Windsor Townhomes #4

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

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. Windsor Townhomes #5 boast over 1700 sq ft. on two levels for

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

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.

Windsor Townhomes #4 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
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dishes & utensils for kids
  • Kitchen Island
  • 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
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Lock on Bedroom Door
  • Private Entrance
  • Private Living Room
  • Shampoo
  • Washer
  • Desk

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

Family

  • Babysitter Recommendations
  • Bathtub

Outdoor

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

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Satellite or Cable
  • Television
  • Smart TV

Facility

  • Free Parking
  • Pool

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
February 14, 2025 - Track Survey

Great Customer Service

by Lee M

Our townhouse was great but I was most pleased with the great customer service. Your staff was always kind and helpful!! Thank you for a wonderful experience.

February 3, 2025 - Track Survey

Property was great

by Thomas F

The staff was very responsive and the property was great.

June 10, 2024 - Track Survey

Wonderful property

by Benjamin H

Overall an excellent stay at a wonderful property

June 1, 2021 - Website

Windsor paradise

by Vicki R.
Loved it--- beautiful, well decorated and clean town home. Wished we could have stayed longer, but we will be back.
May 1, 2021 - Website

Fabulous Location, Even Better House!

by Paige S.
Great location and wonderful home offering ample space and each room having its own bathroom. Kitchen and grill area very functional. CLEAN!
April 1, 2021 - Website

Great stay at Windsor #4

by Joyce C.
Six adults stayed in the Windsor #4 rental. The house was beautiful. Very clean and decorated very nice. We were all very comfortable. We also enjoyed the pool every evening. Would stay there again. The location was great we could walk everywhere.
April 1, 2019 - Website

A great place in paradise

by David P.
A beautiful rental with everything you could possibly need. The pool was small but quite adequate with a lovely surrounding area .The location was perfect not far from the entertainment in Key West but in a quiet street. There was everything you needed in the bathrooms, three spacious bedrooms and a large kitchen and living area. A delightful house.
April 1, 2018 - Website

Awesome Vacation

by Libby H.
The ladies in the Office were so helpful...we arrived at the Office a few moments before our Unit was ready. They held our luggage while we went to eat. When we got to our Unit our luggage was there!!!
March 1, 2018 - Website

Townhomes on Windsor #4

by Recent Guest
Everything was fantastic. Very nice home and very comfortable. Pool was cold, but that may have been my fault and not noticed a heating option. Rent this location!
February 1, 2018 - Website

Great Property & Location

by Recent Guest
Windsor Townhouse #4 was a fabulous property. It was clean, well furnished and in an awesome location. We were able to walk any and everywhere we wanted to go!!! The pool was a nice addition on those days we just wanted to chill and relax. I would definitely stay there again, were I to return the Key West
March 1, 2016 - Website

Windsor Townhomes #4

by Robyn T.
Wonderful experience for the whole group!
July 1, 2015 - Website

Wonderful Family Vacation!

by Chandra T.
Our stay in Key West was all that we imagined! The property was beautiful. Off street parking was a plus! It was fabulous to have the pool in the afternoon to cool off and relax. We will definitely be back - wouldn't stay anywhere else!
March 1, 2015 - Website

Love Key West...

by Recent Guest
We couldn't have asked for better weather and a great location. We did have some plumbing problems that interrupted our vacation several days. However, the property manager responded quickly. The condo also could use more kitchen supplies. Pot holders, serving bowls, platters, etc...
February 1, 2015 - Website

Great House to enjoy the Beauty of Key West

by Pam R.
The house was well furnished, down to the linens and kitchen supplies. We had cruised the week before and this was a great compliment to our trip.
November 1, 2014 - Website

Windor # 4 is amazing

by Brenda L.
couldn't be better we all loved it!
August 1, 2013 - Website

Great Week

by Recent Guest
Windsor #4 was a great house and easily accommodates 3 couples.
March 1, 2013 - Website

Great place

by Larry S.
i highly recommend
December 1, 2012 - Website

Fabulous Condo with great location

by Recent Guest
We had a wonderful time! The condo was in very good shape and walking distance to just about everything in the Old Town.
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June 2025
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$877
   
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October 2025
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$834
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$1200
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$1337
 
November 2025
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$1337
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03 04 05 06 07 08
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$1194
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$1082
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$1057
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$1045
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$1046
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$1136
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$1132
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$1025
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$1161
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$999
           
December 2025
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$995
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$991
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$989
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$998
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$1096
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$1017
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$1120
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$1050
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$1067
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$1174
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$1186
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$1094
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$1385
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$1419
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$1454
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$1483
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$1549
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$1547
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$1545
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$1542
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$1529
     
January 2026
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February 2026
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$1375
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$1380
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$1389
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$1397
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$1419
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$1545
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$1559
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$1451
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$1457
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$1464
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$1470
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$1488
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$1774
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$1758
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$1592
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$1611
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$1640
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$1644
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$1643
March 2026
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$1525
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$1518
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$1515
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$1520
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$1511
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$1627
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$1499
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$1493
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$1494
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$1604
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$1603
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$1481
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$1471
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$1455
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$1444
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$1434
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$1427
       
April 2026
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$1420
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$1425
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$1535
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$1535
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$1414
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$1406
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$1400
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$1395
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$1403
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$1516
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$1518
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$1399
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$1393
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$1389
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$1385
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$1394
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$1507
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$1509
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$1389
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$1382
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$1378
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$1372
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$1379
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$1491
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$1369
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$1360
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$1353
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$1346
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$1352
   
May 2026
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$1123
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$1121
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$1027
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$1020
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$1016
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$1102
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$1102
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$1010
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$1005
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$1002
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$998
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$1093
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$1095
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$1004
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$1000
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$1003
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$1091
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$1093
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$1040
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$1068
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$1081
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$987
           
June 2026
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$982
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$976
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$971
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$975
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$1060
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$1060
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$956
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$1045
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$1047
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$956
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$953
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$951
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$950
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$959
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$1049
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$1054
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$965
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$963
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$964
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$974
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$1063
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$1068
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$978
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$975
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$975
       

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