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

6747 Old Ranch Road, Sarasota $1,450,000

Come see this nicely remodeled, furnished and completely turnkey, custom equestrian 5.62 acre estate! Nestled in the highly sought after horse community of Myakka Valley ...

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

4572 Samoset Drive, Sarasota $530,000

Rarely available Cheshire Model Villa in Heritage Oaks Golf and Country Club - offers lots of privacy and scenic water view. This sought-after Villa is fully maintenance ...

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

3728 Eagle Hammock Drive, Sarasota image

3728 Eagle Hammock Drive, Sarasota $945,000

RARELY AVAILABLE IN THE COVETED GATED COMMUNITY OF THE HAMMOCKS WITH OVER $100,000 IN UPGRADES! If you're looking for an oasis of serenity look no further. Peaceful lake ...

4 Beds
3 Baths
The Hammocks SubDv.
34240 Zip Code

3331 Founders Club Drive, Sarasota image

3331 Founders Club Drive, Sarasota $2,790,000

Enjoy a peaceful drive through tall pines, tropical palms and moss-covered oaks on your way to this stunning London Bay estate residence set privately on the 16th fairway...

4 Beds
4.5 Baths
Founders Club SubDv.
34240 Zip Code

4038 Bent Tree Boulevard, Sarasota image

4038 Bent Tree Boulevard, Sarasota $389,900 ▼

INVESTOR ALERT or update the home for yourself and have instant EQUITY! Bring your personal touches to this 2 bedroom, 2 bath, 2 car garage POOL home located on a corner ...

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

7779 Alister Mackenzie Drive, Sarasota image

7779 Alister Mackenzie Drive, Sarasota $1,875,000

Enjoy Florida living in this very private, spacious home in Laurel Oak Estates, one of Sarasota’s sought-after family and country club communities in an excellent locatio...

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

3752 Eagle Hammock Drive, Sarasota image

3752 Eagle Hammock Drive, Sarasota $1,399,000

Welcome home to this exceptional estate home behind the gates of the coveted Hammocks community. Peace and privacy awaits you with so many opportunities for outdoor relax...

4 Beds
4 Baths
The Hammocks SubDv.
34240 Zip Code

4980 Mahogany Run Avenue, Sarasota image

4980 Mahogany Run Avenue, Sarasota $450,000

Not just another lovely home on a street, this Buttonwood Club Home comes with a fabulous lifestyle. Heritage Oaks is known for its welcoming and friendly members and lov...

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

4611 Charing Cross Road, Sarasota $475,000 ▼

Very comfortable 3 bedroom 2 bath split plan solar heated pool home with spa and family room. Living & dining rooms, kitchen with breakfast area. Home also features a cen...

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

3769 Caledonia Lane, Sarasota $2,250,000

Welcome to this 2007 Taylor Morrison property nestled within the prestigious community of The Founders Club. This splendid residence has a freshly painted interior as wel...

4 Beds
4.5 Baths
Founders Club SubDv.
34240 Zip Code

3870 Royal Hammock Boulevard, Sarasota image

3870 Royal Hammock Boulevard, Sarasota $979,000 ▼

This is the one * Quality Built by Sarasota's Premier Builder, John Cannon Homes * This is a CUSTOM ONE OF A KIND HOME and RARELY AVAILABLE in the GATED NEIGHBORHOOD of T...

4 Beds
3 Baths
Hammock Preserve On Palmer Ranch SubDv.
34240 Zip Code

6650 Horned Owl Place, Sarasota $945,000

One or more photo(s) has been virtually staged. The seller is going to provide $7,500 towards the buyer's closing costs. This luxurious home is within the popular gated ...

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

5952 Vanderipe Road, Sarasota $3,695,000

This warm and inviting custom designed home is luxury country living at its finest and is nestled on a tranquil equestrian estate in Myakka Valley Ranches. The expansive...

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

4108 Wyatt Circle, Sarasota $699,000 ▼

HUGE PRICE REDUCTION! Delight in the comfort and sophistication of this 4-bedroom, 3-bathroom, with a designated office / den home nestled in the highly sought-after Bent...

