Heritage Oaks Golf & Country Club Homes with Gated Amenities

Heritage Oaks Golf & Country Club Homes with Gated Amenities

Welcome to Heritage Oaks Golf & Country Club, a premier gated community nestled in the heart of Sarasota County, Florida. This exquisite subdivision offers a harmonious blend of luxury living and recreational opportunities, making it an ideal choice for those seeking an active lifestyle in a serene environment.

Heritage Oaks is renowned for its stunning 18-hole golf course, designed to challenge players of all skill levels while providing breathtaking views of the surrounding landscape. The lush fairways and meticulously maintained greens are just the beginning of what this community has to offer. Residents enjoy access to a vibrant clubhouse, complete with a restaurant and bar, where you can unwind with friends or celebrate special occasions.

The homes within Heritage Oaks are designed with elegance and comfort in mind. Each residence boasts modern amenities and exquisite finishes, ensuring a lifestyle of convenience and sophistication. The gated entry provides an added layer of security, allowing you to relax and enjoy the tranquility of your surroundings. Whether you’re looking for a cozy villa or a spacious single-family home, there’s something to suit every taste and preference.

In addition to golf, Heritage Oaks offers a variety of recreational activities, including tennis courts, a fitness center, and a sparkling swimming pool. With a calendar full of social events and clubs, you’ll have ample opportunities to connect with neighbors and forge lasting friendships.

Experience the charm of Heritage Oaks Golf & Country Club, where luxury meets leisure in the beautiful Sarasota area. Your dream home awaits in this vibrant community!

Newest Heritage Oaks Golf & Country Club Homes with Gated Amenities

$329,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Prepare to be WOWED by this rare, completely remodeled end-unit, second floor residence in the 24 hour gated community of Heritage Oaks Golf & Country Club. This light-filled, move-in-ready home offers two bedrooms, two beautifully updated bathrooms, and a versatile office/den designed to support work-life balance, restoration, and everyday enjoyment. The office/den can be styled with a desk for remote work or transformed into a comfortable lounge, reading area, hobby space, or quiet retreat where you can relax and recharge after a long day of golf, work, or time with friends. The flexible layout provides room for focus and productivity while still offering a private space for rest and personal interests. The newly remodeled kitchen features a functional layout with generous meal-preparation and storage space, while the remodeled bathrooms create a fresh, modern atmosphere. Thoughtful finishes, natural light, and the added privacy of an end-unit location contribute to a comfortable and inviting living environment. The residence is also available partially furnished for added convenience. A detached one-car garage provides space for a vehicle or golf cart, along with additional storage for golf clubs, bicycles, fitness equipment, beach gear, and other outdoor essentials. No need to worry about paying for 24 hour security, exterior, pest control, cable TV, sewer, trash, or internet; it's included for this home. Heritage Oaks Golf & Country Club offers more than exceptional amenities, it provides a strong sense of community and numerous ways to stay active, engaged, and connected. Set across approximately 500 acres, this Audubon Certified community features natural surroundings, shared gathering spaces, resident activities, classes, recreation, dining, and opportunities to build lasting friendships. Residents can enjoy an 18-hole Azinger-Lewis designed championship golf course, a Masters-style Pro Shop, four lighted Har-Tru tennis courts, a recently remodeled fitness facility staffed by a full-time fitness director and guest instructors offering a variety of classes, and five community pools, including a Junior Olympic-size pool and spa. The recently remodeled clubhouse serves as a central gathering place and features the expanded 19th Hole Bar & Grille, private dining rooms, a card room, a multi-use room, and outdoor al fresco dining. Be sure to explore the convenient Sarasota location, with access to an array of fine dining, shopping, entertainment, and everyday conveniences. Enjoy proximity to The Mall at University Town Center, Downtown Sarasota, Siesta Key Beach, Lido Key Beach, St. Armands Circle, local cultural attractions, and so much more. Whether your preferred lifestyle includes golf, fitness classes, swimming, dining, shopping, beach days, social activities, quiet time at home, or simply reducing the daily upkeep of homeownership, this exceptional residence offers a flexible and welcoming place to live, connect, restore, and enjoy the Heritage Oaks lifestyle.

