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 Nantucket 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

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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: 4.03% 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$3,399,000

Est. Mortgage: $/month

MLS Number 30153

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

East Chop - This charming harbor front home has been EXTENSIVELY RENOVATED over the winter. It now features a completely new, modern kitchen that includes an island breakfast bar and opens to the waterside sun porch. New hardwood floors in many of the bedrooms and the bathrooms have also been renovated with new fixtures, tiling and bead board with chair rail - These improvements along with updated electric and plumbing and more make the “Red House” feel like a whole new home. Plus the new outside shower is a welcome addition for beach goers. With five spacious bedrooms and stunning water views from almost every room, this is where summer memories are made. Extra space for overflow can be found over 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. A private deep water dock and 175' of harbor frontage make this the perfect property for the boating enthusiast. Enjoy the luxury of living on the water with the town and beach just a stroll away. (Please see "List of Improvements" under Documents tab for a complete list of improvements).

Listed by Sandpiper Realty

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% 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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14 Temahigan Avenue, Oak Bluffs, MA

Price$3,300,000

Est. Mortgage: $/month

MLS Number 32282

  • Residential
  • Square Feet 4821
  • Bedrooms 7
  • Bathroom 3
  • Half Baths 2

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms(both with water view), the original hand crafted wood work details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

Listed by RE/MAX on Island

{$agent->Name}

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: 4.03% 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

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% 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$2,495,000

Est. Mortgage: $/month

MLS Number 30054

  • Residential
  • Square Feet 2997
  • Bedrooms 5
  • 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

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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: 4.03% 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

{$agent->Name}

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: 4.03% 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

{$agent->Name}

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: 4.03% 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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42 Paddock Road, Oak Bluffs, MA

Price$2,195,000

Est. Mortgage: $/month

MLS Number 32260

  • Residential
  • Square Feet 4200
  • Bedrooms 5
  • Bathroom 4
  • Half Baths 1

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide easy access into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy pond views and panoramic meadow views. This brand new home has high quality construction and features 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining and outdoor shower. The option to add a pool is available upon request. An open floor plan features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The dining area has lovely views of the pond and the family room has custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four spacious bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is an additional washer and dryer upstairs. Don't miss this opportunity to select your finishes and enjoy this beautiful investment or year round home!

Listed by Ocean Park Realty Inc

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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: 4.03% 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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46 Narragansett Avenue, Oak Bluffs, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 32203

  • Residential
  • Square Feet 4294
  • Bedrooms 15
  • Bathroom 15
  • Acreage 0.1399

The Narragansett House is a gorgeous Victorian Inn, Built in 1880. Narragansett House has been an Inn for 138 years, and owned and lovingly operated by the same family for the past 31 years. Ideally located a couple of blocks from sandy beaches, fine restaurants, and shopping. This Multi-Use Property is presently run as 80% commercial and 20% residential, and could easily be converted to a private residence. This beautiful Inn is in the highly sought-after Copeland District neighborhood 1.5 blocks from Circuit Ave and 2 blocks from the beach. Situated on one of the largest lots in the area, the Narragansett House with 13 guest rooms all with private baths, some with balconies and ac/heat splits. The inviting and spacious wrap-around porch, and front parlor feature period details and stained-glass windows overlook beautiful perennial gardens. The Private owner's quarters located on the main floor has an open living-kitchen area, 2 bedrooms, 2 bathrooms, an office and private porch with gardens.

Listed by Anchor Realty of Martha's Vineyard

{$agent->Name}

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: 4.03% 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

{$agent->Name}

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: 4.03% 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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71 Ocean Avenue, Oak Bluffs, MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 32448

  • Residential
  • Square Feet 2334
  • Bedrooms 7
  • Bathroom 4
  • Half Baths 1

Ocean Park Gem. Located on historic Ocean Park in the heart of Oak Bluffs near shops, restaurants, and beaches this Ocean-View property has a total of 7 bedrooms 4.5 bathrooms - It's 2 houses in 1. A multi-family property that offers a 5 bedroom, 3.5 bathroom home on Ocean Ave. with water view AND a 2 bedroom 1.5 bathroom home on Samoset Avenue. A common wall and adjoining deck bring these two great spaces together. These houses are updated and ready for new investors. This property has a great rental history and is an amazing income producer.

Listed by Anchor Realty of Martha's Vineyard

{$agent->Name}

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: 4.03% 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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112 Park Street, Oak Bluffs, MA

Price$1,785,000

Est. Mortgage: $/month

MLS Number 30743

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.31

WATER VIEWS and SPECTACULAR SUNSETS are yours from this gorgeous, FULLY FURNISHED, East Chop home nestled on a large double lot in this highly desirable neighborhood. This dazzling home offers classic charm with modern, luxury amenities. The 75 ft. wrap around deck and covered dining rotunda were built for enjoying true Vineyard living. This home has 4 bedrooms and 3 full bathrooms with marble, custom tile and original hard wood floors. Incredible customized high end kitchen and cozy sunroom have double french doors that opens onto a pergola covered deck creating a flowing indoor/outdoor living experience. Make this your year round home or keep as an investment property with over $70,000 a year of rental income in place. Your Island Dream Home Awaits.

Listed by Laer Realty Partners

{$agent->Name}

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: 4.03% 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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