Fort Myers, FL 33901
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Westchester Condos Sold
Results 29 of 43
Last Sold Date
Sold - Oct 2, 2026
$115,000$50K
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $101/SqFt
Entry-Level
Condo sold in Westchester2264 Winkler Ave #204, Fort Myers, FL 33901
Listing Courtesy Of: John R Wood Properties
Sold - Jun 24, 2026
$133,000$32K
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $112/SqFt
Entry-Level
Condo sold in Westchester2244 Winkler Ave #213, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Apr 14, 2025

$94,000
- 2 Beds
- 2 Baths
- 1,052 SqFt
- $89/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #210, Fort Myers, FL 33901
Listing Courtesy Of: McWilliams Buckley & Associate
Sold - Mar 6, 2025

$139,000
- 1 Beds
- 1 Baths
- 793 SqFt
- $175/SqFt
- $420/mo HOA
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #311, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Nov 5, 2024

$150,000$6K
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $131/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #304, Fort Myers, FL 33901
Listing Courtesy Of: DomainRealty.com LLC
Sold - Oct 15, 2024

$107,000$8K
- 1 Beds
- 1 Baths
- 834 SqFt
- $128/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #205, Fort Myers, FL 33901
Listing Courtesy Of: Keller Williams Realty Fort Myers and the Islands
Sold - Aug 15, 2024

$124,999
- 2 Beds
- 2 Baths
- 1,071 SqFt
- $117/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #210, Fort Myers, FL 33901
Listing Courtesy Of: Align Right Realty SRQ Opulenc
Sold - Jul 1, 2024

$95,000$20K
- 1 Beds
- 1 Baths
- 812 SqFt
- $117/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #105, Fort Myers, FL 33901
Listing Courtesy Of: Compass Florida LLC
Sold - May 20, 2024

$110,000$15K
- 1 Beds
- 1 Baths
- 804 SqFt
- $137/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #114, Fort Myers, FL 33901
Listing Courtesy Of: MVP Realty Associates LLC
Sold - Sep 12, 2023

$109,000
- 1 Beds
- 1 Baths
- 834 SqFt
- $131/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #205, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Aug 18, 2023

$198,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $167/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #103, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Jun 30, 2023

$160,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $135/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #302, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Jun 1, 2023

$195,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $164/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #211, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - May 9, 2023

$185,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $156/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #311, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
Sold - Feb 15, 2023

$130,000
- 1 Beds
- 1 Baths
- 834 SqFt
- $156/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #105, Fort Myers, FL 33901
Listing Courtesy Of: MVP Realty Associates LLC
Sold - Jan 27, 2023

$179,900
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $157/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #204, Fort Myers, FL 33901
Listing Courtesy Of: MVP Realty Associates LLC
$185,000
- 2 Beds
- 2 Baths
- 1,346 SqFt
- $137/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #309, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
$128,900
- 1 Beds
- 1 Baths
- 793 SqFt
- $163/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #211, Fort Myers, FL 33901
Listing Courtesy Of: ERA Right Choice Realty
$145,000
- 2 Beds
- 2 Baths
- 1,160 SqFt
- $125/SqFt
- $350/mo HOA
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #302, Fort Myers, FL 33901
Listing Courtesy Of: Barclays Real Estate Group 1
$150,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $126/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #208, Fort Myers, FL 33901
Listing Courtesy Of: Eventide Realty Services LLC
$115,000
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $97/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #207, Fort Myers, FL 33901
Listing Courtesy Of: Robert Slack LLC
$142,000
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $124/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave ##203, Fort Myers, FL 33901
Listing Courtesy Of: Fidelity Florida Realty Corp
$145,000
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $127/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #304, Fort Myers, FL 33901
Listing Courtesy Of: Barclays Real Estate Group 1
$139,900
- 2 Beds
- 2 Baths
- 1,143 SqFt
- $122/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #104, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
$112,000
- 2 Beds
- 2 Baths
- 1,160 SqFt
- $97/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #207, Fort Myers, FL 33901
Listing Courtesy Of: Swept Away Realty
$139,200$11K
- 1 Beds
- 1 Baths
- 793 SqFt
- $176/SqFt
- $425/mo HOA
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #311, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
$152,500
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $134/SqFt
Entry-Level
Condo for sale in Westchester2264 Winkler Ave #208, Fort Myers, FL 33901
Listing Courtesy Of: Century 21 Listsmart
$119,000$6K
- 2 Beds
- 2 Baths
- 1,052 SqFt
- $113/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #110, Fort Myers, FL 33901
Listing Courtesy Of: RE/MAX Nautical Realty