5220 Hyland Hills Avenue Unit 1226, Sarasota
$300,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Dramatically reduced! This is an unbelievable price. Welcome to one of the best values in the Sarasota–Manatee region, tucked behind the gates of the highly sought-after Heritage Oaks Golf & Country Club—a rare, debt-free golf community celebrated as much for its lifestyle and sense of community as its exceptional amenities. This Buttonwood model Club Home features 2 bedrooms and 2 full bathrooms. Also equipted with a hurricane shutter on the lanai for peace of mind! This move-in-ready residence offers a bright, efficient layout thoughtfully designed for comfortable everyday living. Luxury vinyl flooring welcomes you inside and leads to a spacious living area, while the screened lanai provides peaceful lake and golf course views—the perfect setting for morning coffee, afternoon tea, and daily entertainment from local wildlife and golfers passing by. Life at Heritage Oaks extends far beyond the golf course. Residents enjoy access to a fully private championship golf course with remarkably low entry fees, along with tennis, swimming pool, fitness facilities, fine and casual dining, and a vibrant social calendar. The recently renovated and expanded clubhouse serves as the heart of the community, bringing neighbors together for everything from casual gatherings to organized events. While Heritage Oaks has long been known as a premier seasonal destination, it also presents an outstanding opportunity for full-time living. With strong financial stability, exceptional amenities, and an unmatched lifestyle-to-price ratio, this home delivers first-class country club living, genuine community, and incredible value. At Heritage Oaks, the best part isn’t just the golf—it’s the people. Schedule your private tour today!

5265 Chase Oaks Drive, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to your serene retreat in the highly sought-after Heritage Oaks Golf & Country Club. This beautifully maintained, first floor "Barrington" model Veranda is a 2-bedroom, 2-bathroom property that offers the perfect blend of comfort, style, and resort-style living in one of Sarasota's most desirable gated communities. Step inside this beautiful Turn Key Furnished property to discover a light-filled, open-concept layout designed for both relaxation and entertaining. The spacious living and dining area features neutral finishes, elegant luxury vinyl plank flooring, and sliding glass doors that seamlessly connect indoor and outdoor living. The front and rear screened lanais provide tranquil spaces to enjoy your morning coffee or unwind in the evening while taking in lush landscaping and peaceful golf course views. The easterly views of water and the 13th hole are truly amazing! The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a cozy breakfast nook - perfect for casual dining. The primary suite serves as a private oasis, complete with large walk-in closets, en-suite bathroom, and some phenomenal views to wake up to in the morning. A well-appointed guest bedroom and second full bath ensure comfort and privacy for visitors. A lovely den/study can be used as a home office or flex space and can even double as a third bedroom with a convenient Murphy cabinet. This residence also includes a detached 1 car garage, adding convenience and extra storage. Whether you're looking for a full-time home, seasonal getaway, or investment opportunity, this property offers exceptional value. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with a lovely restaurant and the sensational redesigned 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Come take a look at this beautiful property today.

5271 Mahogany Run Avenue Unit 712, Sarasota
$402,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
PRICE IMPROVEMENT!! This 2 bedroom, 2 bath plus den end-unit villa offers 1,874 sq ft of potential and charm, complete with a private pool and a serene preserve view. Inside, you’ll find vaulted ceilings that enhance the open feel, along with an inviting kitchen featuring a cozy breakfast nook and custom built-in cabinetry. The primary bedroom is a true retreat, with sliding doors that lead directly to the pool area and showcase peaceful natural views. A spacious laundry room adds everyday convenience, and with a little vision, you can truly bring the sparkle back to this home. Located in Heritage Oaks, (a bundled community) residents enjoy an impressive array of amenities including a championship 18-hole golf course, a newly renovated clubhouse, full-service restaurant and bar, five heated swimming pools, four lighted tennis courts, a state-of-the-art fitness center, pro shop, walking and biking trails, and a vibrant calendar of social activities and events which is all included!!

4641 Samoset Drive, Sarasota
$277,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to Heritage Oaks Golf and Country Club, where vibrant design meet serene Golf and Water views. This beautifully decorated and upgraded FURNISHED home has been thoughtfully redesigned with rich color, personality, and artistic design – creating a truly inviting one of a kind living space. Enjoy peaceful mornings and golden hour sunsets from not just one, but two screened and tiled lanais- offering full water views and picturesque backdrop of the 14th hole and green. The seamless indoor outdoor flow makes this home perfect for both quiet, relaxing, and entertaining. The attention to detail shines throughout with a refreshed aesthetic that brings energy and life into every room, while maintaining an elegant classy feel. The kitchen has been remodeled with luxury lighted cabinets, crown moulding, and quartz countertops. The primary suite was redesigned with a large walk-in shower, and elegant tile finishes. Additional upgrades include: tankless water system (2023) impact/hurricane windows and doors (2023), and HVAC (2018). Additional features include a private one car garage, and additional guest parking as well as a private pool (aside from the clubhouse pool) for owners to enjoy. At Heritage Oaks, residents enjoy bundled, golf, tennis, fitness, dining, and a vibrant, social lifestyle – all surrounded by lush, mature, landscaping, championship, golf, and a variety of wildlife. The private clubhouse was redesigned and completed in 2025. Come live the lifestyle- all within 20 minutes from the famous quartz sandy beaches on Siesta Key, and downtown Sarasota. Sold furnished.

