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. 

Houses for Sale with Guest House on Martha's Vineyard

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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10 Farm Way Edgartown MA 02539

Edgartown, MA10 Farm Way

Price$1,695,000

Est. Mortgage: $/month

MLS Number 41523

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.89

TIMELESS STYLE HOUSE AND CARRIAGE HOUSE IN SMITH HOLLOW - Nestled on a generous 0.89 acres, this property unfolds as one of comfort and classic style, boasting an expanded 3-bedroom main house and a charming 2-bedroom Carriage house over the two-car garage. The main residence welcomes you with an expansive open floor plan that exudes a warm, inviting atmosphere. A focal point of the main house is the first-floor main bedroom, providing a quiet sanctuary away from the kitchen, dining and great room. The living room, adorned with a wood-burning fireplace, offers a cozy gathering place with the vaulted ceiling creating an airy and spacious ambiance. The eat-in kitchen stands as the heart of the home, promising both functionality and a sizable footprint prime for an inspired renovation. For those special occasions, a formal dining room awaits, offering additional space for memorable gatherings. Adding to the allure, a great room with a second fireplace beckons. This more recent addition extends from the dining area - a perfect escape for relaxation or entertainment. The thoughtful design ensures a harmonious flow between each living space, creating an environment that effortlessly accommodates today’s lifestyle. Just steps away, the guest house stands as an independent retreat, housing two bedrooms, a full kitchen, a full bath, and a living area above a two-car garage. Elevated living is enhanced with a large deck, offering a private outdoor space to relax and unwind or dine alfresco. Convenience abounds with its own secluded outdoor shower, a refreshing touch to your outdoor experience, and a dedicated laundry room for added practicality. Beyond the structures, the property itself becomes an extension of your living space. A sprawling landscape unfolds, presenting opportunities for expansion, outdoor activities, gardening, or simply basking in the tranquility of nature.

Listed by Leslie C. Floyd 508-221-4643 of Portfolio Real Estate,Inc.

$
$
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$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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11 Anthiers Way Edgartown MA 02539

Edgartown, MA11 Anthiers Way

Price$1,399,000

Est. Mortgage: $/month

MLS Number 41543

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.1

OCEAN HEIGHTS OPPORTUNITY - 4 BR home on 1.10 acres in R20. This oversized, double lot with multiple outbuildings offers a unique opportunity to develop the existing single-family with a guest house and pool and/or subdivide, with proper permits from the Town, into two conforming lots. PLEASE NOTE: The property is in need of renovation as well as the removal of significant debris, and is being offered "AS IS."

Listed by Leslie C. Floyd 508-221-4643 of Portfolio Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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40 Waldrons Bottom Road West Tisbury MA 02575

MLS Number 41388

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 5.4

Long Point Beach ~ Main House and Guest House. Centrally located and convenient to all island towns this 5.4 acre property offers privacy between the two dwellings. The expansive Main House sits on a knoll with a large lawn for family fun as well as a basketball court. There are two master ensuite bedrooms (first and second floors) along with two additional bedrooms and an office space on the second floor. The spacious eat-in kitchen offers enough room for table with seating for 8. Rounding out the first floor is a living room open to the dining room and a separate family room with office nook. The Guest House, built in 2007 is privately located across the street with a large yard and deck for your outdoor enjoyment. You will find an open kitchen/living area, two bedrooms and a full bath all on the first floor. There is a full basement and large attic for storage. Expansion is possible.

Listed by Carol Shore of Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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67 Hidden Village Road West Tisbury MA 02575

West Tisbury, MA67 Hidden Village Road

Price$4,295,000

Est. Mortgage: $/month

MLS Number 41332

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 7.5
  • Acreage 4.6

This Sophisticated Country Property offers a beautifully appointed 7 Bedroom 5.5 Bath Main House on 3 Levels and a 1 Bedroom Two floor Guest House with several living areas on 4.6 rolling acres. Lovely mahogany front porch. Gourmet Kitchen with outdoor deck seating, rear mahogany deck runs along the back of the house with beautiful views of the spacious backyard lawn area surrounded by mature trees, guest house, and lovely lotus pond. Full library/media room, recreation room with bar/entertainment area. High ceilings throughout. The grounds are gorgeous and lush in season. Mature plantings. Irrigation. Remarkable residential compound with the ambiance for retreats or events. Full open 40x42x30 Barn built in 2014. Corrals for alpacas, sheep & goats. Ducks and beautiful birds inhabit this sanctuary-like compound. Mature trees and plantings. 8 Bedroom Title V Septic in place. Primary heat is a new (2014) efficient electric heat pump, radiant heat on the 2nd floor, and oil/fhw system.

Listed by Stephanie Burke of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 North Bog Road Edgartown MA 02539

Edgartown, MA7 North Bog Road

Price$1,950,000

Est. Mortgage: $/month

MLS Number 40891

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.1

A private magical setting. Enjoy your morning coffee overlooking a splendid Koi pond surrounded by mature trees, shrubs and perennials. Truly an oasis of nature. This location, on a quiet side street just off the Edgartown/West Tisbury road, is close to town, South Beach and Morning Glory Farm. A beautifully custom built Post and Beam home has been artfuly crafted with a variety of hardwoods and has two outbuildings tastefully set among the flowering trees. Central to the design is a breathtaking great room with 17 foot ceilings that opens to the dining and custom kitchen with cherry cabinets. The carefully designed kitchen flows effortlessly with a 4 burner Wolf stove, two built in ovens and a large walk in pantry. Summer entertaining could not get better in the large screened porch overlooking the beautiful grounds. The first floor offers a bedroom with full bath and laundry. Second floor features the main bedroom with a magnificent mission style window overlooking flowering trees. A fully finished lower level has a propane gas fireplace, wet bar, custom built ins and a full bath. Perfect for entertaining large gatherings. A 5 bedroom septic adds added value to the property and there are plans available for a 900 square foot guest house ready to submit for permitting. This is a rare opportunity to own a large lot close to town and beaches with great possibilities.

Listed by Robin Perschel 860-208-8993 of Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 TourAsk A QuestionMore Details

Based on information submitted to LINKMV as of February 24, 2024 . 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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