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Orleans

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3D Tour
$899,999
Orleans
Featured
Virtual Tour
Residential
189 Main, Orleans, MA, 02653
$899,999
MLS# 73552804
ACTIVE
$6,250,000
Orleans
Residential
64 Pershing, Orleans, MA, 02653
$6,250,000
MLS# 22405726
ACTIVE
Orleans
$4,799,999
Orleans
Residential
63 kescayogansett, Orleans, MA, 02653
$4,799,999
MLS# 22600174
ACTIVE
Orleans
3D Tour
$4,499,000
Orleans
Virtual Tour
Residential
66 Tides End, Orleans, MA, 02653
$4,499,000
MLS# 22504735
ACTIVE
Orleans
3D Tour
$4,499,000
Orleans
Virtual Tour
Residential
66 Tides End Ln, Orleans, MA, 02653
$4,499,000
MLS# 73434698
ACTIVE
3D Tour
$4,495,000
Orleans
Virtual Tour
Residential
36 Areys, Orleans, MA, 02653
$4,495,000
MLS# 22601109
ACTIVE
Orleans
3D Tour
$4,495,000
Orleans
Virtual Tour
Residential
36 Areys Lane, Orleans, MA, 02653
$4,495,000
MLS# 73494776
ACTIVE
3D Tour
$4,300,000
Orleans
Virtual Tour
Residential
12 Windswept, Orleans, MA, 02653
$4,300,000
MLS# 22601640
ACTIVE
Orleans
3D Tour
$4,300,000
Orleans
Virtual Tour
Residential
12 Windswept Lane, Orleans, MA, 02653
$4,300,000
MLS# 73505446
ACTIVE
3D Tour
$4,250,000
Orleans
Virtual Tour
Residential
21 Pleasant View, Orleans, MA, 02653
$4,250,000
MLS# 22601200
ACTIVE
Orleans
$3,975,000
Orleans
Commercial Sale
80-82 Massachusetts 6A, Orleans, MA, 02653
$3,975,000
MLS# 22601043
PENDING
Orleans
$3,975,000
Orleans
Commercial Sale
80-82 Cranberry Highway, Orleans, MA, 02653
$3,975,000
MLS# 73493120
ACTIVE
$3,950,000
Orleans
Residential
46 Beach, Orleans, MA, 02653
$3,950,000
MLS# 22603586
ACTIVE
Orleans
$3,950,000
Orleans
Residential
46 Beach Rd, Orleans, MA, 02653
$3,950,000
MLS# 73557823
ACTIVE
3D Tour
$3,750,000
Orleans
Virtual Tour
Residential
96 Briar Spring, Orleans, MA, 02653
$3,750,000
MLS# 22603685
ACTIVE
Orleans
$3,495,000
Orleans
OPEN 08/15/26 1:00 - 3:00PM
Residential
17 Gosnold, Orleans, MA, 02653
$3,495,000
MLS# 22602833
ACTIVE
Orleans
3D Tour
$3,495,000
Orleans
Virtual Tour
OPEN 08/15/26 1:00 - 3:00PM
Residential
17 Gosnold Road, Orleans, MA, 02653
$3,495,000
MLS# 73535155
ACTIVE
$3,300,000
Orleans
Commercial Sale
46 RT 6A UNIT 48, Orleans, MA, 02653
$3,300,000
MLS# 22601513
ACTIVE
Orleans
$3,300,000
Orleans
Commercial Sale
46 Route 6a UNIT 48, Orleans, MA, 02653
$3,300,000
MLS# 73503035
ACTIVE
3D Tour
$2,999,999
Orleans
Virtual Tour
Residential
58 Keziahs, Orleans, MA, 02653
$2,999,999
MLS# 22602888
ACTIVE
Orleans
3D Tour
$2,999,999
Orleans
Virtual Tour
Residential
58 Keziahs Ln, Orleans, MA, 02653
$2,999,999
MLS# 73560573
ACTIVE
3D Tour
$2,995,000
Orleans
Virtual Tour
Residential
4 Monomoy, Orleans, MA, 02653
$2,995,000
MLS# 22603848
ACTIVE
Orleans
3D Tour
$2,895,000
Orleans
Virtual Tour
Residential
7 Little Cove, Orleans, MA, 02653
$2,895,000
MLS# 22601432
PENDING
Orleans
