Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard town. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard, as well as the popular East Chop neighborhood.

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Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

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21 Kennebec Avenue Oak Bluffs MA

Oak Bluffs, MA21 Kennebec Avenue

Price$659,000

Est. Mortgage: $/month

MLS Number 36460

  • Condominium
  • Village Downtown
  • Square Feet 985
  • Bedrooms 1
  • Bathroom 1

Rare Opportunity to own an in-town condo with private parking and NANTUCKET SOUND WATER VIEWS! In excellent condition, this lovingly maintained sun-filled Condo features high ceilings, hardwood flooring, stunning views over the sound and Ferry dock, separate basement storage and deeded parking lot. Center of Town, Steamship, Harbor and Public Beaches just steps away. Must see.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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21 Kennebec Avenue Oak Bluffs MA

Oak Bluffs, MA21 Kennebec Avenue

Price$659,000

Est. Mortgage: $/month

MLS Number 36486

  • Condominium
  • Village Downtown
  • Square Feet 985
  • Bedrooms 1
  • Bathroom 1

FANTASTIC CONDO UNIT WITH WATER VIEWS. In the heart of town, this prime location is steps from Ocean Park, the ferry, Inkwell beach, the harbor, shops and the lively restaurants of Oak Bluffs. Watch the boats and ferries coming and going from this beautifully appointed third floor unit. There's a private balcony with water views, perfect for relaxing with a book or entertaining guests. While great for a year round residence, the unit would also make for a smart investment. Rental history available upon request. Of added value is the parking space just behind the building that is included in the sale.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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179 Edgartown Vineyard Haven Road Oak Bluffs MA

MLS Number 36459

  • Residential
  • Village Central
  • Square Feet 1092
  • Bedrooms 2
  • Bathroom 1

MAKE PLANS TO EXPAND OR ENJOY AS IS. This gem of a property has many options, as it is set on 1.84 acres in a wonderful central location. The 2 bedroom carriage house with one bay garage and office on the main level has been beautifully designed with lovely interior finishes and a chef's kitchen. There is a large covered deck that overlooks the expansive yard. A Land Bank trail from the house leads down to the head of the Lagoon and most of the property is surrounded by the Weahtaqua Srings Preserve, a 35 acre Land Bank parcel. This is a peaceful setting just minutes to all down Island town centers.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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13 Shirley Avenue Oak Bluffs MA

Oak Bluffs, MA13 Shirley Avenue

Price$759,000

Est. Mortgage: $/month

MLS Number 36457

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1508
  • Bedrooms 3
  • Bathroom 3

New LISTING in Oak Bluffs! Contemporary Ranch Style Home conveniently located off BIKE PATH and only 2 BLOCKS easy STROLL to the LAGOON SANDY BEACH! This home is very charming and has many special finishes and nooks! There are 2 large cheerful bedrooms with walk in closets and 2 updated bathrooms..The kitchen, dining and living areas are all open and are perfect for entertaining ! The built in window seat is an ideal place to read and relax! There are sliders off the living room that open to a pleasant patio. There are 3 bedrooms and 3 bathrooms. Two of the bedrooms are on the main living floor and the third bedroom suite is in the walk out basement which is bright and cheerful! TERRIFIC VALUE ! SHORT WALK BIKE RIDE TO TOWN, FERRIES, BEACHES and OAK BLUFFS HARBOR!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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5 Seths Path Oak Bluffs MA

Oak Bluffs, MA5 Seths Path

Price$769,000

Est. Mortgage: $/month

MLS Number 36310

  • Residential
  • Square Feet 1428
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.66

