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Below you can view all the condos for sale in the Westchester subdivision located in Longboat Key Florida. Listings in Westchester 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 Westchester, give us a call at 386-801-4854.

4 Results

Westchester Longboat Key Florida Condos For Sale

Westchester For Sale $1,250,000

Beautiful beachfront condominium featuring private balconies with stunning ocean views at 4835 Gulf Of Mexico Dr # 302B, Longboat Key, FL 34228
View Details 34 Photos
Beachside condo with beautiful views of ocean and beach at 4835 Gulf Of Mexico Dr # 302B, Longboat Key, FL 34228
Balcony view of sandy beach and beautiful ocean waters at 4835 Gulf Of Mexico Dr # 302B, Longboat Key, FL 34228
Condo exterior featuring balconies and lots of parking at 4835 Gulf Of Mexico Dr # 302B, Longboat Key, FL 34228
On Market For 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $897

This is coastal luxury at its finest—don’t miss your chance to own a piece of paradise! BERKSHIRE HATHAWAY HOMESERVICE.

Westchester For Sale $950,000

Reduced By $225,000

Side view of the building showcasing its architecture at 4825 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
View Details 57 Photos
Westchester community entrance featuring stone signage, lush landscaping, and brick pillars, offering a welcoming first impression at 4825 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
Front view of the building, showing landscaping and parking at 4825 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
Building hallway with entrance to condo unit at 4825 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
On Market For 82 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $682

(Some of the exterior pictures were taken prior to the storms) WAGNER REALTY.

Westchester Pended $1,050,000

Reduced By $175,000

Five-story building features numerous balconies, palm trees, covered parking, and brick-paved parking area at 4825 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
View Details 58 Photos
The Westchester private community sign surrounded by mature trees and landscaping at 4825 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
Additional parking area with covered carport and building view at 4825 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
Open door to condo unit with ocean view at 4825 Gulf Of Mexico Dr # 303, Longboat Key, FL 34228
On Market For 89 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $754

Don’t miss this chance to own this slice of paradise. (some outside pictures are pre-hurricane) WAGNER REALTY.

Westchester For Sale $999,900

Reduced By $130,000

Aerial view of beachfront condo community with pool and lush landscaping at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
View Details 41 Photos
Aerial view of beachfront condo building with parking and ocean views at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
Aerial view of beachfront condo building with parking and ocean views at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
Aerial view of beachfront condo community with pool and lush landscaping at 4825 Gulf Of Mexico Dr # 105, Longboat Key, FL 34228
On Market For 122 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1970

  • $/SqFt

    $718

Important to note: The Westchester has completed its Milestone Inspection and all assessments have been paid in full. MICHAEL SAUNDERS & COMPANY.

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Viewing CONDOS 1 to 4 of 4

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 386-801-4854 and speak with one of our real estate consultants.

Popular Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$673,475
$622,500
4
0.0%
50.0%
127

Bradenton
$331,177
$304,900
1357
0.2%
62.9%
110

Bradenton Beach
$690,940
$522,400
27
0.0%
48.1%
120

Cortez
$806,891
$825,000
11
0.0%
54.5%
113

Ellenton
$379,950
$382,450
4
0.0%
25.0%
36

Englewood
$360,010
$299,900
286
0.0%
57.3%
118

Holmes Beach
$856,502
$744,900
49
0.0%
38.8%
113

Lakewood Ranch
$408,251
$361,500
196
0.5%
70.9%
134

Nokomis
$354,825
$340,500
80
0.0%
63.8%
99

North Port
$292,496
$292,750
104
0.0%
62.5%
106

Osprey
$646,128
$655,000
66
0.0%
60.6%
159

Palmetto
$430,684
$339,500
118
0.0%
56.8%
103

Parrish
$330,941
$327,000
105
0.0%
72.4%
118

Sarasota
$847,848
$429,200
2025
0.2%
51.0%
111

Venice
$370,951
$339,000
825
0.4%
63.4%
103

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