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Dukes County, MA - single-family homes for sale
112 of 112 results displayed
- New
$1,600,000Active3 beds 3 baths2,155 sq. ft.132 South Rd, Chilmark, MA 02535
MLS# 73546774Listed by: Compass - New
$1,296,000Active3 beds 2 baths1,144 sq. ft.82 Pennsylvania Avenue, Oak Bluffs, MA 02557
MLS# 73545719Listed by: Sandpiper Realty, Inc. - New
$3,495,000Active2 beds 2 baths1,388 sq. ft.48 Plantingfield Way, Edgartown, MA 02539
MLS# 73545630Listed by: Donnelly + Co. - New
$3,795,000Active3 beds 4 baths3,426 sq. ft.96 Hammett Ln, Chilmark, MA 02535
MLS# 73545525Listed by: Karen M. Overtoom R.E. - New
$3,495,000Active4 beds 4 baths3,000 sq. ft.64 Christiantown, West Tisbury, MA 02575
MLS# 73544561Listed by: Karen M. Overtoom R.E. - New
$1,745,000Active2 beds 1 baths561 sq. ft.11 Beach Road, Oak Bluffs, MA 02557
MLS# 22603245Listed by: ANCHOR REALTY OF MV - New
$3,995,000Active5 beds 3 baths2,733 sq. ft.49 High Street, Edgartown, MA 02539
MLS# 22603145Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY - New
$1,365,000Active2 beds 3 baths1,864 sq. ft.51 Davis St, Tisbury, MA 02568
MLS# 73543902Listed by: Sandpiper Realty, Inc. - New
$1,149,000Active3 beds 2 baths1,373 sq. ft.72 Moonstone Way, Tisbury, MA 02568
MLS# 73543921Listed by: Donnelly + Co. - New
$794,000Active2 beds 1 baths624 sq. ft.60R Carol Lane, Oak Bluffs, MA 02557
MLS# 22603182Listed by: ISLAND REAL ESTATE 
$2,195,000Active4 beds 3 baths2,890 sq. ft.30 Daggett Avenue, Tisbury, MA 02568
MLS# 73542433Listed by: Sandpiper Realty, Inc.
$3,400,000Active3 beds 5 baths3,260 sq. ft.27 Double Ox Rd, Oak Bluffs, MA 02557
MLS# 73542323Listed by: Sandpiper Realty, Inc.
$1,750,000Active3 beds 4 baths2,376 sq. ft.28 Grovedale Road, Oak Bluffs, MA 02568
MLS# 73540119Listed by: OwnerEntry.com
$4,995,000Active3 beds 3 baths2,095 sq. ft.63 Putnam Rd, Chilmark, MA 02535
MLS# 73540991Listed by: Compass
$1,750,000Active3 beds 4 baths2,376 sq. ft.28 Grovedale Road, Oak Bluffs, MA 02557
MLS# 22603069Listed by: OWNERENTRY.COM
$1,575,000Active3 beds 3 baths1,621 sq. ft.27 Laurel Avenue, Oak Bluffs, MA 02557
MLS# 73540741Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$3,199,000Active3 beds 4 baths3,082 sq. ft.53 Stoney Hill Rd, West Tisbury, MA 02575
MLS# 73539028Listed by: Compass- Open Fri, 11am to 12pm
$15,400,000Active6 beds 9 baths6,967 sq. ft.8 Snail Road, Chilmark, MA 02535
MLS# 22602961Listed by: CORCORAN PROPERTY ADVISORS 
$1,790,000Active3 beds 3 baths2,347 sq. ft.41 & 0 Cook Street, Tisbury, MA 02568
MLS# 73536989Listed by: Compass
$32,500,000Active9 beds 11 baths7,190 sq. ft.61 Butlers Cove Road, Edgartown, MA 02539
MLS# 22602926Listed by: CORCORAN PROPERTY ADVISORS
$1,395,000Active2 beds 2 baths1,126 sq. ft.29 Jernegan Ave, Edgartown, MA 02539
MLS# 73535103Listed by: Donnelly + Co.
$1,150,000Active3 beds 2 baths1,100 sq. ft.34 Tenth St S, Edgartown, MA 02539
MLS# 73534315Listed by: Insight Realty Group, Inc.
$5,200,000Active5 beds 4 baths4,044 sq. ft.49 Gosnolds Way, Chilmark, MA 02535
MLS# 73534187Listed by: Wallace & Co. Sotheby's International Realty
$2,995,000Active4 beds 4 baths2,515 sq. ft.300 North Rd/18 Belhaven Way, Chilmark, MA 02535
MLS# 73533644Listed by: Wallace & Co. Sotheby's International Realty
$1,175,000Active4 beds 2 baths2,059 sq. ft.4 Rock Pond Road, West Tisbury, MA 02575
MLS# 73533704Listed by: Compass
$1,850,000Active4 beds 3 baths2,064 sq. ft.99 Old Purchase Road, Edgartown, MA 02539
MLS# 73531632Listed by: Donnelly + Co.
