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Martha’s Vineyard Homes with Guest House

Find a variety of homes with a guest house on Martha’s Vineyard, whether you are looking for a seasonal home or year round residence. Martha’s Vineyard has beautiful oceanfront properties, homes with wooded acreage, Cape style homes, and much more. Browse homes on Martha’s Vineyard below. 

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22 Larsen Lane Chilmark MA

Price$1,199,000

Est. Mortgage: $/month

MLS Number 34809

  • Residential
  • Square Feet 1400
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.13

Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, decorative beams and ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Offered Furnished.

Listed by Kelleher R.E.

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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34 Cow Bay Road Edgartown MA

Price$12,750,000

Est. Mortgage: $/month

MLS Number 34810

  • Residential
  • Square Feet 8310
  • Bedrooms 8
  • Bathroom 7
  • Half Bath 3

This spectacular compound is located in the very special Cow Bay section of Edgartown - featuring gorgeous private association Nantucket Sound beach and easy access to town. Built in 2004 to the highest standards, this designer curated home blends the best of New England tradition and contemporary family life features in 7500 sq ft of living space. Traditionally defined rooms integrate seamlessly with one other - allowing for modern family living as well as privacy. All primary living spaces and bedrooms face the water with unobstructed views across Trapps Pond, the barrier beach, Nantucket sound and on a clear day, the Cape. Covered and screened porches provide mesmerizing water views, and both sunrises and sunsets in all conditions. The three-car mahogany paneled garage complements the no-detail spared, but understated and easy to maintain design features of the entire property. Recreation alternatives abound - at the wide private beach which includes shared cabana use and storage - and at home with ping-pong and billiards rooms, a gorgeous 60 ft swimming pool, two outdoor showers, and a barn outbuilding which houses a regulation squash court, wet-bar, lounging space and more. The 2.3 acres of pond-front property are beautifully landscaped with cutting and herb gardens and expansive lawns and fields of wildflowers that combine with stunning views across Trapps Pond and the barrier beach. There is rarely a reason to leave this home. Cow Bay shares over 20 acres of common land just a stone's throw away from downtown Edgartown.

Listed by Landvest MV

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$
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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 Elias Lane West Tisbury MA

Price$625,000

Est. Mortgage: $/month

MLS Number 34795

  • Land
  • Village Central
  • Acreage 6.04

Newly created large flat, heavily tree parcel (Lot 4) suitable for main house, plus 1,000 sq.ft. guest house and barn. Principal building must be set back 150' from road. Agreed driveway and utility line easement is with owner of lots 1,2,3 off 660 Old County Rd. Lot 4 ( legal address is 53 Elias Lane) is 1/10 of a mile to the State Forest, also not far from Nat's Farm . Great parcel if you like to bike or walk or have horses...this is horse country!

Listed by Hughes & JC Murphy R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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27 Hatch Road Vineyard Haven MA

Price$3,199,000

Est. Mortgage: $/month

MLS Number 34794

  • Residential
  • Village West Chop
  • Square Feet 3875
  • Bedrooms 6
  • Bathroom 4

Set in West Chop's most coveted enclave, this newly constructed Hatch Road compound has so much to offer. Move right in and enjoy three floors of beautifully designed living in the main house, which includes generous water views from multiple vantages. The first level provides a warm greeting and comfortable ease, with connected and open living, dining, and kitchen spaces. Master suites are readily available on the first and second levels, and the third level offers the home's fifth bedroom. Complementing the water view decks are a screened porch and bluestone patio. Thoughtfully engineered, the home includes elements of high performance design and efficiency, including quartz and granite countertops, Thermador appliances, tankless hot water heater, Anderson windows, state of the art insulation, and more. A detached two-car carriage house with beautiful full guest apartment above completes the compound. Expansive lawns and superb hardscape bring the buildings together harmoniously. And, while there is room for a pool, the grounds between the main and carriage houses unify the property in an exemplary way, with several noteworthy trees and mature plantings striking all the right chords. For swimming, kayaking and more, access to VH harbor is approx. 500' away via Hatch Road and Cleveland Ave. For a newly built and turn-key option in one of Martha's Vineyard's absolutely best locations, look no farther!

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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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12 Milikin Way Edgartown MA

Price$19,000,000

Est. Mortgage: $/month

MLS Number 34747

  • Residential
  • Village Katama
  • Square Feet 3509
  • Bedrooms 5
  • Bathroom 4

This extraordinary waterfront house and guest house sits majestically on the shores of Katama Bay and features a dramatic 180-degree waterview across Katama Bay to Norton Point and as far as the eye can see. The 4 bedroom home is immaculately maintained and features an open kitchen, living room with dramatic waterviews and three guest bedrooms on the first floor. The second floor includes a master bedroom suite overlooking Katama Bay. A separate and charming 661 +/- square foot guest house with a full kitchen completes this stunning compound. A manicured footpath and boardwalk lead you through tall beach grasses to a private dock on the water's edge. This is the summer retreat you have been looking for!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details