Location: Heritage Oaks Golf & Country Club, Sarasota
Do Not Show Listings
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00022 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,373
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
5204 MAHOGANY RUN AVE, SARASOTA, FL 34241
$429,50085 Days on yellowkey MLS ID: A4684551
REDUCED by $20,000 (4.4%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1998Monthly Fee: $348 Tax: $4,072 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,072
Remarks: Experience the ultimate maintenance-free lifestyle in this stunning, turnkey Arlington Club home, perfectly positioned as an end unit with beautiful water and golf course views. This residence sits within the community, beautifully surrounded by the certified Audubon Cooperative Sanctuary of Heritage Oaks Golf & County Club. Here, you will live along 500 acres of breathtaking preserves and vibrant wildlife, offering a peaceful lifestyle immersed in nature. The home itself is defined by architectural charm, featuring a versatile third bedroom/den anchored by a bright skylight and elegant diagonal birch flooring. The updated kitchen boast of stainless steel appliances, granite countertops, and a charming breakfast nook, while expansive mirrors in the dining areas enhance the bright, open atmosphere. Both the owner's suite and guest bath have been completely renovated with modern fixtures, custom cabinetry, and granite countertops, including a luxurious walk-in shower in the master suite. Peace of mind comes standard with a fully re-piped and re-plumbed unit. Bask in natural light and iconic Florida sunsets thanks to the home's southern and western exposures. Outdoor living is a dream with a spacious rear lanai overlooking the 12th fairway and a second, south-facing lanai ideal for cooler days. As part of this golf community, residents enjoy an 18 hole championship course, five heated pools, a fitness center, and four lighted Har-Tru tennis courts. Whether you're grabbing a drink at the 19th Hole Bar & Grill or relaxing at the newly renovated clubhouse, this home offers the perfect upscale lifestyle and the great outdoors.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
4641 SAMOSET DR, SARASOTA, FL 34241
$402,00043 Days on yellowkey MLS ID: A4690475
REDUCED by $44,000 (9.9%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 1999Monthly Fee: $275 Tax: $5,300 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$5,300
Elementary School: None
High School: None
Middle School: None
Remarks: 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!!
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
4383 SAMOSET DR, SARASOTA, FL 34241
$475,00084 Days on yellowkey MLS ID: A4685127
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2000Monthly Fee: $275 Tax: $4,571 (2025)Community: Heritage Oaks Golf & Country ClubSpa: NoVilla
Taxes:$4,571
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
5111 PEPPERMILL CT, SARASOTA, FL 34241
$425,000234 Days on yellowkey MLS ID: TB8432110
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 2002Monthly Fee: $275 Tax: $2,358 (2024)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$2,358
Tax Year: 2024
Remarks: 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.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Andrea Valdes (813-716-4843)
4560 LEGACY CT, SARASOTA, FL 34241
$474,900168 Days on yellowkey MLS ID: TB8456367
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2000Monthly Fee: $283 Tax: $3,150 (2024)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$3,150
Remarks: Welcome to the prestigious Heritage Oaks Golf & Country Club, where refined living meets resort-style elegance in the heart of Sarasota. This beautifully appointed 2 bedroom plus den, 2 bath residence with a 2-car garage showcases a highly desirable open, split-bedroom floor plan designed for both privacy and effortless entertaining. Thoughtfully designed living spaces flow seamlessly to the outdoors, while the versatile den provides the perfect setting for a home office, library, or guest retreat. Step outside to the expansive screened lanai, your private oasis overlooking a sparkling pool and tranquil water views—an idyllic backdrop for morning coffee, sunset cocktails, or elegant gatherings. Heritage Oaks offers a luxury, gated lifestyle with 24-hour security and an exceptional collection of amenities, including an 18-hole championship golf course, tennis courts, a state-of-the-art fitness center, five resort-style swimming pools, and a recently renovated clubhouse featuring two upscale dining venues, including the iconic 19th Hole Lounge. This vibrant and socially active community offers endless opportunities to connect, unwind, and enjoy an elevated lifestyle. Perfectly situated near Sarasota’s finest shopping, dining, cultural attractions, and beaches, this exceptional home delivers the ultimate combination of sophistication, comfort, and resort living. Call to schedule your private showing today.
