Three Oaks, Sarasota, Florida, 34233

A listing of the ideal neighborhoods among Sarasota real estate properties near Interstate 75 should include Three Oaks. This community is just off Proctor Road, only about half a mile from the Interstate. It is composed of 274 residences constructed during the twenty-year span of the 1990s and the 2000s, thus presenting a wide range of home designs prevailing during that period.
This subdivision is essentially composed of single family homes, mostly custom-built residences with their own private, caged pools. From a bird’s eye view, the entire community creates a distinctive shoe shape formed by its main street, Eastwind Drive, looping around the property. The calf section of the enclave is dominated by a fairly large lake around which a number of choice residences were built. As refreshing, the north-northeastern perimeter of the subdivision is next to lush woodlands, a nature preserve with several ponds and lagoons therein.
The professionally landscaped tropical setting of the Three Oaks real estate development is complemented by the superb features of its residences. Each home is impressive with their volume ceilings which provide an abundance of natural light within the residence. Select residences have private pools with waterfalls, double-door grand entrance, and crown molding throughout.

With lot sizes of as much as over 21,000 square feet, these properties count among Sarasota homes for sale with spacious acreage. The floor plans of sales-listed Three Oaks residences typically range from 2,000 to 3,000 square feet, featuring three to four bedrooms. Three-bedroom dwelling built in the early 2000s with floor spaces of between 2,200 and 2,500 square feet can have a tag price in the $300s. The quotes can move to the low $400s for Three Oaks Homes for sale having floor plans in the 2,500–2,600-square-foot range.
Definitely a good choice for young families, Three Oaks is conveniently close to schools like Ashton Elementary, Sarasota Middle, and Sarasota High. For recreation, several parks are only a short distance away from the community. Among these are the Urfer Family Park, Bee Ridge Park, Red Bug Slough, and Twin Lakes Park. Health care facilities are as easily accessible at the Sarasota Memorial Hospital a short drive north on Bee Ridge Road. Retail shops like Walmart Supercenter on Cattlemen Road are nearby too.
For the golf and country clubs that Sarasota is noted for, the logical choices include the links of the Grove and Bobby Jones north of the Three Oaks as well as the Lakewood Ranch layout northeast of the subdivision. Superior shopping and dining venues can also be reached with a few minutes’ drive toward the southwest at the Westfield mall whereat the AMC 12 can likewise provide movie entertainment. A short westerly drive from the community, in addition, leads to the white sands of Siesta Key whose very allure sealed many a deal on Three Oaks homes for sale.
Three Oaks Real Estate for Sale
Below are all of the current real estate listings available for sale at Three Oaks.
Please contact us if you would like to schedule a tour of any of the listed properties.
MLS# A3978499 View Property Details Add to Favorites View Map
- 5460 OAK GROVE CT
- Price: $379,000
- Zip Code: 34233
- 2397 Square Feet
- Subdivision: THREE OAKS UNIT 1
- Bedrooms: 4 Baths: 3
- Quiet tree lined streets and friendly neighbor's best describes the living at the Three Oaks Community. This Loving home is new on market and comes meticulously maintained, updated with premium appliances and a/c. Private yard with heated pool and pl ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3978763 View Property Details Add to Favorites View Map
- 5617 CEDAR OAK BLVD
- Price: $399,900
- Zip Code: 34233
- 2604 Square Feet
- Subdivision: THREE OAKS UNIT 1
- Bedrooms: 4 Baths: 3
- Classic contemporary Florida home on a water front lot on a 10 acre lake with 4 br & den/3 baths. Open floor plan, bright and cheery. Lots of natural light. Indulgent splendor. Many features. Front Porch. Glass front door etched by Ringling grad ... Read More
- Listing courtesy of: COLDWELL BANKER RES R E
MLS# A3971968 View Property Details Add to Favorites View Map
- 5592 EASTWIND DR
- Price: $415,000
- Zip Code: 34233
- 2659 Square Feet
- Subdivision: THREE OAKS UNIT 2
- Bedrooms: 4 Baths: 3
- Active with contract: Beautiful 4 bedroom home with Pool / Spa in Three Oaks II. Popular split floor plan. Bedroom 4 is a multi-use room with a Murphy bed and built-in desk. Home features an 8' double glass door entry...over-sized windows and loads o ... Read More
- Listing courtesy of: REALTY EXECUTIVES SOLUTIONS
MLS# A3978114 View Property Details Add to Favorites View Map
- 5721 OAKTON CT
- Price: $439,000
- Zip Code: 34233
- 2526 Square Feet
- Subdivision: THREE OAKS UNIT 2
- Bedrooms: 4 Baths: 3
- SPECTACULAR FORMER MODEL POOL HOME in THREE OAKS II...4 Bedrooms and Den / 3 Full Baths / 3 Car Garage! Model Home Upgraded from floor to ceiling. Tiled throughout main living area. Architectural Niches, Arches, Columns and details throughout the ho ... Read More
- Listing courtesy of: REALTY EXECUTIVES SOLUTIONS
MLS# A3975953 View Property Details Add to Favorites View Map
- 5660 EASTWIND DR
- Price: $589,900
- Zip Code: 34233
- 4093 Square Feet
- Subdivision: THREE OAKS UNIT 2
- Bedrooms: 3 Baths: 3
- Close to everything,far from ordinary!! This Builders own home features the epitomy of what we mean when we say location is everything. This home was built w/ exacting detail, from the moment you enter thru the custom imported doors amenities abound. ... Read More
- Listing courtesy of: KELLER WILLIAMS ON THE WATER




