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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

$1,795,000

View 2229 Via Tuscany Winter Park FL
View 2229 Via Tuscany Winter Park FL
View 2229 Via Tuscany Winter Park FL
Listed For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4423

  • Year Built

    1999

  • $/SqFt

    $405

This sought after neighborhood heart of the "Vias" is near Park Ave, Interlachen Country Club, Rollins, shops, dining, lakes and major roads. MLS#O5809505. Tmp Premier Real Estate Llc. MFR

Maitland Shores | For Sale

$1,299,000

Reduced By $50,000

View 2351 Via Tuscany Winter Park FL
View 2351 Via Tuscany Winter Park FL
View 2351 Via Tuscany Winter Park FL
Listed For 180 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3942

  • Year Built

    2003

  • $/SqFt

    $329

Excellent WP schools and proximity to Winter Park Racquet Club, YMCA, Phelps, Kraft Azalea and Howell Preserve Parks or take a leisurely bike ride to downtown Park Avenue to enjoy its unique shops and restaurants. MLS#O5772613. Olde Town Brokers Inc. MFR

Maitland Shores | For Sale

$1,595,000

Reduced By $30,000

View 906 Poinciana Ln Winter Park FL
View 906 Poinciana Ln Winter Park FL
View 906 Poinciana Ln Winter Park FL
Listed For 193 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3309

  • Year Built

    2009

  • $/SqFt

    $482

With its supreme sense of privacy, elegant finishes and proximity to commuter roads, it is no wonder that this brilliant masterpiece estate is the Parade of Homes Winner! MLS#O5769819. Regal R.E. Professionals Llc. MFR

Maitland Shores | For Sale

$1,595,000

Reduced By $300,000

View 2031 Venetian Way Winter Park FL
View 2031 Venetian Way Winter Park FL
View 2031 Venetian Way Winter Park FL
Listed For 224 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3556

  • Year Built

    1969

  • $/SqFt

    $448

Boat, kayak, paddleboard or ride your jet skis through the 6 lakes connected by beautiful canals and enjoy all that the lake lifestyle has to offer. MLS#O5762356. Premier Sotheby'S Intl. Realty. MFR

Maitland Shores | For Sale

$995,000

Reduced By $200,000

*POTENTIAL GREAT VALUE
Listed For 289 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3999

  • Year Built

    2003

  • $/SqFt

    $248

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 Sotheby'S Intl. Realty. MFR

Maitland Shores | For Sale

$1,975,000

Reduced By $675,000

Listed For 383 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $405

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

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