Oak Bluffs Homes $1.5M+

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 Poplar Lane Oak Bluffs MA 02557

Oak Bluffs, MA3 Poplar Lane

Price$2,298,000

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. 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. More pictures are forthcoming.

Listed by Michele Moore of Island Real Estate

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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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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

COMING SOON! Open House Thanksgiving Day Week-End. 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. Interior photos coming soon!

Listed by Susan Lemoie-Zarba of Premier Properties

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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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283 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA283 East Chop Drive

Price$2,950,000

Est. Mortgage: $/month

Pending

MLS Number 40217

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.31

This classic beach cottage built in 1900 lies on the shores edge of historic East Chop Drive. The mostly original structure is fortified by jetty rocks and a poured concrete bulkhead. The house features an open frame concept with tall ceilings, beach stone fireplace, 4-bedrooms, 2.5-baths and covered porch. There are exterior entertaining areas flanking the house, a stable beach to enjoy swimming, deep-water mooring and incredible sunset views to cherish as one listens to the lapping of the waves and watches the passing of the ferries.

Listed by Gerrett Conover of Landvest MV

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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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283 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA283 East Chop Drive

Price$2,950,000

Est. Mortgage: $/month

MLS Number 40205

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.31

Oceanfront home on East Chop Drive. A true Vineyard Beach house with a waterview from nearly everyroom. Swim, kayak or just watch the ferry and boats go by from this 4 bedroom home with over 2450 square feet of interior space with even more phenominal space outside. The oceanfront patio, grill and bar area and sandy beach all on your own private oasis. Located on Historic East Chop Drive not far from Telegraph Hill Lighthouse. Perfectly situated within a mile of East Chop Beach Club, Yacht and Tennis Club. Great rental history too.

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

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$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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20 East Side Road Oak Bluffs MA 02557

Oak Bluffs, MA20 East Side Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 40165

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.3901

The property boasts of an expansive Lagoon Waterfront and stunning sunsets that take your breath away. There are a few steps to small beach area for sunbathing, swimming or kayaking. There is also a transfer of a mooring that is included in the sale. Buyer pays annual fee. Open floor plan includes modern kitchen with two ovens, granite counters and custom glass-front cabinets. A center-piece stone wood-burning fireplace graces the living room, kitchen and dining area. French doors lead out to the deck area for relaxing, dining, or just taking in the view. The first floor has two bedrooms and a full bath. Kitchen area also has a pantry and wide hallway leading to upstairs. The second floor primary bedroom has sweeping views of the Lagoon and shares a full bath with another room that can be a bedroom or study. Tons of closet space along the hallway.There are lovely architectural details throughout the home designed by Bruce MacNelly. This desirable location is only a little over a mile to either Vineyard Haven or Oak Bluffs. Bus line and bike paths are at the end of the road for easy access to all Island locations. Mini- splits are located throughout the home. The laundry area is located in a large basement which also houses a work area and a walk-in owners cedar closet.

Listed by Joanna Fairchild 617-413-8681 of eXp Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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34 Puritan Drive Oak Bluffs MA 02557

Oak Bluffs, MA34 Puritan Drive

Price$1,899,000

Est. Mortgage: $/month

Pending

MLS Number 40121

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.8146

BEAUTIFUL CLASSIC COLONIAL 3+ Bedrooms in the highly desirable neighborhood of Tower Ridge which is conveniently located off the bike path on County Road. Situated on a sweeping .81 acre lot, detached 2 car garage (built in 2018) with unfinished space above. The home is TURNKEY includes all the furnishings, 4 TV's, stereo with surround sound speakers, brand new Weber grill, outdoor furniture, beach chairs & umbrellas and John Deere Mower! A well thought out design and a welcoming entrance from the side BRIGHT SUN Porch that leads into into an OPEN and SPACIOUS Kitchen, Living and Dining Area. The Kitchen was updated in 2021 with gleaming Granite counters, accent lighting, appliances and modern finishes. Highlights include a separate first floor laundry room, wood burning fireplace and lots of closets throughout! There are 3 generous bedrooms and a bonus third floor finished space with access from one of the bedrooms. The Primary En Suite has a double vanity with a glass shower and 3 closets. Many of the updates include new exterior Cedar Siding, asphalt roof in 2018, windows 2020, wood flooring refinished in 2021, 2 mini splits in 2021. 4 BEDROOM TITLE 5 SEPTIC SYSTEM, ROOM for a POOL with town approval and proven RENTAL HISTORY! TERRIFIC INVESTMENT OPPORTUNITY!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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42 Pennacook Avenue Oak Bluffs MA 02557

