Oak Bluffs Homes for Sale

If you are looking to purchase a home the town of Oak Bluffs, Breakwater is here to assist you along the way. You will find listings in the famous Martha's Vineyard Camp Grounds "Gingerbread cottages",  along Ocean Park, or on East Chop as well as other areas within the Village.  Purchasing a home in this classic beach town can range from a small summer cottage to a luxury waterfront home.   

Find Homes For Sale in Oak Bluffs

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348 Sea View Avenue, Oak Bluffs, MA

Price$6,490,000

Est. Mortgage: $/month

MLS Number 18014

  • Residential
  • Square Feet 3891
  • Bedrooms 10
  • Bathroom 5
  • Half Baths 1

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nanctucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Listed by Island Real Estate

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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6 Anthiers Lane, Oak Bluffs, MA

Price$4,395,000

Est. Mortgage: $/month

MLS Number 30081

  • Residential
  • Square Feet 4510
  • Bedrooms 6
  • Bathroom 5
  • Half Baths 1

GOLFER'S PARADISE: LUXURIOUS FARM NECK WATER VIEW RETREAT - READY FOR A POOL! Set in a prestigious, private enclave along the northeastern side of Sengekontacket Pond and sited on over two acres of meadows, stone walls and beautifully landscaped grounds, this magnificent home blends spectacular water views, luxurious living and all of the amenities of Farm Neck Golf Club. A winding drive leads along the edge of a golden meadow to the full view of this classically styled home, which has been perfectly sited to maximize the magnificent water views, enjoyed by nearly every room in the house. The inviting foyer features a sweeping staircase and opens into a stunning, two-story Living Room with vaulted ceilings and an entire wall of glass windows and French doors that perfectly frame the water views. The Living Room is anchored by a wood-burning fireplace, flanked by custom built-in cabinets and bookshelves. An open-designed Dining Room, Kitchen and Family Room perfectly complements both casual living and entertaining. The gourmet cook's kitchen features custom milled cabinetry, soapstone countertops, an 8-burner Viking dual-fuel range, SubZero refrigerator and other top-notch amenities. The home is comprised of a total of six bedrooms and five and one-half baths, including a luxurious, first-floor Master Bedroom Suite with breathtaking views and master bath with double marble vanity, walk-in glass steam shower, claw foot soaking tub. Recent enhancements include approximately 1500 square feet of finished living space on the Lower Level -- including a spacious bedroom, full bath, an In-Home Theater with kitchenette PLUS an Exercise Room/Gym with walk-out entrance. This offering also includes full stock ownership in Farm Neck Golf Club and you can literally drive your golf cart from the house to the Farm Neck clubhouse for a round of golf or tennis -- or to the community dock at the end of the road, where you can board your own private kayak, canoe or power boat and enjoy a day out paddling, cruising or fishing on Nantucket Sound. Of course, State Beach and the bicycle path are also just a stone's throw away. IMPORTANT NOTE: There approved plans and permits for an in-ground pool (*SEE ATTACHED). This spectacular property truly offers all the finest of Vineyard living! ***Please see video tour for a glimpse into this beautiful home and the Farm Neck Golf Club lifestyle.

Listed by Point B Realty LLC

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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23 East Chop Drive, Oak Bluffs, MA

Price$3,299,000

Est. Mortgage: $/month

MLS Number 30153

  • Residential
  • Square Feet 2702
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.54

This notable harbor front home has undergone an exciting transformation - the floor plan is now an open concept allowing for stunning water views from a stylish new kitchen that includes a breakfast bar and sunny sitting room with huge windows on the waterside. The bathrooms have also been renovated with new fixtures, tiling and bead board with chair rail. (Please see "List of Improvements" under Documents tab for a complete list of improvements). A private deep water dock and 175' of harbor frontage make this the perfect property for the boating enthusiast. For those that prefer the shore, the location is most ideal with the town center and beaches only a short stroll away. There is plenty of space for gathering as well as accommodating many over-night guests with 5 bedrooms in the main house and extra space for over flow above the boathouse/garage and let's not forget the covered veranda - the place where all will convene to admire the views and enjoy the harbor activity. All the makings for a carefree summer experience.

