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.

Time Saving Tip - Sign up for a search account (it's free) to save your favorite Martha's Vineyard real estate listings and get notified when similar properties become available.

Related Searches
Waterfront | Water View | Beach Houses | Single Family | Condos | Land
DowntownEast Chop | Harthaven

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

Click to Show/Hide More Oak Bluffs Images

  

Men diving into ocean at Oak Bluffs beachOak Bluffs waterfront

Oak Bluffs Golf

Farm Neck Golf Club Oak Bluffs

 

220 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA220 East Chop Drive

Price$1,995,000

Est. Mortgage: $/month

MLS Number 37706

  • Residential
  • MlsStatus Active
  • Square Feet 1977
  • Bedrooms 4
  • Bathroom 2

Prime home in desirable East Chop diagonally across from one of the Vineyard's most photogenic lighthouses, the East Chop Light. With dramatic views from this uniquely designed 4-bedroom, 2 ½ bathroom, year-round or vacation house, this property should be at the top of your list if you're looking for water views, sunsets over West Chop, and close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. The home -- known locally as "Pilot House", was built true to its name to replicate the bridge of a ship's Pilot House to allow the Captain views of a wide sweep of the sea. Wrap around decks off the second floor provide panoramic water views, in addition to the roof-top Widow's Walk which boasts 180-degree water views of Nantucket and Vineyard Sounds. Built to take advantage of the views, the second floor's open floor plan has walls of large windows in the living room, dining room and kitchen which provide ample water views, sunsets to the west, sunrises to the east and night-time starry evening viewing. A master bedroom and full bath complete the floor. First floor includes 3 bedrooms, and 1 ½ bathrooms, in addition to access to the basement storage areas and garage. Property includes outdoor shower, and parking for several cars on each side of the house. Title V septic certified 12/19/2020. Deck is in need of repairs/replacement and is the buyer's responsibility, as it can either be repaired or redesigned to suit the buyer's taste. The house is being sold fully furnished. The lot is large enough to allow for expansion of the house but please confirm any plans with appropriate town offices.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

4 Winemack Street Oak Bluffs MA

Oak Bluffs, MA4 Winemack Street

Price$695,000

Est. Mortgage: $/month

MLS Number 37702

  • Residential
  • MlsStatus Active
  • Square Feet 857
  • Bedrooms 2
  • Bathroom 1

This charming vintage year-round insulated home, located on a quiet street, sits on a wooded, shaded lot surrounded by Rhododendrons. Features include wood floors throughout, recently updated kitchen with all new appliances, living room with wood burning stove for those cool, early spring and late fall days, and mini-split heat/AC on both floors for the winter and summer months and, a full bath on the first floor. Both bedrooms are on the second floor, with sitting room in between. Front porch, side deck, outdoor shower and shed complete the property. The house was reportedly moved from the Camp Ground behind the Summercamp (Wesley) Hotel in the 1920s-30s. Roof replaced in 2004. Title V installed in early 1990s, inspection passed 8-20-2015. Recent exterior improvements include painting the exterior trim and front porch, driveway moved and topped with pea stone, the yard landscaped and irrigation system installed. New hot water tank. Property is in R-1 zone, and lot is large enough to allow for expansion of the house with town approval.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

75 Carol Lane Oak Bluffs MA

Oak Bluffs, MA75 Carol Lane

Price$765,000

Est. Mortgage: $/month

MLS Number 37694

  • Residential
  • MlsStatus Active
  • Square Feet 1300
  • Bedrooms 3
  • Bathroom 2

Don't miss this turnkey opportunity! Recently renovated and ready to move in, this 3 bedroom, 2 full bath ranch sits on .34 acres and features covered porch, ample patio space and a fully fenced yard with children's fort, swings and sandbox. Open-concept living room with vaulted ceiling and exposed beams adjoins modernized kitchen and dining area. Pergo wood laminate flooring throughout, with luxury vinyl tiling in kitchen and bathrooms. Master bedroom with ensuite bath, updated vanity, walk-in closet. Additional full bathroom features convenient, stacked laundry center, large updated vanity. 2018 improvements include new roof, gutters, all new windows, sliding door, new siding, patio and roofed porch and new on-demand propane furnace for heat and hot water. Central air-conditioning added in 2019. Newly constructed large, 10 x18 shed just completed. Walking distance to elementary school and less than 2 miles to the beach. Convenient circular drive and parking pad easily accommodate 4 cars. A great family home or vacation investment property, all major improvements have been done for you! Listing agent is related to sellers.

Listed by Upper Cape & Vineyard Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

309 County Road Oak Bluffs MA

Oak Bluffs, MA309 County Road

Price$1,289,000

Est. Mortgage: $/month

MLS Number 37448

  • Residential
  • MlsStatus Active
  • Bedrooms 4
  • Bathroom 6
  • Acreage 0.38

The Opportunity You Have Been Waiting For! This conveniently located four-bedroom home is situated on a double size lot and offers space for everyone. The primary dwelling is four bedrooms and four full bathrooms. To the left of the foyer, there is a bedroom with a completely renovated luxurious bathroom. To the right of the foyer, there is a family room, wet bar, bedroom, full bathroom, and a private deck. Upstairs one will find an expansive family / living room, oversized bedroom, full bathroom, and kitchen. A large deck provides privacy and plenty of room for outdoor dining / lounging. The lower level offers additional living space, a large bedroom, a full bathroom, and a wet bar. The detached garage offers an oversized three-bay garage + office space above. There is a coin-operated laundry room, shed for additional storage, and plenty of parking. This property generated $142.8K of rental income in 2020.

