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Dukes County, MA - single-family homes for sale
72 of 72 results displayed
- New
$1,850,000Active4 beds 2 baths1,833 sq. ft.22 Old Harbor Lane, Oak Bluffs, MA 02557
MLS# 73505800Listed by: Sandpiper Realty, Inc. - New
$8,000,000Active4 beds 6 baths5,884 sq. ft.24 Katama Bay View Road, Edgartown, MA 02539
MLS# 73504170Listed by: Wallace & Co. Sotheby's International Realty - New
$14,500,000Active6 beds 6 baths4,820 sq. ft.68 North Water Street, Edgartown, MA 02539
MLS# 73504206Listed by: Wallace & Co. Sotheby's International Realty - New
$799,000Active2 beds 1 baths623 sq. ft.1 Pease Avenue, Oak Bluffs, MA 02557
MLS# 73504275Listed by: Sandpiper Realty, Inc. - New
$1,800,000Active4 beds 3 baths3,158 sq. ft.188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
MLS# 73504132Listed by: Wallace & Co. Sotheby's International Realty - New
$2,300,000Active2 beds 2 baths1,344 sq. ft.60 Crocker Drive, Edgartown, MA 02539
MLS# 22601571Listed by: ISLAND REAL ESTATE - New
$775,000Active2 beds 1 baths768 sq. ft.51 Lantern Ln, Tisbury, MA 02568
MLS# 73503536Listed by: Wallace & Co. Sotheby's International Realty - New
$2,495,000Active4 beds 3 baths1,968 sq. ft.105 Whalers Walk, Edgartown, MA 02539
MLS# 73503128Listed by: Sandpiper Realty, Inc. - New
$1,195,000Active3 beds 2 baths1,188 sq. ft.10 Winthrop Avenue, Oak Bluffs, MA 02557
MLS# 73503165Listed by: Sandpiper Realty, Inc. - New
$899,000Active3 beds 2 baths1,152 sq. ft.17 Mariner Rd, Tisbury, MA 02568
MLS# 73502474Listed by: Carlson & Company, LLC - New
$3,450,000Active4 beds 4 baths3,327 sq. ft.25 Bold Meadow Road, Edgartown, MA 02539
MLS# 73501677Listed by: Wallace & Co. Sotheby's International Realty - New
$1,625,000Active4 beds 3 baths1,514 sq. ft.26 Sea Glen Road, Oak Bluffs, MA 02557
MLS# 73500318Listed by: Compass 
$2,295,000Active4 beds 4 baths3,016 sq. ft.3 Hidden Cove Rd, Oak Bluffs, MA 02557
MLS# 73500165Listed by: Compass
$3,125,000Active3 beds 2 baths1,569 sq. ft.309 Barnes, Oak Bluffs, MA 02557
MLS# 73499885Listed by: Sandpiper Realty, Inc.
$5,450,000Active4 beds 6 baths3,300 sq. ft.8 Paddock Rd, Oak Bluffs, MA 02557
MLS# 73499730Listed by: Sandpiper Realty, Inc.
$9,403,000Active6 beds 7 baths6,135 sq. ft.52 South Summer Street, Edgartown, MA 02539
MLS# 73497893Listed by: Wallace & Co. Sotheby's International Realty
$5,495,000Active3 beds 7 baths3,608 sq. ft.385 Barnes Road, Oak Bluffs, MA 02557
MLS# 73496934Listed by: Donnelly + Co.
$5,650,000Active4 beds 5 baths5,402 sq. ft.205 South Rd, Chilmark, MA 02575
MLS# 73495595Listed by: Donnelly + Co.
$2,950,000Active4 beds 3 baths2,927 sq. ft.2 Bold Meadow Road, Edgartown, MA 02539
MLS# 73494371Listed by: Donnelly + Co.
$4,500,000Active4 beds 3 baths2,715 sq. ft.94 Weaver Lane, Tisbury, MA 02568
MLS# 73494430Listed by: Sandpiper Realty, Inc.
$2,350,000Active3 beds 3 baths2,630 sq. ft.81 Whalers Walk, Edgartown, MA 02539
MLS# 73493917Listed by: Sandpiper Realty, Inc.
$1,599,000Active3 beds 2 baths1,562 sq. ft.111 Charles Neck Way, West Tisbury, MA 02575
MLS# 73493424Listed by: Sandpiper Realty, Inc.
$2,400,000Active4 beds 3 baths2,562 sq. ft.21 Woodlawn Ave, Tisbury, MA 02568
MLS# 73493437Listed by: Viewpoints; Bobbi Flake Reed, Inc.
