Oak Bluffs Real Estate

Oak Bluffs on Martha's Vineyard Aerial View

Oak Bluffs is the classic seaside Victorian resort town located in the heart of the Vineyard and famous for its warm pristine water and popular sandy beaches where the public is invited. Originally visited and settled in the early 1800s by religious leaders who made camp each year in the lofty oak groves where thousands of people would partake in the sermons. The campsites evolved into tents and cottages and the settlement became known as Cottage City until 1907 when it was renamed Oak Bluffs.

Homes for sale in Oak Bluffs are very popular because the area explodes with excitement in the Summer.  Oak Bluffs is The Camp Grounds filled with gingerbread cottages, it’s the Ink Well beach, it’s the Farm Neck Golf Course, the fireworks, Illumination Night, the Harbor, East Chop, and Circuit Avenue with wonderful restaurants and shopping. There is always something to do and someplace to go and it’s the only Down Island town with no traffic jams.

Learn more about Life in Oak Bluffs

Oak Bluffs MA Real Estate

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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Oak Bluffs Real Estate Statistics

Average Sale Price for Oak Bluffs in 2018: $720,097

Average Sale Price for Oak Bluffs in 2019: $809,427

Average Sale Price for Oak Bluffs in 2020: $790,632

Average Days on Market for Properties Sold in Oak Bluffs for 2020: 151

Oak Bluffs MIL (tax) Rate 2020: 7.44

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Men diving into ocean at Oak Bluffs beachOak Bluffs waterfront

Oak Bluffs Golf

Farm Neck Golf Club Oak Bluffs

 

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

$
$
%
$/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

$
$
%
$/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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90 Dukes County Avenue Oak Bluffs MA 02557

Oak Bluffs, MA90 Dukes County Avenue

Price$2,195,000

Est. Mortgage: $/month

Pending

MLS Number 37831

  • MultiFamily
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 5
  • Bathroom 5.5

Downtown Oak Bluffs – Entrepreneurs, savvy business owners, investors or those simply seeking downtown living, this property is a must-see to understand the opportunities it presents. Located in the Art’s District, this collection of boutique residences offers upscale and stylish interiors with hand-selected designer finishes. Carefully spaced to ensure privacy, each oasis is extended by intimate courtyards for open air dining or relaxation. The compound includes a highly-visible commercial/office space and plenty of parking for residents or customers. This dynamic embraces the work from home trend and is an income-producing opportunity. Zoned in B1 where flexibility exists to cater to alternative uses. Pedestrian-friendly where a stroll or bike ride will take you to the picturesque harbor, sandy beaches, shopping and eclectic eateries - all the best of Oak Bluffs is steps away.

Listed by Lesley Heidt of Sandpiper 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

"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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