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Below you can view all the condos for sale in the Heritage Oaks subdivision located in Sarasota Florida. Listings in Heritage Oaks are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these condos or to receive custom notifications when a new property is listed for sale in Heritage Oaks, give us a call at 407-252-3959.

25 Results

Heritage Oaks Sarasota Florida Condos For Sale

Heritage Oaks Pended $535,000

Tan two-car garage home with palm trees and well-manicured lawn at 4498 Samoset Dr, Sarasota, FL 34241
View Details 16 Photos
Covered patio overlooking a lake with table and chairs at 4498 Samoset Dr, Sarasota, FL 34241
Community entrance sign with birds near a pond at 4498 Samoset Dr, Sarasota, FL 34241
Community clubhouse with a flag and circular driveway at 4498 Samoset Dr, Sarasota, FL 34241
On Market For 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1755

  • Year Built

    1999

  • $/SqFt

    $305

Whether you're seeking a year-round residence or a seasonal retreat, this home is a perfect place to create lasting memories. Schedule your private tour today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $385,000

Aerial view of condo community near golf course and lake at 5240 Hyland Hills Ave # 1411, Sarasota, FL 34241
View Details 60 Photos
Condo building exterior, showcasing landscaping and parking at 5240 Hyland Hills Ave # 1411, Sarasota, FL 34241
Three-car garage with attached condo units at 5240 Hyland Hills Ave # 1411, Sarasota, FL 34241
Condo building exterior, showcasing screened patio and landscaping at 5240 Hyland Hills Ave # 1411, Sarasota, FL 34241
On Market For 7 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2000

  • $/SqFt

    $229

This is a rare opportunity to enjoy resort-style living with unmatched views and exceptional amenities in a vibrant community. MICHAEL SAUNDERS & COMPANY.

Heritage Oaks Pended $445,900

Aerial view of villa community near golf course and lake at 4936 Mahogany Run Ave, Sarasota, FL 34241
View Details 53 Photos
Exterior of villa with two-car garage and landscaped walkway at 4936 Mahogany Run Ave, Sarasota, FL 34241
Landscaped walkway leading to villa's entrance at 4936 Mahogany Run Ave, Sarasota, FL 34241
Villa entryway with tiled patio and arched windows at 4936 Mahogany Run Ave, Sarasota, FL 34241
On Market For 7 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1572

  • Year Built

    2000

  • $/SqFt

    $284

Schedule your private tour today, it won't last long! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $279,000

Aerial view of condo community near golf course and lake at 5251 Mahogany Run Ave # 524, Sarasota, FL 34241
View Details 48 Photos
Condo building exterior with palm trees and walkway at 5251 Mahogany Run Ave # 524, Sarasota, FL 34241
Landscaped condo building with walkway and lush greenery at 5251 Mahogany Run Ave # 524, Sarasota, FL 34241
Private screened balcony overlooking trees and other condos at 5251 Mahogany Run Ave # 524, Sarasota, FL 34241
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1311

  • Year Built

    1998

  • $/SqFt

    $213

Don't miss your opportunity to take a look at this wonderful property! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $524,900

Beautiful one-story home with a two-car garage and well-manicured landscaping at 4617 Samoset Dr, Sarasota, FL 34241
View Details 58 Photos
Single-Gathering home with pool and golf course views at 4617 Samoset Dr, Sarasota, FL 34241
One-story house with a two-car garage and lush landscaping at 4617 Samoset Dr, Sarasota, FL 34241
Tan house with a two-car garage, palm trees, and well-maintained lawn at 4617 Samoset Dr, Sarasota, FL 34241
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1862

  • Year Built

    1997

  • $/SqFt

    $282

Come take a private tour today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $715,000

Aerial view of a single-Gathering home with a lake in the background at 4422 Legacy Ct, Sarasota, FL 34241
View Details 59 Photos
Single-story home with tan exterior, landscaping, and a two-car garage at 4422 Legacy Ct, Sarasota, FL 34241
Single-story home with tan exterior, landscaping, and a two-car garage at 4422 Legacy Ct, Sarasota, FL 34241
Single story home with tan exterior, landscaping, and a two-car garage at 4422 Legacy Ct, Sarasota, FL 34241
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1856

  • Year Built

    2002

  • $/SqFt

    $385

Schedule your private tour today, this one-of-a-kind property won't last long! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $314,500

