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

3867 Royal Hammock Boulevard, Sarasota image

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

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

6850 Myakka Valley Trail, Sarasota image

6850 Myakka Valley Trail, Sarasota $1,125,000

Move right in to this REMODELED 4 Bedroom, 4 Bathroom, 2 Car Garage, Pool home on 5.62 acres in Myakka Valley Ranches! This 2,887 sq. ft. home features an open concept p...

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

6850 Lot #28 Myakka Valley Trail, Sarasota image

6850 Lot #28 Myakka Valley Trail, Sarasota $400,000

Build your dream home and barn on this 5.62 acre vacant lot available in the equestrian community of Myakka Valley Ranches! The lot dimensions are 350 ft by 700 ft and is...

Myakka Valley Ranches SubDv.
34241 Zip Code

5674 Old Ranch Road, Sarasota $1,400,000

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

1924 Deer Park Circle, Sarasota $2,265,000

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! This exquisite pr...

4 Beds
4.5 Baths
Deer Hammock SubDv.
34240 Zip Code

2518 Dick Wilson Drive, Sarasota $1,075,000

Welcome to the finest lifestyle of Sarasota Country Club living in the private guard-gated Laurel Oak Estates. Care-free ease awaits in this desirable enclave of the comm...

3 Beds
3 Baths
Laurel Oak Estates 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

4008 Founders Club Drive, Sarasota image

4008 Founders Club Drive, Sarasota $1,795,000

This Amazing Home features ceramic-tile floors set on the diagonal, lending to a flow from room to room. The Kitchen features beautiful cabinetry with a mixture of glass...

3 Beds
4 Baths
Founders Club SubDv.
34240 Zip Code

8926 Wild Dunes Drive, Sarasota $1,049,000

This is the one! Location, location, location * Quality built by Christner Brothers * This EXQUISITE EXECUTIVE HOME FEATURES PANORAMIC VIEWS of a VERY LARGE LAKE with a ...

3 Beds
2.5 Baths
Misty Creek SubDv.
34241 Zip Code

4618 Legacy Court, Sarasota $450,000 ▼

A rare opportunity to own the highly sought-after Dover Flex model in the gated community of Heritage Oaks Golf & Country Club. If you have been waiting for the opportuni...

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

5750 Saddle Oak Trail, Sarasota $2,499,000

Welcome to this majestic property in the beautiful gated community of Saddle Oak Estates! The property consists of 5+ acres, 2 lakes, a large circular driveway, a 3 car g...

4 Beds
3 Baths
Saddle Oak Estates SubDv.
34241 Zip Code

8448 Eagle Preserve Way, Sarasota $949,900 ▼

Don't let this one get away! * Location, location, location * A-RATED SCHOOL DISTRICT * This EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING BACKING TO A 62 ACRE PRES...

5 Beds
3 Baths
Misty Creek SubDv.
34241 Zip Code

6211 Singletree Trail, Sarasota $599,000 ▼

INVESTOR ALERT! This is your chance to own 5.42 private acres and a 3 Bedroom, 2 Bathroom, 2 Car Garage home in Myakka Valley Ranches. On your drive in you'll notice two ...

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

4655 Baycedar Lane, Sarasota $985,000 ▼

RV GARAGE HOME, 50 AMP HOOKUP, ELECTRIC CAR CHARGING STATION AND CENTRAL VACUUM! Seller will pay up to 1.5 points for reduction in mortgage rate!! Situated on a 1.34-acre...

3 Beds
2 Baths
Country Creek SubDv.
34241 Zip Code

6270 Aventura Drive, Sarasota $779,900 ▼

One or more photo(s) has been virtually staged. REDUCED PRICE AND MOTIVATED TO GET THIS BEAUTY SOLD! WHY BUILD WHEN YOU CAN MOVE NOW TO THIS REMARKABLE RESIDENCE NESTLED ...

4 Beds
2 Baths
East Lake SubDv.
34241 Zip Code

1632 Pinyon Pine Drive, Sarasota $645,000 ▼

Welcome home to the Enclave at the Villages of Pinetree. This beautiful family home sits on a fully fenced preserve lot with over 2300 Sq Feet. This spacious home featur...

3 Beds
2.5 Baths
Village In The Pines SubDv.
34240 Zip Code

3507 Founders Club Drive, Sarasota image

3507 Founders Club Drive, Sarasota $1,999,000 ▼

Owner has purchased another home and has priced this home to sell! The front of this London Bay home is landscaped in grace and Elegance. Walking through the front door o...

