Heritage Oaks Golf & Country Club Homes

• 

  

  

  /20

  $228,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft

  5330 Hyland Hills Ave Unit 2314, Sarasota, FL 34241

  Under contract-accepting backup offers. Beautiful 2BR/2BA Condo in Heritage Oaks – Golf Course & Resort Living! Welcome to your dream retreat in Heritage Oaks Golf & Country Club, one of Sarasota’s most sought-after gated communities! This 2-bedroom, 2-bathroom condo offers the perfect blend of comfort, elegance, and carefree Florida living.Step inside to discover an open-concept floor plan with

  Elizabeth Groshar EDG REALTY LLC

  5330 Hyland Hills Ave Unit 2314, Sarasota, FL 34241
• 

  

  

  /30

  $4,095 per month

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Condo for Rent

  5270 Hyland Hills Ave Unit 1722, Sarasota, FL 34241

  Second floor, great view of the 14th hole. Well appointed, Wifi computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5270 Hyland Hills Ave Unit 1722, Sarasota, FL 34241
• 

  

  /2

  $370,000 Sold May 12, 2025

  • 1,585 Sq Ft
  • $233/SF
  • 56 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  5276 Mahogany Run Ave, Sarasota, FL 34241

  Come take a look at this rarely available "Arlington" floor plan club home in Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. This wonderful property has been lovingly cared for by its owners and features 2 bedrooms, 2 bathrooms, a den/study, and an attached two car garage with epoxy floor that's perfect for multiple cars or a car and a golf cart. There have been many

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  5276 Mahogany Run Ave, Sarasota, FL 34241
• 

  

  

  /6

  Est $319,204 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,180 Sq Ft

  8512 Daybreak St, Sarasota, FL 34241

  8512 Daybreak St, Sarasota, FL 34241
• 

  

  /2

  $700,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,921 Sq Ft

  4488 Legacy Ct, Sarasota, FL 34241

  Under contract-accepting backup offers. Welcome to Heritage Oaks Golf and Country Club. Incredible opportunity to own this “stand alone” turnkey furnished Patio Home. This beautiful two bedroom, two bath home has an open floorplan with an abundance of natural light and views. In addition to the two bedrooms, there is a den that could easily be used as a home office. The master suite features two

  Stacy Hanan MICHAEL SAUNDERS & COMPANY

  4488 Legacy Ct, Sarasota, FL 34241
• 

  

  /29

  $4,140 per month

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Condo for Rent

  5330 Hyland Hills Ave Unit 2321, Sarasota, FL 34241

  Beautiful 2nd floor Abbey condo 1684 sq. ft., in Heritage Oaks Golf and Country Club. Heritage Oaks is a Private, gated community on a pristine golf course, close to downtown Sarasota and beaches. This condo has 2 bedrooms, 2 baths and a Den, has lots of space, upgrades and a fabulous view! Heritage Oaks Golf and Country Club offers numerous amenities including 5 heated pools, fitness center,

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5330 Hyland Hills Ave Unit 2321, Sarasota, FL 34241
• 

  /2

  $280,000 Sold May 02, 2025

  • 1,433 Sq Ft
  • $195/SF
  • 171 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  5241 Mahogany Run Ave Unit 412, Sarasota, FL 34241

  PRICE ADJUSTMENT and now Fully Furnished! This is the property you have been looking for! Welcome to Heritage Oaks Golf and Country Club - Sarasota's premiere bundled, gated golfing community. This spectacular Fully-Furnished Barrington model veranda features 2 bedrooms, 2 full bathrooms, and a den/study with a built-in desk wall unit that's perfect as a work area or even doubling as a third

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  5241 Mahogany Run Ave Unit 412, Sarasota, FL 34241
• 

  

  /65

  Est $629,679 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /37

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  5211 Mahogany Run Ave Unit 113, Sarasota, FL 34241

  Short Sale. GOLF FOR FREE - You'll save so much $$$ on your purchase of this Heritage Oaks condo, that's what it will feel like! Ground floor unit just off the 13th green. Your garage is right out your front door, so bringing groceries in is a breeze without stairs! Bundle golf with a massively renovated clubhouse mere days away from completion. Fantastic community with pools, gym, bars, and Golf

  Mike Dyer EXP REALTY LLC

  5211 Mahogany Run Ave Unit 113, Sarasota, FL 34241
• 

  

  /37

  $4,290 per month

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Condo for Rent

  5251 Mahogany Run Ave Unit 514, Sarasota, FL 34241

  Ready to relax in paradise? This turnkey 2 bedroom, 2 bath condo has everything you are looking for! With a bohemian coastal design through out you will find yourself truly lost in delight. Nuzzled in the nature, this tropical lake front condo is the perfect location for you and your family. When entering this tropical condo, you will find yourself completely surrounded by nature, with gorgeous

