Oak Bluffs Homes for Sale

Oak Bluffs has a wonderful array of single family homes on Martha’s Vineyard. From beach cottages and waterfront homes to homes within walking distance to downtown, shops, and restaurants, you’re sure to find the perfect Martha’s Vineyard home in Oak Bluffs. Scroll down to explore Oak Bluffs houses for sale on Martha’s Vineyard. Learn about the town of Oak Bluffs >>

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319 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA319 Barnes Road

Price$1,675,000

Est. Mortgage: $/month

Pending

MLS Number 37728

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.8

WATERFRONT OPPORTUNITY IN OAK BLUFFS! 4 BEDROOM WATER VIEW raised ranch style residence, renovated 2013, on commanding hilltop setting that rolls gently to private water frontage on Lagoon Pond....tastefully landscaped with stone patio and well maintained with sitting platform above a short stairway to the Lagoon. Ideal for all water sports and includes a 12'x12' seasonal anchored raft and mooring equipment.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Isaac Avenue Oak Bluffs MA 02557

Oak Bluffs, MA11 Isaac Avenue

Price$1,400,000

Est. Mortgage: $/month

MLS Number 38024

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.2513

New Construction Underway in Oak Bluffs! Just a short walk to the Lagoon or a quick bike or drive to downtown, this new home is conveniently located for year round or summer use. The property features an open concept kitchen and dining area with hardwood floors throughout the first floor. The kitchen has quartz countertops and a center island with induction cooktop and range hood. The dining area has access to the mahogany side deck for outdoor entertaining, and to the living room with pocket doors for added privacy. A home office, half bathroom and laundry/mudroom finish off the first floor living space. The second floor includes two guest bedrooms and a shared full bathroom with carrara marble double sink vanity, tile floors and tub/shower tile surround. The Primary Bedroom Suite includes a walk-in closet and private bath with carrara marble double sink vanity, walk-in shower, dual rain and hand held shower heads and tile floors. A functional and thoughtful floor plan with many of the features you're looking for in a home. Estimated completed construction date ~ end of August 2021.

Listed by Terie Geary of Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Carol Lane Oak Bluffs MA 02557

Oak Bluffs, MA53 Carol Lane

Price$850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38023

  • Residential
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.1699

This nice colonial is situated on a beautiful corner lot with room for the entire family. With four spacious bedrooms, two and a half baths and over 2,000 square feet of living space, there is plenty of room for family and friends. Don't forget about the spacious eat in kitchen and first floor office to round off this special listing. From this location you will be able to enjoy everything the island has to offer, especially the Lagoon and Oak Bluffs Center which are only a short distance away. Enjoy many relaxing nights on the screened in porch. This property has unlimited potential and is just waiting for it's new owner to make it their own. There are tenants in place, and at least 24 hours notice are needed for a showing. This property is being offered in "as is" condition. House is being sold furnished. **More photos to come**

Listed by Joe Holland of Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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121 Tellette Street Oak Bluffs MA 02557

Oak Bluffs, MA121 Tellette Street

Price$1,095,000

Est. Mortgage: $/month

MLS Number 38006

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.264

Enjoy the Vineyard lifestyle in this classic Cape Cod style home. Come and relax in a rocker on the wrap-around farmer's porch in this quiet neighborhood- just blocks to The Lagoon. The first floor offers a spacious, comfortable layout with cathedral ceilings in the living room that is open to the kitchen and the adjoining cozy breakfast nook. There is a first floor master bedroom with an en suite bathroom with double sinks, another "swing room" that is currently used as an office as well as a powder room, and thoughtful laundry area/ mudroom. Upstairs has two spacious bedrooms, plenty of storage, open walkway overlooking the first floor and full bathroom. The finished walk out basement is creatively laid out- offering a media room/teenage hangout/home gym- with a half bath. The private back yard, with planting beds, custom outdoor shower and large mahogany deck offers a sublime oasis- It is your "outdoor living room" and a wonderful spot for entertaining, dining al fresco and enjoying the company of family and friends.

