Twin Oak Pond Homes For Sale | Siesta Key, FL
Twin Oak Pond Community Guide
Twin Oak Pond: 37 homes in Siesta Key, built 1956-2005.
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Twin Oak Pond Real Estate in Siesta Key, FL
Twin Oak Pond homes for sale sit on Canopy Road in northeast Siesta Key, roughly 37 single family homes dating back to the 1950s, vintage cottages sitting alongside contemporary custom builds. Sizes run 1,400 to over 3,000 square feet, two to four bedrooms, with tall trees and tropical landscaping giving the streets a quiet, rustic feel popular with retirees and middle-aged buyers. Some vintage homes are ready for updating or a full teardown for new construction, and the annual HOA fee stays low.
Glebe Park sits right at the neighborhood’s edge, a 10-acre space with a playground, picnic areas, and sports fields, home to the Suncoast Sports Club’s youth programs. It’s pet-friendly here, and Siesta Key Public Beach is about a mile away. Siesta Village and downtown Sarasota both sit a short drive out, and public and private schools serve the area.
Photos of Twin Oak Pond
Twin Oak Pond Neighborhood Facts
| Price Range: | $450k-$1.2M |
| Year Built: | 1956 – 2005 |
| Size (Sq. Ft.): | 944 – 2,100 |
| Min. Lease: | 1 Month |
| Leases/ Year: | 12 |
| Gated: | ✖ No |
| Pool: | ✖ No |
| Fences: | ✖ No |
| Golf Course: | ✖ No |
| CDD Fee: | ✖ No |
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Amenities:
Less than 1 mile to the beach.
Fees Include:
Deed Restrictions
Homes For Sale in Twin Oak Pond
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Map of Twin Oak Pond
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
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.

Our Personal Twin Oak Pond Insights


Pros
- Canopy tree neighborhood
- Walk to Glebe Park
- Walk to the beach


Considerations
- No waterfront homes


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
- Closestย public beach access pointย is the main public beach


Lifestyle
- Great neighborhood for beach lovers
- Beach vacation vibe
- Both fine dining and casual beach bars within minutes


Downtown Sarasota
- 6.0 miles
- 18 minute drive
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Broker Associate & Realtors
Buying or Selling in Twin Oak Pond?
Your local Twin Oak Pond real estate experts.
Bill & Cheryl McCue and the Sarasota Homes Group know Twin Oak Pond inside and out. 23 years of experience helping buyers and sellers in this market.
- Local Twin Oak Pond Realtor with deep market knowledge.
- Top 2% selling Realtors in Sarasota & Manatee County.
- 23 years full-time experience.
- Current listings, sold data, and market trends for this area.
- Specializing in buying, listing, and selling homes in this market.
- Free market valuation for owners in this area.
- 100โs of 5-star reviews on Google, Realtor.com, Zillow, Homes.com and more.
- Sold over 500+ homes.
Bill & Cheryl McCue
Sarasota Homes Group