Listed by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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 Rock Avenue Oak Bluffs MA

Oak Bluffs, MA22 Rock Avenue

Price$619,000

Est. Mortgage: $/month

MLS Number 37519

  • Residential
  • MlsStatus Active
  • Square Feet 826
  • Bedrooms 2
  • Bathroom 1

Outstanding Vintage Sea Side Cottage! One block from harbor activities and summertime fun - minutes to ferries, beaches and all that is charming Oak Bluffs village. Association amenities and MVCMA community benefits are many in this treasured historic setting. Uniquely designed with decorative filagree scroll work and a rich history, this victorian cottage once served as the MVCMA cottage museum. Enter from the raised porch into the front parlor with high ceilings and clever use of space. Kitchen with pantry, a multi tasking bedroom/den and a full bath complete the first floor. High ceilinged second level has an enormous front bedroom with double doors plus another guest room both with beautiful wood floors and cross breeze windows. Impressive insulated roof renovations and a propane heater allow for comfortable three season use. The attached private deck adds a wonderful outdoor entertaining area to this vintage cottage home.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

165 Circuit Avenue Oak Bluffs MA

Oak Bluffs, MA165 Circuit Avenue

Price$497,000

Est. Mortgage: $/month

MLS Number 37536

  • Land
  • MlsStatus Active
  • Village Downtown
  • Acreage 0.0899

Great location across from Nashawena Park. Two structures on one lot! Old house with older detached studio (both probably a tear down) makes for an interesting opportunity. Lot size is non conforming. All engineering and permitting is responsibility of Buyer. Please do not walk the property without listing agent present.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

25 Butler Avenue Oak Bluffs MA

Oak Bluffs, MA25 Butler Avenue

Price$635,000

Est. Mortgage: $/month

MLS Number 37510

  • Residential
  • MlsStatus Active
  • Village Downtown
  • Square Feet 787
  • Bedrooms 2

The Pink House: One of the most well-known cottages in the Martha's Vineyard Camp Meeting Association. The 2017 restoration includes refinished pine floors, new kitchen & appliances, total interior and exterior painting. Exterior paint was sanded down to bare wood and repainted in 2016 & 2017. Backyard with a new brick patio and stone alleyway installed. All four sides of the cottage are tongue and groove wood construction. Three gothic double doors (downstairs front & side, and front balcony), plus a stained window door (side balcony). The cottage is brighter than most with a unique picture window in the living area. This well-maintained cottage is being sold Turn-Key including the artwork!

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

29 Bayes Hill Road Oak Bluffs MA

Oak Bluffs, MA29 Bayes Hill Road

Price$1,349,000

Est. Mortgage: $/month

MLS Number 37440

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 3396
  • Bedrooms 4

Extraordinary attention to detail! This spacious and open Contemporary home in the desirable Bayes Hill community is move-in ready, offering a unique blend of multiple gathering spaces and privacy. Continuously renovated, the home is in "cherry" condition---cherry wood floors and railings throughout all three levels; cherry cabinetry in the custom kitchen and all baths; and cherry bookcases in the finished lower level library/den. But the heart of this home is the intelligently designed gourmet kitchen with its quartzite counters, French porcelain tile backsplash, custom cherry cabinets, specialty lighting and quality stainless steel appliances including a commercial grade SubZero refrigerator/freezer, Wolf propane cooktop and double ovens, warming drawer, Bosch dishwasher, built-in microwave and even a built-in coffee maker! The essentials, plus some, are new------all new mechanicals including propane furnace, HVAC, geo/thermal hot water heater, roof, floors, windows, skylights, doors, bathrooms, lighting, ceiling fans etc. Too many details to mention. A must see!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

3 Pond View Drive Oak Bluffs MA

Oak Bluffs, MA3 Pond View Drive

Price$1,950,000

Est. Mortgage: $/month

MLS Number 37052

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 4350
  • Bedrooms 3

3 Pond View has a striking modern 3600 sq.ft home & 750 sq. ft. studio nestled in a private setting abutting a greenbelt of conservation land. The house and studio were designed by Vineyard architect, Bruce MacNelly. It is spacious with high ceilings, white oak floors, an open floor plan which enhances all of its light-filled spaces. The large high windows frame the outdoors, providing visual interest all year long. It is the perfect spot for entertaining and features large walls for exhibiting artwork. The main level offers a large dining room, galley kitchen, living room, large master bedroom, 1.5 baths, laundry & ample closets. Outside the kitchen, there is a bluestone terrace perfect for outdoor dining and entertaining. On the ground floor, there are two walk-out bedrooms, a bath, a large family room & two workrooms that open to a rice stone patio and gardens. The separate spacious studio is ideal for an artist, writer or anyone working remotely. The property has deeded access to 25 feet of beach on Lagoon Pond, a short walk from the residence. Owner's abutting parcel of land is available to purchase by the buyer.

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

67 Dukes County Avenue Oak Bluffs MA

MLS Number 37117

  • Land
  • MlsStatus Active
  • Village Downtown
  • Acreage 0.12

IN-TOWN OPPORTUNITY for a home and/or business just waiting for the right investor. Walk to the Harbor, Circuit Ave, the Tabernacle and Beaches. Currently there is a 4 bedroom "home" on the property. Potential to hook up to town sewer based on capacity. Property is sold "As-Is." Sellers do not make any representations or provide warranties regarding the potential use of the property. Buyers are responsible to perform their own due diligence.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

beach entrance beach entrance
Ocean Park Realty Incorporated Logo

We would love to hear from you.

Say Hello

Contact Us

You deserve to live in the home of your dreams and we want to help facilitate that process. Contact us for more details.

Ocean Park Realty Incorporated Logo

Stay Updated

Send a Message