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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

$1,299,000

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 92 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

$1,889,000

Reduced By $60,000

View 2235 Via Tuscany Winter Park FL
View 2235 Via Tuscany Winter Park FL
View 2235 Via Tuscany Winter Park FL
Listed For 103 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5190

  • Year Built

    2000

  • $/SqFt

    $363

Walk to Winter Park Racquet Club. Winter Park Schools. MLS#O5770369. Fannie Hillman & Associates. 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 105 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

$1,695,000

Reduced By $200,000

View 2031 Venetian Way Winter Park FL
View 2031 Venetian Way Winter Park FL
View 2031 Venetian Way Winter Park FL
Listed For 136 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3556

  • Year Built

    1969

  • $/SqFt

    $476

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

$1,039,500

Reduced By $155,500

*POTENTIAL GREAT VALUE
Listed For 201 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3999

  • Year Built

    2003

  • $/SqFt

    $259

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 | Pended

$1,155,000

Reduced By $90,000

Listed For 239 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3883

  • Year Built

    2005

  • $/SqFt

    $297

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

Maitland Shores | For Sale

$2,250,000

Reduced By $400,000

Listed For 295 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $461

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

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