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

 

81 Rogers Way Oak Bluffs MA 02557

Oak Bluffs, MA81 Rogers Way

Price$1,675,000

Est. Mortgage: $/month

MLS Number 39011

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.2899

This spacious Colonial-style home is located on a cul-de-sac approximately 0.7 miles from the heart of Oak Bluffs. The first floor has a soaring foyer, open kitchen, and dining room that opens onto a large deck in addition to a laundry room, guest bathroom, and a living room with two additional rooms that are ideal for entertaining or for a home office. The second-floor has three bedrooms, a full bathroom, and an owner's suite with a walk-in closet and a bathroom with a large tub. There's also a finished basement and the bonus of additional living space above the two-car garage.

Listed by Barbara Twiss of Laer Realty Partners

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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27 Linton Avenue Oak Bluffs MA 02557

Oak Bluffs, MA27 Linton Avenue

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 38733

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.2295

Great opportunity to buy into a neighborhood of very well-maintained homes just 6/10th of a mile to Oak Bluffs harbor. Stone walkway and stone wall welcomes you to the front of the house. Fenced-in patio off the kitchen door. First floor: Large living room with brick fireplace, French doors to side deck, dining room, shower bath and kitchen. Second floor: oversized landing leads to two bedrooms and a full bath. Title 5 has been completed. The system was designed for a 3 bedrooms which are allowed per Board of Health. Furniture and contents may be purchased separately. This is a must see in Oak Bluffs. Accepting offers up to 9AM Monday, Nov.15.

Listed by Patricia Dean of Wiggy's Pond Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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 Pennsylvania Avenue Oak Bluffs MA 02557
Active With Contract

MLS Number 38983

  • MultiFamily
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.218

Newly renovated A-Frame with metal roof, new shingles, windows, offers a main floor with open plan living, dining, kitchen opening on to large deck, bedroom and bath and large loft area with small balcony. the lower level is completely finished with 2 bedrooms/1 bath and open plan living, dining, kitchen. Large yard and parking for 4-5 cars on site. New 3-br septic 2017. Tenants in place showings Monday thru Friday, with 24 hour notice.

Listed by Carmine Cerone of Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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10 Siloam Avenue Oak Bluffs MA 02557

Oak Bluffs, MA10 Siloam Avenue

Price$695,000

Est. Mortgage: $/month

MLS Number 38991

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1.5

Original Campground classic cottage brought up to date with new mahogany decks and wide pine floors. Sit on the porch watching the sun going down over Sunset Lake or wake up in the morning to see extensive views of Oak Bluffs Harbor and Nantucket Sound from the balcony. The dining room is warmed by a propane fireplace and there is a small office and half bath. The kitchen flows from the dining room, where you can cook and converse with guests in dining area. The cabinets have been crafted by a master wood worker and there are new kitchen floors and appliances. There is a pantry and loft off the kitchen and a place to hang coats. Come in from the back deck after an outdoor shower or dining on the back patio. Walk the back alleyway connections to many paths meandering through the landscaped Campground to the Tabernacle, parks and onto dining areas and shops. The house has been updated and cared for while keeping its elegance and historic charm. It is compact, but has everything you need to enjoy Campground living.

Listed by Elise LeBovit of Gay Head Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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1 Pease Avenue Oak Bluffs MA 02557

Oak Bluffs, MA1 Pease Avenue

Price$525,000

Est. Mortgage: $/month

MLS Number 38099

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1

Set among the brightly colored cottages and part of the famous Martha's Vineyard Camp Meeting Association- a couple of blocks to Oak Bluffs' sandy beaches, town center, and restaurants. This adorable 3 bedroom cottage consists of a spacious front porch, a living-dining area, kitchen, 2 first floor bedrooms, and a second story loft bedroom. Nestled in on a quite street with only 2 other homes. but just off the main Circle where you can enjoy live entertainment and celebrations in the Historic Tabernacle building as part of this great Island community. The Abutting Cottage 2 Fisk Ave is also for sale. These back-to-back cottages would make a great family compound.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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 Fisk Avenue Oak Bluffs MA 02557

Oak Bluffs, MA2 Fisk Avenue

Price$600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38098

  • Residential
  • Bedrooms 3
  • Bathroom 1

Authentic in town cottage with a classic Victorian front porch and matching 2nd floor balcony. Tucked away just off the main circle, Trinity Park where you can partake in the historic Tabernacle buildings events and celebrations as part of this wonderful community. The cottage features a living room, dining room, kitchen and first floor bedroom. The second floor has a front bedroom with private balcony and another bedroom. Just off the kitchen's side door is a stone patio with outdoor dining and a gated court yard with shed. Centered right in the heart of Oak Bluffs just a couple of blocks to the beach, town center, and restaurants. The abutting cottage 1 Pease Ave. is also for sale. Purchase both of these back-to-back cottages for a family compound.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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12 Webaqua Road Oak Bluffs MA 02557

