Oak Bluffs Real Estate

Oak Bluffs is a classic beach resort town on the northeast shore of Martha's Vineyard. Real estate in Oak Bluffs includes condos, single family homes, homes with dock access, acreage, and more. Whether you’re looking for a permanent residence or a vacation home, Hancock Real Estate can help you find your island dream home.

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31 Tuckernuck Avenue, Oak Bluffs, MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 34488

  • Residential
  • Square Feet 1738
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

A rare opportunity to own a property bordering Waban Park looking out to the ocean beyond. This spacious house with over 1700 square feet of interior space is tied into town sewer. Sit back and relax on the wrap around porch as you gaze over one of the most famous of Oak Bluffs parks an open grassy field and the ocean beyond. The sandy beach is just a block away. The house has been updated with a large kitchen, dining room with built in cabinets, a sun porch and spacious living room that runs the width of the house. Lovingly maintained wood floors and freshly painted walls throughout. Presently there are 4 bedrooms with with an additional second floor sitting room that could be another bathroom or another bedroom. The two front bedrooms have doors that open onto the 2nd floor large porch. Just a short distance to all the shops restaurants and entertainment of downtown Oak Bluffs.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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52 Pennacook Avenue, Oak Bluffs, MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 34697

  • Residential
  • Square Feet 1926
  • Bedrooms 7
  • Bathroom 2
  • Half Bath 1

Downtown Oak Bluffs - Located in the heart of Oak Bluffs and in close proximity to beach, town and ferries is this sprawling Victorian-style home that was thoughtfully renovated in 2012. With 7 bedrooms, there is plenty of space for your family and friends. Enjoy your morning coffee or afternoon cocktail in a rocking chair on the covered porch overlooking a small town park. Walk through the arched doorway into a living area with 2 walls of windows. There is a spacious dining room with a bay window that welcomes in the afternoon light. Continue on into the eat-in kitchen,with large butler's pantry. The kitchen was recently updated with new appliances, cabinets and counter tops. Two bedrooms and a full bath complete the first floor. Upstairs features vaulted ceilings with painted wood paneling throughout the 5 bedrooms. There is a full bath and powder room that round out the second floor. The home features wood floors throughout. Tucked away on the side of the house is a welcoming outdoor living area with a patio. The requisite outdoor shower completes this well-appointed downtown home. Kitchen was renovated in 2017 and the rest of the home was renovated in 2012. Being sold furnished and with summer rentals already in place. (Additional interior photos are being uploaded shortly. Please check back.)

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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10 Prospect Park, Oak Bluffs, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 34585

  • Residential
  • Square Feet 1691
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water views, faces out on to a charming park. The property is located in the heart of East Chop and just a short stroll to the beach, tennis courts,the harbor and downtown. This wood framed house, aptly named The Haven of Bliss, has been lovingly maintained through the years and has two covered porches, a deck off the master bedroom, and a screened, stormed porch off the kitchen. The house has four bedrooms, one and 1/2 bathrooms, and sinks in three of the bedrooms. The living room and dining/sitting rooms have large windows and double doors which are screened or stormed with plexiglass, as are all the windows in the house allowing 3 season use with electric heaters. The outdoor shower is surrounded by mature trees and a landscaped yard.

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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52 Head of the Pond Road, Oak Bluffs, MA

MLS Number 34050

  • Residential
  • Square Feet 3100
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

This contemporary 5 bedroom home is located in a nice area of fine homes and close to farm fields and conservation walking trails. The open floor plan includes a newly renovated kitchen, spacious living ,dining room with sliders to a screened-in porch and deck. First floor master bedroom and bath. The second floor includes 2 bedrooms, an office and great room with cathedral ceiling and skylights. An efficiency apartment can be accessed from the main house as well as it's own entry. The third floor has been finished for additional studio space with skylights. 2-car garage and an attached office space for an in-home business. A great value in this market.

Listed by Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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37 Puritan Drive, Oak Bluffs, MA

Price$934,900

Est. Mortgage: $/month

MLS Number 32330

  • Residential
  • Square Feet 2780
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Impeccably maintained custom cape in the conveniently located Tower Ridge development.This property features a open floor plan with dining room galley kitchen and living room with a gas fireplace. A bonus family room over the garage with a gas fireplace and full bath. A three level deck which faces east provides a comfortable place for family gatherings and entertaining.

Listed by Ledden Properties LLC

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 Bayes Hill Road, Oak Bluffs, MA

Price$925,000

Est. Mortgage: $/month

MLS Number 33198

  • Residential
  • Square Feet 2401
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Bayes Hill Charmer...Three bedroom three and a half bath home surrounded by lovely perennial gardens with a wonderful open porch on the front and large private deck across the back of the home.

