Heritage Oaks Golf & Country Club Homes with Gated Community - Guard Community Features

Heritage Oaks Golf & Country Club Homes with Gated Community - Guard Community Features

Welcome to Heritage Oaks Golf & Country Club, a premier gated community nestled in the heart of Sarasota County, Florida. Just off I-75 East, this enchanting subdivision offers residents a perfect blend of luxury, leisure, and security, making it an idyllic place to call home.

Heritage Oaks is renowned for its stunning golf course that winds through the community, providing breathtaking views and an engaging challenge for golf enthusiasts. The lush landscaping and serene surroundings create a picturesque backdrop for outdoor activities, whether you’re hitting the links, enjoying a leisurely stroll, or simply soaking up the sun by the sparkling community pool.

The homes in Heritage Oaks are thoughtfully designed, offering a range of styles and sizes to suit diverse lifestyles. Each residence boasts modern amenities and elegant finishes, ensuring comfort and convenience for every homeowner. Living in this guard-gated community means peace of mind, as 24-hour security ensures that residents can enjoy their surroundings without worry.

Beyond the golf course, Heritage Oaks offers a vibrant social scene with a clubhouse that serves as the heart of the community. Residents can partake in various activities, from fitness classes to social events, fostering a sense of camaraderie among neighbors. The community is also conveniently located near shopping, dining, and cultural attractions, making it easy to enjoy everything Sarasota has to offer.

Whether you’re a retiree seeking tranquility or a family looking for an active lifestyle, Heritage Oaks Golf & Country Club is the perfect place to create lasting memories. Come experience the charm and elegance of this exceptional community today!

Newest Heritage Oaks Golf & Country Club Homes with Gated Community - Guard Community Features

$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
$268,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve. This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility. The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining. The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors. Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity. Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home. Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events. A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.

5231 Mahogany Run Avenue Unit 325, 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
$375,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.

5126 Blue Ash Avenue, Sarasota
$475,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Virtually Staged. Welcome to the home you’ve been waiting for! This beautifully maintained “Dover” model paired villa in Heritage Oaks Golf & Country Club features 2 bedrooms, 2 full bathrooms, a den/study, and a spacious 2-car attached garage. Recent updates include a new refrigerator, new stove, fresh interior paint throughout, and professionally steam-cleaned carpets, making this home truly move-in ready. The exterior is hurricane-ready with accordion-style hurricane shutters and a convenient roll-down hurricane screen on the rear lanai. As you enter, you’re welcomed by abundant natural light and beautiful views of the screened-in pool overlooking the 6th tee box, creating a bright and relaxing atmosphere throughout the home. The primary suite offers a spacious retreat with a large walk-in closet and direct access to the rear lanai, perfect for enjoying the peaceful golf course setting. The open-concept kitchen flows seamlessly into the living and dining areas, making it ideal for both everyday living and entertaining guests. This meticulously maintained home clearly reflects true pride of ownership and is ready for its next owner to enjoy from day one. Residents of Heritage Oaks Golf & Country Club enjoy an exceptional lifestyle with amenities including an 18-hole golf course, tennis courts, fitness center, 24-hour gated security, a beautifully renovated clubhouse, two dining venues including the popular 19th Hole Lounge, five heated pools, and a full calendar of social events and activities. Don’t miss your opportunity to own this exceptional property. Schedule your private showing today.

4383 Samoset Drive, 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
$275,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.

5240 Hyland Hills Avenue Unit 1426, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
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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