$180,499$2K
- 2 Beds
- 2 Baths
- 1,187 SqFt
- $152/SqFt
Entry-Level
Condo for sale in Westchester2244 Winkler Ave #213, Fort Myers, FL 33901
Listing Courtesy Of: Fort Myers Beach Realty
1 - 29 of 43 Results
Community Snapshot
1974
Year Build
3
Total Floors
Subdivision Amenities
Clubhouse
Common Laundry
Community Room
Fitness Center
Internet Access
Library
Pool
Private Beach Pavilion
Sauna
See Remarks
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Storage
Streetlight
Underground Utility
Barbecue
Clubhouse
Common Laundry
Pool
HOA Cost Benchmark
$0.43 / Sq.Ft.
Monthly ownership cost
↓4%below peers
↑87%above city avg
Lower than peers, higher than the city average
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Preconstruction in Fort Myers
Show AllNearby Subdivisions
Schools
Scores
80
100
77
100
77
100
0
100
31
100
4
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Community Residences
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Studio
1 bedroom
2 bedrooms
| Stack/Line | Floor | Bed/Bath | Size SqFt | Exposure | View |
|---|---|---|---|---|---|
| 01 | 1 | 2/2 | 1,187 | ||
| 02 | 1 | 1/1 | 834 | ||
| 03 | 1 | ‑/‑ | 1,386 | ||
| 04 | 1 | 2/2 | 1,052 |
Stack/Line: 01
Floor: 1
Bed/Bath: 2/2
Size SqFt: 1,187
Exposure:
View:
Stack/Line: 02
Floor: 1
Bed/Bath: 1/1
Size SqFt: 834
Exposure:
View:
Stack/Line: 03
Floor: 1
Bed/Bath: ‑/‑
Size SqFt: 1,386
Exposure:
View:
Stack/Line: 04
Floor: 1
Bed/Bath: 2/2
Size SqFt: 1,052
Exposure:
View:
All Fort Myers, FL Entry-Level Entry-Level Homes & Condos
- Abaco At Tortuga Condo0
- Alabama Grove Terrace House6
- Allen Park House0
- Allerton House Condo1
- Alta Mar Condo4
- Amberwood Lake Mixed0
- Amblewind House0
- Andros At Tortuga Condo0
- Arborwood Preserve Mixed14
- Ariel At The Landings Condo4
- Arlington House0
- Aster Place House6
- Augusta Condo1
- Avalon Bay Mixed0
- Avalon Preserve Mixed4
- Aviano Condo0
- Avila Mixed1
- Baltusrol Village Condo2
- Banyan Bay House3
- Banyan Cove House0
- Bay Haven At Coco Bay Mixed1
- Bay Woods Mixed1
- Bayshore Commons Townhouse0
- Bayshore Park House0
- Beachwalk Isles House4
- Beau Rivage Condo10
- Bell Tower Park Mixed6
- Bella Casa Condo0
- BellaSol Condo7
- Bellagio House1
- Bellaire Estates House0
- Bellamar At Beachwalk Condo5
- Belle Vue Park House2
- Belmont Heights House0
- Ben Davis Park House0
- Ben-Mar Condo0
- Bentley Crossing House16
- Berkshire House Condo0
- Billys Creek Estates House0
- Biscayne Estates House0
- Blackhawk House1
- Bonair House0
- Bonavie Cove Villa6
- Botanica Lakes House14
- Bowling Green House3
- Bramble Cove House1
- Brandywine At Myerlee Mixed12
- Breezewood House0
- Briarcrest House1
- Bridgetown Mixed14
- Bridgeway Condo0
- Brighton Pointe House0
- Bristol Bay Condo0
- Bristol Parc House1
- Broadview Manor House0
- Brookhill House1
- Brookshire Village Mixed1
- Buckingham House1
- Buckingham House0
- Buckingham House0
- Buckingham House1
- Buckingham House0
- Buckingham House0
- Buckingham Park House1
- Buckingham Park House0
- Buckingham Park House0
- Buckingham Park House0
- Buckingham Park House0
- Buckingham Park House0
- Buckingham Park House0
- Buckingham Park House1
- Buckingham Park House1
- Buckingham Park House0
- Callaway Greens House2
- Caloosa Bayview Mixed7
- Caloosa Creek House3
- Caloosa Trace House0
- Calusa Palms Mixed3
- Camarelle House4
- Cambridge Place House4
- Camden Square House0
- Campbell Acres House0
- Candlewood Lake Estates House0
- Cape Coral Mixed0
- Cardinal Cove Condo3
- Carillon Woods House0
- Carlton Grove House2
- Carriedale Gardens Condo1
- Carver Park House5
- Casa Bella Condo2
- Casa Del Lago House6
- Casamada House0
- Casella Mixed1
- Castalina Mixed5
- Catalina Isles House4
- Central Park South Mixed3
- Centre Court Condo1
- Champion's Green Condo0
- Chula Vista Manor House0
- Citrus Creek House0
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