Listing is courtesy of: BROPHY REAL ESTATE (727-463-9522)
Listing Agent: Tammy Brophy Wenzel (727-463-9522)
5234 MAHOGANY RUN AVE, SARASOTA, FL 34241
$340,00078 Days on yellowkey MLS ID: A4685869
0 Days Off yellowkey (back on 5/15/2026)
REDUCED by $25,000 (6.8%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1999Monthly Fee: $348 Tax: $2,365 (2025)Community: Heritage Oaks Golf & Country ClubSpa: YesVilla
Taxes:$2,365
Remarks: Under contract-accepting backup offers. Welcome to Florida Living at its finest in Heritage Oaks Golf & Country Club! Enjoy a maintenance-free lifestyle in this Buttonwood model showcasing 2 bedrooms, 2 baths, a spacious den, extended lanai and offered TURN-KEY furnished! Be impressed with the elegant updates and the love and care this home enjoys... The bright kitchen, with dinette and eat-on bar boast granite counters, tiled backsplash, and updated cabinets. Gorgeous wide plank LVP flooring, 5 1/2 inch baseboards and classic crown molding are throughout most of this charming home! Primary bedroom has additional bay window, sliding glass door to lanai and ensuite bath with updated "no door" tiled shower, raised quartz dual sink vanity and roomy walk-in closet. Take in the expansive view of the 12th hole, water and abundant nature on the screened-in and tiled lanai... your own private oasis with no builds behind you! For extra piece of mind a remote hurricane shutter is in place as well. The added skylight, gives soft natural lighting to the den.. a great spot for extra guests to stay and an office or craft room! 2nd full bath is also updated with new tub, tiled shower and raised stone vanity. Laundry room has more storage cabinets, and the 2 car garage has plenty of room for your golf cart, beach toys and extra cabinets were added to keep it all organized! If you love golf, tennis and nature... then Heritage Oaks is calling you to your new RESORT-STYLE home! It's top notch amenities include an Audubon certified community, an 18 hole championship private golf course, Clay Hydro-Grid lighted tennis courts, 5 heated pools, well-equipped fitness center with full time director, professionally staffed and well-stocked pro-shop, full service restaurant and event space, dining terrace, renowned 19th hole bar, catering kitchen, and a calendar of events to stay as active as you like! The location can't be beat, minutes away from all Sarasota has to offer.. beaches, the arts/theater scene, shopping, top rated hospitals, parks, and local attractions. Heritage Oaks is private, gated and has 24 hour security, is fiscally sound and well managed...Rentals and pets are welcomed..Come see what Florida Living is meant to be!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,00058 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
5240 MAHOGANY RUN AVE, SARASOTA, FL 34241
$395,000227 Days on yellowkey MLS ID: A4668372
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1999Monthly Fee: $348 Tax: $4,177 (2024)Community: Club Homes 3Villa
Taxes:$4,177
Remarks: Welcome home! This beautifully maintained and updated "Arlington" model, end unit Club Home is located in the highly sought after Heritage Oaks Golf and Country Club. This wonderful home is being sold Turn-Key Furnished - simply bring your clothes and golf clubs and enjoy all of the wonderful amenities on day 1. Featuring 2 bedrooms, 2 full bathrooms, a den/study that can double as a third bedroom, and an attached 2-car garage, this property features plenty of space for owners and guests. Whether you are a full time owner or seasonal resident, this property works perfectly for either life situation. As you enter the front door, this spacious home offers a thoughtfully designed floor plan with abundant natural light, high ceilings, and an open concept floor plan that makes entertaining effortless. The main living area flows seamlessly into the dining space and kitchen creating a welcoming atmosphere for gatherings both large and small. The kitchen features beautiful stainless steel appliances, crown molding, granite countertops, and a much needed, enlarged pantry that can accommodate all food and kitchen items. Common areas including the den have been upgraded with lovely luxury vinyl plank flooring creating a seamless feel throughout the home. As you make your way to the rear lanai, you'll be astonished at the outstanding views of water, and the 12th hole of the golf course. Spend time winding down for the evening with your favorite beverage and take in the amazing Florida sunsets from the privacy of your screened lanai space complete with a power roll down hurricane screen. The primary suite is a private retreat featuring a generous layout, large windows, and a spa-like bathroom with dual vanities, granite countertop, a soaking tub, and a separate shower. Thoughtful details throughout the home including neutral finishes, updated fixtures, and plenty of storage make it truly move-in ready. Living in Heritage Oaks means more than owning a beautiful home, it's about embracing a vibrant lifestyle. This private, gated community is renowned for its 18-hole championship golf course, five heated swimming pools, and an active tennis program. 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 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
