Windsor Townhomes #5

3 Bedrooms 3.5 Bathrooms Sleeps 6 Key West 1541 sq. ft.

Elegance and modern sophistication are apparent as you enter any one of these six conveniently located townhomes in a quiet Old Town Key West neighborhood just three blocks from Duval Street.

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

These beautiful villas boast over 1700 sq ft. on two levels for your vacation destination, with it’s own private garden with heated pool. The open living/dining area features comfortable sofas and chairs, and a dining table to seat six. Just off the living room is your complete and fully-equipped modern kitchen with top-of-the-line appliances and a center island/bar. The half-bath is situated in the hall between the foyer and kitchen. Sliding doors open from the living area to a deck and the pool edged by variety of tropical plants. An inviting deck surrounding the pool provides atmosphere for peaceful conversation and relaxation after a day of sightseeing. One bedroom is on the first level with a queen bed and en-suite bath with shower only. The second level of the house offers two bedroom suites with en-suite bathrooms. The bedrooms are expertly decorated to offer luxury without being overbearing. Spacious and plush, the main suite has an elegant king bed and a grand tiled bath with his-and-hers sink and large shower. The second bedroom has two twin beds with luxurious linens and an en-suite bathroom with tub.

The villas are equipped with central air-conditioning system, flat-screen TVs, security system, and fully-equipped kitchen. These elegant villas are a destination for those expecting a special and exclusive holiday with the warm atmosphere of your own home! Located across the street from the Basilica of St. Mary Star of the Sea, it is the perfect spot for destination wedding parties.

Bedding: 1 king, 1 queen, 2 twins
Parking: One off-street parking space

Kitchen

  • Stove
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dining table
  • Coffee Maker - Kcup
  • Coffee Maker - Kcup and Drip
  • Blender

Location

  • Historic District
  • Village

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Ethernet Connection
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Private Entrance
  • Private Living Room
  • Shampoo
  • Washer
  • Body Wash

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Outdoor

  • BBQ Area
  • Garden or Backyard
  • Patio or Balcony
  • Balcony
  • Deck Patio Uncovered
  • Grill
  • Fenced Pool
  • Fenced Yard

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
June 1, 2022 - Website

Keywest

by Recent Guest
The rental was amazing! The location was close but during pick up and drop off uber had a hard time finding where we were located. Other then that Jann was very helpful through out the entire process and the house was perfect for what we needed. Manager's ResponseThank you for your review of unit 5 at Windsor Town Homes. We are happy that you found the unit amazing and perfect for what you needed. We look forward to welcoming you back soon!
Thank you for your review of unit 5 at Windsor Town Homes. We are happy that you found the unit amazing and perfect for what you needed. We look forward to welcoming you back soon!
October 1, 2021 - Website

50th Birthday Celebration

by Recent Guest
Celebrated a 50th birthday and the home met every need for our group. It is beautifully decorated, spacious and had all the amenities we needed. It is walking distance to Duval Street, Southernmost point and beaches. All in all it is a perfect home to vacation in!
June 1, 2021 - Website

Key West Townhomes of Windsor #5

by Coleen B.
Townhome Windsor #5- Pros- very clean, well maintained & equipped home. The location was excellent, close to most attractions. Parking was adequate for one car/SUV. Beautifully decorated & very spacious for 2 families. Pool is small, but nicely refreshing in the shaded yard. Cons- first level queen bedroom mattress should be replaced (V shaped, you fall into the middle when you lay down). Both upstairs twin beds are on wheels, so when you turn over in bed, the beds roll across the floor. Both beds should be replaced, very unstable. Front door key needed to be manipulated to work- needs work. The neighboring home (On Windsor -911 #2) had very loud young rentors that partied very loudly outside with foul language until 4am each night. Was not appreciated, esp in this higher rent home. Should contact that Realty Company and establish better consistent, agreeable contracts for all rentors within the townhome community. Overall, a very beautiful home with a just a few issues that can easily be remedied.
February 1, 2019 - Website

Great stay.

by Recent Guest
3 couples on vacation, house was perfect.
December 1, 2017 - Website