Listed by Sandpiper Realty

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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89 East Chop Drive, Oak Bluffs, MA

Price$3,295,000

Est. Mortgage: $/month

MLS Number 32036

  • Residential
  • Bedrooms 7
  • Bathroom 5
  • Half Baths 1
  • Acreage 0.8

This spectacular direct ocean front residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly once acre of land there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops and an abundance of other activities that make Oak Bluffs a very special place for the whole family to enjoy. Great rental history.

Listed by Vineyard Realty Group

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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15 Dover Street, Oak Bluffs, MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 32137

  • Residential
  • Square Feet 3484
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.345

Enjoy water views and sunsets over Vineyard Haven's outer harbor all the way to Falmouth from this Victorian styled 3 story contemporary home. Elegant yet comfortable, this 3,484 sq. ft. home on the edge of East Chop, has the wood shingled style of the Vineyard but with all the modern touches. It includes 5 bedrooms -- two master suites with water view balconies, 4 bathrooms, 2 water view living rooms - one with 2-sided fireplace, 3 water view balconies, 3 porches, gourmet kitchen, hardwood floors and central air. Full basement, professionally landscaped yard and 2-car garage complete this property.

Listed by RE/MAX on Island

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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27 Brush Island Lane, Oak Bluffs, MA

Price$2,800,000

Est. Mortgage: $/month

MLS Number 31403

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

Elegant waterview Farm Neck Home with stockholder membership to Farm Neck Golf Club. New construction opportunity in Farm Neck with easy access to Sengekontacket Pond, Farm Neck Association land and MV Land Bank property. Designed with entertaining in mind, this home features an open floor plan on the first level including a living room with a stone fireplace, gourmet kitchen and dining room that opens to a spacious screened porch. Master bedroom suite and 2 additional bedrooms are located on the first level. The second floor is designed to include an additional bedroom suite. The home will feature exquisite craftsmanship and beautiful finishes throughout. Customization possibilities are available! Home will be completed by Spring 2018. PRE-CONSTRUCTION PRICE!

Listed by Wallace & Co. Sotheby's

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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55 Ocean Avenue, Oak Bluffs, MA

Price$2,595,000

Est. Mortgage: $/month

MLS Number 30054

  • Residential
  • Square Feet 2997
  • Bedrooms 4
  • Bathroom 5
  • Half Baths 1

SPARKLING OCEAN PARK JEWEL: METICULOUSLY RENOVATED VICTORIAN MASTERPIECE. Imagine living in one of the most storied locations on Martha's Vineyard, with ocean views from nearly every room in the house -- plus two levels of wraparound verandas from which to enjoy stunning views of Ocean Park, its iconic gazebo and the brilliant blue waters of Nantucket Sound. After a recent $1.7 million renovation, this magnificent 1880's Victorian has been meticulously restored to her resplendent grandeur, maintaining the original charm and character of the intricately carved woodwork, moldings, French doors and built-ins. Beyond the perfectly restored historic facade is an entirely new luxury home, with all of the finest amenities and features -- including central air, security system, a gourmet cook's kitchen with beautiful soapstone countertops and Thermador® stainless appliances, and all new bathrooms with intricate tile work, new plumbing fixtures, carrara marble vanities and glass walk-in showers. This magnificent home features three floors of living space which perfectly expand to accommodate family and friends -- including a formal Parlor/Living Room lined with a wall of original French doors, a sunny light-filled Family Room with vaulted ceilings and a full wall of windows, PLUS a full, walk-out Lower Level with a full bath and laundry that is perfect as a Biliards/Game Room or Media Room. A spacious brick terrace, located off the back of the home, is also an ideal gathering place for outdoor dining and entertaining. This in-town property features off-street parking on Kennebec Avenue which will accommodate 2-3 cars - and it's also conveniently located within walking distance to the beach, ferry, restaurants, galleries and shops. This curated antique home offers all the finest of living in the heart of historic Ocean Park and is an ideal home for creating lasting Vineyard memories for years to come. Note: Furnishings and contents are being offered separately for a turnkey purchase opportunity. A memorable summer on historic Ocean Park is calling -- and this wonderful home is move-in ready for you to enjoy!