Oak Bluffs, MA12 Webaqua Road

Price$850,000

Est. Mortgage: $/month

Pending

MLS Number 38911

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.84

This ranch style home is located on .84 acres in a beautiful neighborhood. This land parcel is one of the largest in the area. Built in 1980 this property is being offered for the first time. Public Lagoon pond beach access is a short distance away. Includes a large living/dining room with a brick fireplace, a master bedroom with its own bath plus a den and an office. There is also an attached one car garage. Updating will be desired but it is well worth it in this great location.

Listed by Peter Cronig of Cronigs Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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5 Farm Path Oak Bluffs MA 02557

Oak Bluffs, MA5 Farm Path

Price$1,299,900

Est. Mortgage: $/month

MLS Number 38957

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.6485

Beautifully and well maintained cape, located right at the center of the island on a large lot with enough room and capacity for an EXPANSION AND A POOL. Septic system was just upgraded (2021) to legally accommodate a 6 bedroom home. You could potentially build a GARAGE, and a GUEST HOUSE. As you walk in the home you will find an open floor plan with Brazilian cherry flooring throughout the house, a beautiful kitchen with white cabinets, with quartz countertops and stainless steel appliances. Some of the recent upgrades this year include a new irrigation system, and a new water heater. Exterior shingles and all windows were replaced in 2019, both bathrooms were upgraded in 2017. Come and see what this house has to offer.

Listed by Antulio Goncalves of Downey Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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375 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA375 Barnes Road

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS Number 38836

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 1.5
  • Acreage 1

RARE WATERFRONT OPPORTUNITY! With over 130’ of frontage on the Lagoon, enjoy a private sandy beach, perfect for swimming, kayaking or just sitting in the sun. Overlooking the Lagoon, the home, built and owned by one family for more than 50 years, offers spectacular views of wildlife and all that happens on the water as well as breathtaking sunsets. This year-round three-bedroom, one and a half bath home is set on a full acre of mature trees and flowering shrubs, which offer privacy but easy access to all the Island has to offer. Sourati Engineering Group has been engaged to design and obtain Town approvals for a three-bedroom sewerage disposal system and a comprehensive existing conditions site plan reflecting environmental areas. Sellers will contribute $35,000 at closing to the execution of the new Title V compliant system and elimination of the old cesspool.

Listed by Stephanie Roache of Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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

28 Beach Road # 28 Oak Bluffs MA 02557

Oak Bluffs, MA28 Beach Road # 28

Price$4,500,000

Est. Mortgage: $/month

MLS Number 38934

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.99

A Coup d' Ville in Oak Bluffs! This property is built across 6 lots spanning about .99 acres of land. Newly constructed in 2017 perched upon concrete pillars with breakaway walls that serve as added garage space or entertainment space beneath the home. The home is perfectly located with spectacular, unobstructed views of the Harbor and Lagoon. Relaxing on the multi level deck while watching the sailboats and ferries come and go is sensational - watching the sunsets are a daily activity and something to boast about on a nightly basis. The sound and shatter proof windows allows the experience of the beautiful island scenery while affording the luxury of personal privacy at the same time. The lot is spacious enough to add another structure or the possibility of a privately fenced in ground pool . The Bedrooms are all oversized with the master featuring a walk in closet and suite bathroom . The views of the Harbor and Lagoon can be accessed from 90% of the home on both levels - There is 1800 sqft of living space with an additional 800 sqft of deck space big enough to enjoy lunch or dinner outdoors while taking in the views from all angles. Ash hardwood makes up the flooring throughout the home with open floor space to enjoy modern living. Central Air, propane fire place , electrical heat pump controlled with gas cooking add to the comfortability. The exterior boast enclosed out side shower , a garden aligned with beautiful flowering that surround decking for outside grilling with plenty of space left for yard games. The irrigation system keeps the yard plush and green .... The State is building a bike path that goes directly down beach road past the home .The project is expected to increase the value and visibility. A privacy fence can be added to the lot to enrich the property without obstructing its nature or views while increasing the rental value through such exposure. From an investment prospective the property produced over 150k in rental income over 6-7 month period in 2021. The property is fully booked from August 1, 2022 through September 17th , 2022 at a rate over 65K . The property rents all season long as we enjoyed rental income each month of the year . We take advantage of enjoying the property when not rented and strike the perfect balance of earning passive income while enjoying our home at the same time. The sale of this property is subject to Seller going into contract for another property that is currently in negotiations.

Listed by Scott Lewis of Lewis Real Estate Services,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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 November 28, 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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