3 Beds
3.5 Baths
Founders Club SubDv.
34240 Zip Code

3314 Founders Club Drive, Sarasota image

3314 Founders Club Drive, Sarasota $2,499,000 ▼

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 ▼

Don't miss your chance to purchase this highly sought after but rarely available golf course view home in Bent Tree. Boasting unparalleled panoramic views, the large pool...

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

7647 Albert Tillinghast Drive, Sarasota image

7647 Albert Tillinghast Drive, Sarasota $2,300,000

Lakefront home! Great curb appeal on this half-acre homesite, four large bedrooms, three-and-a-half baths, den/library plus bonus room! From the moment you enter the doub...

4 Beds
3.5 Baths
Laurel Oak Estates SubDv.
34240 Zip Code

4201 Charing Cross Road, Sarasota $539,900 ▼

This recently remodeled pool home in the popular Bent Tree community is a 3 bedroom 2 bath 2 car garage home just under 2000 Sq Ft. It has a formal dining room, living r...

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

10311 Saddle Horse Drive, Sarasota image

10311 Saddle Horse Drive, Sarasota $1,825,000

Welcome to your home in Saddle Oak Estates, a gated community off Clark Road, just a few miles east of the interstate. This home sits at the end of a cul-de-sac and has o...

5 Beds
3.5 Baths
Saddle Oak Estates SubDv.
34241 Zip Code

4583 Baycedar Lane, Sarasota $1,025,000 ▲

NEW ROOF being installed on this beautiful Custom Mizner-inspired Mediterranean home set on +/- 1.27 acre wooded homesite with circular drive and extra parking. The cust...

3 Beds
4 Baths
Country Creek SubDv.
34241 Zip Code

9452 Swaying Branch Road, Sarasota image

9452 Swaying Branch Road, Sarasota $5,988,888 ▼

A home in this exclusive community RARELY becomes available. Welcome to your stunning tropical paradise, situated on 3.5 acres in The Forest at Hi Hat Ranch. Luxury is re...

7 Beds
7.5 Baths
Forest At The Hi Hat Ranch SubDv.
34241 Zip Code

3537 Founders Club Drive, Sarasota image

3537 Founders Club Drive, Sarasota $2,300,000

Located on a beautiful lot overlooking the picturesque 17th green, this home is thoughtfully placed to enjoy a view of the 17th fairway green while maintaining privacy fr...

3 Beds
3 Baths
Founders Club SubDv.
34240 Zip Code

3621 Founders Club Drive, Sarasota image

3621 Founders Club Drive, Sarasota — 3621 $2,790,000 ▼

IT'S ALL ABOUT THE LOCATION ~ the 18th Hole of The Founders Club Golf Course and walking distance to the club! Welcome to this Luxurious FURNISHED Lee Wetherington St. An...

4 Beds
4.5 Baths
Founders Club SubDv.
34240 Zip Code

6089 Myakka Valley Trail, Sarasota image

6089 Myakka Valley Trail, Sarasota $999,999 ▼

Come check out this beautiful 4 bedroom, 2.5 bath, block home, situated on over 6 acres of land in Myakka Valley Ranches, Sarasota’s largest equestrian community. Myakka...

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

6640 Horned Owl Place, Sarasota $1,075,000 ▼

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

7254 Bridle Path Way, Sarasota $1,895,000 ▼

Welcome to this spectacular estate on over 5 acres in the popular equestrian community of Saddle Creek! This unique 2 story Spanish Mediterranean home has been meticulous...

4 Beds
3 Baths
Saddle Creek SubDv.
34241 Zip Code

8325 Whiskey Pond Lane, Sarasota $1,350,000 ▼

Looking for prime equestrian property to build your dream home? This 5+ acre property is nestled in the most desirable area of the exclusive Sarasota Polo Club. The parce...

Sarasota Polo Club SubDv.
34240 Zip Code

8325 Whiskey Pond Lane, Sarasota $1,350,000 ▼

This 5+ acre property nestled in the most desirable area of the exclusive Sarasota Polo Club is looking for a new owner. The parcel has two buildings along with lush past...

Sarasota Polo Club SubDv.
34240 Zip Code

8325 Whiskey Pond Lane, Sarasota $1,350,000 ▼

Looking for prime equestrian property to build your dream home? This 5+ acre property is nestled in the most desirable area of the exclusive Sarasota Polo Club. The parce...

1 Beds
1 Baths
Sarasota Polo Club SubDv.
34240 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.