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Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Multiple Living Spaces

This newly constructed, luxurious home offers the perfect blend of comfort, style, and convenience. Featuring a heated 16 x 32' pool with varying depths of 3 to 8 feet, a...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $11,500
June 2026
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$6,000
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 $11,500
July 2026
SuMoTuWeThFrSaWeek
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$11,500
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$11,500
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$11,500
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$11,500
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 $11,500
August 2026
SuMoTuWeThFrSaWeek
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$11,500
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$13,000
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$13,000
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$13,000
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$11,500
30
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 $11,500
September 2026
SuMoTuWeThFrSaWeek
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$11,500
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$7,000
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$6,000
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$6,000
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 $6,500
Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Pool Heated to  81 degrees included in rental rate last Sat in June to first Sat in September. Pool Depth 3 feet to 8 Feet 

Pool Heated to 81 degrees June and September weeks additional $275 per week  

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Exceptional Main & Guest House, 20 x 40 Heated Pool with Stone Patio Surround, Tucked on Large Landscaped Acreage, 2 miles to Beautiful Lambert's Cove Beach, Sleeps 8

This exceptional vacation home and guest house have been recently updated, offering a large, heated saltwater pool nestled on expansive, private acreage in the desirable Indian Hill area of West...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$11,500 - $15,000
June 2026
SuMoTuWeThFrSaWeek
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$11,500
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$11,500
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$11,500
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$11,500
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 $12,900
July 2026
SuMoTuWeThFrSaWeek
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$12,900
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$12,900
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$12,900
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$12,900
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30
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 $14,000
August 2026
SuMoTuWeThFrSaWeek
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$14,000
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$15,000
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$15,000
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$15,000
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$15,000
30
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September 2026
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Clean Fee: 
$700 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees included in rental rate July & August

 

Pool Heated to 82 degrees, June, Sept & October additional $300 propane surcharge per week. 

 

Requests for pool heated above 82 additional cost.  Please inquire with an agent for details. 

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Kitts Field, Beautiful Cape Style Home, Private Landscaped Yard, Walk 15 min to Edgartown Village Center, South Beach 3 miles, State Beach 2.5 Miles.

Traditional and delightful Cape Style home features 3 bedrooms and 2.5 baths.  The sunny open floor plan on the main living level consists of a kitchen, dining area, and comfortable...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $4,200
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,100
14
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$4,200
21
22
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$5,050
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
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2
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$5,400
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$5,400
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$5,450
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$5,500
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30
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 $5,500
August 2026
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,500
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$5,500
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$5,500
30
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 $3,600
September 2026
SuMoTuWeThFrSaWeek
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$3,600
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$3,600
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$3,600
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$3,600
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 $4,200
Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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Cape Cod Village House, Upscale furnishings, Central A/C, WiFi, 20 Minute Walk Town, 1/2 Mile to Bike Path.

Three-plus bedroom cape is a short walk (20 minutes) into town, two and a half miles to beaches, and one-half mile to bike path. It is an ideal home for...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,400 - $2,400
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$300 per week ($180 interim clean for rentals over 1 week)
Tax: State & Local: 
11.7
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Lovely Oak Bluffs Home, 3 Bedrooms, 2.5 Baths, Sleeps 7. Set just on the Outskirts of Oak Bluffs Center

Lovely 3 bedroom, 2.5 bath home that sleeps 7. This sweet home is bordered by a large yard and is located just on the outskirts of Oak Bluffs. The patio...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$2,500 - $4,600
June 2026
SuMoTuWeThFrSaWeek
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$3,000
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 $4,600
July 2026
SuMoTuWeThFrSaWeek
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$4,600
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$4,600
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$4,600
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$4,600
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30
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 $4,600
August 2026
SuMoTuWeThFrSaWeek
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$4,600
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$4,700
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$4,700
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$4,700
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$4,700
30
31
 $4,700
September 2026
SuMoTuWeThFrSaWeek
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$4,700
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$3,000
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$3,000
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25
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27
28
29
30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Classic Main St Home, Stylish Updates, Beautifully Landscaped, Porch overlooks Yard, Walk to Town Center

Classic Vineyard Haven Main St Home!  Recently updated throughout and is being offered as a vacation rental, ideal for families of 6.  Multiple living spaces assure that all have room to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Perfect Katama Location, New Furnishings, Newly Painted and New Wood Floors Throughout!

Perfect beach vacation home situated just 1.5 miles from South Beach and approximately the same distance to the center of Edgartown Village.

Open main level hosts the family room with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,350 - $4,350
June 2026
SuMoTuWeThFrSaWeek
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2
3
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$4,350
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$4,350
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$4,350
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$4,350
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 $6,110
July 2026
SuMoTuWeThFrSaWeek
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2
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$6,110
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$6,110
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$6,110
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$6,100
26
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30
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 $6,450
August 2026
SuMoTuWeThFrSaWeek
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$6,450
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3
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$6,450
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$6,450
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$6,450
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$6,450
30
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 $4,350
September 2026
SuMoTuWeThFrSaWeek
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2
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$4,350
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$4,350
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$4,350
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$4,350
27
28
29
30
 $4,350
Clean Fee: 
$450
Tax: State & Local: 
11.7
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Waterfront on the Shores of a Picturesque Tidal Inlet Lake Tashmoo, Shared Tennis Courts, Spectacular Views & Sunsets,

This lovely three-bedroom home is located on the shores of beautiful Lake Tashmoo (a tidal saltwater lake connecting to Vineyard Sound).  The modern open floor plan includes. kitchen, living, and...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$8,500 - $8,500
June 2026
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July 2026
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August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$8,500
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 $8,500
September 2026
SuMoTuWeThFrSaWeek
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$8,500
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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kerr413-01-exterior.jpg
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Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,000 - $9,500
June 2026
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July 2026
SuMoTuWeThFrSaWeek
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$9,000
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 $9,000
August 2026
SuMoTuWeThFrSaWeek
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$9,000
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$9,500
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$9,500
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$9,500
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$9,500
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 $9,500
September 2026
SuMoTuWeThFrSaWeek
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$9,500
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Beautiful Village Area Summer Retreat, Tucked Away on a Quiet Street, Walk to Village Center.

This lovely contemporary home offers the perfect blend of elegance, comfort, and prime location in the highly sought-after Plantingfield Wood area of Edgartown. With its soothing coastal palette and modern design,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,000 - $5,000
June 2026
SuMoTuWeThFrSaWeek
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2
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$5,500
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$7,500
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$8,500
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$9,500
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 $10,500
July 2026
SuMoTuWeThFrSaWeek
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2
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$10,500
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$11,000
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$11,000
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$11,000
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 $12,000
August 2026
SuMoTuWeThFrSaWeek
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$12,000
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$13,000
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$13,000
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$13,000
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$12,000
30
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 $8,000
September 2026
SuMoTuWeThFrSaWeek
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$8,000
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$7,500
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$6,000
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$5,500
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 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

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