$5,400,000Active3 beds 2 baths2,710 sq. ft.35 South Bowl Rd, Chilmark, MA 02535
MLS# 73531359Listed by: Donnelly + Co.
$6,950,000Active7 beds 5 baths6,921 sq. ft.19 Locust Lane, Aquinnah, MA 02535
MLS# 22602646Listed by: EXP REALTY, LLC
$2,295,000Active3 beds 2 baths1,425 sq. ft.312 E Chop Drive, Vineyard Haven, MA 02568
MLS# 22602660Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$1,199,000Active3 beds 2 baths1,302 sq. ft.47 Winemack Street, Oak Bluffs, MA 02557
MLS# 22602630Listed by: ANCHOR REALTY OF MV
$1,755,000Active3 beds 3 baths2,695 sq. ft.68 Front Street, Oak Bluffs, MA 02557
MLS# 22602650Listed by: OCEAN PARK REALTY, INC.
$2,295,000Active3 beds 4 baths1,425 sq. ft.312 East Chop Drive, Oak Bluffs, MA 02557
MLS# 73529130Listed by: Wallace & Co. Sotheby's International Realty
$49,000,000Active12 beds 14 baths8,994 sq. ft.15 Forever Wild Way, Edgartown, MA 02539
MLS# 22602611Listed by: CORCORAN PROPERTY ADVISORS
$1,599,000Active3 beds 3 baths1,645 sq. ft.7 Ploughshare Lane, Oak Bluffs, MA 02557
MLS# 73527741Listed by: Sandpiper Realty, Inc.
$2,900,000Active4 beds 5 baths3,927 sq. ft.44 Tiffany Dr, Oak Bluffs, MA 02557
MLS# 73527128Listed by: MV Luxury Homes LLC
$1,349,000Active3 beds 2 baths1,863 sq. ft.3 Troy Street, Oak Bluffs, MA 02557
MLS# 22602560Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$5,800,000Active6 beds 9 baths5,732 sq. ft.31 Lambert's Cove Rd., Tisbury, MA 02568
MLS# 73525014Listed by: Wallace & Co. Sotheby's International Realty
$3,600,000Active5 beds 3 baths2,701 sq. ft.20 James Pond Way, West Tisbury, MA 02575
MLS# 22602483Listed by: ISLAND REAL ESTATE
$2,999,000Active5 beds 5 baths3,881 sq. ft.10 North Bog Rd, Edgartown, MA 02539
MLS# 73524464Listed by: Vineyard Village Realty
$1,175,000Active3 beds 1 baths998 sq. ft.299 Daggett Ave #A, Tisbury, MA 02568
MLS# 73524099Listed by: Karen M. Overtoom R.E.
$1,155,000Active3 beds 2 baths1,164 sq. ft.3 Kims Way, Oak Bluffs, MA 02557
MLS# 22602448Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$45,000,000Active7 beds 13 baths11,200 sq. ft.18 Point Inner Way, Chilmark, MA 02535
MLS# 73523462Listed by: Wallace & Co. Sotheby's International Realty
$2,950,000Active4 beds 8 baths4,530 sq. ft.15 Twenty First St N, Edgartown, MA 02539
MLS# 73523165Listed by: Compass
$4,600,000Active6 beds 6 baths3,998 sq. ft.15 Tamarack Lane, Oak Bluffs, MA 02557
MLS# 73522816Listed by: Donnelly + Co.
$825,000Active2 beds 1 baths985 sq. ft.19 Perkins Avenue, Oak Bluffs, MA 02557
MLS# 73522647Listed by: Sandpiper Realty, Inc.
$2,950,000Active4 beds 3 baths2,208 sq. ft.13 Young Street, Edgartown, MA 02539
MLS# 73522670Listed by: Donnelly + Co.
