Oak Bluffs Homes $1.5M+

Learn More About Oak Bluffs MA

View Martha's Vineyard homes for sale in Oak Bluffs priced at $1.5M and higher. You may also be interested in browsing all homes in Oak Bluffs.

Oak Bluffs Homes for Sale Over $1.5M

Call Ocean Park Realty at 508-693-4210 if you have questions about a listing or would like to see any of these properties in person.

Browse Oak Bluffs Properties By Price:
Under $600k | $600k-$900k | $900k-$1.5M

3 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA3 Canonicus Avenue

Price$2,750,000

Est. Mortgage: $/month

Open House

MLS Number 39932

  • Residential
  • Next Open House: Sat 04/1 11:00 am. to 1:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

Classic Vineyard Beach House just steps to the water in Oak Bluffs Copeland District. Near shops, restaurants, and entertainment with a rare widows walk overlooking Vineyard Sound and Ink Well Beach. An inviting wrap around porch faces the ocean of this 4 bedroom home. Enter into the great room featuring beautiful original wood floors and detailed trim with a gas fired fireplace for cozy nights. A large dining area opens to a den/ Tv room. The spacious kitchen leads to a mud room with laundry and access to the patio. Upstairs the front primary bedroom has a balcony with seating and surrounded by windows looking at the water. Off the hall are 2 additional bedrooms and the bathroom. The back bedroom has private staircase. A fenced in stone patio connetcs the yard, finished garage, and the assess to the roof top deck. This amazing widows walk with outdoor seating has extrodinary views of the Sound and Beyond. The finished garage provides addition room used as an office, art studio, retreat space, or to park a vehicle. Off street parking for 2 cars.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

3 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA3 Hopes Way

Price$1,900,000

Est. Mortgage: $/month

MLS Number 40511

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 3.5
  • Acreage 0.2893

It's All About The Address ~ Lagoon Ridge ~ "OAK BLUFFS Newest Neighborhood" TO BE BUILT by AWARD-WINNING BUILDER, OAK DEVELOPMENT & DESIGN ~ NAUSHON FLEX ~ Featuring a Stylish and Spacious Primary En-suite Bedroom on each floor, functional and convenient second floor office/ Flex Room, and 3.5 Tiled Bathrooms are included in over 2,400 square feet of prime living space. On the exterior you are greeted by the grand covered wrap-around porch that heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas forming a generous space to host large gatherings of family and friends where life-long memories will be made. Its classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort with top-of the-line finishes and designer touches throughout. The Naushon is truly the Flagship of the Homes at Lagoon Ridge and the realization of your island dream. Potential Room for a Pool (not included in this price see attached site plan)

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

53 Harthaven Road Oak Bluffs MA 02557

Oak Bluffs, MA53 Harthaven Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 40313

  • Land
  • Mls Status Active
  • Acreage 1.89

Become part of the Harthaven community, a wonderful enclave on the outskirts of Oak Bluffs on the way to Edgartown with beauty, privacy and history. This 1.89-acre parcel abutting conservation land, is ready to build. The gently sloping, wooded lot can support up to an 8-bedroom home. Owner has 6BR septic and Con. Com. approvals in place. Luxury 6945 Square feet house design with 2 car garage and walk out basement. Accepting design and approvals will significantly shorten building process. Pool is possible but requires additional approval. Harthaven Association include a mile of Nantucket Sound beach with parking areas, access to farm pond, a small boat harbor, and tennis/pickleball court. Lot proximity affords a wonderful walk to Farm Neck golf course along Trade Winds field trail. Close to bike path, walking trails, and more.

Listed by Conroy & Company R.E.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

3 Poplar Lane Oak Bluffs MA 02557

Oak Bluffs, MA3 Poplar Lane

Price$2,100,000

Est. Mortgage: $/month

MLS Number 40267

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.6279

Spacious Colonial in Vineyard Hills is waiting for you to make it your own. Owner is now offering a $2,500 at closing to go towards closing costs! This gracious home has 3 floors of living space that include 5 bedrooms and 3.5 baths. The backyard is an oasis with tiered landscaping, an in-ground pool, deck, pergola with trumpet vines, and a large, partially finished shed that can be transformed into your pool house. There have been many improvements over the last couple of years, including a new furnace, new hot water heater, new stainless appliances with gas cooktop and double wall ovens, a new 5 bedroom septic, new windows, and doors, remodeled full bath and powder room, and more. The first floor features a kitchen, dining, den/office space, mudroom with laundry, and living room with gas fireplace. Sliding doors from the living room and dining area open to a deck. The second floor features a primary bedroom en suite bath and a walk-in closet. Three additional bedrooms with a shared hall bath complete the second floor. The partially finished, walk-out lower level has a kitchenette, the 5th bedroom, and an additional living room that opens to a private deck. The lower level is also home to the new furnace and hot water heater as well as plenty of storage and a bulkhead. This house is waiting for you to make it your Vineyard home. Vineyard Hills has deeded beach rights to a quiet beach on the Lagoon.

