Heritage Oaks Golf & Country Club Homes with Sidewalks Community Features

Heritage Oaks Golf & Country Club Homes with Sidewalks Community Features

Welcome to Heritage Oaks Golf & Country Club, a serene and vibrant community nestled in the heart of Sarasota County, Florida. This picturesque subdivision offers a perfect blend of luxurious living and active lifestyle, making it an ideal destination for families, retirees, and golf enthusiasts alike. Located conveniently off I-75 East, residents enjoy easy access to the beautiful beaches of the Gulf Coast, as well as a plethora of shopping, dining, and entertainment options just a short drive away.

Heritage Oaks is renowned for its stunning homes, many of which are designed with charming sidewalks that weave through the community, promoting a friendly and inviting atmosphere. These well-maintained walkways encourage residents to take leisurely strolls, engage with neighbors, or simply enjoy the lush landscaping that surrounds them. The community boasts a variety of architectural styles, ensuring that there’s a perfect home for everyone.

One of the standout features of Heritage Oaks is its exceptional golf course, which is complemented by a full-service clubhouse, fitness center, and numerous recreational amenities. Residents can indulge in a round of golf, take a dip in the community pool, or join one of the many social clubs that cater to diverse interests. The sense of community is palpable, with regular events and activities that foster connections among neighbors.

In Heritage Oaks Golf & Country Club, you’re not just buying a home; you’re investing in a lifestyle. Experience the charm of this sidewalk community, where every day feels like a vacation in paradise. Come and discover your dream home in this idyllic setting!

Newest Heritage Oaks Golf & Country Club Homes with Sidewalks Community Features

5320 Hyland Hills Avenue Unit 2222, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to this beautifully appointed, fully furnished 2-bedroom, 2-bath condo in Heritage Oaks Golf & Country Club, a gated golf community in Sarasota, Florida. This second-floor Barrington Veranda offers beautiful water and golf course views from the rear terrace, including a picturesque view of the community’s iconic 14th hole. Move-in ready and offered turnkey, this Sarasota condo is ideal as a full-time residence, seasonal retreat, or furnished rental property. The light-filled interior features soaring vaulted ceilings, an open and inviting floor plan, and numerous updates throughout. The updated kitchen features quartz countertops, stainless steel appliances, and ample space for entertaining. The desirable split-bedroom floor plan provides privacy for owners and guests, while the enclosed den/study with a door offers flexible space for a home office, study, or additional sleeping area. The spacious primary suite features an updated private bath with dual vanities and a generous shower, while the second full bath has also been tastefully updated. A detached one-car garage provides convenient parking and additional storage. The residence is also conveniently located near one of Heritage Oaks’ community pools. Heritage Oaks offers a sought-after Sarasota country club lifestyle with golf, clubhouse amenities, tennis, fitness facilities, multiple swimming pools, dining, social activities, and 24-hour security. With golf and water views, a desirable second-floor location, included furnishings, an updated interior, detached garage, and access to an exceptional Sarasota golf community, this turnkey Heritage Oaks condo is ready to enjoy from day one.

5320 Hyland Hills Avenue Unit 2222, Sarasota
5204 Mahogany Run Avenue, Sarasota
$445,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Step into a lifestyle unlike any other. This turnkey-furnished, end unit "Arlington"club home is more than just a residence- it's a bright and peaceful retreat. Located out east off of Lorraine Road in the highly sought after Heritage Oaks Golf and Country Club, a certified Audubon Cooperative Sanctuary, you will enjoy over 500 acres of breathtaking preserves and vibrant wildlife right outside your door. The interior boasts a desirable southwest orientation that perfectly captures vibrant, daily Florida sunsets. Inside, beautiful diagonal birch hardwood flooring flows seamlessly through the main living area and den, adding warmth and rich architectural interest. The one-of-a-kind den/3rd bedroom option is a brightened by a beautiful skylight and features a removable desk unit with ample shelving and custom armoire. The gourmet kitchen shines with granite counter tops, stainless steel appliances, and custom mirrors that beautifully expand the spacious, sunlit eat-in area. The owner's suite has been tastefully renovated with new tile, custom cabinetry, and modern fixtures-including a oversized shower in the primary suite. Enjoy year-round, seamless outdoor living with two separate screened lanais. The large rear lanai is specifically designed to frame your picturesque water and golf view of the 12th tee box, while a cozy south-side lanai provides the perfect, quiet nook for cooler days. As a resident, you'll enjoy unparalleled resort amenities: 4 Har-Tru tennis courts, 5 heated swimming pools, and a state-of-art fitness center offering a variety of fitness classes. Meet neighbors at the beautifully renovated clubhouse restaurant and bar, dine on the gorgeous outdoor patio where you can watch the beautiful Florida sunsets drop below the horizon. This light-filled club home truly offers an unmatched country club experience.

