East Sarasota | Southwest Florida Real Estate

EAST SARASOTA | Southwest FL Real Estate

East Sarasota is known for its sprawling land, large home lots and both luxury and equine residences. Communities here include The Founders Club, Forest at Hi Hat Ranch, Heritage Oaks Golf and Country Club, Laurel Oak Estates, The Hammocks, Bent Tree Village, The Ranches at Bern Creek, Red Hawk Reserve, Barton Farms, Myakka Valley Ranches, Saddle Creek, Misty Creek and Deer Hammock.

Founders Club

Homes in the Founders Club are built on 1/4 to 1 acre lots with 3 to 5 bedrooms, 3 to 5 baths and private pools. You'll find both lake and golf course views. This is a gated golf community with a 24,000 square foot plantation-style clubhouse with oak paneled bar, restaurant and huge veranda along with a 24-hour fitness center, basketball and tennis courts, sand volleyball and an active social calendar. It covers 700 acres surrounded by natural preserves, lakes and oak hammocks.

Forest at Hi Hat Ranch

Homes in this community started in 2006 and are built on 3 to 5 acres with 3 to 5 bedrooms, 3 to 6 baths and private pools. This is a gated, forested community with serene lakes on approximately 270 acres with two large lakes and beautiful wetlands. These forests and wetlands attract bald eagles, red tail and red shouldered hawks, bobcat, deer, turkey and wild boar. Home builders here include Neal Signature Homes, Todd Johnston Homes, Anchor Builders, John Cannon Homes and Arthur Rutenberg Homes with no two homes looking the same. Golf and Social memberships can be found at the Laurel Oaks Country Club 10 miles away. Privacy abounds yet only 15 minutes to shopping and 30 minutes to Siesta Key!

Heritage Oaks Golf and Country Club

This gated, 18 hole Azinger/Lewis golf course community has condominiums, villas and single family homes. Amenities include 5 heated swimming pools, hot tub, 4 lighted Har-Tru tennis courts and a fitness center with aerobic room and a full-time fitness director. The clubhouse has a grill room and restaurant and hosts many social activities.

Laurel Oak Estates

Laurel Oak Estates hosts 2 Gary Player & Rees Jones designed golf courses with 12 Har-Tru tennis courts and a junior size Olympic pool. This is an active community featuring a 45,000 square foot clubhouse and is gated with 24-hour security. Country Club membership is optional, not required and has reciprocity with the Bird Key Yacht Club.

Just Listed | Latest Homes for Sale in East Sarasota

7866 Saddle Creek Trail, Sarasota $2,100,000

Sunbeam Acres Equestrian Estate offers peace & tranquility on 6.4 acres of manicured cross-fenced pasture land. Surrounded by a canopy of majestic oaks, privacy is paramo...

4 Beds
4.5 Baths
Saddle Creek SubDv.
34241 Zip Code

4523 Chase Oaks Drive, Sarasota $875,000

This fabulous updated home is located in Heritage Oaks, a gorgeous, gated and private golfing community in Sarasota. New tile roof installed September 2022. The open floo...

4 Beds
2 Baths
Heritage Oaks Golf & Country Club SubDv.
34241 Zip Code

4988 Mahogany Run Avenue, Sarasota image

4988 Mahogany Run Avenue, Sarasota $449,000

Welcome to Heritage Oaks! You will not want to miss this spectacular, very updated Arlington model, end unit club home that is being sold Turn-Key Furnished. It won't las...

2 Beds
2 Baths
Heritage Oaks Golf & Country Club SubDv.
34241 Zip Code

1106 Fraser Pine Boulevard, Sarasota image

1106 Fraser Pine Boulevard, Sarasota $675,000

Welcome to this beautiful nearly 2000 SqFt, 3 bedrooms, 2 full baths, with a loft/ office in a quiet deed restricted community just off I-75 in the highly sought after co...

3 Beds
2 Baths
Villages At Pinetree Ponderosa Enclave SubDv.
34240 Zip Code

2263 Pine View Circle, Sarasota $1,099,000

Fully rebuilt home from the ground up, practically a new home. Located just 4 miles from Siesta Key main public beach and just 1.5 miles from the gulf gate area shopping ...