Great location and quiet retreat

by Ronald S.
This is a beautiful townhouse with close proximity to all that old town key west and Duval street has to offer. We biked everywhere and loved the close proximity to Ft Zachary Beach, downtown and other attractions, yet secluded and private hideaway. The decor is beautiful. The only negative would be the uncomfortable mattresses in this unit.
December 1, 2017 - Website

GREAT FAMILY TRIP

by Recent Guest
We had a great time.The property was very nice, very clean. The heated pool was great, since we came when it was cold and windy. The kids swam everyday and evening. Off street parking was a plus. Definitely planning on staying here again.
April 1, 2016 - Website

Town homes on Windsor #5

by Davy C.
We had a fabulous week! This town home a great! Upon our arrival, everything was spotless and it looked like a model home. Having our on rivaled pool was a bonus. There is a lot of vegetation and privacy. We will definitely rent this unit again! It is decorated beautifully and less, than 10 years old, a rare find in Key West. Great location!
April 1, 2016 - Website

Town homes on Windsor #5

by Davy & Sandra C.
We had a fabulous week! This town home a great! Upon our arrival, everything was spotless and it looked like a model home. Having our on rivaled pool was a bonus. There is a lot of vegetation and privacy. We will definitely rent this unit again! It is decorated beautifully and less, than 10 years old, a rare find in Key West. Great location!
December 1, 2015 - Website

Family05XMAS

by Recent Guest
My family stayed here for Christmas 2015 for 6 nights and our townhouse we rented truly made us feel like we had a home away from home. I would recommend this place to anyone. The owners of this unit have really thought of everything that could be needed to make your stay comfortable. The keys to the front door were a little tough since they seemed to be copies of the original but once you got the right touch it worked every time. In addition to our unit there were 5 others and I would bet it would be a great place for multiple families wanting their own space but having other families close enough to enjoy their company. This vacation was everything i wanted it to be and the place being as nice and comfortable as it was made it everything plus more. This was truly a good find and a great place to stay. I hope to return someday in the future.
October 1, 2015 - Website

806 Johnson Lane

by Travis R.
the place was awesome. super updated, very clean and really comfortable for three guys. the only issue was check in. although i did arrive a couple of hours early, i was not given a key due to work that was being done outside of the home (fixing a gate-and then the gate wasn't even fixed when i did gain entry. small issue in the end though.
June 1, 2015 - Website

#5 Windsor Townhomes Key West

by Recent Guest
This was our families first stay at #5. The location was perfect for our time in Key West. There were a couple of maitanance issues with the property that were quickly resolved by the on site manager.
February 1, 2015 - Website

Fun in the sun!

by Donald W.
We had a great time in Key West. In fact we would love to come back soon. And we would stay at Town homes on windsor again. The town home proved to be the perfect location. Upon arrival we parked our car at the unit and never needed it again. We spent our days at the beach, the harbour walking Duval street and going to all the historical attractions. Key West is busy place (which is good) so it was always nice to get back to the unit to relax and visit or read pool side. Once we were recharged we would go out for a great dinner and listen to music.
November 1, 2014 - Website

A Family Thanksgiving retreat

by Maxie W.
This was a very nice surprise as it was so peaceful, convenient, and a modern beauty in Key West. It was near everything, clean, and a very friendly management company (rentkw). Couldn't ask for more. recommend highly!
September 1, 2014 - Website

Windsor #5

by Recent Guest
Everything was excellent. The property size, layout, cleanliness, amenities, and location were worth the $. This unit will be our 1st choice every time!
April 1, 2013 - Website

Vacation

by Recent Guest
We had a wonderful time
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November 2024
S M T W T F S
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$1082
05
$1072
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$1061
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$1055
08 09
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$1106
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$1016
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$978
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$993
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$1005
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$1034
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$1023
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$929
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$909
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$897
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$1150
30
$1123
December 2024
S M T W T F S
01
$893
02
$833
03
$833
04 05 06 07
08
$856
09
$853
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$857
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$863
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$874
13
$966
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$974
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$899
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$899
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$905
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$913
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$926
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$1019
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$1028
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$1362
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$1319
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$1334
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$1326
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$1301
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$1384
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$1566
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January 2025
S M T W T F S
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$1352
 
