$5,450,000
- 4 Beds
- 5.5 Baths
- 3,300 Sq Ft
8 Paddock Rd, Oak Bluffs, MA 02557
Lesley Heidt Sandpiper Realty
19,907
Dukes County, MA Homes
-
8 Paddock Rd, Oak Bluffs, MA 02557
-
$24,000 Per Month
- 4 Beds
- 4 Baths
- 2,000 Sq Ft
- House for Rent
44 Flanders Ln, Chilmark, MA 02535
44 Flanders Ln, Chilmark, MA 02535THIS IS A WEEKLY SUMMER RENTAL ONLY.!! SEE WEB SITE FOR WEEKLY PRICING. This house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Visit town to watch sunsets in Menemsha, dine in one of the places to eat there or take in a day at the beach.Access to and parking for beautiful private association beach.
Karen Overtoom Karen M. Overtoom R.E.
-
$650,000
Sold Sep 10, 202525 Oak Ave, Oak Bluffs, MA 02557
- 2 Beds
- 0.5 Baths
- 759 Sq Ft
- Built 1900
Last Sold Summary
- 4% Below List Price
- $856/SF
- 251 Days On Market
Current Estimated Value $799,655
Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties
25 Oak Ave, Oak Bluffs, MA 02557 -
Est $2,416,214
Not Listed For Sale232 Lagoon Pond Rd, Vineyard Haven, MA 02568
- 4 Beds
- 4 Baths
- 2,276 Sq Ft
- Built 1970
Last Sold Summary
- 220 Days On Market
-
$2,895,000
- 5 Beds
- 4 Baths
- 2,300 Sq Ft
27 Spring St, Vineyard Haven, MA 02568
27 Spring St, Vineyard Haven, MA 02568Alexis Holden Tea Lane Associates
-
$46,000 Per Month
- 6 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
99 Pond Road Wt104, West Tisbury, MA 02575
99 Pond Road Wt104, West Tisbury, MA 02575THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin
Karen Overtoom Karen M. Overtoom R.E.
-
$1,000,000
Sold Jun 01, 202673 & 0 Old Country Ln, Vineyard Haven, MA 02568
- 2 Beds
- 1 Bath
- 1,040 Sq Ft
- Built 1978
Last Sold Summary
- 13% Below List Price
- $962/SF
- 217 Days On Market
Last Listing Agent Julianna Flanders Flanders Real Estate
73 & 0 Old Country Ln, Vineyard Haven, MA 02568 -
Not Listed For Sale
51 Blueberry Ridge Ln, Chilmark, MA 02535
- 6 Beds
- 3.5 Baths
- 2,229 Sq Ft
- Built 1989
Last Sold Summary
- 11 Days On Market
-
$10,950,000
$2M PRICE DROP- 4 Beds
- 3.5 Baths
- 2,050 Sq Ft
16 Shotnaigher Ln, Chilmark, MA 02535
16 Shotnaigher Ln, Chilmark, MA 02535Rebecca V Conroy Conroy & Company R.E., Inc.
-
$6,180 Per Month
- 3 Beds
- 3.5 Baths
- 1,872 Sq Ft
- House for Rent
44 Music St Wt153, West Tisbury, MA 02575
44 Music St Wt153, West Tisbury, MA 02575PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!
Karen Overtoom Karen M. Overtoom R.E.
-
$965,000
Sold Sep 04, 202562 Jernegan Ave, Edgartown, MA 02539
- 3 Beds
- 1 Bath
- 1,886 Sq Ft
- Built 1998
Last Sold Summary
- $512/SF
- 0 Days On Market
Current Estimated Value $1,045,879
Last Listing Agent LINK Email Cache LINK
62 Jernegan Ave, Edgartown, MA 02539 -
Est $1,717,360
Not Listed For Sale323 Lamberts Cove Rd, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 1,144 Sq Ft
- Built 1900
-
$7,999,000
- 7 Beds
- 6.5 Baths
- 7,133 Sq Ft
9 Sutton's Way, Edgartown, MA 02539
9 Sutton's Way, Edgartown, MA 02539Jennifer DaSilva Compass | Point B
-
$10,900 Per Month
- 3 Beds
- 1 Bath
- 936 Sq Ft
- House for Rent
58 Forest Rd Wt140, West Tisbury, MA 02575
58 Forest Rd Wt140, West Tisbury, MA 02575THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.
Karen Overtoom Karen M. Overtoom R.E.
-
$830,000
Sold Mar 24, 202612 Beach Plum Path, East Falmouth, MA 02536
- 3 Beds
- 2.5 Baths
- 2,679 Sq Ft
- Built 2021
Last Sold Summary
- 1% Below List Price
- $310/SF
- 101 Days On Market
Last Listing Agent Pamela Heylin Berkshire Hathaway HomeServices Robert Paul Properties
12 Beach Plum Path, East Falmouth, MA 02536 -
Est $1,717,112
Not Listed For Sale30 Hillside Path, Vineyard Haven, MA 02568
- 3 Beds
- 4 Baths
- 3,114 Sq Ft
- Built 1999
Last Sold Summary
- 39 Days On Market
-
$899,000
- 2 Beds
- 1 Bath
- 990 Sq Ft
37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
37 Circuit Ave Unit 4, Oak Bluffs, MA 02557Lisa Lucier Anchor Realty of MV
-
$15,000 Per Month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
19 Lighthouse Road Aq605, Aquinnah, MA 02535
19 Lighthouse Road Aq605, Aquinnah, MA 02535This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out
Karen Overtoom Karen M. Overtoom R.E.