Listed by Christine Rose of Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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14 Commonwealth Avenue Oak Bluffs MA 02557
Active With Contract

MLS Number 35773

  • Residential
  • Bedrooms 4
  • Bathroom 2

Exceptional cottage offering with three distinct outside seating areas! This vintage home boasts stylish renovations with economical systems and charming details. Expanding over a large corner lot, this "Three in One" cottage property is remarkable inside and out. Six heat/ac mini splits and two propane heaters allow for comfort in every room. The picket fenced front yard delights with perennial gardens, an arbor and al fresco dining patio. Balanced with an impressive and useful stone and brick back patio, complete with lounge area, an outdoor shower, storage shed and on site parking for multiple vehicles. Pull up a rocker on the raised front porch before you enter into the parlor with a pellet "wood" stove in the beach stone fireplace and front stairs up. First floor layout is styled with gatherings in mind. Additional den with pocket doors, cook's kitchen, dining, pantry, laundry, a terrific wet bar and full bathroom - all flowing from front to back beautifully. With two staircases leading up, the second floor has four charming bedrooms all with peaked ceilings, one with a front balcony. An office with a rear balcony, a full bathroom plus custom crafted storage and closets add practical features. Superbly planned - in a beloved community setting near beaches, harbor, ferries and all that is whimsical Oak Bluffs village!

Listed by Helena Kirschenbaum of RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Sengekontacket Road Oak Bluffs MA 02557

Oak Bluffs, MA11 Sengekontacket Road

Price$1,399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37930

  • Residential
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.8199

WATER VIEWS – WATERFRONT COMMUNITY. Set upon the hill overlooking Fresh Pond, with water views from almost every room and ample space to gather friends and family. A premier location to enjoy your Vineyard lifestyle and all that the Sengekontacket community offers - access to both fresh and saltwater ponds, a community dock, clubhouse, tennis/pickleball courts, kayak storage, and boat ramp, walking trails. A central kitchen with island, hardwood floors, and dining area lead to a sunny living room/great room with a dramatic brick fireplace and large den with a cozy propane stove, both with soaring cathedral ceilings and wood beam detail. Stairs lead to an expansive enclosed loft space designed as the fourth bedroom or home office. The main living spaces all enjoy water views to the north and large glass doors to the south for easy access to over 750 s/f of deck designed for the best indoor and outdoor entertaining. A sunny primary bedroom with an en-suite bath and walk-in closet, along with two bedrooms with large windows to highlight the water views and a full bath, complete the first floor. The large glass doors of the walk-out basement let in natural light and invite expansion.

Listed by Dawn Bellante Holand, 508.524.1601 of Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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2 Leslies Lane Oak Bluffs MA 02557

Oak Bluffs, MA2 Leslies Lane

Price$895,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37920

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.21

This one level home with finished basement is in pristine condition and is located just off the bike path; less than 1/2 mile to the Lagoon, near MV Hospital and easy access to downtown Oak Bluffs or Vineyard Haven. Many recent updates including hardwood floors in the first floor bedrooms, granite countertops, new master bath soaking tub with tile surround, new waterproof laminate flooring on the finished lower level and fenced-in backyard area. Open living/dining/kitchen area with vaulted ceiling. Main floor has two bedrooms, master with private bath and full bath off living area. Slider leads to outside deck and fenced-in area with patio and hot tub. Lower level is completely finished with family room, legal third bedroom, full bath and storage with private entry.

Listed by Skip Dostal of Martha's Vineyard R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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97 Wing Road Oak Bluffs MA 02557

Oak Bluffs, MA97 Wing Road

Price$1,199,000

Est. Mortgage: $/month

Pending

MLS Number 37732

  • Residential
  • Mls Status Pending
  • Village Central
  • Bedrooms 4
  • Bathroom 2.5

OAK BLUFFS: Walk to Town from this Spacious Colonial Residence! Situated on a private half acre of land with a sweeping lawn bordered by prominent pines and cedars, this wonderful family home features a relaxing farmer's porch, open sunny living room, kitchen/dining area with sliders to a broad deck, first floor master en suite, den, powder room with hardwood throughout. The second floor has another 3 generous bedrooms, office room and full bathroom. Finished basement provides more space for recreation! Plenty of room for a POOL

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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