Aerial view of condo community near golf course and lake at 5281 Mahogany Run Ave # 822, Sarasota, FL 34241
View Details 56 Photos
Condo building exterior with palm trees and landscaping at 5281 Mahogany Run Ave # 822, Sarasota, FL 34241
Condo building showcasing multiple garages and landscaping at 5281 Mahogany Run Ave # 822, Sarasota, FL 34241
Condo building showcasing walkway, landscaping, and building details at 5281 Mahogany Run Ave # 822, Sarasota, FL 34241
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1433

  • Year Built

    1999

  • $/SqFt

    $219

Are you ready to call Heritage Oaks home? ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $289,000

Aerial view of condo community near a lake and golf course at 5261 Mahogany Run Ave # 624, Sarasota, FL 34241
View Details 47 Photos
Condo building exterior with landscaping and parking at 5261 Mahogany Run Ave # 624, Sarasota, FL 34241
Relaxing screened balcony overlooking lush landscaping and a tranquil view at 5261 Mahogany Run Ave # 624, Sarasota, FL 34241
Spacious screened balcony with seating and a view at 5261 Mahogany Run Ave # 624, Sarasota, FL 34241
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1311

  • Year Built

    1998

  • $/SqFt

    $220

Schedule your private showing on this gorgeous unit today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $350,000

Aerial view of condo community near golf course and lake at 5330 Hyland Hills Ave # 2311, Sarasota, FL 34241
View Details 60 Photos
Condo building exterior showcasing landscaping and walkway at 5330 Hyland Hills Ave # 2311, Sarasota, FL 34241
Condo building showcasing architectural details and landscaping at 5330 Hyland Hills Ave # 2311, Sarasota, FL 34241
Pathway with lush landscaping, leading to condo entrances at 5330 Hyland Hills Ave # 2311, Sarasota, FL 34241
On Market For 18 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2002

  • $/SqFt

    $208

Schedule your private showing on this gorgeous unit today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks Pended $339,000

Tan condo building with attached garages and lush landscaping at 5280 Hyland Hills Ave # 1814, Sarasota, FL 34241
View Details 46 Photos
Condo building entry with walkway and tropical landscaping at 5280 Hyland Hills Ave # 1814, Sarasota, FL 34241
Condo building side view with walkway and landscaping at 5280 Hyland Hills Ave # 1814, Sarasota, FL 34241
Condo building front view with walkway and landscaping at 5280 Hyland Hills Ave # 1814, Sarasota, FL 34241
On Market For 18 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2002

  • $/SqFt

    $201

Don’t miss this incredible opportunity to experience the best of luxury living in this exceptional golf and nature community, call today to learn more! RE/MAX ALLIANCE GROUP.

Heritage Oaks Pended $567,000

Tan two-story home with two-car garage, lush landscaping, and a paved driveway at 4566 Samoset Dr, Sarasota, FL 34241
View Details 15 Photos
Heritage Oaks Golf & Country Club entrance with lush landscaping and birds at 4566 Samoset Dr, Sarasota, FL 34241
Clubhouse with tile roof, American flag, and circular drive at 4566 Samoset Dr, Sarasota, FL 34241
Aerial view of a driving range with lake and golfers at 4566 Samoset Dr, Sarasota, FL 34241
On Market For 34 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1702

  • Year Built

    1997

  • $/SqFt

    $333

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. ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $560,000

Attractive two-story home with a three-car garage, landscaped yard, and palm trees at 4509 Samoset Dr, Sarasota, FL 34241
View Details 9 Photos
Welcoming foyer with tile flooring, a console table, and a view into the living room at 4509 Samoset Dr, Sarasota, FL 34241
Spacious kitchen featuring white cabinets, granite countertops, stainless steel appliances, and an island with bar seating at 4509 Samoset Dr, Sarasota, FL 34241
Comfortable bedroom with a king-size bed, white furniture, and wood flooring at 4509 Samoset Dr, Sarasota, FL 34241
On Market For 39 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1874

  • Year Built

    1999

  • $/SqFt

    $299

A large lanai with beautiful view. CONTINENTAL REAL ESTATE GROUP.

Heritage Oaks For Sale $710,000

Aerial view of a home in a golf course community at 4451 Legacy Ct, Sarasota, FL 34241
View Details 56 Photos
Exterior view of a single-story home with a two-car garage at 4451 Legacy Ct, Sarasota, FL 34241
Front view of house with landscaped yard and palm trees at 4451 Legacy Ct, Sarasota, FL 34241
Bright entryway with tile floors and a mirrored dresser at 4451 Legacy Ct, Sarasota, FL 34241
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1936

  • Year Built

    2001

  • $/SqFt

    $367

Don’t miss your opportunity to own one of the 38 sought after Patio Homes in this vibrant Sarasota community. MICHAEL SAUNDERS & COMPANY.