5 Beds
4 Baths
Gulf Gate Pines SubDv.
34231 Zip Code

4255 Charing Cross Road, Sarasota $800,000

This very spacious four bedroom, three full bath, salt water pool home with a two-car garage is perfect for the next family! The wow factor begins at the entrance as you ...

4 Beds
3 Baths
Bent Tree Village SubDv.
34241 Zip Code

4685 Pine Green Trail Unit 19, Sarasota image

4685 Pine Green Trail Unit 19, Sarasota $479,000

TURN KEY FURNISHED VILLA with great location, convenience, mature landscaping, serene views, screened in lanais (front and back), now that’s what I call true Florida livi...

3 Beds
2.5 Baths
Hammocks Iii SubDv.
34241 Zip Code

4392 Brandywine Drive, Sarasota $998,000 ▼

New price - huge reduction and Your chance to buy beautiful POOL home on an OVERSIZED lot with over 3,000 sq feet of incredible living space. Stop by on 11/20/22 betw...

4 Beds
2.5 Baths
Bent Tree Village SubDv.
34241 Zip Code

6236 Aventura Drive, Sarasota $899,900 ▼

Beautifully RENOVATED POOL HOME with SEPARATE IN-LAW SUITE and STUNNING LAKE VIEWS in popular EASTLAKE SUBDIVISION, a GATED COMMUNITY! You will notice the FRESH EXTERIOR...

4 Beds
4 Baths
East Lake SubDv.
34241 Zip Code

7342 Weeping Willow Drive, Sarasota image

7342 Weeping Willow Drive, Sarasota $765,000 ▼

Rarely available in GATED Woodlands II at Bent Tree. BEST LAKE VIEW in the neighborhood! This 3 Bedroom POOL HOME is situated on more than half an acre. Enjoy the sere...

3 Beds
3 Baths
Bent Tree Village SubDv.
34241 Zip Code

6209 Aventura Drive, Sarasota $600,000 ▼

This fantastic floorplan is ready for you to put a stamp on it. Move into the beautiful Eastlake neighborhood with it’s A-rated school district. Enter the French front do...

3 Beds
2 Baths
Eastlake SubDv.
34241 Zip Code

7521 Conservation Court, Sarasota $1,495,000

Behind the gates of The Preserve of Heron Lake, this Mediterranean inspired home was custom-built by Arthur Rutenberg. With 4 bedrooms, 3 baths, a large office and huge ...

4 Beds
3 Baths
Preserve At Heron Lake SubDv.
34241 Zip Code

6044 Sheps Island Road, Sarasota $1,324,000

Beautiful 4 Bedroom, 3 Bath updated Pool Home situated on 5.45 gorgeous acres of land in popular Myakka Valley Ranches. The open floor plan and 16 ft vaulted ceilings con...

4 Beds
3 Baths
Myakka Valley Ranches SubDv.
34241 Zip Code

7351 Palomino Trail, Sarasota $1,750,000 ▼

Located in the highly sought after community of Saddle Creek this extensively renovated home, with a newly built addition awaits. Sitting on 5.96 acres of lush pasture wi...

4 Beds
3.5 Baths
Saddle Creek SubDv.
34241 Zip Code

7908 Osprey Hammock Court, Sarasota image

7908 Osprey Hammock Court, Sarasota $900,000 ▼

Nestled in a tropical paradise, this home, in the gated community of The Hammocks, envelops you with a light and airy feeling from the moment you step through the front d...

3 Beds
3 Baths
The Hammocks SubDv.
34240 Zip Code

4675 Willow Wood Cir Unit 41, Sarasota image

4675 Willow Wood Cir Unit 41, Sarasota — 4675 $475,000

Welcome to this spacious (over 2,600 square feet), 3 bedroom~2.5-bathroom, FRESHLY PAINTED townhome in much desired and gated, BENT TREE. You’ll enjoy this idyllic park-...