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5251 Mahogany Run Ave Unit 514, Sarasota, FL 34241
• 

  /2

  $432,000 Sold Apr 30, 2025

  • 1,585 Sq Ft
  • $273/SF

  • 2 Beds
  • 2 Baths
  • Built 1998

  4931 Chase Oaks Dr, Sarasota, FL 34241

  Outstanding, turn-key furnished Arlington model club home with breathtaking views of water and the golf course. This property features many lovely updates to the kitchen, bathrooms, flooring and more! Kitchen features all stainless steel appliances and additional cabinetry, lovely quartz counter tops. Angle laid ceramic tiling throughout, and fresh interior paint. Hurricane shutter on rear lanai.

  Stellar Non-Member Agent Stellar Non-Member Office

  4931 Chase Oaks Dr, Sarasota, FL 34241
• 

  

  /53

  Est $336,466 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5210 Hyland Hills Ave Unit 1124, Sarasota, FL 34241

  5210 Hyland Hills Ave Unit 1124, Sarasota, FL 34241
• 

  

  /25

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Condo for Rent

  5350 Hyland Hills Ave Unit 2512, Sarasota, FL 34241

  AVAILABLE AUGUST TO SEPTEMBER. NOT AVAILABLE FOR 2025 SEASON.GATED GOLF COURSE COMMUNITY! Spacious first floor condo with a lanai overlooking a peaceful lake and golf course. King bed in the mast, twins in the guest. Desk area in den with internet access. Lots of ceramic tile, carpet in the bedroom. Beautifully furnished, eat in kitchen, breakfast bar are very cozy. Rental includes internet.

  Robin De Busk STRINGER MANAGEMENT INC

  5350 Hyland Hills Ave Unit 2512, Sarasota, FL 34241
• 

  /2

  $320,500 Sold Apr 14, 2025

  • 1,373 Sq Ft
  • $233/SF
  • 228 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  8784 Winter Breeze Way, Sarasota, FL 34241

  MLS#A4606234 REPRESENTATIVE PHOTOS ADDED. Ready Now! The Jasmine townhome boasts 1,373 square feet of living space, featuring 3 bedrooms, 2.5 baths, a 1-car garage, and more. Upon entry through the front porch, you're welcomed into the heart of the gathering room and the open-concept kitchen, complete with a generous island. The first floor also accommodates a convenient half bath, a 1-car

  Michelle Campbell TAYLOR MORRISON RLTY OF FLA

  8784 Winter Breeze Way, Sarasota, FL 34241
• 

  

  /61

  Est $278,034 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5310 Hyland Hills Ave Unit 2127, Sarasota, FL 34241

  5310 Hyland Hills Ave Unit 2127, Sarasota, FL 34241
• 

  /2

  $299,000 Sold Apr 11, 2025

  • 1,324 Sq Ft
  • $226/SF
  • 107 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  5230 Hyland Hills Ave Unit 1314, Sarasota, FL 34241

  **Your Dream Home Awaits at Heritage Oaks Golf & Country Club!**Living at Heritage Oaks, a private Member-owned residential community, is more than just owning a home—it’s a lifestyle. Heritage Oaks offers 24 HR security, a pristine 18-hole golf course, har-tru tennis courts, state-of-the-art fitness center, an impressive clubhouse with its sensational 19th Hole Lounge, five heated

  Paul Bachmann PREFERRED SHORE LLC

  5230 Hyland Hills Ave Unit 1314, Sarasota, FL 34241
• 

  

  /58

  Est $290,842 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5301 Mahogany Run Ave Unit 1015, Sarasota, FL 34241

  5301 Mahogany Run Ave Unit 1015, Sarasota, FL 34241
• 

  /2

  $428,000 Sold Mar 28, 2025

  • 1,572 Sq Ft
  • $272/SF

  • 2 Beds
  • 2 Baths
  • Built 1998

  5127 Blue Ash Ave, Sarasota, FL 34241

  Stunning, Barrington model Club Home being sold Turn-Key Furnished. This property features many updates including gorgeous updated flooring, a wonderful remodeled kitchen with stainless steel appliances and quartz countertops, updated bathrooms, crown molding and more! Take in the amazing views of water and the 11th hole of the golf course. Heritage Oaks is known for its pristine 18-hole golf

  Stellar Non-Member Agent Stellar Non-Member Office

  5127 Blue Ash Ave, Sarasota, FL 34241
• 

  

  /63

  Est $327,626 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5340 Hyland Hills Ave Unit 2411, Sarasota, FL 34241