Listed by Point B Realty LLC

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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289 Barnes Road, Oak Bluffs, MA

Price$2,350,000

Est. Mortgage: $/month

MLS Number 32017

  • Residential
  • Square Feet 3004
  • Bedrooms 4
  • Bathroom 3
  • Half Baths 1

Here is your waterfront sanctuary…a beautiful sweeping lawn… the backdrop of an ever-changing sky and the salt-water Lagoon. Dine on the spacious new mahogany deck and watch the magnificent sunset. Relax, read a book on the hammock, walk down the multi-leveled stairway to the 65' dock (w/ electric and water) where your boat awaits. There is a mooring and a raft also. Boating access to Vineyard Haven harbor and the Sound is right from your backyard. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming and more. Perfect for entertaining and comfortable living, the immaculate 3,000 square foot home has a wonderful flow throughout and waterviews from almost every room. Tastefully renovated and expanded w/ all hardwood flooring. This pristine home was designed to capture the essence of waterfront life.

Listed by Island Home Realty Inc.

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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41 & 43 Ocean Avenue, Oak Bluffs, MA

Price$2,300,000

Est. Mortgage: $/month

MLS Number 30901

  • Residential
  • Square Feet 2451
  • Bedrooms 7
  • Bathroom 2
  • Half Baths 1

Oak Bluffs ~2 homes with 2 separate deeds however sellers are selling both 43 & 41 Ocean Avenue.. 43 Ocean Ave -5 BR 1.5 baths! AMAZING BREATH TAKING COLORFUL SUNRISES from your wrap around porch! One of the 5 bedrooms is on the first floor and first floor laundry! Spacious and SUN FILLED living room and dining area! Beautiful STYLISH & RENOVATED eat in kitchen with lots of cabinets and cottage details throughout! This home is in impeccable condition and truly is a rare offering! 43 Ocean Avenue includes 1987 sq. feet..This RENOVATED HOME is a block to the Village of Oak Bluffs to explore and enjoy all the wonderful restaurants, galleries, shopping and ferry ports! 41 Ocean Ave is a Year Round Ranch Style home with 464 sq ft 1 bedroom and 1 bath & enclosed sun porch(an additional 184sq.ft.)! WONDERFUL WATERVIEWS OVER HISTORIC OCEAN PARK ALL the WAY TO VINEYARD SOUND! ACTIVE VIEWS OF PARK and located a block to Oak Bluffs Circuit Avenue, ferry ports and beach across the street! STUNNING VIEWS of FAMOUS GAZEBO..watch all the boats and Summer Activity from your porch!..Enjoy your wonderful private fenced in grassy yard..onsite parking in garage.. 2 houses 41 & 43 Ocean Avenue ...both houses are being sold together..for $2,300,000

Listed by Ocean Park Realty Inc

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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41 & 43 Ocean Avenue, Oak Bluffs, MA

Price$2,300,000

Est. Mortgage: $/month

MLS Number 31605

  • Residential
  • Square Feet 2451
  • Bedrooms 7
  • Bathroom 2
  • Half Baths 1