3 Beds
2.5 Baths
Bent Tree Village SubDv.
34241 Zip Code

4228 Dryden Circle, Sarasota $549,999 ▼

*ASSUMABLE VA LOAN WITH AN INCREDIBLE LOW-INTEREST RATE OF 3.5%! This home is located in Bent Tree Village, a quiet and picturesque golf course community east of I-75. Th...

3 Beds
2 Baths
Bent Tree Village SubDv.
34241 Zip Code

6648 Old Ranch Road, Sarasota $875,000

This well maintained country setting is on 5.4 fully fenced acres with a 24x72 foot barn with 3 stalls and a feed room and a tack room, a 15x30 foot pool with a large pav...

4 Beds
2.5 Baths
Myakka Valley Ranches SubDv.
34241 Zip Code

7200 Saddle Creek Circle, Sarasota image

7200 Saddle Creek Circle, Sarasota $1,250,000 ▼

One or more photo(s) has been virtually staged. This lovely and fully renovated 4 bedroom 3 ½ bath plus den & sparkling blue pool estate is located in the heart of Saraso...

4 Beds
3.5 Baths
Saddle Creek SubDv.
34241 Zip Code

8305 Eagle Lake Drive, Sarasota $889,000 ▼

Serious seller has adjusted the price to make this the best value in Misty Creek! Privacy abounds in this exceptional home in the gated community of Misty Creek. This upd...

3 Beds
2.5 Baths
The Preserve At Misty Creek SubDv.
34241 Zip Code

3867 Royal Hammock Boulevard, Sarasota image

3867 Royal Hammock Boulevard, Sarasota $1,025,000 ▲

Experience elegance and sophistication in this 4 bedroom, 3 bath home custom-built by Coachman Homes. The moment you pass through the gates of The Hammocks, and get your...

4 Beds
3 Baths
The Hammocks SubDv.
34240 Zip Code

5674 Old Ranch Road, Sarasota $1,200,000 ▼

An escape from the ordinary. If you are looking for space inside and out, you have found it. Spaciousness abounds in this special home with over 4000 square feet of versa...

5 Beds
4 Baths
Myakka Valley Ranches SubDv.
34241 Zip Code

7291 S Leewynn Drive, Sarasota $649,000 ▼

One or more photo(s) has been virtually staged. Nestled on a oversized Sarasota Golf Club Colony parcel is this contemporary four-bedroom residence that features a sparkl...

4 Beds
2 Baths
Sarasota Golf Club Colony 2 SubDv.
34240 Zip Code

1924 Deer Park Circle, Sarasota $1,999,000 ▼

Absolutely stunning POOL home with plenty of privacy and fresh air in the desirable neighborhood of Deer Hammock in SARASOTA County with a private gate! BRAND NEW 3-zone ...

4 Beds
4.5 Baths
Deer Hammock SubDv.
34240 Zip Code

4151 Founders Club Drive, Sarasota image

4151 Founders Club Drive, Sarasota $2,638,000

Don't miss this award-winning John Cannon Sydney floor plan located in The Founders Club. The Founders Club is small enclave of 262 homes with an 18 hole Robert Trent Jon...

4 Beds
4 Baths
Founders Club SubDv.
34240 Zip Code

3314 Founders Club Drive, Sarasota image

3314 Founders Club Drive, Sarasota $2,395,000 ▼

Follow your lifestyle dreams to one of the best lots in The Founders Club, Sarasota’s premier award-winning golf and country club community. Perfectly situated between tw...

4 Beds
4.5 Baths
Founders Club SubDv.
34240 Zip Code

4872 Hawkshead Park, Sarasota $675,000 ▼

New roof in progress!!! The sellers have decided to replace the roof for the ease and comfort of the new owners! Don't miss your chance to purchase this highly sought aft...

3 Beds
3 Baths
Bent Tree Village SubDv.
34241 Zip Code

7050 Grassland Court, Sarasota $1,100,000

An EXCLUSIVE HOME in a gated community tucked away on a quiet cul-de-sac street in Red Hawk Reserve is the residence you have been waiting for. The “Oxford” model is avai...