Heritage Oaks For Sale $409,900

Aerial view of a villa community near a golf course and water at 5156 Mahogany Run Ave, Sarasota, FL 34241
View Details 58 Photos
Two-story home with double garage and lush landscaping at 5156 Mahogany Run Ave, Sarasota, FL 34241
Three-unit villa building with attractive landscaping and lake views at 5156 Mahogany Run Ave, Sarasota, FL 34241
Two-story home with double garage and manicured lawn at 5156 Mahogany Run Ave, Sarasota, FL 34241
On Market For 63 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1572

  • Year Built

    1998

  • $/SqFt

    $261

Come take a look at this wonderful property! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks Pended $325,000

Exterior of condo building with landscaping and walkway at 5290 Hyland Hills Ave # 1912, Sarasota, FL 34241
View Details 60 Photos
Condo building exterior showcasing screened balconies and landscaping at 5290 Hyland Hills Ave # 1912, Sarasota, FL 34241
Landscaped walkway between condo buildings at 5290 Hyland Hills Ave # 1912, Sarasota, FL 34241
View from screened porch, showing courtyard and landscaping at 5290 Hyland Hills Ave # 1912, Sarasota, FL 34241
On Market For 63 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1433

  • Year Built

    2002

  • $/SqFt

    $227

Schedule your private tour today, it won't last long! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $315,000

Reduced By $14,000

Landscaped walkway leads to condo building with lush tropical foliage at 5230 Hyland Hills Ave # 1314, Sarasota, FL 34241
View Details 40 Photos
Inviting condo entry with private patio seating and view of interior at 5230 Hyland Hills Ave # 1314, Sarasota, FL 34241
Modern kitchen with granite island, stainless steel appliances, and water view at 5230 Hyland Hills Ave # 1314, Sarasota, FL 34241
Granite countertops and stainless steel appliances in updated kitchen at 5230 Hyland Hills Ave # 1314, Sarasota, FL 34241
On Market For 65 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1324

  • Year Built

    2000

  • $/SqFt

    $238

Come see this exceptional home today and discover all the possibilities that await you! PREFERRED SHORE LLC.

Heritage Oaks Pended $499,900

Tan house with two car garage, lush landscaping, and a well-manicured lawn at 4623 Samoset Dr, Sarasota, FL 34241
View Details 58 Photos
Bird's eye view of a house in a golf course community at 4623 Samoset Dr, Sarasota, FL 34241
Tan house with two car garage and nicely landscaped front yard at 4623 Samoset Dr, Sarasota, FL 34241
Attractive tan house with a two-car garage and mature landscaping at 4623 Samoset Dr, Sarasota, FL 34241
On Market For 67 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1722

  • Year Built

    2002

  • $/SqFt

    $290

Take a tour of this wonderful property today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $420,000

House exterior at dusk with landscaping at 5092 Mahogany Run Ave, Sarasota, FL 34241
View Details 67 Photos
Aerial view of house and golf course community at 5092 Mahogany Run Ave, Sarasota, FL 34241
Aerial view of home on golf course community at 5092 Mahogany Run Ave, Sarasota, FL 34241
Tan one-story home with two-car garage and lush landscaping at 5092 Mahogany Run Ave, Sarasota, FL 34241
On Market For 72 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1585

  • Year Built

    1999

  • $/SqFt

    $265

Experience the magic of Heritage Oaks Golf & Country Club. EXP REALTY LLC.

Heritage Oaks For Sale $332,900

Reduced By $7,000

Luxury condos with attached garages, overlooking a golf course at 5240 Hyland Hills Ave # 1421, Sarasota, FL 34241
View Details 49 Photos
Two-story condo building with manicured landscaping and garages at 5240 Hyland Hills Ave # 1421, Sarasota, FL 34241
Community entrance with a beautiful water feature at 5240 Hyland Hills Ave # 1421, Sarasota, FL 34241
Condos with attached garages near a golf course at 5240 Hyland Hills Ave # 1421, Sarasota, FL 34241
*POTENTIAL GREAT VALUE
On Market For 71 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2000

  • $/SqFt

    $198

The sellers are motivated and eager to hear offers—don’t miss this opportunity to discover the potential and make this home your own! PREFERRED SHORE LLC.

