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 Double Ox Road Oak Bluffs MA 02557

Oak Bluffs, MA31 Double Ox Road

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 38671

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3502

TO BE BUILT on Lot 13 NAUSHON *** Larger Lot and a WALK OUT BASEMENT ~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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 Harthaven Road Oak Bluffs MA 02557

Oak Bluffs, MA53 Harthaven Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 40313

  • Land
  • Mls Status Active
  • Acreage 1.89

Become part of the Harthaven community, a wonderful enclave on the outskirts of Oak Bluffs on the way to Edgartown with beauty, privacy and history. This 1.89-acre parcel abutting conservation land, is ready to build. The gently sloping, wooded lot can support up to an 8-bedroom home. Owner has 6BR septic and Con. Com. approvals in place. Luxury 6945 Square feet house design with 2 car garage and walk out basement. Accepting design and approvals will significantly shorten building process. Pool is possible but requires additional approval. Harthaven Association include a mile of Nantucket Sound beach with parking areas, access to farm pond, a small boat harbor, and tennis/pickleball court. Lot proximity affords a wonderful walk to Farm Neck golf course along Trade Winds field trail. Close to bike path, walking trails, and more.

Listed by Conroy & Company R.E.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA8 Hopes Way

Price$1,575,000

Est. Mortgage: $/month

Pending

MLS Number 38617

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3055

TO BE BUILT NAUSHON~Featuring 3 bedrooms and 3 ½ bathrooms, offering over 2,400 square feet of living space, the Naushon is the flagship of the Homes at Lagoon Ridge. A grand, covered wrap-around porch at the front of the home heightens one’s sense of arrival and provides the perfect setting for enjoying those cool summer breezes and refreshing morning air. The Naushon leverages a smart and efficient floor plan that connects its chef’s kitchen to living and dining areas to form a generous space to host large gatherings of family and friends where life-long memories will be made. All three-bedroom suites feature tiled ensuite bathrooms with quartz surfaces, Kohler fixtures, and spacious closets, while the Naushon’s second floor suites offer the option for private bedroom balconies. The Naushon’s classic lines pay homage to the cottage history of Oak Bluffs while offering all of the benefits of modern technology and comfort. The Naushon is the realization of your island dream. **See Interactive Virtual Tour Attached ** See Lagoon Ridge Website** Options are available for many too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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6 Arlington Avenue Oak Bluffs MA 02557

Oak Bluffs, MA6 Arlington Avenue

Price$1,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40597

  • Residential
  • Bedrooms 4
  • Bathroom 1.5
  • Acreage 0.34

Vintage East Chop Victorian Cottage with Water Views. 4 bedroom 2 bath Victorian home has been a special home to generations who've enjoyed this perfect location between the beach and Oak Bluffs center. The lot extends to East Chop Drive with a sweet walking path, extensive yard and oversize garage. Conservation land abuts the backyard. There are 3 upstairs bedrooms and 1 down, views from many rooms, decks and porches, and room to expand with proper permitting. This house needs considerable updating and is being sold AS IS.

Listed by Breakwater MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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4 Hopes Way Oak Bluffs MA 02557

Oak Bluffs, MA4 Hopes Way

Price$1,375,000

Est. Mortgage: $/month

Pending

MLS Number 38613

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2.5
  • Acreage 0.2645

TO BE BUILT~ PROSPECT ~Offering optimal flexibility, the 2 bedroom 2 ½ bathroom Prospect is the perfect fit for owners whose needs and desires change from week to week, season to season, or year to year. An expanded version of CapeBuilt’s most popular home design at Heritage Sands, the Prospect lives well-beyond its size, and features an expansive open concept living area topped with craftsman inspired cathedral ceilings. Its light-filled dining nook not only is the perfect mealtime host for family and friends, but also serves as the ideal morning “reading room”– whether on your tablet or unfolding the Sunday Times with a steaming cup of coffee. The luxurious first-floor primary suite includes an ensuite bathroom with separate tile shower and soaker tub, and dual vanities finished with quartz countertops and Kohler fixtures. The Prospect’s upper floor accommodates a spacious guest bedroom, tiled bathroom and flex-room that can serve as a home office, wellness studio, den, library or endless other uses to accommodate your family’s needs. The Prospect offers forward-thinking owners the opportunity to transition within Lagoon Ridge from seasonal to year-round residents of Martha’s Vineyard on a moment’s notice. See Interactive Virtual Tour Attached ** Options for many extras too**Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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24 Winemack Street Oak Bluffs MA 02557