Oak Bluffs, MA42 Pennacook Avenue

Price$1,750,000

Est. Mortgage: $/month

MLS Number 40103

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.08

Classic antique Victorian home centrally located in the coveted neighborhood of the Copeland and Cottage City Historic District. One block from Inkwell Beach. A rare opportunity to purchase a home with unique architectural details, separate cottage, walking distance to everything, expansive front porch and enormous potential for vacation rental income or personal enjoyment with family and friends. Ability to tie into town sewer for a five bedroom house is in place.

Listed by Christine Todd of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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32 Iron Hill Road Oak Bluffs MA 02557

Oak Bluffs, MA32 Iron Hill Road

Price$2,290,000

Est. Mortgage: $/month

MLS Number 39985

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 1.52

This peaceful and private gem in the Iron Hill Association has incredible charm and interior beauty due to the thoughtful and tasteful recent renovations, including; wide plank flooring, artistic stained glass and wrought iron details, completed in 2022. This spacious three bedroom home lives larger than the listed square footage with appeal for a year round or seasonal Buyer. The primary bedroom has french doors allowing for a future private deck, and the guest bedrooms feature a loft in one, with the other offering a private deck over the back yard. The house features a chef's kitchen with custom cabinetry and new appliances, an elegant dining room with a fireplace, and a big open living space with large windows and cathedral ceilings. This is a house that lends itself to entertaining family and friends both inside and out. There is new flooring throughout the house and a new heat pump and mini split heating and cooling system. The large 1/2 acre backyard is fenced in. Other outdoor amenities include; an outdoor shower and new decking in front and back, and ample parking spaces. The property has a protected view of a 9 acre pasture with rights to graze horses, beautiful reclaimed antique stonework and access to Little Duarts Pond. Located in a very private setting within 15 minutes of all island towns, the property maintains a tranquil energy that feels like Up island. This prime central location offers accessibility, just a short drive to the ferry, restaurants, and shopping.

Listed by Elle Lash of Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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12 New York Avenue Oak Bluffs MA 02557

Oak Bluffs, MA12 New York Avenue

Price$1,850,000

Est. Mortgage: $/month

Pending

MLS Number 39775

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.13

Overlooking Oak Bluff Harbor and Sunset Lake, this Oak Bluffs home is located in a prime location. This cottage-style home features an open first floor with high ceilings and a spacious kitchen, dining room and full bath. The second level includes 4 bedrooms and a guest bath. Well maintained over the years, this home offers old-world charm such as wood flooring, decorative molding and doors, and built-ins throughout the first floor. Waterviews can be enjoyed from the front porch and throughout the home. Convenient proximity to downtown Oak Bluffs restaurants, ferry, shopping and everything the waterfront has to offer.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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28 Narragansett Avenue Oak Bluffs MA 02557

Oak Bluffs, MA28 Narragansett Avenue

Price$2,750,000

Est. Mortgage: $/month

Pending

MLS Number 39849

  • Residential
  • Mls Status Pending
  • Bedrooms 9
  • Bathroom 4
  • Acreage 0.1

This historic home, with over 3,000 square feet of interior space, nine bedrooms and four bathrooms. Sitting on a corner lot on Narragansett Avenues with a direct view of Ocean Park. Conveniently located close to shops and restaurants, and only steps away from Inkwell beach. Renovated top to bottom in 2022. All new and with a great rental history. The house features a double living room stone decorative fireplace, large dining area. and kitchen with exposed brick wall. The first floor has a private primary suite with separate entrances. This suite includes a sitting area, bedroom, kitchen, and bathroom. There is a second, first floor bedroom, a Laundry area and bathroom. On the 2nd floor are seven additional bedrooms, four with private balconies, two bathrooms and storage room. The grand front wrap-around porch with many seating areas. A private gravel driveway for 2 cars, a large back deck with BBQ grill with seating, and an outdoor shower complete the yard.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.33% last updated on Dec 8, 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.

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"Based on information submitted to MA_LINKMV as of December 8, 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."

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