Twin Oak Pond
Real Estate Listings & Community Guide
Twin Oak Pond Real Estate in Siesta Key, FL
Twin Oak Pond homes for sale are located on Canopy Road in northeast Siesta Key. The Twin Oak Pond community consists of 37 single family homes that were built dating back to 1950. The neighborhood has both vintage and contemporary custom-built homes that range from 1,400 square feet with the more over 3,000 square feet homes commanding a higher price. They feature 2 to 4 bedrooms with a variety of floor plans surrounded by a canopy of tall trees and tropical landscaping creating a quiet and rustic atmosphere that is popular with retirees and middle-aged adults. Some vintage homes are in need of updating or can be torn down to make room for your dream retreat. Adjacent to Glebe Park is a 10-acre area offering a playground, picnic area, recreational field and walking trail. The park is the official home of the Suncoast Sports Club that offers sport programs for boys and girls. Students attend private and public schools in Sarasota. Pets are a welcome site in the community. Read more
Twin Oak Pond Homes Overview

Community Info:
# of Homes: | 37 |
Year Built: | 1950’s – 2005 |
Gated: | No |
Pool: | No |
Fences: | Yes |
Yard Care: | No |
HOA Fee: | Yes |
CDD Fee: | No |
Min. Lease: | 1 Month |
# of Leases: | 12 /Year |
Amenities:
- Less than 1 mile to the beach.
HOA Fee Includes:
- Deed Restrictions.
Category: Siesta Key Homes for Sale
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Transactions
400+
Sales
1/4 Billion
5-Star Reviews
150+

HONESTY · Reputation · Experience
Top 3% Home Sales Team in Sarasota & Manatee County
Current Homes For Sale in Twin Oak Pond

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Insight For Twin Oak Pond Neighborhood
Pros:
- Canopy tree neighborhood
- Walk to Glebe Park
- Walk to the beach
Considerations:
- No waterfront homes
Lifestyle:
- Great neighborhood for beach lovers
- Beach vacation vibe
- Both fine dining and casual beach bars within minutes
Shopping:
- Grocery store is 3.7 miles
- Siesta Village is 2.2 miles
- Nearest mall is 3.9 miles
Beach:
- Siesta Key Main Public Beach is 1.3 miles
- Closest public beach access point is the main public beach
Downtown:
- 6.0 miles
- 18 minute drive
Additional Twin Oak Pond Neighborhood Information
The annual HOA fee for Twin Pak Pond homes is reasonable, but we always recommend buyers verify the lease policy and deed restrictions. Siesta Key Public Beach is just one a mile away. There you can spend an easy day of sunbathing, walking on the silky quartz-like sands and be entertained by the dolphins and tropical birds as they dive through the glittering water of the Gulf of Mexico. Siesta Village has that beach vibe with a variety of shops, dining and beach bars with live music. Downtown Sarasota has more art and theatrical venues along with trendy shops and international restaurants.

Twin Oak Pond Real Estate
Frequently Asked Questions
Twin Oak Pond is about 37 homes, built between 1950’s – present.
No, Twin Oak Pond does not have a community pool.
No, Twin Oak Pond is not a gated community.
The homeowners are responsible for their own yard care.
Yes, some homes in Twin Oak Pond have fencing, however there may be HOA restrictions regarding which lot locations may have a fence, or the size or type of fence allowed. It is important to check HOA rules for specific fencing requirements prior to making a purchase decision.
Twin Oak Pond is located about 1 mile from the main entrance to Siesta Key Beach.
Twin Oak Pond is located about 6 miles from downtown Sarasota.
Twin Oak Pond is located about 10 miles from the Sarasota International Airport.
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.