-
$1,595,000
Sold Jul 01, 202510 Red Pony Rd, West Tisbury, MA 02568
- 2 Beds
- 1.5 Baths
- 1,176 Sq Ft
- Built 1998
Last Sold Summary
- $1,356/SF
Current Estimated Value $1,623,840
Last Listing Agent Lisa Da Silva Signal House Group at Compass
10 Red Pony Rd, West Tisbury, MA 02568 -
Est $2,561,468
Not Listed For Sale106 Panhandle Rd, Vineyard Haven, MA 02568
- 4 Beds
- 3.5 Baths
- 3,310 Sq Ft
- Built 1991
Last Sold Summary
- 80 Days On Market
-
$16,000,000
- Land
- 46 Acres
- $347,826 per Acre
0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535 -
$50,000 Per Month
- 5 Beds
- 5 Baths
- 2,975 Sq Ft
- House for Rent
17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
17 Edgartown Bay Rd Ed328, Edgartown, MA 02539THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to
Karen Overtoom Karen M. Overtoom R.E.
-
$2,401,000
Sold Jan 06, 202646 Bold Meadow Rd, Edgartown, MA 02539
- 4 Beds
- 3.5 Baths
- 2,372 Sq Ft
- Built 1992
Last Sold Summary
- $1,012/SF
- 14 Days On Market
Current Estimated Value $2,393,389
Last Listing Agent Julianna Flanders Flanders Real Estate
46 Bold Meadow Rd, Edgartown, MA 02539 -
Est $2,116,395
Not Listed For Sale24 Pulpit Ln, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 2,097 Sq Ft
- Built 2001
Last Sold Summary
- 5 Days On Market
-
$3,995,000
- Land
- 1.92 Acres
- $2,083,985 per Acre
98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568
98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568 -
$80,000 Per Month
- 4 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and
Karen Overtoom Karen M. Overtoom R.E.
-
$2,375,000
Sold Jul 01, 202524 Smiths Way, Edgartown, MA 02539
- 4 Beds
- 3 Baths
- 2,448 Sq Ft
- Built 1964
Last Sold Summary
- $970/SF
- 0 Days On Market
Current Estimated Value $2,402,216
Last Listing Agent LINK Email Cache LINK
24 Smiths Way, Edgartown, MA 02539 -
Est $1,860,283
Not Listed For Sale54 Bold Meadow Rd, Edgartown, MA 02539
- 3 Beds
- 3 Baths
- 2,026 Sq Ft
- Built 1993
-
$1,795,000
$104K PRICE DROP- 4 Beds
- 3.5 Baths
- 2,061 Sq Ft
174 Middle Rd, Chilmark, MA 02535
174 Middle Rd, Chilmark, MA 02535Sheila Morse Island Real Estate
-
$12,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
- House for Rent
267 Great Plains Road Wt117, West Tisbury, MA 02575
267 Great Plains Road Wt117, West Tisbury, MA 02575THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is
Karen Overtoom Karen M. Overtoom R.E.
-
$4,895,000
Sold Feb 13, 202664 Crowell Ln, Tisbury, MA 02568
- 5 Beds
- 6.5 Baths
- 4,216 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $1,161/SF
- 307 Days On Market
Current Estimated Value $3,101,801
Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC
64 Crowell Ln, Tisbury, MA 02568 -
Est $1,117,696
Not Listed For Sale31 9th St N, Edgartown, MA 02539
- 2 Beds
- 1.5 Baths
- 1,275 Sq Ft
- Built 1972
Last Sold Summary
- 45 Days On Market
-
$809,000
- Land
- 16,988 Sq Ft
- $2,074,359 per Acre
7 Highland Ave, Vineyard Haven, MA 02568
7 Highland Ave, Vineyard Haven, MA 02568 -
$14,200 Per Month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
59 Prospect Ave Ob502, Oak Bluffs, MA 02557
59 Prospect Ave Ob502, Oak Bluffs, MA 02557THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.
Karen Overtoom Karen M. Overtoom R.E.
-
$600,000
Sold Jul 23, 202584 12th St S, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1978
Last Sold Summary
- $383/SF
- 0 Days On Market
Current Estimated Value $740,140
Last Listing Agent LINK Email Cache LINK
84 12th St S, Edgartown, MA 02539 -
Est $4,702,473
Not Listed For Sale62 S Water St, Edgartown, MA 02539
- 4 Beds
- 3.5 Baths
- 2,807 Sq Ft
- Built 1825
Last Sold Summary
- 187 Days On Market
-
$1,725,000
- 3 Beds
- 2.5 Baths
- 1,588 Sq Ft
225 Lamberts Cove Rd, Vineyard Haven, MA 02568
225 Lamberts Cove Rd, Vineyard Haven, MA 02568Brenda Galligan Karen M. Overtoom R.E.
-
$38,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
17 Otis Bassett Rd, West Tisbury, MA 02575
17 Otis Bassett Rd, West Tisbury, MA 02575THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular
Karen Overtoom Karen M. Overtoom R.E.
-
$700,000
Sold Jun 30, 20258 Baylies Way Unit 15.5, Edgartown, MA 02539
- Land
- 1.03 Acres
- $679,612 per Acre
Last Sold Summary
- 12% Below List Price
- 0 Days On Market
Last Listing Agent Wendy Harman Compass | Point B
8 Baylies Way Unit 15.5, Edgartown, MA 02539 -
Est $3,832,129
Not Listed For Sale6 Beach Plum Way, Aquinnah, MA 02535
- 7 Beds
- 5.5 Baths
- 4,875 Sq Ft
- Built 1996
Last Sold Summary
- 21 Days On Market
Showing Results 281 - 320, Page 8 of 18
Copyright © 2026 CoStar Group
