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, an exquisite gated community nestled in the heart of Sarasota, Florida. This stunning subdivision offers a perfect blend of luxury, leisure, and an active lifestyle, making it a sought-after destination for families, retirees, and golf enthusiasts alike.

Heritage Oaks is more than just a neighborhood; it's a vibrant community that prides itself on its picturesque surroundings and top-notch amenities. The centerpiece of this community is the beautifully designed 18-hole golf course, which winds through lush landscapes, serene lakes, and mature oak trees. Whether you're a seasoned golfer or just starting out, you'll appreciate the challenge and beauty of this well-maintained course.

Living in Heritage Oaks means enjoying the peace of mind that comes with a guard-gated entrance, ensuring the safety and security of residents. The community is designed to foster connections among neighbors, featuring a clubhouse that serves as a social hub. Here, you can indulge in fine dining, relax by the pool, or participate in a variety of social events and activities tailored to all interests.

The homes in Heritage Oaks are a testament to quality and elegance, with a range of architectural styles and sizes to suit every lifestyle. Each residence is thoughtfully designed to maximize comfort and functionality, creating an inviting atmosphere for families and guests alike.

Experience the charm of Heritage Oaks Golf & Country Club, where every day feels like a vacation. Discover your dream home in this idyllic community today!

Newest Heritage Oaks Golf & Country Club Homes with Gated Community - Guard 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 second-floor Barrington Veranda in Heritage Oaks Golf & Country Club, offered fully furnished and move-in ready. Enjoy expansive water and golf course views from the rear terrace, including a picturesque view of the community’s iconic 14th hole. The light-filled interior features soaring vaulted ceilings, an open and inviting layout, and numerous updates throughout. The kitchen offers quartz countertops, stainless steel appliances, and ample space for entertaining. The split-bedroom floor plan provides privacy for owners and guests, while the enclosed den offers flexible use as 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 guest bath has also been tastefully updated. A detached one-car garage provides added convenience and storage, and the residence is conveniently located near one of the community's pools. Heritage Oaks offers a resort-style country club lifestyle with golf, clubhouse amenities, tennis, fitness facilities, multiple pools, dining, social activities, and 24-hour security. Whether used as a seasonal retreat, full-time residence, or furnished rental property, this turnkey home offers the flexibility to enjoy the Sarasota lifestyle from day one. A well-maintained residence with desirable views, furnishings included, and a location that offers easy access to the many amenities of Heritage Oaks.

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
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
4619 Chase Oaks Drive, Sarasota
$849,000
4 Beds ⋅ 3 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Lakefront serenity and country club living come together at 4619 Chase Oaks Drive, a rarely available turn key furnished single-family residence in Heritage Oaks. Offered for sale, this four-bedroom, three-bath home encompasses 2,550 square feet in the desirable York floor plan, with generous spaces for everyday comfort and gracious entertaining. At the center of the home, a gourmet kitchen features granite countertops and a custom tile backsplash, opening to a spacious great room. The family room is enhanced by a vaulted ceiling, recessed lighting, and built-in speakers, while formal living and dining rooms provide additional gathering space. Two primary suites each include a private full bath. Two more bedrooms share a separate bath and can be closed off as a private guest wing. Crown molding, chair rail details, custom blinds, and window treatments add polished character throughout. Outside, the tranquil lake becomes a beautiful backdrop for observing local wildlife from the heated pool and spa. The expansive lanai offers ample room to create a bar or outdoor kitchen. A garage adds practical convenience. Recent improvements include a roof approximately two and a half years old, a 2025 air-conditioning system, and 2022 appliances. Membership is attached to the property, offering access to Heritage Oaks’ championship golf course, pro shop, clubhouse dining, fitness center, five heated pools, and four lighted Har-Tru tennis courts. Publix and Rothenbach Park are nearby, with downtown Sarasota and Gulf beaches within an easy drive. Arrange your private tour today.

4619 Chase Oaks Drive, Sarasota
5221 Mahogany Run Avenue Unit 224, Sarasota
$239,900
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 Carlton unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find bamboo flooring throughout the living areas, with bedrooms having carpet. 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 walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a closet. Step out to the screened lanai and take in peaceful lake views overlooking the 13th 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.

5221 Mahogany Run Avenue Unit 224, 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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