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You are here: Home / Ashley in Sarasota : Custom Built Luxury Homes for Sale

Ashley in Sarasota : Custom Built Luxury Homes for Sale

One of the most attractive communities in Southwest Florida is discreetly tucked away just south of the Tuscana district of Sarasota. Ashley is an upscale neighborhood first envisioned in the early 1990s; it was intended to be a small collection of custom-built luxury homes that would evoke envy among all Sarasota homeowners, and this has been thoroughly accomplished thanks to the talent of local developers.

Ashley is blessed with many lakes, ponds and densely mature forest sections. A large portion of Philippi Creek cuts across the neighborhood, thus providing water views for many of the New England, Key West and Mediterranean mansions. This is a community where most properties feature more than 3,000 square feet of interior. This is a community where you can find an imposing Mediterranean mansion with eight bedrooms and seven bathrooms listed for $1.1 million.

To get an idea of the phenomenal value appreciation at Ashley, it helps to consider that one of the few remaining lots in the neighborhood was listed for $349K in 2018. A three-bedroom spec home under construction in 2019 was listed for $1.34 million. Most of the properties at Ashley have been developed by respected builders such as Arthur Rutenberg, Lee Wetherington and Peregrine Homes; they are routinely appraised for more than a million dollars and do not come on the market as often as home buyers would like.

Everything about Ashley is charming. The winding streets are illuminated by old-fashioned street lamps, and the homeowners association fees ensure that the lush landscaping is always manicured to perfect condition. The lakefront homes at Ashley tend to get multiple bids and are sold very quickly.

Aside from its residential aesthetics, Ashley also offers home buyers plenty of convenience. The nearby Twin Lakes Park is a major family attraction, and the closest shopping district on Clark Road, which includes the Publix supermarket at Northridge Plaza, is just minutes away. Driving to Siesta Key Beach takes about 25 minutes.

Homes for Sale at Ashley in Sarasota

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  • 4584 Tuscana Drive, Sarasota, FL
    4584 Tuscana Drive
    Sarasota, FL
    Photo of 4584 Tuscana Drive, Sarasota, FL 34241 (MLS # A4652531)
    $1,175,000
    • Lot Size
      12,633 sqft

    • Home Size
      3,339 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      2005

    • Days on Market
      34

    View Virtual Tour
  • 4579 Tuscana Drive, Sarasota, FL
    4579 Tuscana Drive
    Sarasota, FL
    Photo of 4579 Tuscana Drive, Sarasota, FL 34241 (MLS # A4651309)
    $935,000
    • Lot Size
      14,811 sqft

    • Home Size
      3,595 sqft

    • Beds
      4 Beds

    • Baths
      5 Baths

    • Year Built
      2004

    • Days on Market
      46

    View Virtual Tour
  • 4668 Tuscana Drive, Sarasota, FL
    4668 Tuscana Drive
    Sarasota, FL
    Photo of 4668 Tuscana Drive, Sarasota, FL 34241 (MLS # A4648722)
    $1,295,000
    • Lot Size
      12,633 sqft

    • Home Size
      3,052 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      2005

    • Days on Market
      50

    View Virtual Tour
  • 4676 Tuscana Drive, Sarasota, FL
    4676 Tuscana Drive
    Sarasota, FL
    Photo of 4676 Tuscana Drive, Sarasota, FL 34241 (MLS # C7508431)
    $1,050,000
    • Lot Size
      12,633 sqft

    • Home Size
      2,939 sqft

    • Beds
      4 Beds

    • Baths
      3 Baths

    • Year Built
      2006

    • Days on Market
      68

    View Virtual Tour
  • 6779 Ashley Court, Sarasota, FL
    6779 Ashley Court
    Sarasota, FL
    Photo of 6779 Ashley Court, Sarasota, FL 34241 (MLS # A4630713)
    $1,790,000
    • Lot Size
      42,689 sqft