  5340 Hyland Hills Ave Unit 2411, Sarasota, FL 34241
• 

  /2

  $499,000 Sold Mar 28, 2025

  • 1,862 Sq Ft
  • $268/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  4617 Samoset Dr, Sarasota, FL 34241

  Welcome to Heritage Oaks Golf & Country Club - Sarasota's Premiere Gated, Golfing Neighborhood! This outstanding "Inverness" model Paired Villa features 2 bedrooms, 2 bathrooms, a den/study space, 2 car garage, and a wonderful heated swimming pool and spa. Being sold Turn-Key Furnished, this lovely property features ample space for full time residents or seasonal owners and is walking distance to

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  4617 Samoset Dr, Sarasota, FL 34241
• 

  

  /60

  Est $335,748 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5270 Hyland Hills Ave Unit 1716, Sarasota, FL 34241

  5270 Hyland Hills Ave Unit 1716, Sarasota, FL 34241
• 

  /2

  $354,500 Sold Mar 17, 2025

  • 1,373 Sq Ft
  • $258/SF
  • 227 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  8744 Winter Breeze Way, Sarasota, FL 34241

  Under Construction. MLS# A4606198 REPRESENTATIVE PHOTOS ADDED. Explore modern living with the Jasmine townhome, offering 1,373 sq. ft. of thoughtfully designed space. This 3-bedroom, 2.5-bath residence features an open-concept kitchen with an expansive island, a convenient half bath, and a 1-car garage on the first floor. Upstairs, discover two secondary bedrooms, a luxurious Owner's Suite with a

  Michelle Campbell TAYLOR MORRISON RLTY OF FLA

  8744 Winter Breeze Way, Sarasota, FL 34241
• 

  

  /77

  Est $296,823 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5370 Hyland Hills Ave Unit 2725, Sarasota, FL 34241

  5370 Hyland Hills Ave Unit 2725, Sarasota, FL 34241
• 

  

  /53

  $435,000 Sold Mar 13, 2025

  • 1,572 Sq Ft
  • $277/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  4936 Mahogany Run Ave, Sarasota, FL 34241

  Don't miss your opportunity to take a look at this gorgeous Buttonwood model club home in Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. As soon as you walk through the front door, you're greeted by bright natural light and a wonderful open floor plan that's perfect for entertaining guests or family. The home has been tastefully updated with loads of new features

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  4936 Mahogany Run Ave, Sarasota, FL 34241
• 

  

  /63

  Est $345,544 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5360 Hyland Hills Ave Unit 2626, Sarasota, FL 34241

  5360 Hyland Hills Ave Unit 2626, Sarasota, FL 34241
• 

  

  /60

  $322,000 Sold Mar 10, 2025

  • 1,433 Sq Ft
  • $225/SF
  • 46 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  5290 Hyland Hills Ave Unit 1912, Sarasota, FL 34241

  This is the property you have been waiting for! This spectacular, updated first floor Barrington Veranda in Heritage Oaks Golf & Country Club features unobstructed views of water and the 14th Signature hole of the golf course. Featuring 2 bedrooms, 2 bathrooms, and a single car garage, the property provides ample room for owners and guests alike, and is being sold Turn-Key Furnished. This unit

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  5290 Hyland Hills Ave Unit 1912, Sarasota, FL 34241
• 

  

  /67

  Est $329,050 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5210 Hyland Hills Ave Unit 1114, Sarasota, FL 34241

  5210 Hyland Hills Ave Unit 1114, Sarasota, FL 34241
• 

  /2

  $483,000 Sold Feb 28, 2025

  • 1,722 Sq Ft
  • $280/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  4623 Samoset Dr, Sarasota, FL 34241

  You will not want to miss this gorgeous property in Heritage Oaks Golf & Country Club! This wonderfully cared for "Inverness" Golf Villa features 2 bedrooms, 2 bathrooms, a sizable den/study, an attached 2-car garage, and is being sold Turn-Key Furnished. As soon as you enter the home, the vaulted ceilings and open floor plan make the space feel large and inviting, perfect for full time residents

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  4623 Samoset Dr, Sarasota, FL 34241
• 

  

  /56

  Est $338,298 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5360 Hyland Hills Ave Unit 2616, Sarasota, FL 34241

  5360 Hyland Hills Ave Unit 2616, Sarasota, FL 34241
• 

  /2

  $405,000 Sold Feb 27, 2025

  • 1,572 Sq Ft
  • $258/SF

  • 2 Beds
  • 2 Baths
  • Built 1998

  5009 Chase Oaks Dr, Sarasota, FL 34241

  Gorgeous Buttonwood Club Home located in Heritage Oaks Golf & Country Club selling Turn-Key Furnished. Outstanding views of water and the 11th hole of the golf course. Wonderful furnishings and many nice upgrades such as granite countertops, refaced kitchen cabinets, tile backsplash, newer LVP flooring, repainted interior, and more! Watch the abundance of wildlife in Heritage Oaks as the