Heritage Oaks For Sale $337,000

Reduced By $10,000

Aerial view of a condo community near a golf course at 5370 Hyland Hills Ave # 2726, Sarasota, FL 34241
View Details 49 Photos
Exterior view of townhouses with attached garages at 5370 Hyland Hills Ave # 2726, Sarasota, FL 34241
Exterior view of condo building with walkway, landscaping, and screened patio at 5370 Hyland Hills Ave # 2726, Sarasota, FL 34241
Cozy screened porch with seating and view of the entrance at 5370 Hyland Hills Ave # 2726, Sarasota, FL 34241
On Market For 74 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2001

  • $/SqFt

    $200

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. Schedule your private showing today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $357,500

Condo building with attached garages and landscaping at 5370 Hyland Hills Ave # 2721, Sarasota, FL 34241
View Details 50 Photos
Aerial view of condo building near golf course and pond at 5370 Hyland Hills Ave # 2721, Sarasota, FL 34241
Condo building with green space and water view at 5370 Hyland Hills Ave # 2721, Sarasota, FL 34241
Relaxing screened porch with wicker chairs, tile flooring, and view of entrance at 5370 Hyland Hills Ave # 2721, Sarasota, FL 34241
On Market For 77 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1684

  • Year Built

    2001

  • $/SqFt

    $212

Schedule your private showing on this gorgeous unit today! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks Pended $285,000

Reduced By $10,000

Front view of condo building, featuring attached garages and lush landscaping at 5271 Mahogany Run Ave # 713, Sarasota, FL 34241
View Details 45 Photos
Landscaped condo entry with walkway leading to screened porch at 5271 Mahogany Run Ave # 713, Sarasota, FL 34241
Luxury condo community near a golf course and lake at 5271 Mahogany Run Ave # 713, Sarasota, FL 34241
Condo entry featuring tiled floor, white door and window with shutters at 5271 Mahogany Run Ave # 713, Sarasota, FL 34241
On Market For 88 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1324

  • Year Built

    1999

  • $/SqFt

    $215

Don’t miss this opportunity to experience everything Heritage Oaks includes—golf, relaxation, socializing, and resort-style living! KELLER WILLIAMS ON THE WATER S.

Heritage Oaks For Sale $309,000

Reduced By $10,000

Exterior view of condo building with palm trees and walkway at 5241 Mahogany Run Ave # 412, Sarasota, FL 34241
View Details 46 Photos
Walkway through condo building landscaping at 5241 Mahogany Run Ave # 412, Sarasota, FL 34241
Condo entryway with tiled floor and window at 5241 Mahogany Run Ave # 412, Sarasota, FL 34241
Screened porch overlooking condo complex at 5241 Mahogany Run Ave # 412, Sarasota, FL 34241
On Market For 105 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1433

  • Year Built

    1998

  • $/SqFt

    $216

Don't miss your opportunity to call Heritage Oaks home! ROSEBAY INTERNATIONAL REALTY, INC.

Heritage Oaks For Sale $295,000

Reduced By $34,000

Condo building exterior with lush landscaping and a walkway at 5230 Hyland Hills Ave # 1315, Sarasota, FL 34241
View Details 51 Photos
Tan two-story condo building with attached garages, lush landscaping, and palm trees at 5230 Hyland Hills Ave # 1315, Sarasota, FL 34241
Condo building with attached garages and palm trees.Landscaped grounds at 5230 Hyland Hills Ave # 1315, Sarasota, FL 34241
Attractive condo building entrance with walkway and lush landscaping at 5230 Hyland Hills Ave # 1315, Sarasota, FL 34241
On Market For 255 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1433

  • Year Built

    2000

  • $/SqFt

    $206

Welcome to Sunny Sarasota and the Heritage Oaks Lifestyle. COLDWELL BANKER REALTY.

Heritage Oaks For Sale $280,000

Reduced By $85,000

Well-maintained condo building with lush landscaping and walkways at 5251 Mahogany Run Ave # 515, Sarasota, FL 34241
View Details 37 Photos
Landscaped courtyard with walkways, providing a welcoming entrance at 5251 Mahogany Run Ave # 515, Sarasota, FL 34241
Condo entrance with screened porch and meticulously maintained landscaping at 5251 Mahogany Run Ave # 515, Sarasota, FL 34241
Condo building showcasing screened balconies and manicured landscaping at 5251 Mahogany Run Ave # 515, Sarasota, FL 34241
*POTENTIAL GREAT VALUE
On Market For 363 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1433

  • Year Built

    1998

  • $/SqFt

    $195

Perfect for an investment property in time for snowbird season 2025. COLDWELL BANKER REALTY.

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