5204 Mahogany Run Avenue, Sarasota
5301 Mahogany Run Avenue Unit #1024, Sarasota
$339,900
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to your pristine Florida paradise located in Heritage Oaks Golf & Country Club! This stunning, fully furnished second-floor Drummond model veranda features 2BD/2BA, an inside laundry room, and 1-car garage.The bright, open-concept interior boasts a 2024 remodeled kitchen with custom wood cabinets and GE stainless appliances, new LV flooring, and upgraded bathrooms with custom showers (2025). Major upgrades include: new HVAC (2023), water heater (2020), and screened front entry (2023). Enjoy outdoor living with two private lanais; the spacious rear lanai serves as your ultimate retreat, offering a front-row seat to magnificent sunsets and panoramic views of the water and 12th green. Heritage Oaks is a certified Audubon Cooperative Sanctuary featuring over 500 acres of breathtaking preserves and wildlife right outside your door. As a resident of this highly social community, enjoy an 18 hole championship golf course, 5 heated pools, fitness center, and 4 Har-Tru tennis courts. The lively clubhouse is the heart of the community, featuring a newly renovated restaurant, bar, and gorgeous outdoor dining patio. It's the perfect place to unwind, gather around the community fire pits, and enjoy the evening sky.

5301 Mahogany Run Avenue Unit #1024, Sarasota
4951 Chase Oaks Drive, Sarasota
$457,500
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome home to this beautifully updated, and Turn-Key Furnished Buttonwood Club Home in the heart of Heritage Oaks Golf & Country Club, one of Sarasota's premier private, gated, golf-included communities. Set behind 24-hour guard gated security on over 500 acres of Audubon-certified grounds, this one-level, 2 bedroom, 2 bath residence delivers resort-style living with true lock-and-leave ease and comfort. The updates begin the moment you step inside. Impact windows installed just two years ago flood the open-concept home with natural light while guarding against storms and keeping energy costs low. A new A/C system (2025) and water heater (2024) mean years of worry-free comfort, and a whole-home salt water softener with a reverse-osmosis system under the kitchen sink delivers pure, great-tasting water throughout. The heart of the home is the remodeled kitchen, designed for everyday living and entertaining alike. Rich medium-wood cabinetry pairs with dramatic dark granite, stainless steel appliances, a crisp contrasting island, a stylish tile backsplash, and all one-level counters for a seamless, open feel. A modern induction cooktop, double pantry cabinets with pull-outs, and abundant storage complete a space that works as hard as it impresses. Underfoot, elegant large-format tile flows through the home — durable and effortlessly easy to maintain. The guest wing of the home provides a wonderful retreat for guests and family with a bath that has been fully redone including a lovely tiled shower with glass door, a gorgeous vanity, and additional modern updates. French doors grace the den/study, creating a flexible space perfect as a home office, study, or additional guest bedroom. The primary suite is a private sanctuary. A built-in array in the walk-in closet offers exceptional organization, and the ensuite bath features a newly configured layout separating the toilet and shower for added privacy. The shower boasts all-new tile and flooring, complemented by a new vanity with countertop, updated mirrors, and modern lighting. Then step outside to the lanai — the crown jewel. Featuring beautiful Italian tile flooring, a panoramic-view screen enclosure, and a breathtaking view of water and the 10th fairway you will simply never tire of. A lighted power awning and power roll-down hurricane screen let you enjoy the space in any weather, day or night. Solid concrete block-wall construction, an outdoor generator, and a climate-controlled garage build-out round out this exceptional property. 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 amazing property today!