41 & 43 Ocean Park ~2 BEAUTIFUL PROPERTIES LOCATED ON HISTORIC OCEAN PARK~43 Ocean Ave - 5 BR 1.5 bathrooms~Located on Historic Ocean Park with PANORAMIC WATER VIEWS of VINEYARD SOUND, OCEAN PARK and all the way to CAPE POGUE! 43 Ocean Avenue includes 1987 sq feet ..with 5 bedrooms 1.5 baths This RENOVATED HOME is a block to the Village of Oak Bluffs to explore and enjoy all the wonderful restaurants, galleries, shopping and ferry ports! 41 Ocean Ave is a Year Round Ocean Park Ranch Style home with 464 sq ft 1 bedroom and 1 bath & enclosed sun porch(an additional 184 sq ft.)! WONDERFUL WATER VIEWS OVER HISTORIC OCEAN PARK ALL the WAY TO VINEYARD SOUND! ACTIVE VIEWS OF PARK and located a block to Oak Bluffs Circuit Avenue, ferry ports and beach across the street! STUNNING VIEWS of FAMOUS GAZEBO..Enjoy your wonderful private fenced in grassy yard..onsite parking in garage.. 2 houses 41 & 43 Ocean Avenue ..both houses are being sold together..for $2,300,000

Listed by Ocean Park Realty Inc

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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325 East Chop Drive, Oak Bluffs, MA

Price$2,095,000

Est. Mortgage: $/month

MLS Number 31615

  • Residential
  • Square Feet 1709
  • Bedrooms 4
  • Bathroom 2
  • Half Baths 1

Fall asleep to the sound of a gently breaking surf in this carefully renovated and meticulously maintained turn of the century East Chop beach house. Nestled between the shore of the Vineyard Sound to the west and Crystal Lake to the east, this unique property boasts water views from every window. Enjoy spectacular sunrises from your breakfast table and sunsets over West Chop. Watch maritime activity of all kinds or just listen to the waves from numerous first and second floor oceanside porches. Nearly 150 feet of private beach permits direct access to the water for fishing, swimming, kayaking or paddling. The main living area of this exceptional summer home features a brick fireplace and is lined with large windows and French doors that open to a spacious, enclosed sun porch overlooking the water. The first floor also includes a sun drenched dining room, a home office or first floor bedroom, a half bath and an updated kitchen with high-end appliances, oversized antique porcelain sink and zinc countertops with copper accents. The staircase to the second floor leads to two guest bedrooms with a shared bath, a spacious hallway with built-in closets, laundry and extra storage space. The master bedroom suite features a private bath and sun porch. Other amenities include an enclosed drying yard with a cedar deck, a grilling area off the kitchen, a private outdoor shower on the beach and a one-car garage with a cabana for towels, chairs and beach toys. This wonderful location is also an easy bike ride to the East Chop tennis, beach and yacht clubs and to downtown Oak Bluffs. Frequently featured in island artwork, this spectacular waterfront home provides you with the best of Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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317 East Chop Drive, Oak Bluffs, MA

Price$1,790,000

Est. Mortgage: $/month

MLS Number 31601

  • Residential
  • Square Feet 2615
  • Bedrooms 6
  • Bathroom 3
  • Half Baths 1

Classic East Chop 6-bedroom waterfront cottage with western facing sunset views from your own private beach! Panoramic water views from every room give you front row seating for the races in Vineyard Sound and the swans in Crystal Lake on the other side of the house. Fish off your own jetty, put in your lobster traps or tie up your boat to your own mooring just off the beach. Built in 1935, the meticulously maintained, six bedroom, 3.5 bathroom house, includes original hardwood floors and oak paneling, electric heat for extended 3-season use, fireplace in the living room, two patios one with outdoor fireplace, 200' of private beach, a deep water private mooring, outdoor shower and a two-car garage. Substantial jetty and barrier beach provide ample protection from storms. Strong rental history.This is a must see property. Note: To view the 3D virtual tour on Linkmv, click on the Virtual Tour link and then click on the first photo, at the top of the photo is an icon for the 3D Showcase, click on that icon to see the 3D tour.

Listed by RE/MAX on Island

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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