February 2025
S M T W T F S
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$1364
02
$1273
03
$1271
04
$1279
05
$1287
06
$1302
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$1411
08
$1421
09
$1329
10
$1325
11
$1330
12
$1335
13
$1346
14 15
16 17 18 19 20 21 22
23 24
$1360
25
$1359
26
$1358
27
$1364
28
$1466
 
March 2025
S M T W T F S
            01
$1468
02
$1367
03
$1356
04
$1354
05
$1353
06
$1359
07
$1459
08
$1460
09
$1359
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$1347
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$1344
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$1341
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$1345
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$1444
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$1443
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$1340
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$1326
18 19 20 21 22
$1414
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$1311
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$1296
25
$1291
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$1287
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$1289
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$1388
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$1386
30
$1284
31
$1272
         
April 2025
S M T W T F S
    01
$1270
02
$1267
03
$1272
04
$1373
05
$1374
06
$1274
07
$1264
08
$1263
09
$1263
10
$1270
11
$1372
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$1373
13
$1274
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$1264
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$1262
16
$1260
17
$1265
18
$1364
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$1363
20
$1260
21
$1246
22
$1240
23
$1235
24
$1235
25
$1331
26
$1326
27
$1220
28
$1202
29
$1194
30
$1186
     
May 2025
S M T W T F S
        01
$945
02
$1020
03
$1016
04
$932
05
$918
06
$913
07
$909
08
$910
09
$988
10
$987
11
$906
12
$897
13
$895
14
$894
15
$899
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$981
17
$983
18
$905
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$898
20
$898
21
$899
22
$905
23
$911
24
$910
25
$910
26
$917
27
$912
28
$911
29
$914
30
$983
31
$982
June 2025
S M T W T F S
01
$902
02
$889
03
$885
04
$881
05
$882
06
$959
07
$956
08
$873
09
$860
10
$855
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$851
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$852
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$929
14
$927
15
$845
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$834
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$831
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$829
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$833
20
$914
21
$914
22
$835
23
$827
24
$827
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$827
26
$833
27
$915
28
$917
29
$839
30
$832
         
July 2025
S M T W T F S
    01
$848
02
$847
03
$847
04
$932
05
$944
06
$847
07
$847
08
$832
09
$831
10
$835
11
$916
12
$916
13
$836
14
$826
15
$825
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$823
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$828
18
$908
19
$909
20
$830
21
$821
22
$821
23
$821
24
$826
25
$908
26
$910
27
$832
28
$825
29
$824
30
$825
31
$831
   
August 2025
S M T W T F S
          01
$913
02
$914
03
$835
04
$826
05
$824
06
$822
07
$826
08
$905
09
$903
10
$821
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$809
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$805
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$800
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$801
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$965
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$961
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$869
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$854
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$848
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$842
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$843
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$928
23
$925
24
$834
25
$821
26
$817
27
$815
28
$818
29
$1043
30
$1079
31
$850
           
September 2025
S M T W T F S
  01
$835
02
$827
03
$822
04
$820
05
$901
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$902
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$815
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$805
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$803
10
$801
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$805
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$892
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$891
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$801
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$788
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$783
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$779
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$779
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$864
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$861
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$770
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$757
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$752
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$749
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$753
26
$841
27
$842
28
$757
29
$750
30
$753
       
October 2025
S M T W T F S
      01
$792
02
$804
03
$906
04
$919
05
$841
06
$846
07
$860
08
$878
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$902
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$1015
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$1037
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$968
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$981
14
$1002
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$1024
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$1052
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$1167
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$1190
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$1119
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$1129
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$1146
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$1162
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$1182
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$1287
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$1299
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$1217
27
$1214
28
$1218
29
$1220
30
$1226
31
$1317
 
November 2025
S M T W T F S
            01
$1316
02
$1219
03
$1202
04
$1192
05
$1182
06
$1176
07
$1257
08
$1501
09
$1378
10
$1201
11
$1120
12
$1086
13
$1108
14
$1216
15
$1143
16
$1038
17
$1016
18
$1002
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$990
20
$984
21
$1067
22
$1059
23
$960
24
$1083
25
$1089
26
$1100
27
$1097
28
$1269
29
$1238
30
$982
           

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