3D Tour
$2,895,000
Orleans
Virtual Tour
Residential
7 Little Cove Lane, Orleans, MA, 02653
$2,895,000
MLS# 73501299
PENDING
$2,895,000
Orleans
Residential
2 Monomoy, Orleans, MA, 02653
$2,895,000
MLS# 22603823
ACTIVE
Orleans
3D Tour
$2,500,000
Orleans
Virtual Tour
Residential
27 Orleans, Orleans, MA, 02653
$2,500,000
MLS# 22603023
PENDING
Orleans
$2,500,000
Orleans
Residential
27 S Orleans Road, Orleans, MA, 02653
$2,500,000
MLS# 73539625
PENDING
$2,395,000
Orleans
Residential
15 Hayward, Orleans, MA, 02653
$2,395,000
MLS# 22603423
ACTIVE
Orleans
$2,395,000
Orleans
Residential
0136 Monument Rd, Orleans, MA, 02653
$2,395,000
MLS# 22603962
ACTIVE
Orleans
$2,235,000
Orleans
Residential
2 Huckleberry, Orleans, MA, 02653
$2,235,000
MLS# 22603497
ACTIVE
Orleans
$2,235,000
Orleans
Residential
2 Huckleberry Dr, Orleans, MA, 02653
$2,235,000
MLS# 73552043
ACTIVE
$2,195,000
Orleans
Residential Income
343 Tonset, Orleans, MA, 02653
$2,195,000
MLS# 22603755
PENDING
Orleans
$2,100,000
Orleans
Residential
63 Briar Spring, Orleans, MA, 02653
$2,100,000
MLS# 22600698
PENDING
Orleans
$1,975,000
Orleans
Residential
25 Pleasant View Dr, Orleans, MA, 02653
$1,975,000
MLS# 73423455
PENDING
$1,900,000
Orleans
Residential
216 Main, Orleans, MA, 02653
$1,900,000
MLS# 22500109
PENDING
Orleans
$1,900,000
Orleans
Commercial Sale
212 Main, Orleans, MA, 02653
$1,900,000
MLS# 22500108
PENDING
Orleans
$1,900,000
Orleans
Residential Income
88 Route 6A, Orleans, MA, 02653
$1,900,000
MLS# 22602474
PENDING
Orleans
$1,900,000
Orleans
Commercial Sale
88 Route 6A, Orleans, MA, 02653
$1,900,000
MLS# 22600348
PENDING
Orleans
$1,900,000
Orleans
Residential
216 Main St, Orleans, MA, 02653
$1,900,000
MLS# 73325781
PENDING
$1,900,000
Orleans
Residential Income
88 Route 6a, Orleans, MA, 02653
$1,900,000
MLS# 73524043
PENDING
$1,900,000
Orleans
Commercial Sale
88 Route 6a, Orleans, MA, 02653
$1,900,000
MLS# 73474529
PENDING
$1,885,000
Orleans
OPEN 08/15/26 12:30 - 2:30PM
Residential
9 Fox Ridge, Orleans, MA, 02653
$1,885,000
MLS# 22603243
ACTIVE
Orleans
$1,800,000
Orleans
Commercial Sale
9 Rayber, Orleans, MA, 02653
$1,800,000
MLS# 22603211
ACTIVE
Orleans
$1,800,000
Orleans
Commercial Sale
9 Rayber Road, Orleans, MA, 02653
$1,800,000
MLS# 73543533
ACTIVE
$1,775,000
Orleans
Residential
152 Namequoit, Orleans, MA, 02653
$1,775,000
MLS# 22603350
ACTIVE
Orleans
$1,775,000
Orleans
Residential
152 Namequoit, Orleans, MA, 02642
$1,775,000
MLS# 73547863
ACTIVE
$1,750,000
Orleans
Residential
25 Pleasant View, Orleans, MA, 02653
$1,750,000
MLS# 22503843
PENDING
Orleans
$1,549,000
Orleans
Residential
9 Packet, Orleans, MA, 02653
$1,549,000
MLS# 22603250
PENDING
Orleans
Orleans
Featured
Virtual Tour
Residential
189 Main, Orleans, MA, 02653
$899,999
MLS# 73552804
ACTIVE
Orleans
Residential
77 Towhee, Orleans, MA, 02653
$7,995,000
MLS# 22601038
ACTIVE