4924 MAHOGANY RUN AVE, SARASOTA, FL 34241
$499,000124 Days on yellowkey MLS ID: A4679597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1572 Built: 2000Monthly Fee: $436 Tax: $4,216 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,216
Remarks: Experience the ultimate Florida lifestyle in this fully furnished, beautifully renovated Club Home located in the highly sought-after Heritage Oaks Golf & Country Club. This popular Arlington model offers two bedrooms, two bathrooms, a versatile study/den, and 1,585 square feet of thoughtfully designed living space, complete with an attached two-car garage featuring new epoxy floors. Completely renovated with exceptional attention to detail, the home boasts an open, light-filled layout ideal for both everyday living and entertaining. The stunning kitchen features quartz countertops, stainless steel appliances, and a charming shiplap accent wall at the coffee bar within the eat-in kitchen. The kitchen flows seamlessly into the living area, creating a warm and inviting space. The primary suite is a private retreat, offering a spacious layout with abundant natural light, lanai access, a walk-in closet, and a spa-inspired bathroom showcasing new cabinetry, dual sinks, quartz countertops, updated toilets, and a beautiful marble walk-in shower accented by a stylish barn door. The second bedroom includes a Murphy bed, providing flexibility for guests, while the study/den easily adapts as a home office, guest space, or cozy reading nook. Every detail has been carefully considered, including neutral finishes, fresh interior paint, updated lighting, luxury vinyl flooring, ceiling fans, new cabinetry and fixtures in the kitchen and baths, upgraded appliances, window shades, panoramic lanai screening, and a new garage door. Step outside to your private panoramic screened lanai overlooking the 10th tee box, the perfect setting for morning coffee or relaxing evenings while enjoying tranquil golf course views. Heritage Oaks is an Audubon-certified, gated community renowned for its newly renovated 18-hole championship golf course, five heated swimming pools, active tennis program, state-of-the-art fitness center, and fine dining. Ideally located within walking distance to the community pool, golf clubhouse, 19th Hole Bar & Grill, tennis courts, and fitness center, this home offers exceptional convenience and a truly resort-style lifestyle. This home is more than a residence—it’s an invitation to a vibrant, active, and carefree way of life. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
4516 LEGACY CT, SARASOTA, FL 34241
$399,900134 Days on yellowkey MLS ID: A4678435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 2000Community: Heritage Oaks Golf & Country ClubVilla
Taxes:
Tax Year:
Remarks: Welcome to Heritage Oaks Golf & Country Club! This wonderful "Innverness" model golf villa is the perfect amount of space for both full time owners or seasonal residents. Nestled in a private, less traveled part of the neighborhood and located directly across the street from one of the five heated pools in the community, this lovely property features 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom and an attached two car garage. Designed with both everyday living and entertaining in mind, the home features an open and airy layout filled with natural light. Spacious living and dining areas flow seamlessly, providing plenty of room to gather with friends and family. Large windows and sliding glass doors connect the interior to the outdoors allowing you to fully appreciate Florida's indoor-outdoor lifestyle. The owner has just replaced the A/C (2025) giving the new owner years of worry-free living. The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a functional layout that makes cooking and hosting effortless. The primary suite provides a peaceful sanctuary, complete with abundant closet space and a well appointed en-suite bath. One additional bedroom and a den/study provide flexibility for guests ensuring the home can expand when guests come to visit. Step onto the rear lanai and enjoy the oversized screened area with gorgeous, private views of preserves and nature. Enjoy time with a coffee in the morning and watch the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
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