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Oak Bluffs town, MA - single-family homes for sale
30 of 30 results displayed
- New
$5,995,000Active3 beds 3 baths2,234 sq. ft.43 Sengekontacket Road, Oak Bluffs, MA 02557
MLS# 22603599Listed by: STUDIO REALTY LLC - New
$2,650,000Active4 beds 3 baths1,858 sq. ft.59 Tuckernuck Ave, Oak Bluffs, MA 02557
MLS# 73553801Listed by: Compass - New
$3,675,000Active4 beds 3 baths1,800 sq. ft.28 Beach Rd, Oak Bluffs, MA 02557
MLS# 73552922Listed by: Compass 
$839,000Active1 beds 1 baths804 sq. ft.26 Winthrop Ave, Oak Bluffs, MA 02557
MLS# 73548644Listed by: Alisan Lohan - Conway Properties
$1,296,000Active3 beds 2 baths1,144 sq. ft.82 Pennsylvania Avenue, Oak Bluffs, MA 02557
MLS# 73545719Listed by: Sandpiper Realty, Inc.
$1,745,000Active2 beds 1 baths561 sq. ft.11 Beach Road, Oak Bluffs, MA 02557
MLS# 22603245Listed by: ANCHOR REALTY OF MV
$794,000Active2 beds 1 baths624 sq. ft.60R Carol Lane, Oak Bluffs, MA 02557
MLS# 22603182Listed by: ISLAND REAL ESTATE
$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
$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
$3,099,000Active3 beds 4 baths3,082 sq. ft.53 Stoney Hill Rd, West Tisbury, MA 02575
MLS# 73539028Listed by: Compass
$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
$1,599,000Active3 beds 3 baths1,645 sq. ft.7 Ploughshare Lane, Oak Bluffs, MA 02557
MLS# 73527741Listed by: Sandpiper Realty, Inc.
$2,800,000Active4 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
$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
$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.- Open Sat, 9:30 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 
$1,850,000Active4 beds 2 baths1,833 sq. ft.22 Old Harbor Lane, Oak Bluffs, MA 02557
MLS# 73505800Listed by: Sandpiper Realty, Inc.
$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.
$5,295,000Active3 beds 7 baths3,608 sq. ft.385 Barnes Road, Oak Bluffs, MA 02557
MLS# 73496934Listed by: Donnelly + Co.
$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.
$899,000Active2 beds 1 baths953 sq. ft.50 Canonicus Avenue, Oak Bluffs, MA 02557
MLS# 22505096Listed by: ISLAND REAL ESTATE
Local realty services provided by:CENTURY 21 North East, CENTURY 21 Mario Real Estate
Neighborhoods near Oak Bluffs town, MA
Zip codes near Oak Bluffs town, MA
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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.