$5,800,000Active6 beds 9 baths5,732 sq. ft.31 Lambert's Cove Rd., Tisbury, MA 02568
MLS# 73491634Listed by: Wallace & Co. Sotheby's International Realty
$1,295,000Active4 beds 2 baths1,513 sq. ft.1 Dodgers Hole Road, Edgartown, MA 02539
MLS# 22600934Listed by: ISLAND REAL ESTATE
$2,495,000Active1 beds 2 baths1,236 sq. ft.218 Upper Main Street, Edgartown, MA 02539
MLS# 73490033Listed by: Wallace & Co. Sotheby's International Realty
$7,950,000Active5 beds 7 baths4,531 sq. ft.85 North Reservoir Road, West Tisbury, MA 02575
MLS# 73486301Listed by: Wallace & Co. Sotheby's International Realty
$16,900,000Active8 beds 8 baths6,041 sq. ft.114 North Water Street, Edgartown, MA 02539
MLS# 73485121Listed by: Donnelly + Co.
$3,895,000Active4 beds 4 baths1,590 sq. ft.99 Cooke St, Edgartown, MA 02539
MLS# 73484296Listed by: Wallace & Co. Sotheby's International Realty
$3,995,000Active8 beds 6 baths4,651 sq. ft.23 Beetle Swamp, Edgartown, MA 02539
MLS# 73483686Listed by: Sandpiper Realty, Inc.
$1,695,000Active4 beds 2 baths1,342 sq. ft.58 Road To The Plains, Edgartown, MA 02539
MLS# 73483009Listed by: Donnelly + Co.
$1,445,000Active4 beds 3 baths1,738 sq. ft.22 Oklahoma Ave, Tisbury, MA 02568
MLS# 73481062Listed by: Wallace & Co. Sotheby's International Realty
$1,975,000Active3 beds 3 baths1,680 sq. ft.33 Lagoon Pond Road, Tisbury, MA 02568
MLS# 73481021Listed by: Wallace & Co. Sotheby's International Realty
$1,193,000Active3 beds 2 baths1,040 sq. ft.50 Lantern Lane, Tisbury, MA 02568
MLS# 73481037Listed by: Wallace & Co. Sotheby's International Realty
$4,500,000Active15 beds 13 baths7,250 sq. ft.11 Macs Lane, Tisbury, MA 02568
MLS# 73481015Listed by: Wallace & Co. Sotheby's International Realty
$1,999,000Active4 beds 3 baths2,730 sq. ft.5 Pine Tree Lane, Tisbury, MA 02568
MLS# 73480830Listed by: Wallace & Co. Sotheby's International Realty
$3,250,000Active5 beds 4 baths4,068 sq. ft.241 Daggett Avenue, Tisbury, MA 02568
MLS# 73479046Listed by: Wallace & Co. Sotheby's International Realty
$4,695,000Active3 beds 2 baths1,716 sq. ft.16 Frog Hollow, Tisbury, MA 02557
MLS# 73478787Listed by: Wallace & Co. Sotheby's International Realty
$3,100,000Active1 beds 1 baths1,250 sq. ft.114 Meetinghouse Way, Edgartown, MA 02539
MLS# 73478796Listed by: Wallace & Co. Sotheby's International Realty
$7,350,000Active4 beds 5 baths3,490 sq. ft.308 South Road, Chilmark, MA 02535
MLS# 73478310Listed by: Wallace & Co. Sotheby's International Realty
$1,195,000Active3 beds 2 baths1,164 sq. ft.3 Kims Way, Oak Bluffs, MA 02557
MLS# 73478102Listed by: Wallace & Co. Sotheby's International Realty
$1,595,000Active5 beds 3 baths1,810 sq. ft.22 Old Lighthouse Road, Tisbury, MA 02568
MLS# 73476994Listed by: Wallace & Co. Sotheby's International Realty
$10,500,000Active5 beds 3 baths2,794 sq. ft.33 Goethals Way, Tisbury, MA 02568
MLS# 73476753Listed by: Sandpiper Realty, Inc.
$9,499,000Active4 beds 7 baths5,902 sq. ft.43 Peases Point Way S, Edgartown, MA 02539
MLS# 73476388Listed by: Sandpiper Realty, Inc.
$5,325,000Active6 beds 4 baths2,890 sq. ft.4 Canonicus Ave, Oak Bluffs, MA 02557
MLS# 73472922Listed by: Sandpiper Realty, Inc.
$3,250,000Active4 beds 3 baths1,728 sq. ft.6 Brewster Ave, Oak Bluffs, MA 02557
MLS# 73472925Listed by: Sandpiper Realty, Inc.
$2,575,000Active4 beds 3 baths1,910 sq. ft.76 Washque Ave, Edgartown, MA 02539
MLS# 73472929Listed by: Sandpiper Realty, Inc.
$1,295,000Active4 beds 2 baths1,764 sq. ft.54 Columbian, Oak Bluffs, MA 02557
MLS# 73472030Listed by: Donnelly + Co.
