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45 Ice Pond Road Oak Bluffs MA 02557

Oak Bluffs, MA45 Ice Pond Road

Sale Price$3,600,000

Sold

Listing Id 42635

  • Residential
  • Mls Status Closed
  • Bedrooms 1
  • Bathroom 2.5
  • Acreage 3.797

Not listed in LINK. Garage and guest house(285 sq feet) not attached to main house

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 High Street Edgartown MA 02539

Edgartown, MA8 High Street

Sale Price$3,600,000

Sold

Listing Id 43211

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.21

A Coveted Village Opportunity Set on one of Edgartown's most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island's finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth and character-wood flooring runs throughout, and an abundance of windows invites natural light into every room. Whether envisioned as a summer retreat, year-round residence, or investment property with strong rental potential, this Village offering is brimming with opportunity. Property is being sold as is.

Listed by Valene Pires of The Agency

Listing Sold by The Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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53 Pinehurst Road Edgartown MA 02539

Edgartown, MA53 Pinehurst Road

Sale Price$3,589,000

Sold

Listing Id 42513

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 0.23

LOCATION, LOCATION, LOCATION, On the edge of Edgartown Village, sits this gorgeous custom-designed 4 bedroom / 4.5 bath home that features 4 floors of living spaces and five lounge areas! Upon entry you are greeted by an inviting dining area with columns and built in cabinetry. The central kitchen area is flanked by two separate lounge areas, one with a gas fireplace surrounded by built-in cabinetry and the other with windows looking into the back yard. Large sliding doors lead from the kitchen dining area to a mahogany deck and landscaped fenced yard. The second-floor large landing area offers a third lounge area with a vaulted ceiling. This second floor offers three guest suites, including the primary bedroom which has a private bath and shared sundeck. The third floor features a private bedroom suite, designed as a private wing, with a fourth lounge area. The finished basement is fitted with windows, a bathroom, separate laundry room, and a fifth lounge area with a large sectional couch, ping pong table and bar area. There is an attached one-car garage with barn-style doors. The home is being offered partially furnished and is move-in ready; truly turn-key. The home is conveniently located on the edge of Edgartown Village.

Listed by Michele Casavant of Vineyard Village Realty

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Simpsons Lane Edgartown MA 02539

Edgartown, MA26 Simpsons Lane

Sale Price$3,575,000

Sold

Listing Id 37139

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 5
  • Bathroom 4.5

Luxury and elegance in the heart of downtown Edgartown with Guest House and a heated in-ground pool! This newer fully furnished, custom turnkey home features four levels of living in the main house and a separate detached Guest Quarters with bedroom, living area and private full bath for extended family, nanny, guests or the elusive home office. The fabulous location just two doors away from prestigious North Water Street in downtown Edgartown puts you in the heart of the finest shopping, dining, beaches and boating - all within moments of your front door. Chef's kitchen with custom cabinetry. Open living and dining area and a beautiful guest master bedroom and private bath complete the 1st floor. 2nd floor consists of a luxurious spa master bedroom and en-suite private bath with his and her sinks, separate shower and bubble massage tub. Two guest bedrooms, full bath and laundry complete the second floor. The 3rd floor features two bonus rooms great for kids/nanny or extended family/guests. Finished lower level family/media room with bar and 9' ceiling. 1 car garage. Excellent rental history. ($17,995-$18,500 per week.)

Listed by Gayle Kiley of New England Property Shoppe

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Mariners View Lane Aquinnah MA 02535
Sold

Listing Id 39641

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.2

One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Jennifer Way Edgartown MA 02539

Edgartown, MA8 Jennifer Way

Sale Price$3,550,000

Sold

Listing Id 39855

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 1.56

THIS CHIC, CUSTOM- BUILT HOME is at the end of a cul-de-sac offering privacy and tranquility. The uncompromising quality has been meticulously maintained. Enter into the front foyer and immediately experience the designer details throughout. The first floor features a formal living room with vaulted ceilings, stone fireplace, and French doors leading to the screened-in porch. The wall of windows brings plenty of natural light into the open dining/kitchen with commercial appliances, a center island, breakfast bar, and granite counter tops. The dining area flows to the expansive outdoor living space with screened porch for those warm summer nights of outdoor entertaining. There is an additional spacious TV/living area and half bath included on the first floor. One of two Primary Bedrooms is also on the first floor. It features an en suite bath and sliding door to the screened porch. The additional 3 Bedrooms are located upstairs. The second floor Suite has vaulted ceilings, sitting area and deluxe en suite bath with soaking tub and glass walk-in shower. Two other Bedrooms share a generously sized full bath. The second floor landing is an open Media Lounge with window seat, gas fireplace and plenty of space for a comfy sectional and large screen TV. Outdoors, a mahogany deck with tranquil views across the backyard and surrounding woodlands provides the perfect space for outdoor lounging and dining. Take a few steps down to the outdoor Living Room, featuring a blue stone patio and custom wood-burning fireplace. Top it all off with a wrap-around front porch, a place for additional relaxing shaded from the sun. There is an outdoor shower for a rinse after a day at the beach. An oversized garage houses all your Vineyard toys, from beach chairs to paddle boards. An unfinished full basement contains a custom built wine cellar. This property has a strong rental history with repeat tenants to help defray the costs of owning this dream home. Don't miss out on this rare private oasis centered between South Beach and the charming village of Edgartown! Start making your Vineyard memories today. Easy to show. Contact agent for appointment. *by 10/15: Rentals will be in place for 2023.

