. Mix of 32 three-bedroom and 24 two-bedroom units, one level, with two-car garages and private walled courtyards. Many have private pools.

The community recently completed nearly $3 million in capital improvements: infinity pool, tile roofs, paver drives, exterior painting. Fully funded reserves, so no surprise assessments looming. Pets welcome, one of the few pet-friendly communities on Longboat Key. You get access to the private Bay Isles Beach Club on Gulf of Mexico Drive, plus optional membership at the Longboat Key Club for golf and tennis. Town Shoppes of Bay Isles, with the only supermarket and pharmacy on the island, is about a mile away.

Amenities Includes:

Gated Community, Golf, Pool, Hot Tub, Spa, Recreation Building, Security, Waterfront Complex.

Community Fee Includes:

Building Exterior, Cable, Community Pool, Escrow Reserves Fund, Fidelity Bond, Flood Insurance, Ground Maintenance, Pest Control.

Key Facts:

56 Condo Residences

Price Range:	$895k–$1.2M
Year Built:	1988 – 1991
Size (Sq. Ft.):	2,039 – 2,678
Min. Lease:	3 Months
Leases/ Year:	3

Gated:	✔ Yes
Pool:	✔ Yes
Pets Allowed:	✔ Yes
Golf Course:	✖ No
CDD Fee:	✖ No

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

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Condos For Sale in Winding Oaks | Longboat Key, FL.

Insight For Winding Oaks

Learn more about this community.

Insights

Winding Oaks

Pros

Maintenance-free villas that live like single homes
Pet-friendly community
Membership to Bay Isles Beach Club.

Considerations

No boat docks available in community

Shopping

Publix grocery store is 1.1 miles
UTC Mall is about 17.9 miles
Saint Armands Circle is about 5.7 miles

Beach

Longboat Key is private beach
Lido Key Beach is 6.1 miles
Siesta Key Beach is 15.1 miles

Lifestyle

Peaceful private beach living
First class amenities optionally available at Longboat Key Club
Fine and casual restaurants located on Longboat Key

Downtown Sarasota

9.7 miles
22 minute drive

Photos of Winding Oaks

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Additional Winding Oaks Condo Information

The neighborhood is managed by a hands-on Homeowners Assoc. & Board of Directors. Residents enjoy the beauty, security & benefits of Bay Isles, including access to Bay Isles Beach Club on the Gulf of Mexico. The community is pet-friendly, and residents enjoy numerous neighborhood social activities.

Winding Oaks Frequently Asked Questions

Winding Oaks Condominiums

How large is the Winding Oaks condo community in Longboat Key?

Winding Oaks has about 56 condos, built between 1988-1991.

Is there a pool in Winding Oaks?

Yes, Winding Oaks has a heated pool.

Is Winding Oaks in Longboat Key a gated community?

Yes, Winding Oaks is a gated community within Bay Isles Lonbboat Key.

Is Winding Oaks in Longboat Key located in a golf community?

Winding Oaks is located in a golf course community. Residents may join the Longboat Key Club which offers the Islandside 18 Hole Golf Course and Harbourside 27 Hole Golf Course. Additionally, there are two clubhouses, 6 restaurants, an award winning tennis center with 22 Har-Tru courts, fitness center, full-service spa, and a 29 slip marina within Longboat Key Club.

How far is Winding Oaks from downtown Sarasota?

Winding Oaks is located about 8.3 miles from downtown Sarasota.

What public beach is closest to Winding Oaks?

Winding Oaks is located about 1.7 miles from Bay Isles Beach Club. Residents of Winding Oaks have a membership to Bay Isles Beach Club.

How far is the Sarasota International Airport from Winding Oaks?

Winding Oaks is located about 11.6 miles from the Sarasota International Airport.

Are pets allowed in Winding Oaks?

Yes, however we recommend that you consult with a Realtor to get specific pet policy info for this community. We are happy to help you.

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.