4 Beds
3 Baths
Red Hawk Reserve SubDv.
34241 Zip Code

6640 Horned Owl Place, Sarasota $999,000 ▼

Location, Location, Location! Don't hesitate or you will miss out on this beautiful home located in Red Hawk Reserve, a gated, 24hr security sub-division one mile east of...

4 Beds
3 Baths
Red Hawk Reserve SubDv.
34241 Zip Code

4052 Founders Club Drive, Sarasota image

4052 Founders Club Drive, Sarasota $740,000 ▲

Build your dream home on this oversized, private lot in the gated community of the Founders Club. This gorgeous 700-acre community is located close to University Town Cen...

Founders Club SubDv.
34240 Zip Code

3731 Founders Club Drive, Sarasota image

3731 Founders Club Drive, Sarasota $930,000 ▲

Enjoy wide Golf Course views on this expansive lot in the boutique community of The Founders Club. This gorgeous 700-acre community is located close to University Town Ce...

Founders Club SubDv.
34240 Zip Code

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Testimonials

Lisa Salvato - 5 stars! John is fabulous! He listened to what we wanted and emailed us only properties that applied. We live in New York and were interested in purchasing a Florida property. Having never met him prior to our visit to view the key properties of interest, from his e-mails, we didn't know what to expect . We feel like we hit the jackpot, John was professional, courteous and went out of his way to show us condos in a spread-out area. We have now closed on that purchase. Thank-you John for being a great negotiator and knowledgeable in your field. Your follow-through beyond the closing is appreciated and impressive. Thank-you Leslie for your work in the background to follow-up with all of the condo documents. We have sold and purchased homes before and John is at the top! February 2018

Robert Theofel — Above and beyond! Every aspect of the home buying process from initial search to closing went without a hitch due to Leslie and John’s expertise. When searching for a home, we received recommendations that were within our search criteria and the team was always available to show the homes that we selected. The recommendations we received during the negotiating, buying and closing process were excellent and we were able to close within a month of the initial viewing of the property. I would highly recommend them to anyone looking to buy a home!

Curt Johnson — My wife and I needed to sell our house, however there was much to do to get it ready. John and Leslie let us know how to fix-up the house to get the best possible response at the showings. We got it done and sold our house within 2 days of listing it with them. I think one of the best things I walked away with from the experience is how I felt trusting them with my home knowing that they had my best interest at hand. I would recommend John and Leslie to anyone who wants to be successful in selling or buying a home.

Jennifer Pearson — Leslie and John went above and beyond to help us sell our home! We had relocated 1900 miles away as we were trying to sell our house. They were in constant contact with us regarding the house and showings. They helped us find maintenance people when needed and even completed some things themselves. We would highly recommend them and should we return to the area, we will definitely use them to purchase a home!

Valerie Bologna — 5 stars! John helped my husband and I find a condo in Sarasota while we are living in another state. If there was something that we were interested in, he would go out right away and take pictures of the place and e-mail them to us. He never made us feel like we were wasting his time even though our purchase was not a million dollar listing! In a few years we will be calling on John again to find us a permanent place to live instead of seasonally. My husband and I appreciate all that he and his wife Leslie have done for us to make this purchase go as smooth as possible and we feel like we have gained new friends as well!

Victoria Harlow — 5 stars! Leslie went above and beyond with advice on staging, open houses, and cleaning and caring for my property while I was absent. Her teammate and husband John make a stellar team. I was so happy to get a great offer so close to my asking price. Awesome work! Thank-you for being vigilant and for the awesome care you took with selling my house. Your are the best that I've encountered after selling three houses over the years!

Edy Campos — 5 stars! - Can't get any better than John! He helped me all the way until the end, gives great advice, works fast, follows up and doesn't waste time. If you are serious about finding a place to call "home", I really recommend John Gregory!

Nancy Gallagher — If you're looking for a new home in Florida, John is a tireless agent to have on your side! If he doesn't know the answer to a question (which is rare) he will find it and in a timely manner! I highly recommend his services.