Listing Office: Compass Massachusetts, LLC

Orleans
Orleans
Residential
77 Towhee Lane, Orleans, MA, 02653
$7,995,000
MLS# 73493011
ACTIVE
Orleans
Residential
64 Pershing, Orleans, MA, 02653
$6,250,000
MLS# 22405726
ACTIVE

Listing Office: Cove Road Real Estate

Orleans
Orleans
Residential
63 kescayogansett, Orleans, MA, 02653
$4,799,999
MLS# 22600174
ACTIVE

Listing Office: Cove Road Real Estate

Orleans
Orleans
Virtual Tour
Residential
66 Tides End, Orleans, MA, 02653
$4,499,000
MLS# 22504735
ACTIVE

Listing Office: Compass

Orleans
Orleans
Virtual Tour
Residential
66 Tides End Ln, Orleans, MA, 02653
$4,499,000
MLS# 73434698
ACTIVE
Orleans
Virtual Tour
Residential
36 Areys, Orleans, MA, 02653
$4,495,000
MLS# 22601109
ACTIVE

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Virtual Tour
Residential
36 Areys Lane, Orleans, MA, 02653
$4,495,000
MLS# 73494776
ACTIVE
Orleans
Virtual Tour
Residential
12 Windswept, Orleans, MA, 02653
$4,300,000
MLS# 22601640
ACTIVE

Listing Office: Corcoran Property Advisors

Orleans
Orleans
Virtual Tour
Residential
12 Windswept Lane, Orleans, MA, 02653
$4,300,000
MLS# 73505446
ACTIVE
Orleans
Virtual Tour
Residential
21 Pleasant View, Orleans, MA, 02653
$4,250,000
MLS# 22601200
ACTIVE

Listing Office: Cove Road Real Estate

Orleans
Orleans
Commercial Sale
80-82 Massachusetts 6A, Orleans, MA, 02653
$3,975,000
MLS# 22601043
PENDING

Listing Office: Premier Commercial

Orleans
Orleans
Commercial Sale
80-82 Cranberry Highway, Orleans, MA, 02653
$3,975,000
MLS# 73493120
ACTIVE
Orleans
Newly Listed
Residential
46 Beach, Orleans, MA, 02653
$3,950,000
MLS# 22603586
ACTIVE

Listing Office: RE/MAX Executive Realty

Orleans
Orleans
Newly Listed
Residential
46 Beach Rd, Orleans, MA, 02653
$3,950,000
MLS# 73557823
ACTIVE
Orleans
Virtual Tour
Residential
96 Briar Spring, Orleans, MA, 02653
$3,750,000
MLS# 22603685
ACTIVE

Listing Office: Cove Road Real Estate

Orleans
Orleans
OPEN 08/15/26 1:00 - 3:00PM
Residential
17 Gosnold, Orleans, MA, 02653
$3,495,000
MLS# 22602833
ACTIVE

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Virtual Tour
OPEN 08/15/26 1:00 - 3:00PM
Residential
17 Gosnold Road, Orleans, MA, 02653
$3,495,000
MLS# 73535155
ACTIVE
Orleans
Commercial Sale
46 RT 6A UNIT 48, Orleans, MA, 02653
$3,300,000
MLS# 22601513
ACTIVE

Listing Office: Keller Williams Realty

Orleans
Orleans
Commercial Sale
46 Route 6a UNIT 48, Orleans, MA, 02653
$3,300,000
MLS# 73503035
ACTIVE
Orleans
Virtual Tour
Residential
58 Keziahs, Orleans, MA, 02653
$2,999,999
MLS# 22602888
ACTIVE

Listing Office: Christie's Int'l RE Atlantic Brokerage

Orleans
Orleans
Virtual Tour
Newly Listed
Residential
58 Keziahs Ln, Orleans, MA, 02653
$2,999,999
MLS# 73560573
ACTIVE
Orleans
Virtual Tour
Newly Listed
Residential
4 Monomoy, Orleans, MA, 02653
$2,995,000
MLS# 22603848
ACTIVE

Listing Office: LuxRECapeCod, Inc.