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

Myakka Valley Trail, Sarasota $499,000

Welcome to your dream equestrian paradise! This spectacular 5-acre parcel nestled within the esteemed Myakka Valley Ranches equestrian community offers a unique opportuni...

Myakka Valley Ranches SubDv.
34241 Zip Code

8326 Misty Wood Court, Sarasota $875,000 ▼

This one may be the one! Updates in 2021 include custom kitchen with large island for those family and friends' gatherings, guest bath, luxury vinyl plank flooring throug...

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

1208 Oak Hammock Road, Sarasota $825,000 ▲

Rare opportunity with endless possibilities to own a home on a gorgeous 5 Acre home site in the sought-after Bern Creek Sub-Division. This home is perfect for the buyer w...

4 Beds
3 Baths
Bern Creek The Ranches At SubDv.
34240 Zip Code

8230 Hugh Alison Place, Sarasota $1,895,000 ▼

One of the most updated Laurel Oak properties to hit the market! Don't miss this opportunity! Live luxuriously in the desirable Laurel Oaks Country Club. This stunning fo...

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

4588 Baycedar Lane, Sarasota $1,650,000

Imagine your own private oasis with a large sparkling pool, perfect for those hot Florida summers. The backyard is beautifully landscaped and provides ample space for out...

5 Beds
5.5 Baths
Country Creek SubDv.
34241 Zip Code

7280 Myakka Valley Trail, Sarasota image

7280 Myakka Valley Trail, Sarasota $1,500,000

** BREATHTAKING 6+ ACRE ESTATE WITH TWO HOMES, SEPARATE STUDIO, AND AN OVERSIZED DETACHED GARAGE! ** Peacefully nestled among stunning oaks in one of Sarasota's finest e...

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

7250 Saddle Creek Circle, Sarasota image

7250 Saddle Creek Circle, Sarasota $1,140,000 ▼

Welcome to this exceptional listing! Nestled on 5.9 acres of pristine land, this property offers the perfect blend of natural beauty and a stunning 4 bedroom, 3.5 bath ho...

4 Beds
3.5 Baths
Saddle Creek SubDv.
34241 Zip Code

7050 Grassland Court, Sarasota $997,777 ▼

Welcome to this exclusive home located in the gated community of Red Hawk Reserve, nestled on a quiet cul-de-sac street. This magnificent "Oxford" model residence is now ...

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

5760 Rock Dove Drive, Sarasota $995,000

This beautiful four-bedroom home is located in the gated subdivision of Red Hawk Reserve and it’s so convenient to get to the highway, airport, shopping malls, grocery st...

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

7702 Silver Bell Drive, Sarasota $1,295,000 ▼

Welcome to your dream home! This stunning property is located in the popular community of Bent Tree Woodlands Community and boasts an impressive 6 bedrooms, 3.5 bathrooms...

6 Beds
3.5 Baths
Bent Tree Village SubDv.
34241 Zip Code

5360 Hyland Hills Avenue Unit 2626, Sarasota image

5360 Hyland Hills Avenue Unit 2626, Sarasota — 2626 $399,000 ▼

Living in Heritage Oaks is like staying at a first-class resort. This condominium is just the place for you to live it as well. A gorgeous, upgraded end unit, second floo...

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

4008 Founders Club Drive, Sarasota image

4008 Founders Club Drive, Sarasota $2,395,000

Beautifully updated home in the coveted Founders Club! Featuring 3 Bedrooms, 4 Baths, Den and a flexible Bonus Room which could function as a 4th Bedroom, Game Room, Medi...

3 Beds
4 Baths
Founders Club SubDv.
34240 Zip Code

4872 Hawkshead Park, Sarasota $649,000 ▼

Welcome to this 3 bedroom, 3 bathroom pool home that has returned to the market. The property has undergone recent updates, including a BRAND NEW ROOF that offers peace o...

3 Beds
3 Baths
Bent Tree Village 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.