Listed by Point B Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

Price$889,000

Est. Mortgage: $/month

MLS Number 34214

  • Residential
  • Square Feet 1948
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.91

Private Contemporary Saltbox situate on a nicely treed lot and abutting greenbelt. Bright, gracious, beautifully maintained home with oak hardwood floors in the living areas. Beamed dining area and kitchen with plenty of counter space and all appliances. Living room with cathedral ceiling and skylight, brick fireplace with wood stove w/ heatilator w blower, plus three sliders to deck. Ensuite master suite/ sitting area , another bedroom w bathroom off the hall. On the second level one finds another generous Ensuite master suite and private deck w slider. On this floor also, a spacious sky lit loft overlooking the living room, now used as an office and sitting room. All living areas and bedrooms have paddle fans. The walk out basement contains a water filtration system, dehumidifier, work bench that includes most tools and washer and dryer. Over sized one car garage completes the offering. Exterior of house was painted in 2017. This lovely house comes mostly furnished and almost turnkey. Property has deeded rights to Lagoon Pond where you can keep a kayak/canoe and do some fishing! 2015 Toyota for sale also.

Listed by Hughes & JC Murphy R.E.

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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30 Inca Road, Oak Bluffs, MA

Price$835,000

Est. Mortgage: $/month

MLS Number 34458

  • Residential
  • Square Feet 1764
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.3016

Privacy abounds from this sprawling 4 bedroom 3 bathroom home with over 1760 square feet of interior space. This well throughout custom built home features a first floor bedroom, finished basement with walkout exterior access, a detached shed/studio presently a 12X16 two-story shed/studio which has the possibility to expand following local building codes and permits. The grounds are well maintained with mature plantings giving the property a feeling of privacy yet you are just over a mile to the center of Oak Bluffs and 2 miles from Vineyard Haven center.

Listed by Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

Price$829,000

Est. Mortgage: $/month

MLS Number 33283

  • Residential
  • Square Feet 1534
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.517

A must see hidden gem this home lies on 1.52 acres featuring over 100k of reclaimed antique stone work. Located in a very private setting down island, 10 minutes from ferry and 15 minutes from beaches, this home has the feel and tranquility of being up island. The main house offers 3 bedrooms 2 baths with an airy and open floor plan. Beautiful reclaimed wide antique oak flooring as well as other artistic touches truly gives this home the authentic feel of Marhtas Vineyard. An attatched 1400 sq ft 2 story addition with beautiful large stain glass windows ( 4x6ft ) is ready to be easily finished and offers an opportunity to almost double the homes square footage at 2900 sq ft. In addition to added living space it would also make a great home office or artist studio.The property setting is on high ground and overlooks a 9 acre pasture with rights to graze two horses. Access to Little Duarts Pond also accompanies ownership. This property is a great opportunity as a rental/investment home with the additional opportunity to add substantial value with finished addition. Difficult to capture this home in pictures, truly a must see !! And ,YES !, the clock works and keeps perfect time. It is fully modernized with a gps unit for accuracy.

Listed by Jane Brown Assoc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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8 Pulpit Rock Road, Oak Bluffs, MA

Price$785,000

Est. Mortgage: $/month

MLS Number 34670

  • Residential
  • Square Feet 1639
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.474

Waterview Farms, a wonderful small community on the shores of Sengecontacket pond is where you will call home. This impeccably furnished and wonderful contemporary farmhouse will delight the senses with its good taste and comfort. Being sold turnkey with 3 spacious bedrooms and a bonus room that opens to a main living area with a soaring cathedral ceiling. There is enough room for the family and friends.The kitchen has stunning stone counter tops with a large under counter stainless sink. Great counter space for the discerning chef who likes to entertain. All rooms are perfect with the bathrooms renovated using quality tile and fixtures. The private deck out back is great for entertaining and grilling. Walk down to the pond and hop into your kayaks for an adventure that will make memories and keep the friends jealous for years to some. Also off Pulpit Rock is Pecoy Point Preserve, a Land Bank property featuring 1100 feet of shoreline, salt marsh and grasslands for stellar bird watching, biking, kayaking or an easy adventure

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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56 Pennacook Avenue, Oak Bluffs, MA

Price$719,000

Est. Mortgage: $/month

MLS Number 34250

  • Residential
  • Square Feet 1285
  • Bedrooms 4
  • Bathroom 1
  • Acreage 0.08

Classic Victorian home located in the heart of Oak Bluffs. Situated across from lovely tranquil park, one block from Niantic Park recreation, just 3 blocks from the beach and a 5 minute walk to shops, restaurants, ferries. Lovely, shaded wrap around porch and upper level balcony overlooking Pennacook Park across the street. Expansion possibilities with proper permitting! Off road parking.

Listed by Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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3 Nahomon Street, Oak Bluffs, MA

Price$710,000

Est. Mortgage: $/month

MLS Number 33679

  • Residential
  • Square Feet 1131
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.1199

Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile bath. Second floor offers a bedroom suite with jacuzzi tub and tile shower. Enjoy lush gardens, large farmers porch, outdoor deck plus a second grilling area all overlooking an in-ground pool. Just a short distance to Oak Bluffs center and Harbor. Excellent rental history!!

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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