  Stellar Non-Member Agent Stellar Non-Member Office

  5009 Chase Oaks Dr, Sarasota, FL 34241
• 

  

  /38

  Est $334,053 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft

  5290 Hyland Hills Ave Unit 1916, Sarasota, FL 34241

  5290 Hyland Hills Ave Unit 1916, Sarasota, FL 34241
• 

  /2

  $529,000 Sold Feb 27, 2025

  • 1,755 Sq Ft
  • $301/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  4498 Samoset Dr, Sarasota, FL 34241

  This is the one! Take a look at this gorgeous "Dover" model paired villa in Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. This 2 bedroom, 2 bathroom villa with den features over 1,700 square feet of living space, and has a spacious 2 car attached garage. As soon as you step through the front door you're immediately greeted with loads of natural light and an open floor

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  4498 Samoset Dr, Sarasota, FL 34241
• 

  

  /52

  Est $278,750 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft

  5240 Hyland Hills Ave Unit 1414, Sarasota, FL 34241

  5240 Hyland Hills Ave Unit 1414, Sarasota, FL 34241
• 

  /2

  $340,000 Sold Jan 31, 2025

  • 1,684 Sq Ft
  • $202/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  5280 Hyland Hills Ave Unit 1814, Sarasota, FL 34241

  This exceptionally bright and spacious West-facing end unit is the largest available in Heritage Oaks and has been meticulously maintained. NEW AC, IMPACT WINDOWS, NEW FLOORING, APPLIANCES and COUNTERTOPS. Being sold fully furnished and turn-key. This thoughtfully designed unit features two generously sized bedrooms, a bonus den, and two full-sized bathrooms. As you step inside, you are greeted

  Joey Lamielle RE/MAX ALLIANCE GROUP

  5280 Hyland Hills Ave Unit 1814, Sarasota, FL 34241
• 

  

  /59

  Est $845,733 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,693 Sq Ft

  4498 Chase Oaks Dr, Sarasota, FL 34241

  4498 Chase Oaks Dr, Sarasota, FL 34241
• 

  /2

  $560,000 Sold Jan 31, 2025

  • 1,702 Sq Ft
  • $329/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  4566 Samoset Dr, Sarasota, FL 34241

  Take a look at this absolutely gorgeous paired villa in Heritage Oaks Golf & Country Club with outstanding panoramic water views! This lovely property has been impeccably maintained by its owners and it shows! Being sold Turn-Key Furnished, the property features 2 bedrooms, 2 bathrooms, a den/ study with functional barn doors, and a sizable 2 car garage. This home has an open floor plan which is

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  4566 Samoset Dr, Sarasota, FL 34241
• 

  

  /45

  Est $291,855 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft

  5291 Mahogany Run Ave Unit 914, Sarasota, FL 34241

  5291 Mahogany Run Ave Unit 914, Sarasota, FL 34241
• 

  /2

  $280,000 Sold Jan 28, 2025

  • 1,324 Sq Ft
  • $211/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  5271 Mahogany Run Ave Unit 713, Sarasota, FL 34241

  PRICE REDUCTION! Welcome to your dream home in the highly sought-after Heritage Oaks Golf & Country Club! This charming first-floor, 2-bedroom, 2-bath condo offers 1,324 sq ft of Florida living at its finest. Best of all, it is being sold fully turnkey furnished, ready for you to move in and easily begin enjoying the Florida sunshine.Step out onto your back porch and enjoy peaceful water

  Ariela Carmona KELLER WILLIAMS ON THE WATER S

  5271 Mahogany Run Ave Unit 713, Sarasota, FL 34241
• 

  

  /66

  Est $274,837 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5231 Mahogany Run Ave Unit 312, Sarasota, FL 34241

  5231 Mahogany Run Ave Unit 312, Sarasota, FL 34241
• 

  /2

  $299,900 Sold Jan 15, 2025

  • 1,684 Sq Ft
  • $178/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  5290 Hyland Hills Ave Unit 1921, Sarasota, FL 34241

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom Abbey veranda located in the serene and picturesque golfing community of Heritage Oaks Golf & Country Club. Nestled in a tranquil area just minutes from top-rated beaches, shopping, dining, and recreational activities, this property offers the perfect balance of convenience and relaxation. As you step into this spacious 1684 square foot

  Doug Figgins ROSEBAY INTERNATIONAL REALTY, INC

  5290 Hyland Hills Ave Unit 1921, Sarasota, FL 34241

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