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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

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Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

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Dukes County Investment Properties for Sale

Browse homes for sale and investment properties in Dukes County. Refine your search by price, property type, or more.

34 out of 56 properties for sale in Dukes County

Limited Results Shown

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Property photo
Active
MLSPIN

$2,750,000

5 bds | 5 ba | 4,982 sqft | built 1987
79 David Ave, Vineyard Haven, MA 02568
$-7,766
Cash flow
-14.7%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$4,250,000

3 bds | 6 ba | 3,171 sqft | built 2002
15 Old Farm Rd, Chilmark, MA 02535
$-15,530
Cash flow
-19.1%
Cash-on-Cash Return

1.3%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,995,000

3 bds | 4 ba | 2,526 sqft | built 1993
56 Bridle Path Rd, Vineyard Haven, MA 02568
$-5,209
Cash flow
-13.6%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,750,000

3 bds | 4 ba | 2,830 sqft | built 2004
42 Deacon Vincent Way, Edgartown, MA 02539
$-8,188
Cash flow
-15.5%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,395,000

3 bds | 2 ba | 1,764 sqft | built 1998
29 Pradas Way, Edgartown, MA 02539
$-6,857
Cash flow
-14.9%
Cash-on-Cash Return

2.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,695,000

4 bds | 3 ba | 2,500 sqft | built 1986
37 Road To The Plns, Edgartown, MA 02539
$-12,458
Cash flow
-17.6%
Cash-on-Cash Return

1.6%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,195,000

4 bds | 3 ba | 2,730 sqft | built 1927
5 Pine Tree Ln, Vineyard Haven, MA 02568
$-7,250
Cash flow
-17.2%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,750,000

5 bds | 4 ba | 2,436 sqft | built 2013
128 Spring St, Vineyard Haven, MA 02568
$-3,985
Cash flow
-11.9%
Cash-on-Cash Return

2.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,495,000

3 bds | 4 ba | 4,131 sqft | built 2024
36 Crocker Dr, Edgartown, MA 02539
$-21,869
Cash flow
-20.8%
Cash-on-Cash Return

0.9%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,995,000

3 bds | 4 ba | 3,426 sqft | built 2021
96 Hammett Rd, Chilmark, MA 02535
$-14,294
Cash flow
-18.7%
Cash-on-Cash Return

1.4%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$6,395,000

6 bds | 6 ba | 7,000 sqft | built 2008
400 Barnes Rd, Oak Bluffs, MA 02557
$-25,381
Cash flow
-20.7%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,990,000

4 bds | 5 ba | 2,518 sqft | built 1988
32 Norton Orchard Rd, Edgartown, MA 02539
$-3,576
Cash flow
-9.4%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,597,500

3 bds | 2 ba | 1,400 sqft | built 1995
190 Longview Rd, Vineyard Haven, MA 02568
$-4,561
Cash flow
-14.9%
Cash-on-Cash Return

2.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$33,000,000

9 bds | 11 ba | 7,190 sqft | built 2023
61 Butlers Cove Rd, Edgartown, MA 02539
$-158,691
Cash flow
-25.1%
Cash-on-Cash Return

-0.1%
Cap rate
0.0%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,950,000

4 bds | 4 ba | 2,566 sqft | built 1987
28 Marthas Rd, Edgartown, MA 02539
$-8,383
Cash flow
-14.8%
Cash-on-Cash Return

2.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,300,000

6 bds | 6 ba | 5,394 sqft | built 2025
23 Pinehurst Rd, Edgartown, MA 02539
$-22,641
Cash flow
-22.3%
Cash-on-Cash Return

0.6%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$4,800,000

4 bds | 5 ba | 3,816 sqft | built 2025
7 Marthas Way, Edgartown, MA 02539
$-19,318
Cash flow
-21.0%
Cash-on-Cash Return

0.8%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,900,000

4 bds | 3 ba | 2,562 sqft | built 1980
21 Woodlawn Ave, Vineyard Haven, MA 02568
$-8,748
Cash flow
-15.7%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,795,000

3 bds | 4 ba | 2,311 sqft | built 1985
7 Candlemaker Cir, Edgartown, MA 02539
$-4,411
Cash flow
-12.8%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,950,000

4 bds | 3 ba | 3,159 sqft | built 1979
3 Down Harbor Rd, Edgartown, MA 02539
$-17,068
Cash flow
-22.5%
Cash-on-Cash Return

0.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$9,995,000

6 bds | 8 ba | 7,205 sqft | built 1999
25 Lelands Path, Edgartown, MA 02539
$-44,428
Cash flow
-23.2%
Cash-on-Cash Return

0.3%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$9,495,000

4 bds | 6 ba | 4,605 sqft | built 2022
29 Slough Cove Rd, Edgartown, MA 02539
$-38,385
Cash flow
-21.1%
Cash-on-Cash Return

0.8%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,495,000

4 bds | 3 ba | 2,968 sqft | built 1994
9 Beetlebung Grove Way, Chilmark, MA 02535
$-6,742
Cash flow
-14.1%
Cash-on-Cash Return

2.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,995,000

3 bds | 6 ba | 3,608 sqft | built 2004
385 Barnes Rd, Oak Bluffs, MA 02557
$-25,588
Cash flow
-22.3%
Cash-on-Cash Return

0.6%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,669,000

3 bds | 4 ba | 2,308 sqft | built 1970
453 Lighthouse Rd, Aquinnah, MA 02535
$-3,721
Cash flow
-11.6%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,999,000

4 bds | 4 ba | 2,995 sqft | built 1975
135 The Blvd, Edgartown, MA 02539
$-27,226
Cash flow
-23.7%
Cash-on-Cash Return

0.2%
Cap rate
0.0%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,550,000

3 bds | 2 ba | 1,965 sqft | built 1986
16 Majors Cove Ln, Edgartown, MA 02539
$-2,956
Cash flow
-10.0%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,895,000

4 bds | 3 ba | 2,064 sqft | built 1985
99 Old Purchase Rd, Edgartown, MA 02539
$-4,867
Cash flow
-13.4%
Cash-on-Cash Return

2.6%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$4,500,000

3 bds | 6 ba | 4,046 sqft | built 2000
267 Barnes Rd, Oak Bluffs, MA 02557
$-17,024
Cash flow
-19.7%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,325,000

3 bds | 3 ba | 1,628 sqft | built 1998
261 Sandpiper Ln, Vineyard Haven, MA 02568
$-3,934
Cash flow
-15.5%
Cash-on-Cash Return

2.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,999,000

8 bds | 8 ba | 3,770 sqft | built 2011
72 Chappaquiddick Ave, Edgartown, MA 02539
$-9,284
Cash flow
-16.2%
Cash-on-Cash Return

2.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$10,500,000

7 bds | 6 ba | 3,888 sqft | built 1952
47 E Chop Dr, Oak Bluffs, MA 02557
$-45,612
Cash flow
-22.7%
Cash-on-Cash Return

0.5%
Cap rate
0.1%
Rent to Value Ratio