$4,500,000Active4 beds 4 baths2,836 sq. ft.38 Pinehurst Road, Edgartown, MA 02539
MLS# 73471851Listed by: Vineyard Village Realty
$2,700,000Active4 beds 5 baths2,750 sq. ft.6 Laura's Way, Edgartown, MA 02539
MLS# 73471802Listed by: Vineyard Village Realty
$1,575,000Active2 beds 1 baths896 sq. ft.45 Quenames Rd, Chilmark, MA 02535
MLS# 73471152Listed by: Sandpiper Realty, Inc.
$1,575,000Active2 beds 1 baths924 sq. ft.47 Quenames Rd, Chilmark, MA 02535
MLS# 73471155Listed by: Sandpiper Realty, Inc.
$1,095,000Active3 beds 2 baths1,487 sq. ft.12 Wheelhouse Way, Oak Bluffs, MA 02557
MLS# 73471135Listed by: Sandpiper Realty, Inc.
$1,799,999Active3 beds 2 baths1,540 sq. ft.43 N Slope Lane, Chilmark, MA 02535
MLS# 73469199Listed by: NorthStar Real Estate, LLC
$1,295,000Active3 beds 1 baths1,033 sq. ft.9 Brunswick, Oak Bluffs, MA 02557
MLS# 73468517Listed by: Coldwell Banker Realty - Hingham- Open Sun, 10:30am to 1pm
$1,350,000Active4 beds 3 baths1,714 sq. ft.116 Franklin Terrace, Tisbury, MA 02568
MLS# 22600011Listed by: KELLER WILLIAMS REALTY 
$2,950,000Active3 beds 3 baths1,845 sq. ft.33 Ocean Ave, Oak Bluffs, MA 02557
MLS# 73462129Listed by: Donnelly + Co.
$3,350,000Active3 beds 3 baths2,686 sq. ft.4 Noman's Watch Road, Aquinnah, MA 02535
MLS# 73457922Listed by: Compass
$950,000Active2 beds 2 baths1,583 sq. ft.25 Vineyard Meadow Farms Rd., West Tisbury, MA 02575
MLS# 73450240Listed by: Compass
$1,650,000Active2 beds 1 baths716 sq. ft.46 Tiercel Lane, Chilmark, MA 02535
MLS# 73447682Listed by: Donnelly + Co.
$899,000Active2 beds 1 baths953 sq. ft.50 Canonicus Avenue, Oak Bluffs, MA 02557
MLS# 22505096Listed by: ISLAND REAL ESTATE
$2,825,000Active5 beds 2 baths2,386 sq. ft.187 Lagoon Pond Road, Tisbury, MA 02575
MLS# 73441105Listed by: Compass
$3,995,000Active3 beds 4 baths3,426 sq. ft.96 Hammett Ln, Chilmark, MA 02535
MLS# 73468343Listed by: Karen M. Overtoom R.E.
$6,395,000Active6 beds 6 baths7,000 sq. ft.400 Barnes Road, Oak Bluffs, MA 02557
MLS# 73407006Listed by: Compass
$1,895,000Active4 beds 4 baths2,061 sq. ft.174 Middle Road Road, Chilmark, MA 02535
MLS# 22503293Listed by: ISLAND REAL ESTATE
$3,299,000Active3 beds 4 baths3,082 sq. ft.53 Stoney Hill Road, West Tisbury, MA 02575
MLS# 73399670Listed by: Compass
$3,990,000Active5 beds 6 baths5,598 sq. ft.71 Stoney Hill Road Road, Vineyard Haven, MA 02568
MLS# 22503271Listed by: ISLAND REAL ESTATE
$1,390,000Active4 beds 2 baths1,332 sq. ft.40 Scotchmans Lane, West Tisbury, MA 02575
MLS# 73390859Listed by: Donnelly + Co.
$4,800,000Active6 beds 6 baths5,394 sq. ft.23 Pinehurst Road, Edgartown, MA 02539
MLS# 73390170Listed by: Vineyard Village Realty
$4,800,000Active4 beds 5 baths3,816 sq. ft.7 Martha's Way, Edgartown, MA 02539
MLS# 73390105Listed by: Vineyard Village Realty
$8,900,000Active8 beds 9 baths8,560 sq. ft.150 East Chop Dr, Oak Bluffs, MA 02557
MLS# 73386607Listed by: Coldwell Banker Realty - Wellesley
$1,298,000Active3 beds 2 baths1,429 sq. ft.10 Elm St, Tisbury, MA 02568
MLS# 73154137Listed by: Bold Real Estate Inc.
Local realty services provided by:CENTURY 21 Realty Network, CENTURY 21 Custom Home Realty
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.