Orleans
Orleans
Newly Listed
Residential
2 Monomoy, Orleans, MA, 02653
$2,895,000
MLS# 22603823
ACTIVE

Listing Office: LuxRECapeCod, Inc.

Orleans
Orleans
Virtual Tour
Residential
7 Little Cove, Orleans, MA, 02653
$2,895,000
MLS# 22601432
PENDING

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Residential
28 Mallard, Orleans, MA, 02653
$2,895,000
MLS# 22601690
ACTIVE

Listing Office: RE/MAX Executive Realty

Orleans
Orleans
Residential
28 Mallard Dr, Orleans, MA, 02653
$2,895,000
MLS# 73506450
ACTIVE
Orleans
Virtual Tour
Residential
7 Little Cove Lane, Orleans, MA, 02653
$2,895,000
MLS# 73501299
PENDING
Orleans
Residential
645 Orleans, Orleans, MA, 02653
$2,700,000
MLS# 22502226
ACTIVE

Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties

Orleans
Orleans
Residential
645 S Orleans, Orleans, MA, 02653
$2,700,000
MLS# 73373131
ACTIVE
Orleans
Virtual Tour
Residential
27 Orleans, Orleans, MA, 02653
$2,500,000
MLS# 22603023
PENDING

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Residential
27 S Orleans Road, Orleans, MA, 02653
$2,500,000
MLS# 73539625
PENDING
Orleans
Residential
15 Hayward, Orleans, MA, 02653
$2,395,000
MLS# 22603423
ACTIVE

Listing Office: Christie's International Real Estate Atlantic Brokerage

Orleans
Orleans
Newly Listed
Residential
0136 Monument Rd, Orleans, MA, 02653
$2,395,000
MLS# 22603962
ACTIVE

Listing Office: Melanie Cauchon Real Estate

Orleans
Orleans
Residential
2 Huckleberry, Orleans, MA, 02653
$2,235,000
MLS# 22603497
ACTIVE

Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties

Orleans
Orleans
Residential
2 Huckleberry Dr, Orleans, MA, 02653
$2,235,000
MLS# 73552043
ACTIVE
Orleans
Newly Listed
Residential Income
343 Tonset, Orleans, MA, 02653
$2,195,000
MLS# 22603755
PENDING

Listing Office: LuxRECapeCod, Inc.

Orleans
Orleans
Virtual Tour
Residential
22 Winslow, Orleans, MA, 02653
$2,150,000
MLS# 22600770
PENDING

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Residential
22 Winslow Drive, Orleans, MA, 02653
$2,150,000
MLS# 73489022
PENDING
Orleans
Residential
63 Briar Spring, Orleans, MA, 02653
$2,100,000
MLS# 22600698
PENDING

Listing Office: Nauset Management

Orleans
Orleans
Residential
25 Pleasant View Dr, Orleans, MA, 02653
$1,975,000
MLS# 73423455
PENDING
Orleans
Residential Income
88 Route 6A, Orleans, MA, 02653
$1,900,000
MLS# 22602474
PENDING

Listing Office: William Raveis Real Estate & Home Services

Orleans
Orleans
Commercial Sale
88 Route 6A, Orleans, MA, 02653
$1,900,000
MLS# 22600348
PENDING

Listing Office: William Raveis Real Estate & Home Services

Orleans
Orleans
Commercial Sale
212 Main, Orleans, MA, 02653
$1,900,000
MLS# 22500108
PENDING

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Residential
216 Main, Orleans, MA, 02653
$1,900,000
MLS# 22500109
PENDING

Listing Office: Gibson Sotheby's International Realty

Orleans
Orleans
Residential
216 Main St, Orleans, MA, 02653
$1,900,000
MLS# 73325781
PENDING
Orleans
Residential Income
88 Route 6a, Orleans, MA, 02653
$1,900,000
MLS# 73524043
PENDING

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Orleans
The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Jack Conway & Co Inc are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Jack Conway & Co Inc shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. Updated: 13th August, 2026 11:46 PM (UTC)
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Privacy Policy Notice: All information collected voluntarily from you will be used to personalize your experience, improve our website and improve our customer service. This information will not be shared with any other third persons or entities. Updated: 13th August, 2026 11:41 PM (UTC)