    • Home Size
      5,567 sqft

    • Beds
      4 Beds

    • Baths
      6 Baths

    • Year Built
      2000

    • Days on Market
      205

See all Ashley Sarasota Florida Homes for Sale.
(all data current as of 6/16/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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  • 941-421-7375
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Latest Real Estate

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8906 Stone Harbour Loop
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Photo of 8906 Stone Harbour Loop, Bradenton, FL 34212 (MLS # A4655148)
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Home Size
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Beds
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5521 Olano Street
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Photo of 5521 Olano Street, Palmetto, FL 34221 (MLS # A4655705)
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3305 Notre Dame Place #3305
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Photo of 3305 Notre Dame Place #3305, Bradenton, FL 34207 (MLS # A4655891)
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4802 51st Street W #1313
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Photo of 4802 51st Street W #1313, Bradenton, FL 34210 (MLS # A4656007)
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Lot Size
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Home Size
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1559 Running Tide Place
Sarasota, FL
Photo of 1559 Running Tide Place, Sarasota, FL 34240 (MLS # TB8397341)
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7750 Ridgelake Circle
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Photo of 7750 Ridgelake Circle, Bradenton, FL 34203 (MLS # A4656001)
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19023 Mangieri Street
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Photo of 19023 Mangieri Street, Venice, FL 34293 (MLS # A4655980)
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1224 38th Street W
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Photo of 1224 38th Street W, Bradenton, FL 34205 (MLS # A4656002)
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Lot Size
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Home Size
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4745 Trout River Crossing
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Photo of 4745 Trout River Crossing, Ellenton, FL 34222 (MLS # TB8397326)
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4531 Useppa Drive
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Photo of 4531 Useppa Drive, Bradenton, FL 34203 (MLS # A4655998)
$579,000
Lot Size
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Home Size
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4124 Herrick Lane
Sarasota, FL
Photo of 4124 Herrick Lane, Sarasota, FL 34241 (MLS # TB8395122)
$400,000
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10,455 sqft

Home Size
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3915 Meadow Creek Drive
Sarasota, FL
Photo of 3915 Meadow Creek Drive, Sarasota, FL 34233 (MLS # A4655993)
$580,000
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17,860 sqft

Home Size
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4001 Beneva Road #319
Sarasota, FL
Photo of 4001 Beneva Road #319, Sarasota, FL 34233 (MLS # A4655995)
$215,000
Lot Size
8.10 ac

Home Size
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Beds
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Baths
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160 Coolidge Drive
Sarasota, FL
Photo of 160 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655744)
$1,700,000
Lot Size
6,099 sqft

Home Size
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Beds
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5523 Secluded Oaks Way
Sarasota, FL
Photo of 5523 Secluded Oaks Way, Sarasota, FL 34233 (MLS # A4655542)
$769,000
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620 Camellia Avenue
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Photo of 620 Camellia Avenue, Ellenton, FL 34222 (MLS # A4656022)
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Home Size
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17612 Northwood Street
Lakewood Ranch, FL
Photo of 17612 Northwood Street, Lakewood Ranch, FL 34202 (MLS # A4655975)
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5005 Torrey Pines Run
Bradenton, FL
Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
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6516 Palm Leaf Court
Sarasota, FL
Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
$575,000
Lot Size
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Home Size
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Beds
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Baths
2 Baths