$7,200,000Pending5 beds 5 baths4,389 sq. ft.2 Noras Lane, Edgartown, MA 02539
MLS# 22602341Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY- Open Fri, 12 to 2pm
$1,395,000Active4 beds 4 baths2,304 sq. ft.33 Alyssa Lane, Vineyard Haven, MA 02568
MLS# 22602337Listed by: PORTFOLIO PROPERTIES 
$5,450,000Active5 beds 4 baths3,513 sq. ft.61 Stonewall Road, Chilmark, MA 02535
MLS# 22602292Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$6,995,000Active4 beds 3 baths2,624 sq. ft.103 Edgartown Bay Road, Edgartown, MA 02539
MLS# 73520913Listed by: Wallace & Co. Sotheby's International Realty
$950,000Active2 beds 1 baths1,074 sq. ft.22 Firehouse, Oak Bluffs, MA 02557
MLS# 73520554Listed by: Compass
$2,195,000Active5 beds 4 baths2,628 sq. ft.7 Pip'n Circle, Edgartown, MA 02539
MLS# 73520213Listed by: Sandpiper Realty, Inc.
$2,395,000Active3 beds 2 baths2,510 sq. ft.26 Bijahs Way, Chilmark, MA 02535
MLS# 73520138Listed by: Karen M. Overtoom R.E.
$1,300,000Active4 beds 3 baths1,738 sq. ft.22 Oklahoma Avenue, Vineyard Haven, MA 02568
MLS# 22602241Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$3,750,000Active5 beds 7 baths4,372 sq. ft.139 Main Street, Vineyard Haven, MA 02568
MLS# 22602196Listed by: PORTFOLIO PROPERTIES
$14,250,000Active6 beds 6 baths68 N Water Street, Edgartown, MA 02539
MLS# 22601953Listed by: WALLACE & CO. SOTHEBY'S INTERNATIONAL REALTY
$21,500,000Active10 beds 14 baths7,598 sq. ft.56 North Summer Street, Edgartown, MA 02539
MLS# 73517157Listed by: Wallace & Co. Sotheby's International Realty
$12,500,000Active5 beds 4 baths3,700 sq. ft.18 Spruce Gate Road, Chilmark, MA 02535
MLS# 73516310Listed by: Wallace & Co. Sotheby's International Realty
$1,150,000Active3 beds 2 baths1,110 sq. ft.34 10th Street, Edgartown, MA 02539
MLS# 22602086Listed by: INSIGHT REALTY GROUP, INC
$4,800,000Active4 beds 4 baths3,715 sq. ft.9 Marthas Way, Edgartown, MA 02539
MLS# 73514104Listed by: Vineyard Village Realty
$1,800,000Active4 beds 3 baths2,864 sq. ft.18 Wood Duck Way, Edgartown, MA 02539
MLS# 22601985Listed by: PORTFOLIO PROPERTIES
$1,800,000Pending4 beds 2 baths2,518 sq. ft.32 Norton Orchard Road, Edgartown, MA 02539
MLS# 22601986Listed by: PORTFOLIO PROPERTIES- Open Wed, 10:30 to 11:30am
$1,995,000Active3 beds 3 baths1,431 sq. ft.33 Vineyard Ave, Oak Bluffs, MA 02557
MLS# 73511961Listed by: Douglas Elliman Real Estate - Nantucket 
$2,400,000Active5 beds 4 baths3,328 sq. ft.159 Lake Street, Tisbury, MA 02568
MLS# 73511187Listed by: Wallace & Co. Sotheby's International Realty
$2,895,000Active3 beds 2 baths1,600 sq. ft.24 Beetle Swamp Rd, Edgartown, MA 02539
MLS# 73511131Listed by: Donnelly + Co.
$2,150,000Active4 beds 4 baths2,428 sq. ft.35 Nats Farm Lane, West Tisbury, MA 02575
MLS# 73506889Listed by: Wallace & Co. Sotheby's International Realty
$1,850,000Active4 beds 2 baths1,833 sq. ft.22 Old Harbor Lane, Oak Bluffs, MA 02557
MLS# 73505800Listed by: Sandpiper Realty, Inc.
$7,850,000Active4 beds 6 baths5,884 sq. ft.24 Katama Bay View Road, Edgartown, MA 02539
MLS# 73504170Listed by: Wallace & Co. Sotheby's International Realty
$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
$2,595,000Active4 beds 4 baths2,317 sq. ft.471 West Tisbury Road, Edgartown, MA 02539
MLS# 73504062Listed by: Compass
$2,300,000Active3 beds 3 baths1,344 sq. ft.60 Crocker Drive, Edgartown, MA 02539
MLS# 22601571Listed by: ISLAND REAL ESTATE
$1,495,000Active4 beds 3 baths1,514 sq. ft.26 Sea Glen Road, Oak Bluffs, MA 02557
MLS# 73500318Listed by: Compass
$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
$5,295,000Active3 beds 7 baths3,608 sq. ft.385 Barnes Road, Oak Bluffs, MA 02557
MLS# 73496934Listed by: Donnelly + Co.
$5,350,000Active4 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.
