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.

Time Saving Tip - Sign up for a search account (it's free) to save your favorite Martha's Vineyard real estate listings and get notified when similar properties become available.

136 Spring Street Vineyard Haven MA 02568

Vineyard Haven, MA136 Spring Street

Price$1,495,000

Est. Mortgage: $/month

MLS Number 40304

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.3199

In Town living just blocks to Main Street shops restaurants and Ferry terminal. Open concept kitchen living room. Bedroom full bath additional 534SF living on lower level with walk out patio. Completed in 2019 this Guest House lives large with high two story cathedral ceilings with the ability to build additional three bedroom structure, existing four bedroom Title V in place.

Listed by Janna O'Loughlin of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

9 Duarte Circle Edgartown MA 02539

Edgartown, MA9 Duarte Circle

Price$2,395,000

Est. Mortgage: $/month

MLS Number 40201

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.04

Investment opportunity! Located in a quiet cul-de-sac, this 1.04 acre property is one of the largest lots on Duarte Circle providing many options for the next owner or developer. The property is comprised of a 3 bedroom, 2 bathroom cape style home that has a first floor bedroom and full bathroom, with 2 large bedrooms and a bath on the second floor. There's a modern kitchen, with stainless steel appliances and sliders that open from the dining area to the large private yard behind the house. A huge barn/workshop is connected to the house. House is mid renovation and is being sold "as is" A 4 bedroom septic has passed title V. Town sewer hook up is available allowing up to 7 bedrooms. With so much potential, a new owner could finish renovating the existing home and create a family compound with pool, pool house, detached bedroom and guest house (after 5 years), or potentially subdivide to 2 lots. The property is tucked away, yet close to town with Katama, South Beach, Morning Glory Farm just a few minutes away. This is an amazing opportunity in a desirable Edgartown location that's seen a lot of high end homes being built in recent years. Very easy to show.

Listed by Alexis Holden of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

19 Locust Lane Aquinnah MA 02535

Aquinnah, MA19 Locust Lane

Price$8,500,000

Est. Mortgage: $/month

MLS Number 40250

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 4.5
  • Acreage 17.76

Introducing ''Sound View Acres,'' one of the largest and most private estate settings in Aquinnah, with over 17 acres of bucolic and rolling terrain, native meadows and serene forests. Located minutes from the beach and boasting absolutely stunning water views of Vineyard Sound, the Elizabeth Islands and Buzzards Bay beyond, this contemporary rendition of a Dutch Colonial and it's adjacent guest house were thoughtfully sited to take advantage of the high elevation and tranquil surroundings. The architecturally significant structures were constructed using first-class materials by top local builders and craftsmen, while especial focus was placed on the state-of-the-art mechanical systems throughout the property. With potential for expansion or subdivision, ''Sound View Acres'' represents a remarkable opportunity to create a multi-generational estate in one of the most peaceful and pastoral locations on the East Coast. A pleasure to show, by appointment only.

Listed by John dePreaux of Compass LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

18 Mill Hill Road Edgartown MA 02539

Edgartown, MA18 Mill Hill Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 40148

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.71

Main house, detached bedroom in the Barn and guest house are all set on .71 acres within walking distance to the village. A special quiet oasis just waiting for your dreams to come true. With three dwellings, two septic systems, two driveways, there are so many possibilities. The guest cottage with private septic and driveway. The main house sits on the back of the property and overlooks the private back yard. Across the second drive way is the detached bedroom in the barn with a generous sized second floor deck. The lower level houses the washer, dryer and is being used now as a sitting area. With sliding barn doors the space can easily store kayaks, canoes, beach gear. Main house and detached bedroom both have enclosed outdoor showers. The guest house and main house have full basements. Leave all three dwellings as they are or turn the property into your own private enclave.

Listed by Susie Wallo 508-776-6050 of Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

136 Naushon Road West Tisbury MA 02575

West Tisbury, MA136 Naushon Road

Price$3,150,000

Est. Mortgage: $/month

Pending

MLS Number 39648

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 2.6

MAKONIKEY -- IMPRESSIVE WATER VIEWS, POOL and a 1/4 MILE STROLL TO THE BEACH. Located in the desirable Upper Makonikey community with its private association beach access, this property features impressive water views over Vineyard Sound, a 5-bedroom Colonial main house, 1-bedroom guest house with kitchen, garage and water views, a heated in ground pool and sits on 2.6 acres. Built in 1977, the main house includes 4-levels of living space. Upper level features a Great Room with an open floor plan that includes living room with fireplace, dining room and kitchen all with water views and sliding glass doors that open to large deck running the length of the house that is great for entertaining, and evening star gazing. Two bedrooms and two bathrooms complete the main upper level. The primary bedroom on the top floor has many built-in storage areas, a private deck and en-suite bath. First floor includes family room, two bedrooms, full bath, an office, washer/dryer and storage closet. Lower level has family room with fireplace, kitchen and bar, workshop and large storage room. Sweeping back yard lawn is perfect for entertaining and backyard games. The house has electric baseboard heat, Title V septic for 6-bedrooms and parking for 4+ vehicles. Guest house with water views includes living room with dining area, kitchen, bedroom, and full bath on the upper level, with sliding glass doors from the living room and bedroom that open out to deck running the length of the house. First floor includes a green house, laundry room, storage room, full bath, garage and outdoor shower. Roof of main house reshingled in 2016. Property has alarm system and central vac.

Listed by Perry Patterson of MV Luxury Homes

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of November 28, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_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."

beach entrance beach entrance
Ocean Park Realty Incorporated Logo

We would love to hear from you.

Say Hello

Contact Us

You deserve to live in the home of your dreams and we want to help facilitate that process. Contact us for more details.

Ocean Park Realty Incorporated Logo

Stay Updated

Send a Message