19927 Bridgetown Loop
Venice, FL
Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
$649,900
Lot Size
6,534 sqft

Home Size
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Beds
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Baths
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  • 8906 Stone Harbour Loop
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    Photo of 8906 Stone Harbour Loop, Bradenton, FL 34212 (MLS # A4655148)
    $465,000
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  • 5521 Olano Street
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    Photo of 5521 Olano Street, Palmetto, FL 34221 (MLS # A4655705)
    $435,000
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  • 3305 Notre Dame Place #3305
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    Photo of 3305 Notre Dame Place #3305, Bradenton, FL 34207 (MLS # A4655891)
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  • 4802 51st Street W #1313
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    Photo of 4802 51st Street W #1313, Bradenton, FL 34210 (MLS # A4656007)
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  • 1559 Running Tide Place
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    Photo of 1559 Running Tide Place, Sarasota, FL 34240 (MLS # TB8397341)
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  • 7750 Ridgelake Circle
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    Photo of 7750 Ridgelake Circle, Bradenton, FL 34203 (MLS # A4656001)
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  • 19023 Mangieri Street
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    Photo of 19023 Mangieri Street, Venice, FL 34293 (MLS # A4655980)
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    Photo of 1224 38th Street W, Bradenton, FL 34205 (MLS # A4656002)
    $275,000
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  • 4745 Trout River Crossing
    Ellenton, FL
    Photo of 4745 Trout River Crossing, Ellenton, FL 34222 (MLS # TB8397326)
    $474,000
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  • 4531 Useppa Drive
    Bradenton, FL
    Photo of 4531 Useppa Drive, Bradenton, FL 34203 (MLS # A4655998)
    $579,000
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    10,019 sqft

    Home Size
    2,794 sqft

    Beds
    4 Beds

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  • 4124 Herrick Lane
    Sarasota, FL
    Photo of 4124 Herrick Lane, Sarasota, FL 34241 (MLS # TB8395122)
    $400,000
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    10,455 sqft

    Home Size
    1,630 sqft

    Beds
    3 Beds

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  • 3915 Meadow Creek Drive
    Sarasota, FL
    Photo of 3915 Meadow Creek Drive, Sarasota, FL 34233 (MLS # A4655993)
    $580,000
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    17,860 sqft

    Home Size
    1,870 sqft

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  • 4001 Beneva Road #319
    Sarasota, FL
    Photo of 4001 Beneva Road #319, Sarasota, FL 34233 (MLS # A4655995)
    $215,000
    Lot Size
    8.10 ac

    Home Size
    1,419 sqft

    Beds
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  • 160 Coolidge Drive
    Sarasota, FL
    Photo of 160 Coolidge Drive, Sarasota, FL 34236 (MLS # A4655744)
    $1,700,000
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    6,099 sqft

    Home Size
    2,050 sqft

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  • 5523 Secluded Oaks Way
    Sarasota, FL
    Photo of 5523 Secluded Oaks Way, Sarasota, FL 34233 (MLS # A4655542)
    $769,000
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    Home Size
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    Beds
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  • 620 Camellia Avenue
    Ellenton, FL
    Photo of 620 Camellia Avenue, Ellenton, FL 34222 (MLS # A4656022)
    $475,000
    Lot Size
    14,811 sqft

    Home Size
    1,733 sqft

    Beds
    3 Beds

    Baths
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  • 17612 Northwood Street
    Lakewood Ranch, FL
    Photo of 17612 Northwood Street, Lakewood Ranch, FL 34202 (MLS # A4655975)
    $425,000
    Lot Size
    3,921 sqft

    Home Size
    1,458 sqft

    Beds
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    Baths
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  • 5005 Torrey Pines Run
    Bradenton, FL
    Photo of 5005 Torrey Pines Run, Bradenton, FL 34211 (MLS # A4655972)
    $450,000
    Lot Size
    8,277 sqft

    Home Size
    1,571 sqft

    Beds
    3 Beds

    Baths
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  • 6516 Palm Leaf Court
    Sarasota, FL
    Photo of 6516 Palm Leaf Court, Sarasota, FL 34243 (MLS # A4655967)
    $575,000
    Lot Size
    8,277 sqft

    Home Size
    2,150 sqft

    Beds
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  • 19927 Bridgetown Loop
    Venice, FL
    Photo of 19927 Bridgetown Loop, Venice, FL 34293 (MLS # N6139290)
    $649,900
    Lot Size
    6,534 sqft

    Home Size
    2,198 sqft

    Beds
    3 Beds

    Baths
    3 Baths

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