Listed by Michele Moore of Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

1 Paulding Avenue Oak Bluffs MA 02557

Oak Bluffs, MA1 Paulding Avenue

Price$4,500,000

Est. Mortgage: $/month

MLS Number 40226

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 0.35

Walk to town, ferry, harbor and beach from this brand new coastal modern family compound or investors dream property. Enjoy this downtown luxury 6 bedroom, 6 1/2 bath multi-dwelling compound with a brand new outdoor pool, spa, white marble hardscape patio, newly sodded yard, irrigation system and a state of the art self supporting solar system. The two dwellings are being offered fully furnished for a turnkey solution for a family or investor. This estate includes a brand new Main House (2925 sqft.) a second residence (750 sqft). The main house, built in 2022, offers 3 floors of modern coastal living with light oak wide plank wood floors, wide format tile baths, Anderson 400 Series windows and doors, 2 gourmet kitchens, 4 bedrooms, 5 1/2 baths. The first floor includes a master bedroom with a linear fireplace and patio doors overlooking the pool and an upscale wide format tiled en suite bath, an open concept living, dining and gourmet kitchen with top-of-the-line stainless steel appliances including 48” Subzero refrigerator, 36” Wolf range and quartz countertops with another set of patio doors to the pool, another linear fireplace and a 1/2 bath. The second floor includes a beautiful living room with a linear fireplace, 3 gorgeous tiled en suite bedrooms, and a stackable laundry area. The downstairs includes 4 full length glass windows for natural light, a second kitchen/wet bar area with quartz countertop, a third media/living area, a full tiled bathroom, a private study/gym and a Solar Panel utility room. The second dwelling, fully remodeled in 2018, offers an open concept kitchen living room, two bedrooms, 1 tiled bath, expansive deck, outdoor shower and a large wooded newly grass sodded backyard. This estate includes a brand new state of the art solar system. This solar equipment supports the electricity to provide the energy needs for the main house, guest house and the heated the pool. Don't miss out on this fabulous brand new walk to town property.

Listed by Susan Lemoie-Zarba of Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

400 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA400 Barnes Road

Price$7,300,000

Est. Mortgage: $/month

MLS Number 40141

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 2.41

Welcome to 400 Barnes Road, Oak Bluffs. This stunning contemporary is lavish with architectural design. Every detail was thoughtfully selected to provide the ultimate luxurious experience. The quality of materials used to build this home are unmatched by any other property currently on island. The elevator travels silently to each floor and opens to the oasis of every living area. There are over 7000 square feet of open living space with multiple rooms connecting and flowing effortlessly throughout the 3 levels of the home. The distinctive interior features high-end materials and appliances, designer lighting fixtures and a chef's open kitchen. High ceilings and full length windows with motorized privacy shades let in tons of natural light during the day and feature magnificent sunsets in the evening. The media room full bar area with wine cellar and the gym are truly a must see.. On the exterior you will find relaxation at its finest with beautiful infinity pool with access to the pond for Boating and other Water activities -

Listed by Scott Lewis of Lewis Real Estate Services,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

11 Hidden Cove Road Oak Bluffs MA 02557

Oak Bluffs, MA11 Hidden Cove Road

Price$1,795,000

Est. Mortgage: $/month

Pending

MLS Number 40143

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.31

Revived, refurbished, and refreshed, this gem in Hidden Cove is a home for all seasons. No detail was overlooked or corner cut during this owner’s thoughtful stewardship. A spacious and open floor plan offers multiple seating areas, inside and out, with easy access to a large blue stone patio that overlooks the lush and private landscaped yard. The finished lower level provides additional living space, complete with a full bath and bedroom with a private exterior entrance. Water access on Sengekontacket and tennis courts, amenities of the Association, only enhance the central location, convenient to all down island towns. The perfect place to call home.

Listed by Katherine Donahue of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

17 Beach Road Oak Bluffs MA 02557

Oak Bluffs, MA17 Beach Road

Price$1,850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 39735

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2899

OAK BLUFFS BEACHFRONT AND DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home. The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will be spent indoors, with your days filled with boating, fishing, swimming, and everything in between, and your evenings enhanced by spectacular sunsets over West Chop and beyond. The additional vacant abutting parcel, included in this offering, provides extra privacy and water frontage. A Vineyard classic that can’t be missed!

Listed by Katherine Donahue of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

4 High Meadow Lane Oak Bluffs MA 02557

Oak Bluffs, MA4 High Meadow Lane

Price$3,000,000

Est. Mortgage: $/month

MLS Number 39624

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.8899

This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 4.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature landscaping with a large garage and bonus room over the garage there is room for everyone. The master bedroom suite is ground level and has a wonderful large bath/spa area. If furnishings are agreeable they can be negotiated and this home could be sold turn key! A must see!

Listed by Fred Mascolo of Jane Brown Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

67 Madison Avenue Oak Bluffs MA 02557

Oak Bluffs, MA67 Madison Avenue

Price$1,985,000

Est. Mortgage: $/month

MLS Number 39587

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.65

East Chop – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb location, only one block from the East Chop Tennis Club, two blocks from the East Chop Lighthouse and gorgeous bluff views. Ownership of this address provides East Chop Membership access. Explore the opportunities that exist; the large acreage allows room for additional building and expansion. The central hub of the home is the dining room, flanked by a living room with fireplace on one side and a cozy den with bath on the other. The kitchen is conveniently located off the dining room and has access to the backyard and outdoor shower. Four bedrooms and a shared bath are on the second level and feature vaulted ceilings with exposed rafters. The screened porch and stone patio are the perfect places to enjoy the tranquil and private setting. East Chop is a quintessential, close-knit community only a short distance from the harbor and downtown Oak Bluffs.

Listed by Lesley Heidt of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

31 Double Ox Road Oak Bluffs MA 02557

Oak Bluffs, MA31 Double Ox Road

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 38671

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3502

TO BE BUILT on Lot 13 NAUSHON *** Larger Lot and a WALK OUT BASEMENT ~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

8 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA8 Hopes Way

Price$1,575,000

Est. Mortgage: $/month

Pending

MLS Number 38617

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3055

TO BE BUILT NAUSHON~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 LINKMV as of March 27, 2023 . 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.

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