4951 Chase Oaks Drive, Sarasota
5220 Hyland Hills Avenue Unit 1214, Sarasota
$295,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
GROUND FLOOR. COMPLETELY REMODELED. OPTIONAL FULLY FURNISHED. CHAMPIONSHIP GOLF. AND A RESORT STYLE COUNTRY CLUB LIFESTYLE RIGHT OUTSIDE YOUR DOOR. Rare to find with beautiful views overlooking the Signature 14th hole! Move right in and start enjoying the Florida lifestyle with no headaches, stress or worry about renovations or upgrades. The work has already been done for you! This beautifully updated residence has been thoughtfully improved throughout, including fully renovated primary and guest bathrooms, updated kitchen cabinetry and countertops, newer flooring, fresh interior paint, new interior doors and hardware, 2020 HVAC, updated lighting and fans, and refreshed front and rear lanais. The kitchen also features newer appliances, including a 2025 refrigerator and microwave, plus an updated dishwasher, stove, sink and garbage disposal. The primary suite has been enhanced with a renovated bathroom, updated closet, newer flooring and barn style closet doors, while the guest bedroom and bath have also received significant updates. Both lanais have been refreshed, creating inviting spaces to enjoy Florida living indoors and out. Now step outside and get ready to be WOW’d! Heritage Oaks Golf & Country Club is about so much more than where you live. It’s about how you live. At the heart of the community is an impeccably maintained 18 hole championship golf course, surrounded by an incredible collection of country club and resort style amenities. Stay active, enjoy healthy lifestyle, and connected with golf, tennis, swimming, fitness, clubhouse dining and a full calendar of social activities. Start your morning with a walk or surrounded by Florida nature, meet friends for a round of golf, fit in a workout, relax by the pool, or enjoy lunch or dinner at the country club without leaving the community. Here you will find many opportunities for movement, outdoor living with palm trees around the home, recreation, relaxation and social connection that can naturally become part of everyday life. Ground floor living makes it even easier to step outside and enjoy everything in this vibrant country club community. With the option to purchase the home fully furnished, turn key, your transition can be even easier. Whether you’re looking for a full time residence or seasonal retreat, this is your opportunity to enjoy championship golf, country club living, active living, connection, recreation and everyday wellness lifestyle in Sarasota. Come for the home. Stay for the country club lifestyle. Live well at Heritage Oaks. Schedule your showing today!

5220 Hyland Hills Avenue Unit 1214, Sarasota
5240 Hyland Hills Avenue Unit 1415, Sarasota
$252,500
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to an exceptional opportunity to enjoy the best of the Sarasota golf-course lifestyle in Heritage Oaks Golf & Country Club. Ideally positioned on the ground floor, this beautifully updated and Turn-Key Furnished 2-bedroom plus den, 2-bath residence offers a rare combination of privacy, comfort, and captivating views across the pond and the community's signature 14th hole. From the moment you enter through the front door, the open and inviting floor plan creates an easy sense of flow between the kitchen, dining, and living areas. The gorgeous kitchen features lovely engineered hardwood flooring, beautiful granite countertops, modern stainless steel appliances, and a clean, timeless design that makes both everyday living and entertaining effortless. The owners have even added additional cabinetry in the breakfast nook area for additional storage and convenience. Additionally, the A/C was replaced in 2025, and a new water heater just installed in 2026 providing years of worry free living! Large living spaces open naturally toward the fully screened and tiled lanai, where tranquil water and golf-course views provide a peaceful backdrop for morning coffee, afternoon relaxation, or evening conversation. The primary suite offers a comfortable retreat, while the second bedroom and versatile den provide plenty of flexibility for guests, a home office, or additional living space. Both bathrooms have been thoughtfully and completely renovated with gorgeous granite vanities and frameless glass walk-in showers featuring gorgeous floor to ceiling tile work that adds a fresh, contemporary feel. A private one-car garage offers valuable storage and everyday convenience to this beautiful property. This residence makes an ideal seasonal escape, full-time Sarasota home, or low-maintenance retreat. Simply bring your suitcase and begin enjoying the Florida lifestyle on day one! 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 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Take a tour of this wonderful home today!

5240 Hyland Hills Avenue Unit 1415, Sarasota
5231 Mahogany Run Avenue Unit 325, Sarasota
$259,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Price Adjustment! 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
5310 Hyland Hills Avenue Unit 2124, Sarasota
$264,000
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
5300 Hyland Hills Avenue Unit U2016, 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
5240 Hyland Hills Avenue Unit 1426, 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
5111 Peppermill Court, 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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