Oak Bluffs, MA24 Winemack Street

Price$1,345,000

Est. Mortgage: $/month

Pending

MLS Number 39761

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.23

New price and now partially furnished! Come see this beautifully renovated home located about a mile to downtown Oak Bluffs and less than a mile to Eastville Beach! The interior is pristine, bright, and cheerful with a wonderful attention to detail. There is a first floor primary bedroom and two bedrooms on the second floor that share a bathroom. Other features include air conditioning, a private back deck, outdoor shower, and storage shed. Some of the furnishings are available for sale separate from the purchase of the home. Don't miss out on this wonderful opportunity!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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66 Forest Avenue Oak Bluffs MA 02557

Oak Bluffs, MA66 Forest Avenue

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40153

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.25

Charming Cape! Located on a quiet road in a well established neighborhood with a short drive to beaches, ferries, lagoon, hiking trails and fun Oak Bluffs activities! This classic cape offers an open layout featuring a living area, kitchen and dining area with glass sliding doors leading to an inviting mahogany deck and outdoor living space. There are two bedrooms upstairs and two bedrooms downstairs that each share a hall bathroom. Enjoy this adorable home year round, for seasonal use or as an investment rental property. The property is being offered turnkey with all contents and furnishings, subject to seller's list of exclusions. Strong rental income history.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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84 California Avenue Oak Bluffs MA 02557

Oak Bluffs, MA84 California Avenue

Price$1,299,000

Est. Mortgage: $/month

MLS Number 40261

  • Residential
  • Mls Status Active
  • Bedrooms 1
  • Bathroom 3
  • Acreage 0.2295

Beautiful, newly constructed house is ready for you to make it your home. The quality of construction and amenities is unparalleled in this price point. Located less than 1.5 miles from Circuit Ave, is this 1,860 sq. ft. one bedroom, 3 full bath custom colonial. Enter through the wrap-around Farmer’s porch and be welcomed by this thoughtfully-designed and well-constructed home. The first floor consists of a mudroom, full bath, kitchen with an island, dining area, and a spacious living room. The living room runs the full width of the house and opens onto the deck that runs along the back of the house. The kitchen is outfitted with stainless Bosch appliances, an abundance of cabinets, and granite countertops. The dining room, which could also be used as a den or home office, has 2 closets, access to the first floor bath, and French doors that open to the deck. Hickory flooring throughout the first-floor living areas, tiled mudroom and baths, and carpet in the bedroom and loft. The second floor has the primary bedroom with an en suite and walk-in closet. There is also a loft/flexible space with 2 closets and utilizes full bath off the hallway. Enjoy the open feeling that the high ceilings and abundance of windows create throughout the whole house. The full, unfinished basement has a sliding door that fills the space with light and gives access to an exterior stairwell. No Vineyard home would be complete without an outdoor shower. Central air. Spray foam insulation. There is full-size, stackable washer/dryer in the mudroom. There is room for a garage or, possibly, a pool. Great opportunity to purchase a high- quality, newly constructed home. Please see the attached builder's spec sheet. Easy to show.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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35 Double Ox Road Oak Bluffs MA 02557

Oak Bluffs, MA35 Double Ox Road

Price$1,295,000

Est. Mortgage: $/month

Pending

MLS Number 39096

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.3216

NEW LISTING in LAGOON RIDGE " OAK BLUFFS NEWEST NEIGHBORHOOD" TO BE BUILT on LOT 17~ MARSHE~With wellness and resilience in mind, the 2-bedroom 2-bathroom Marshe incorporates design features and appointments for ultra-comfortable, year-round, single floor living. At the core of the Marshe floorplan is a chef’s kitchen with professional appliances and a generous island – equally suited for culinary innovations and cocktail conversations. Open living spaces transition effortlessly and include a studio space that can be employed to accommodate wellness pursuits limited only by your imagination and ambition or serve as your Zoom-base for remote check-ins with family, colleagues, and fitness trainers. The Marshe’s primary bedroom features an ensuite bathroom with dual vanities, luxurious tile, quartz surface, and Kohler fixtures throughout. Guests and family will be drawn to gather at the Marshe and will be delighted by the serene quarters that await them after a memorable day on the Island. **See Interactive Virtual Tour Attached ** Options for many extras too** Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY! 7 HOMES are UNDER CONTRACT SALE PENDING in Lagoon Ridge.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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 Double Ox Road Oak Bluffs MA 02557

