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Maitland Shores Winter Park Florida Homes For Sale

Below you can view all the homes for sale in the Maitland Shores subdivision located in Winter Park Florida. Listings in Maitland Shores are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Maitland Shores, give us a call at 407-278-2057.

Maitland Shores | For Sale

$1,195,000

View 2615 Via Tuscany Winter Park FL
View 2615 Via Tuscany Winter Park FL
View 2615 Via Tuscany Winter Park FL
Listed For 44 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3999

  • Year Built

    2003

  • $/SqFt

    $298

Great care and attention has gone into maintaining this fabulous residence in a prime location to enjoy all the conveniences of living in Olde Winter Park and the sought-after Via's neighborhood. MLS#O5749535. Premier Sothebys Intl. Realty. MFR

Maitland Shores | For Sale

$394,500

View 1148 Howell Branch Rd Winter Park FL
View 1148 Howell Branch Rd Winter Park FL
View 1148 Howell Branch Rd Winter Park FL
Listed For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1948

  • Year Built

    1953

  • $/SqFt

    $202

Call to schedule a showing today!!! ! MLS#S5009767. The Property Pros Real Estate,. MFR

Maitland Shores | For Sale

$2,100,000

View 2008 Venetian Way Winter Park FL
View 2008 Venetian Way Winter Park FL
View 2008 Venetian Way Winter Park FL
Listed For 66 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3515

  • Year Built

    1959

  • $/SqFt

    $597

Don't miss this incredible opportunity to live on the Winter Park Chain of Lakes. MLS#O5747101. Fannie Hillman & Associates. MFR

Maitland Shores | For Sale

$1,225,000

Reduced By $20,000

View 907 Poinciana Ln Winter Park FL
View 907 Poinciana Ln Winter Park FL
View 907 Poinciana Ln Winter Park FL
Listed For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3883

  • Year Built

    2005

  • $/SqFt

    $315

Immaculately cared for this home is a must see! MLS#O5742932. Kelly Price & Company Llc. MFR

Maitland Shores | For Sale

$2,499,000

Reduced By $151,000

Listed For 138 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $512

It's even better in person! MLS#O5731623. Collado Real Estate. MFR

Maitland Shores | Pended

$795,000

Reduced By $153,000

Listed For 145 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2820

  • Year Built

    1954

  • $/SqFt

    $281

Don't miss your opportunity to own this amazing "Old Florida" style home or fantastic building site! MLS#O5729038. Homevest Realty. MFR

Maitland Shores | Pended

$3,775,000

Reduced By $200,000

Listed For 151 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    7677

  • Year Built

    2002

  • $/SqFt

    $491

Walking distance to the Winter Park Racquet Club. “A” Schools! MLS#O5728849. Fannie Hillman & Associates. MFR

Maitland Shores | For Sale

$1,849,000

Reduced By $151,000

Listed For 645 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3556

  • Year Built

    1969

  • $/SqFt

    $519

To many more extras to list. MLS#O5504575. Peacock Realty International. MFR

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