5310 Hyland Hills Avenue Unit 2124, Sarasota
$239,900
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to this beautiful maintenance-free "Barrington" model Veranda located in the highly sought-after community of Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. With panoramic, northern-facing views of water and the 12th and 13th holes of the golf course, this charming 2-bedroom, 2-bathroom, plus den/study property offers the perfect blend of comfort, convenience, and Florida living. The view doesn't get any better than this! As you enter the home, you'll be greeted by an inviting open floor plan with large vaulted ceilings, bright natural light, and tasteful updates throughout. The spacious living room seamlessly flows into the dining area, creating an ideal space for entertaining and relaxing. Large sliding glass doors open to a private screened-in lanai, offering stunning views of the golf course and the abundance of wildlife that roam this Certified Audubon Neighborhood. The kitchen is a chef's dream, featuring gorgeous granite countertops, a beautiful tile backsplash and wonderful modern stainless steel appliances. The adjoining breakfast nook provides a cozy spot for casual meals while enjoying the picturesque surroundings. The primary suite is a peaceful retreat, complete with a large walk-in closet and an en-suite bathroom with a walk-in shower and dual sinks. The guest bedroom is equally spacious, with easy access to the second bathroom, which has also been updated with a new mirror and granite counters. This property is move in ready, simply bring your clothes and start living the Florida lifestyle right away. The owners have also replaced the A/C unit (2023). Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?

5281 Mahogany Run Avenue Unit 822, Sarasota
$239,900
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to this beautifully updated Barrington condominium in the pristine Heritage Oaks Golf & Country Club, where golf and social membership are included. $5,500 CREDIT TOWARDS CLOSING COSTS! This desirable first-floor residence offers 2 bedrooms, 2 bathrooms, and a versatile flex room, ideal for a home office, den, or additional living space. Light and inviting, the condo features new LUXURY VINYL PLANK flooring throughout (installed 01/26) paired with designer lighting, creating a fresh, modern aesthetic. The updated eat-in kitchen is both stylish and functional, showcasing quartz countertops, Whirlpool appliances, and a glass tile backsplash, perfectly suited for everyday living and entertaining. The open-concept floor plan is filled with natural light and flows effortlessly through the living and dining areas. Sliding glass doors open to a covered, screened-in patio, where you’ll enjoy tranquil lake views and sweeping vistas of the 14th fairway, an ideal setting for morning coffee or relaxed evenings with friends. An extended one-car garage provides ample space for golf clubs, beach gear, and additional storage. Heritage Oaks is a bundled private golf community featuring an 18-hole championship course, resort-style pools, clubhouse with dining, fitness center, tennis, pickleball, and a vibrant social calendar—all included with ownership. Ideally located near shopping, dining, and top-rated medical facilities. Just a 25-minute drive to the world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this condo delivers the best of Florida living in a welcoming, gated community. Schedule your showing now.

5350 Hyland Hills Avenue Unit 2512, Sarasota
$274,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.

5300 Hyland Hills Avenue Unit U2016, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
If you always wanted to live in a golfing community without the headaches of golf balls hitting your windows or ending up in your yard, this is the one. Perfectly positioned within the lush, guard-gated fairways of Heritage Oaks Golf & Country Club, this beautifully appointed end-unit CLUBHOME style villa offers a rare blend of refined golf course living and exceptional privacy. Perfectly situated with no neighboring building on one side and tranquil water and preserve views beyond, this residence feels more like a private retreat than a typical villa residence. Offered furnished, this elegant two-bedroom, two-bath residence with a dedicated office/den and spacious two-car garage is designed for effortless Florida living. Sunlight pours through the open, airy floor plan, highlighting serene natural vistas and creating a warm, inviting ambiance throughout. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a charming breakfast nook, seamlessly opening to the dining and living spaces designed for both everyday comfort and relaxed entertaining. The screened lanai becomes an extension of the home itself offring a peaceful outdoor sanctuary where mornings begin with tranquil preserve views and evenings unwind in complete serenity, far removed from the congestion often found in golf communities. Luxury vinyl flooring enhances the main living areas, while the spacious primary suite offers a walk-in closet, soaking tub, and glass-enclosed shower, creating a true retreat-like experience. Residents of Heritage Oaks enjoy an elevated country club lifestyle with championship golf, five heated pools, tennis courts, fitness center, clubhouse dining, and an active social calendar — all within one of the area’s most picturesque gated communities. Replumbed and re-piped, with a 2022 ROOF and 2017 A/C, this exceptional pet friendly CLUB home villa presents a rare opportunity to experience sophisticated golf course living without compromising privacy, tranquility, or comfort.

5111 Peppermill Court, Sarasota
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