Need Ferry Tickets? Ferry tickets are available for some of our remaining rentals! Call us at (508) 696-7777.

There are currently no featured for sale listings. Here are the newest properties on the market.

7 South Meadow Lane
Anchor Realty Logo Anchor Realty
October 31, 2025
7 South Meadow Lane, Oak Bluffs, MA
4
3
0.66
1987

Price:$1,825,000

151 Tashmoo Avenue
Anchor Realty Logo Anchor Realty
October 31, 2025
151 Tashmoo Avenue, Vineyard Haven, MA
4
3
0.4646
2022

Price:$2,295,000

25 VINEYARD MEADOW FARMS RD.
Anchor Realty Logo Anchor Realty
October 31, 2025
25 VINEYARD MEADOW FARMS RD., West Tisbury, MA
2
2
1.4
1983

Price:$1,100,000

39 Slough Cove Road (part of)
Anchor Realty Logo Anchor Realty
October 31, 2025
39 Slough Cove Road (part of), Edgartown, MA
1.5151

Price:$2,850,000

14 Twenty First Street North
Anchor Realty Logo Anchor Realty
October 30, 2025
14 Twenty First Street North, Edgartown, MA
3
1
0.28
1978

Price:$1,200,000

5 Louis Field Road
Anchor Realty Logo Anchor Realty
October 29, 2025
5 Louis Field Road, Edgartown, MA
1.28

Price:$2,000,000

22 Old Lighthouse Road
Anchor Realty Logo Anchor Realty
October 28, 2025
22 Old Lighthouse Road, Vineyard Haven, MA
5
3
0.336
2002

Price:$1,650,000

140 Midland Avenue
Anchor Realty Logo Anchor Realty
October 27, 2025
140 Midland Avenue, Vineyard Haven, MA
4
4
0.2203
1974

Price:$1,495,000

47 Tiffany Drive
Anchor Realty Logo Anchor Realty
October 27, 2025
47 Tiffany Drive, Oak Bluffs, MA
4
2
1.5069
1996

Price:$2,499,000

113 Dukes County Avenue Multi-Family
Anchor Realty Logo Anchor Realty
October 25, 2025
113 Dukes County Avenue Multi-Family, Oak Bluffs, MA
4
3
0.0826
1900

Price:$2,289,000

46 Tiercel Lane
Anchor Realty Logo Anchor Realty
October 24, 2025
46 Tiercel Lane, Chilmark, MA
2
1
3.32
1996

Price:$1,650,000

105 Stoney Hill Road
Anchor Realty Logo Anchor Realty
October 22, 2025
105 Stoney Hill Road, West Tisbury, MA
4
2
2.85
1986

Price:$1,650,000

28 Pine Tree Lane
Anchor Realty Logo Anchor Realty
October 22, 2025
28 Pine Tree Lane, Vineyard Haven, MA
5
3
0.3537
1974

Price:$2,250,000

5 Seths  Path
Anchor Realty Logo Anchor Realty
October 21, 2025
5 Seths Path, Oak Bluffs, MA
3
2
0.66
1994

Price:$1,450,000

35 Double OX Road
Anchor Realty Logo Anchor Realty
October 21, 2025
35 Double OX Road, Oak Bluffs, MA
3
3
0.2621
2026

Price:$2,250,000

46 Bold Meadow Road
Anchor Realty Logo Anchor Realty
October 20, 2025
46 Bold Meadow Road, Edgartown, MA
4
3
0.82
1992

Price:$2,400,000

10 Dan'ls Way
Anchor Realty Logo Anchor Realty
October 20, 2025
10 Dan'ls Way, West Tisbury, MA
5
3
1.27
1850

Price:$1,895,000

10 Dory Circle
Anchor Realty Logo Anchor Realty
October 18, 2025
10 Dory Circle, Edgartown, MA
4
3
0.48
1972

Price:$1,600,000