$3,999,999Active4 beds 3 baths2,715 sq. ft.94 Weaver Lane, Tisbury, MA 02568
MLS# 73494430Listed by: Sandpiper Realty, Inc.
$2,325,000Active3 beds 3 baths2,630 sq. ft.81 Whalers Walk, Edgartown, MA 02539
MLS# 73493917Listed by: Sandpiper Realty, Inc.
$1,499,000Active3 beds 2 baths1,562 sq. ft.111 Charles Neck Way, West Tisbury, MA 02575
MLS# 73493424Listed by: Sandpiper Realty, Inc.
$1,199,500Pending4 beds 2 baths1,513 sq. ft.1 Dodgers Hole Road, Edgartown, MA 02539
MLS# 22600934Listed by: ISLAND REAL ESTATE
$1,395,000Active3 beds 1 baths1,066 sq. ft.17 Chapman La, Edgartown, MA 02539
MLS# 73490019Listed by: Compass
$2,495,000Active1 beds 2 baths1,236 sq. ft.218 Upper Main Street, Edgartown, MA 02539
MLS# 73540958Listed by: Wallace & Co. Sotheby's International Realty
$7,500,000Active5 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.
$3,995,000Active8 beds 6 baths4,651 sq. ft.23 Beetle Swamp Road, Edgartown, MA 02539
MLS# 73483686Listed by: Sandpiper Realty, Inc.
$1,625,000Active4 beds 2 baths1,342 sq. ft.58 Road To The Plains, Edgartown, MA 02539
MLS# 73483009Listed by: Donnelly + Co.
$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
$1,999,000Active4 beds 3 baths2,730 sq. ft.5 Pine Tree Lane, Tisbury, MA 02568
MLS# 73480830Listed 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
$1,595,000Active5 beds 3 baths1,810 sq. ft.22 Old Lighthouse Road, Tisbury, MA 02568
MLS# 73476994Listed by: Wallace & Co. Sotheby's International Realty
$9,250,000Active5 beds 3 baths2,794 sq. ft.33 Goethals Way, Tisbury, MA 02568
MLS# 73476753Listed by: Sandpiper Realty, Inc.
$5,225,000Active6 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.
$2,399,000Active4 beds 3 baths1,910 sq. ft.76 Washque Ave, Edgartown, MA 02539
MLS# 73472929Listed by: Sandpiper Realty, Inc.
$2,700,000Active4 beds 5 baths2,750 sq. ft.6 Laura's Way, Edgartown, MA 02539
MLS# 73471802Listed by: Vineyard Village Realty
$1,495,000Active2 beds 1 baths896 sq. ft.45 Quenames Rd, Chilmark, MA 02535
MLS# 73471152Listed by: Sandpiper Realty, Inc.
$1,495,000Active2 beds 1 baths924 sq. ft.47 Quenames Rd, Chilmark, MA 02535
MLS# 73471155Listed by: Sandpiper Realty, Inc.
$1,699,999Active3 beds 2 baths1,540 sq. ft.43 N Slope Lane, Chilmark, MA 02535
MLS# 22600166Listed by: NORTH STAR REAL ESTATE, LLC
$1,275,000Active3 beds 1 baths1,033 sq. ft.9 Brunswick, Oak Bluffs, MA 02557
MLS# 73468517Listed by: Coldwell Banker Realty - Hingham
$1,325,000Active4 beds 3 baths1,714 sq. ft.116 Franklin Terrace, Tisbury, MA 02568
MLS# 22600011Listed by: KELLER WILLIAMS REALTY
$3,350,000Active3 beds 3 baths2,686 sq. ft.4 Noman's Watch Road, Aquinnah, MA 02535
MLS# 73457922Listed by: Compass
$1,550,000Active2 beds 1 baths716 sq. ft.46 Tiercel Lane, Chilmark, MA 02535
MLS# 73447682Listed by: Donnelly + Co.
$640,000Active1 beds 1 baths354 sq. ft.2 Lincoln Ave, Oak Bluffs, MA 02557
MLS# 73445260Listed by: Donnelly + Co.
$899,000Active2 beds 1 baths953 sq. ft.50 Canonicus Avenue, Oak Bluffs, MA 02557
MLS# 22505096Listed by: ISLAND REAL ESTATE
$2,695,000Active5 beds 2 baths2,386 sq. ft.187 Lagoon Pond Road, Tisbury, MA 02575
MLS# 73441105Listed by: Compass
$1,795,000Active4 beds 4 baths2,061 sq. ft.174 Middle Road Road, Chilmark, MA 02535
MLS# 22503293Listed by: ISLAND REAL ESTATE
$4,800,000Active5 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
$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:ERA M. Connie Laplante Real Estate,
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© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.
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.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.