Delightful DEER RUN with an in ground POOL - This well planned centrally located setting is sure to charm! Sited on a large level lot, the sturdy salt box cape fronts a sweet cul de sac and backs to a common area pasture. Set back from the street, the fenced private pool, bluestone patio with propane fed fire pit and BBQ plus new deck make this comfortable home ideal for entertaining year 'round. Stylish and practical with 3 bedrooms and 2 bathrooms - there's also a full basement with multi-use finished spaces. Upgrades are many and on going - new Viessman heating system with on demand hot water heater, all new Andersen windows, bathroom vanities and a list of exterior improvements including new pool liner in 2018. Flowering trees, shrubs and perennial gardens are abundant in every corner of this cheerful property providing privacy as well as tastefully screening the pool area. Useful pool house and shed makes seasonal storage easy. The wait is over - come see this outstanding value!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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67 Trinity Park Oak Bluffs MA

Oak Bluffs, MA67 Trinity Park

Price$550,000

Est. Mortgage: $/month

MLS Number 36428

  • Residential
  • Village Downtown
  • Square Feet 810
  • Bedrooms 2
  • Bathroom 1

You can enjoy year round or vacation living in this Martha's Vineyard Camp Ground Cottage. Lovingly Renovated, insulated and full of charm, this two bedroom one and one half bath cottage has beautiful wood floors, custom made kitchen counter tops, mini spits for heating and air conditioning, two second floor bedrooms with vaulted ceilings, full bath on first floor with half bath on the second, a she-shed for storage and summer laundry. Enjoy the views of the park in front and the tabernacle along with it's many events all from the front porch. There are a few weeks rented this summer but the best week of the summer has been reserved for your use as the new owner. Betterment fee has been paid in full.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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40 Tiffany Drive Oak Bluffs MA

Oak Bluffs, MA40 Tiffany Drive

Price$869,000

Est. Mortgage: $/month

MLS Number 36412

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1948
  • Bedrooms 3
  • Bathroom 3

Oak Bluffs Contemporary design located in desirable Lagoon Estates in a private setting over 1.84 acres and abutting acres of conservation land owned by the Land Bank! The interior of the home is OPEN, BRIGHT with HIGH WOOD BEAM CEILINGS and immaculate throughout. There are 3 bedrooms with one master en suite on first floor and one on the second floor along with a guest bedroom. Terrific location in PRISTINE condition throughout! Deeded access to Lagoon!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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25 Paddock Road (Lot#23) Oak Bluffs MA

MLS Number 36340

  • Land
  • Village Central
  • Acreage 2.29

GOING GOING GONE! ONLY A HANDFUL OF LOTS REMAINING. THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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40 Paddock Road (Lot #18) Oak Bluffs MA

MLS Number 36338

  • Land
  • Village Central
  • Acreage 1.84

GOING GOING GONE! ONLY A HANDFUL OF LOTS REMAINING. THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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 A VisitAsk A QuestionMore Details

225 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA225 East Chop Drive

Price$2,790,000

Est. Mortgage: $/month

MLS Number 36309

  • Residential
  • Village East Chop
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3

Tempting buy on "Telegraph Hill"! This is the perfect “Nautical Neighborhood” to begin (or continue) your family legacy on Martha's Vineyard. Recently renovated to create a touch of class, this elegant, distinctive home overlooks Vineyard Sound and the East Chop Lighthouse. The home was completely re-designed and rebuilt (by South Mountain Company) in 2014-15 to take advantage of the never-ending water view and finished in custom detail to meet the high standards of the owner. From the moment you enter, you will be “wowed” by the view and quality of craftsmanship. There is beautiful Birch flooring that runs throughout most of the home including the upscale, gourmet “cooks” kitchen. And…What a difference a well-designed kitchen makes! This includes a center island work station where you can chop ingredients, roll out pizza dough or cut fresh flowers from the garden. All appliances are “top of the line” and the custom-built walnut cabinets are 2nd to none. From the kitchen, you will enjoy the water view, a glowing fire in the Stone fireplace and be part of all the activities in the wide-open dining/living room. The substantial rear deck and an expansive green lawn look over Vineyard Sound to Cape and beyond. You will enjoy the lighted evening shorelines along Vineyard Sound, glowing sunsets and sunrises and on the 4th of July, view the numerous firework displays from Edgartown to Falmouth and beyond…simply spectacular! Be sure to see the attached document "Marketing Material" for a list of the property features.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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