Oak Bluffs, MA32 Double Ox Road

Price$1,275,000

Est. Mortgage: $/month

Pending

MLS Number 38665

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.3216

TO BE BUILT on LOT 5 MARSHE~With wellness and resilience in mind, the 2-bedroom 2-bathroom Marshe incorporates design features and appointments for ultra-comfortable, year-round, single floor living. At the core of the Marshe floorplan is a chef’s kitchen with professional appliances and a generous island – equally suited for culinary innovations and cocktail conversations. Open living spaces transition effortlessly and include a studio space that can be employed to accommodate wellness pursuits limited only by your imagination and ambition or serve as your Zoom-base for remote check-ins with family, colleagues, and fitness trainers. The Marshe’s primary bedroom features an ensuite bathroom with dual vanities, luxurious tile, quartz surface, and Kohler fixtures throughout. Guests and family will be drawn to gather at the Marshe and will be delighted by the serene quarters that await them after a memorable day on the Island. **See Interactive Virtual Tour Attached ** Options for many extras too** Call for an appointment and private tour. Don't wait RESERVE YOUR HOME TODAY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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 Fairmount Avenue Oak Bluffs MA 02557

Oak Bluffs, MA30 Fairmount Avenue

Price$1,275,000

Est. Mortgage: $/month

MLS Number 40332

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.23

CHARMING CAPE WITH COTTAGE STYLING. Renovated in 2019, this charming cape features many tasteful upgrades and offers a picturesque and serene setting. The first floor is comprised of an open-designed floor plan combining a sunlit Living/Dining and Kitchen with updated appliances and cabinets. Sliding glass doors open out to a beautifully landscaped yard and outdoor entertainment area, surrounded by hydrangeas, lilies and fragrant lavender, with ample room for lounging and entertaining. The garden features a natural rock wall and pea stone paths that lead you to a cozy outdoor fire pit or vine-covered alfresco dining area. Extras include hardwood floors, custom tile and more! The property is ideally located with easy access to down-island towns, ferries and beaches and is perfect for a rental property, seasonal or year-round living.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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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26 Grovedale Road Oak Bluffs MA 02557

Oak Bluffs, MA26 Grovedale Road

Price$1,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40566

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.25

Contemporary and bright: Within a five-minute drive of downtown Oak Bluffs, this cheerful saltbox "tree house" is just the right environment for your year-round, secondary or income-producing home. The lofty living area is awash in south-facing light with skylights and double sliders opening to a sweeping outdoor deck. Click on the decorative in-wall gas fireplace for an extra touch of atmosphere. A convenient first-floor bedroom, currently appointed as a den, has its own bright sliders to the deck, as well as an en suite bath. Updates since 2018 include a gleaming white-and-stainless kitchen with quartz countertops, modern easy-care flooring on the first level, new roof, on-demand hot water system and new FHA propane furnace. Just add AC condenser! On the second level, two bedrooms, one with private outdoor balcony, share a full bathroom. A “Juliet” balcony overlooks the living area from the hallway. Keep soaring: Your generous sky-lit bonus loft is perfect for spillover living space, home office or yoga studio. In the dry, unfinished basement: Imagine your future media room, workshop and/or play space for the kids. Bonus: You and the kids will also enjoy nearby public access to Lagoon Pond, for kayaking, shell picking and watching the sun set. So move right in; furnishings are included, minus a few decorative items. NOTE: The assessors records document the home as four(4) bedrooms. The septic system is designed for three(3) bedrooms. Buyers should consult town hall regarding current and potential bedrooms allowed. The property is being sold "as is."

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 2023
* 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 LINKMV as of April 1, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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.