22 Siloam Avenue Oak Bluffs MA 02557

Oak Bluffs, MA22 Siloam Avenue

Price$1,250,000

Est. Mortgage: $/month

MLS Number 37918

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 4
  • Bathroom 2

A Grand and Impressive Victorian Home located in the MVCMA. Steps to the Oak Bluffs Harbor, ferries, and the center of Oak Bluffs. This completely renovated (to the studs) 4 bedroom 2 bath home located in the MVCMA has white oak flooring throughout, central air conditioning, vaulted ceilings on second floor, and is fully insulated and heated. Gas stove in the living room and a bonus room/office on the first floor so you can easily work from home. 4 generous sized bedrooms on the 2nd level, 2 having access to the upper deck. All interior doors are custom made and add to the charm and luxury of this year-round home. Cozy front porch and 2nd floor deck with views of Sunset Lake. There are 2 rear decks with a teak outdoor shower. Outdoor area is tastefully landscaped, which includes an irrigation system. A basement for your storage needs and a walk to town location check all of the boxes for the perfect Vineyard home. Property has a strong rental history and can be purchased turn-key if so desired.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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9 Crescent Road Oak Bluffs MA 02557

Oak Bluffs, MA9 Crescent Road

Price$3,650,000

Est. Mortgage: $/month

Pending

MLS Number 37888

  • Residential
  • Mls Status Pending
  • Village East Chop
  • Bedrooms 3
  • Bathroom 3

EAST CHOP: Dramatic WATER VIEW property features a refined open design with meticulous attention to detail integrating the highest quality materials that makes this offering soundly stand out from other fine homes in this price range. The exquisite landscaping surrounding the residence is an established arboretum of exotic trees, plantings, and stone work highlighted by a crystal clear Koi pond with a soothing waterfall. The interior, both comfortable and visual, flows from one intimate setting to another offering dreamy views of NANTUCKET SOUND complemented by the artistic combination of colors, materials and textures...gleaming Birch flooring throughout, imported marble accents in bathrooms and kitchen, Venetian Plaster ceilings and walls with inset railings in the stairways, broad commercial grade Fleetwood windows, Lutron lighting system, Viking and Sub Zero Appliances, the finest contemporary finishes and fixtures...SO MUCH MORE TO EXPERIENCE....Situated in a protective setting on the Bluffs of East Chop...an easy walk to Beaches, Harbor and Town Center.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Cottage Park Oak Bluffs MA 02557

Oak Bluffs, MA1 Cottage Park

Price$639,000

Est. Mortgage: $/month

Pending

MLS Number 37841

  • Residential
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 3
  • Bathroom 1.5

The epitome of vintage cottage charm! A short walk to beaches, ferries, harbor and Oak Bluffs town activities. From the first steps onto the perfect sitting porch and through scrolled double screened doors, this well-loved cottage is loaded with surprises and delights. Vintage windows and shutters intact, classic built-ins and a generous parlor set the welcoming tone. Unexpected front to back space offers comfortable seasonal living - first floor laundry room, pantry and updated bathrooms. Creative storage inside and low maintenance outside. Freshly painted and beautifully sited on a traffic free lane - You've found Gingerbread Cottage Perfection!

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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18 Firehouse Lane Oak Bluffs MA 02557

Oak Bluffs, MA18 Firehouse Lane

Price$999,500

Est. Mortgage: $/month

Pending

MLS Number 37834

  • Residential
  • Mls Status Pending
  • Village Central
  • Bedrooms 3
  • Bathroom 3

Property is located on a quiet road only 1 mile from downtown, beaches and ferries and 2/10ths of a mile from Oak Bluffs Elementary School. A covered porch overlooks a fenced in front yard. The house features an open floor plan with an office/mudroom, full bath with tub/shower, kitchen, dining area and living room on the first floor. Off of the living room is a large deck overlooking a private back yard lined with evergreens and room for a pool. Off of the deck is a more private lower deck with an outdoor shower and additional space for a hot tub or table & chairs. The second floor has a master bedroom with three large closets, full bath and laundry room access and two additional spacious bedrooms. Also features a third floor that was recently redone with ample space for a second office, family room and bathroom. The full basement has a new water heater, water filtration system from Island Water Systems and gas boiler with forced hot water heat. Soapstone wood stove . There is also a full solar array generating roughly $2k in savings each year. New septic system .

Listed by Brian Smith of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 April 17, 2021 . 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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