Heritage Oaks

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Overview

Conveniently located in Sarasota, Florida just east of I-75, Heritage Oaks Golf & Country Club is a guard gated community offerings residents an active lifestyle with a variety of living choices. Housing options include single family homes, villas and condominiums. The amenities here are outstanding. There is an active clubhouse, restaurant, bar, golf course with stocked Pro shop, fitness center, Har-Tru tennis courts, and five heated swimming pools. Around the perimeter of the neighborhood is a two-mile walking and bike track.

The world-famous Siesta Key beaches are about 20 minutes away and downtown's cultural venues are nearby too. Restaurants, medical, schools and shopping are an easy drive from this neighborhood.

To learn more about any of these listings or receive email updates when new properties hit the market, simply give us a call at 941-923-7777 or send us an email below. We are here to help!

MLS® Listing Statistics

Total Listings: 24
Average Price: $383,329
Highest Price: $725,000
Lowest Price: $210,000
Average Size: 1,609 ft²
Average Price Per Square Foot: $235 per ft²

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Homes for Sale in Heritage Oaks

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Image 0: A4670072

4594 Chase Oaks Drive, SARASOTA, FL - $725,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,197 SQFT
  • 15 DOM
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This Lovely Home Is A Sought After St. Charles Model, Great Room Floor Plan, With A New Warrantied Tile Roof, Side-load Two Car Garage And A Fabulous Site Overlooking Water And The 2nd Hole Of The Azinger/lewis Award Winning Golf Course. The New L...

Image 1: A4666947

4434 Legacy Court, SARASOTA, FL - $695,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,968 SQFT
  • 41 DOM
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This Is The Property You Have Been Waiting For! This Absolutely Gorgeous Innisbrook Model Patio Home In Heritage Oaks Golf & Country Club Features Nearly 2,000 Square Feet Of Living Space And A Stunning Pool Overlooking The Picturesque Water And P...

Image 2: A4666937

4629 Samoset Drive, SARASOTA, FL - $499,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,779 SQFT
  • 41 DOM
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Come Take A Look At This Wonderful "dover" Model Paired Villa In Heritage Oaks Golf & Country Club. Featuring 2 Bedrooms, 2 Bathrooms, A Den/study That Can Double As A Third Bedroom, And A 2 Car Garage, This Gorgeous Property Has Over 1,700 Square...

Image 3: A4667439

4611 Samoset Drive, SARASOTA, FL - $499,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,701 SQFT
  • 36 DOM
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Welcome To Heritage Oaks Golf & Country Club - One Of Sarasota's Only Private, Gated Golf-included Communities. This Wonderful "dover" Model Golf Villa Features 2 Beds, 2 Baths, An Attached 2 Car Garage, And A Gorgeous Paver Pool Area That's A Per...

Image 4: A4669436

5369 Peppermill Court, SARASOTA, FL - $459,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,572 SQFT
  • 20 DOM
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This Is The One! Take A Look At This Unbelievably Nice "buttonwood" Model Club Home In Heritage Oaks Golf & Country Club That Is Being Sold Turn-key Furnished. As Soon As You Step Through The Front Door You're Greeted With A Ton Of Natural Light, ...

Image 5: A4651148

5217 Chase Oaks Drive, SARASOTA, FL - $450,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,585 SQFT
  • 195 DOM
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Golfers, Your Dream Lifestyle Is Here! For Just $1,300 Per Month, You’ll Enjoy Unlimited Golf And Hoa Fees Included At The Luxurious Heritage Oaks Golf & Country Club. Play Daily On A Championship-style 18-hole Course Designed By Ron Garl, Then Re...

5111 Peppermill Court, SARASOTA, FL - $450,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,585 SQFT
  • 36 DOM
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Elegant Villa In Heritage Oaks Golf & Country Club. Welcome To Your Refined Retreat In The Heart Of Sarasota’s Desired Heritage Oaks Golf & Country Club. This Two-bedroom, Two-bath, Office/den Two-car Garage End Unit Is Being Offered Furnished, Co...

Image 7: A4668372

5240 Mahogany Run Avenue, SARASOTA, FL - $435,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,585 SQFT
  • 29 DOM
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Welcome Home! This Beautifully Maintained And Updated "arlington" Model, End Unit Club Home Is Located In The Highly Sought After Heritage Oaks Golf And Country Club. This Wonderful Home Is Being Sold Turn-key Furnished - Simply Bring Your Clothes...

Image 8: A4663513

5325 Chase Oaks Drive, SARASOTA, FL - $405,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,585 SQFT
  • 70 DOM
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Embrace The Ultimate Florida Lifestyle In This Furnished, Beautiful End-unit Club Home Located In The Renowned Heritage Oaks Golf & Country Club. This Desirable Arlington Model Perfectly Balances Comfort And Recreation, Featuring Two Bedrooms, Two...

Image 9: A4668369

5156 Mahogany Run Avenue, SARASOTA, FL - $380,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,572 SQFT
  • 29 DOM
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Welcome To Heritage Oaks Golf & Country Club, Sarasota's Premiere Gated, Golfing Neighborhood! Located In The Heart Of Sarasota, This Community Is Located Close To Everything In The City - Wonderful Shopping, Eclectic Dining, Cultural Performing A...

Image 10: A4671999

5124 Mahogany Run Avenue, SARASOTA, FL - $369,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,572 SQFT
  • 0 DOM
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Take A Look At This Beautifully Maintained, Turn-key Furnished Club Home Located In Heritage Oaks Golf & Country Club - One Of Sarasota's Most Incredibly Maintained Private, Gated Communities. This Light-filled 2-bedroom, 2-bath Home With A Spacio...

Image 11: A4666944

5221 Mahogany Run Avenue 211, SARASOTA, FL - $339,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,684 SQFT
  • 41 DOM
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You Will Not Want To Miss This One! Take A Look At This Amazing, Updated And Extremely Well Appointed Abbey Model Veranda In Heritage Oaks Golf & Country Club That Is Being Sold Turn-key Furnished. The Minute You Walk Through The Front Door, You'r...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on November 14th, 2025 at 11:24pm EST.

Map of Heritage Oaks

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