Listed by Trish Lyman/203-253-3038 of Compass | Point B

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Whistling Swan Circle Edgartown MA 02539
Sold

Listing Id 43208

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.52

Located in the exclusive Island Grove neighborhood, this Edgartown retreat is conveniently located near Morning Glory Farm, Downtown Edgartown, and South Beach. The home was designed with entertaining in mind. The first floor offers a den, custom kitchen, a large dining room, living room, half bathroom, and screened porch, all while flowing seamlessly to the outdoor living areas and pool. In addition, there is a first-floor primary bedroom with a large walk-in closet and a full bathroom. The second floor offers four bedrooms and two full bathrooms. The lower level provides an additional living room with a gas fireplace, wet bar, and full bathroom. Highlights include access to the neighborhood association tennis courts, two laundry rooms, two car garage, four-zone heating and cooling system, and mature landscaping. Recent improvements include a brand new heated pool with automatic cover, new outdoor shower, new lighting fixtures, interior painting throughout, and some new appliances. Town sewer serves the property, allowing up to six bedrooms. Come live the Edgartown lifestyle you have always dreamed of.

Listed by Jarrett Hurwitz of Keller Williams Realty

Listing Sold by C McManus Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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140 Sarita Walker Road West Tisbury MA 02575
Sold

Listing Id 35219

  • Residential
  • Mls Status Closed
  • Village South Shore
  • Bedrooms 5
  • Bathroom 2

UPDATE - PLEASE NOTE CHANGES TO THIS LISTING: Now being offered as 6.3 water front acres (two lots) at the listed price. 1940's 5 bedroom farmhouse with in-ground pool. Dramatic neighborhood of open fields and wide vistas. Create your island home on the shores of Watcha Pond.

Listed by Richard Rooney of Rooney & Company

Listing Sold by Gay Head Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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69 Putnam Road Chilmark MA 02535

Chilmark, MA69 Putnam Road

Sale Price$3,500,000

Sold

Listing Id 35860

  • Residential
  • Mls Status Closed
  • Village North
  • Bedrooms 5
  • Bathroom 4.5

Amazing, dramatic, expansive sunset water view property in the desirable Spring Point Association. Property features a three bedroom main house and a two bedroom, two bath guest house. Sited on 3.6 acres, this association offers deeded, private beach access to Beck's Beach, tennis courts, and walking trails. Main house offers an open floor plan with modern kitchen with pantry, dining area, spacious living room with fireplace, and half bath. Wonderful screened porch off the kitchen that opens onto a new, spacious deck. Two additional patios add great outdoor gathering areas. There is a main level master bedroom with en-suite bathroom, office and access to private deck. The lower level features two additional bedrooms, a full bath, storage area, and spacious garage. The guest house is nicely sited away from the main house and is quite private. There is a large deck, screened porch, living room with fireplace, loft, and two bedrooms each with a private bathroom. In addition, enjoy Lucy Vincent Beach, Squibnocket Beach and all Chilmark has to offer. Quansoo Beach lot also available for separate sale. *square footage of property to be confirmed by town

Listed by Sheila Morse of Island Real Estate

Listing Sold by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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214 State Road Vineyard Haven MA 02568
Sold

MLS Number 43778

  • MultiFamily
  • Mls Status Closed
  • Bedrooms 8
  • Bathroom 3
  • Acreage 0.54

Not listed in link.

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37, 39 Jeremiah Road Edgartown MA 02539
Sold

MLS Number 33853

  • Land
  • Mls Status Closed
  • Village Chappy
  • Acreage 15.48

Over 480 feet of waterfront on Katama Bay with a total of 15.48 acres of land, enough for (2) 6 bedroom houses and (2) 2 bedroom guest houses if you so desire or another grand plan. This property overlooks Katama Bay to the barrier beach stretching from South Beach toward Chappaquiddick. The building envelopes are staked and all of the property is surveyed with walking paths established. This is part of the Quammox West Subdivision totaling 9 lots with 2 lots currently available. See 37 Jeremiah Road for the separate lot of 9.02 acres and 39 Jeremiah Road for the 6.46 acre parcel. Covenants, Easements and Restrictions apply. See Listing agent for complete details. Priced to sell below the Assessed Value of $6,700,600. Buyer responsible for well, septic testing, utilities plus Natural Heritage pre-building application. Buyer is responsible for all building cost and related expenses, permits, engineering, architect fees, and utilities.

Listed by Sandpiper Realty

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Mill Hill Farms Road Edgartown MA 02539
Sold

Listing Id 31769

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 5
  • Bathroom 5.5

Embrace living an alfresco lifestyle on this secluded property with easy access to both the beach and town. This stately Cape Colonial exterior opens up into a light, effortless, coastal vibe inside. Expansive manicured lawn and plantings demand your attention. Cook a feast for your friends and family from your luxurious outdoor kitchen. With the pergola covered outside fireplace and blue stone patio dinning area, spending any time indoors is optional. Your guests will enjoy sitting by the outside fireplace as you cook and entertain. Acres of community meadows offer an ever changing glimpse of island life. An easy bike ride to the village or beach makes this an ideal location. Main house has 4 bedrooms and 4.5 baths, gourmet kitchen, first floor master, hardwood and tile floors, fieldstone fireplace, covered porches. Over-sized 2 car garage offers an additional luxury bedroom with views of the meadow and complete privacy from the main house. The property abuts several acres of conservation land offering privacy and tranquil views. The architect designed home was built with attention to detail not found in most homes. There are marble baths, steam showers, the entire property has Sonos system, heated garage, a dehumidifying systems, central a/c this property makes great vacation living for an extended family. Being sold with designer furniture for easy transition to Island life.

Listed by Jim Joyce of Carroll & Vincent R.E.

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Ask A QuestionMore Details

Based on information submitted to LINKMV as of June 15, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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