Oak Bluffs Homes $1.5M+

View Martha's Vineyard homes for sale in Oak Bluffs priced at $1.5M and higher. You may also be interested in browsing all homes in Oak Bluffs.

Oak Bluffs Homes for Sale Over $1.5M

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Browse Oak Bluffs Properties By Price:
Under $600k | $600k-$900k | $900k-$1.5M

47 Tiffany Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 Tiffany Drive

Price$2,349,000

Est. Mortgage: $/month

MLS Number 39516

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 1.507

POOL! POOL! POOL! This much sought-after amenity is part of a compound on just over 1.5 acres in Lagoon Heights. A carefree and easy lifestyle can be yours in this expansive home featuring 2,500 s/f of living space with four bedrooms, open concept kitchen and dining areas, spacious living room, office and exercise room...ALL ON ONE FLOOR! There are multiple means of access to the exterior spaces. The home has been tastefully updated and well maintained throughout the years. Lots of extra space is included in the pool house, detached one car garage/workshop, an oversized two car garage and a full basement. The pool anchors the extensive exterior entertainment area which is surrounded by decks, walkways and brick patios. The grounds are remarkably well landscaped with stone walls, established specimen trees and plantings and even a goldfish pond with a waterfall! A very special park-like setting that includes private access to Lagoon Pond.

Listed by Lynn and Karl Buder of Sandpiper Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Little Pond Road Oak Bluffs MA 02557

Oak Bluffs, MA6 Little Pond Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 39508

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1
  • Acreage 2.94

An oasis of tranquility awaits you at this "end of the road" setting. Central yet tucked away, this custom built, cross-gabled crafted homestead truly takes advantage of its location. Surrounded by conservation land, including Tisbury Meadows, Greenlands Preserve, Wapatequa Woods, Thimble Farm and the picturesque Little Duarte's Pond - all yours to enjoy and explore. A welcoming front yard with abundant gardens, porch deck and a central entrance that leads the way into grand spaces. Stately and inviting with rich details throughout - the expanse of the intersecting great rooms offer spacious entertaining options and pizzazz! Large banks of windows allow the light to stream in from every direction. Impressive chef's kitchen with a beautifully crafted wood ceiling and terrific kitchen bar. Thoughtful design includes the ever-important mudroom area and interior access to the basement. Open dining room, living room with fireplace hearth and the dramatic beamed vaulted ceiling sets the pace. First floor bedroom has a surround of windows and glass doors that seems to bring the outside in. Large bathroom with bead board, vintage fixtures, soak tub, tiled shower and bidet. Stunning helical wooden staircase seems to float as it reaches to the second level with wrap around railings. Second floor has a bedroom suite as well as a multitasking office/guest nook and creative storage. Eastside deck with fenced yard, ornamental pond and nearby garden shed. Westward views of abutting conservation lands and the large acreage allows for a garage, pool, guesthouse and potential further development. Lush plantings, flowering trees and perennial gardens surrounding the house are ever evolving with the seasons. With well managed systems, a full basement and room for expansion.

Listed by Helena Kirschenbaum of Compass | MV Team

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Meadow Avenue Oak Bluffs MA 02557

Oak Bluffs, MA90 Meadow Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 39785

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.3499

Coastal living on East Chop! This well renovated, year-round, bungalow "cottage" is full of contemporary creature comforts, but honors the character and charm of "old Vineyard living". The architectural style draws one immediately to the wrap around porch, and upon entering the home, the sparkling vintage fir floors, beadboard wainscoting and beach stone fireplace with stove insert take you back to a simpler time. The three bedroom, two bath Main has house has received upgrades throughout to include; Daiken heating-HVAC system, Rinnai On-Demand hot water system, HDMI/Cat 5 and electrical systems, Lutron lighting, insulation, bathroom improvements, and a full kitchen makeover with Fischer-Paykel and Bosch appliances, in addition to the exterior spaces involving the outdoor shower, porch and decking areas. The detached one bedroom, one bath, guest cottage is light filled, spacious, with a mini-split heat & A/C, and a kitchenette. And the former garden shed is now a terrific, light-filled "flex space" with hardwoods, insulation and electricity. The property is professionally landscaped with mature plantings, a well manicured lawn and irrigation. It is being sold "turn-key" and has strong rental potential. Come and experience "Vineyard charm" on East Chop!

Listed by Sean Federowicz of Landmarks at TODAY Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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267 Farm Neck Way Oak Bluffs MA 02557

Oak Bluffs, MA267 Farm Neck Way

Price$15,500,000

Est. Mortgage: $/month

MLS Number 39712

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 7.5
  • Acreage 2.11

A RARE OFFERING, a merger of water views and unparalleled views of fairways at FARM NECK, a world premier golf course and club. This offering comes with an immediate STOCKHOLDER MEMBERSHIP! The architecturally designed home is in excess of 10,000 sf of exquisite living space, providing 5 bedrooms, 9 bathrooms, masonry fireplace, home gym, game room, and home office, an expansive heated pool and hot tub, outdoor grill area, five 2nd floor decks, a 3 car garage, and a private dock on Sengekontacket Pond. The combination of Golf, Water Access and an Exquisite Home offers endless options for enjoyment. Upon entry you are greeted with layered water views from Sengekontacket Pond, to Nantucket Sound, to the Edgartown Outer Harbor and beyond to the North Neck Cliffs of Chappaquiddick. A true feast for the eyes! The architectural marvel of curves within the home, is a repeating element throughout. The foyer, dining room, living room bar, and home office all echo the repetition of circular curvatures and movement throughout.This circular motif repeats in the upper floors suspended stairways and hallway areas bringing one's eyes to curved windows and curved doorways.The home is centered around the large round dining room with its 2 story curved wall of windows and curved custom built in cabinetry. The circular motion of the dining room lends itself to easy and comfortable movement to the gourmet kitchen, the family room with its fieldstone fireplace, the home office and then to the crown jewel, the vast, outdoor entertaining area. The outdoor entertaining features a round hot tub and round half moon area at the head of the heated gunite pool. Numerous lounge areas offer spaces to absorb and enjoy the exquisite surroundings. This is a home where one gathers to soak up the sun, absorb the vistas, play amongst the water sports on Sengekontacket and immerse themselves in the GOLF offered at FARM NECK. Each bedroom has its own private bath. Two of the guest en-suites have their own private deck with spectacular views overlooking the outdoor entertaining area, fairways and the layered water views beyond. A true feast for the eyes. The attached private apartment offers its own kitchen, dining and living room space. Come to experience, come to stay, come to buy.

Listed by Michele Casavant of Vineyard Village Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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17 Beach Road Oak Bluffs MA 02557

Oak Bluffs, MA17 Beach Road

Price$1,925,000

Est. Mortgage: $/month

Active With Contract

MLS Number 39735

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2899

OAK BLUFFS WATERFRONT WITH DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home. The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will be spent indoors, with your days filled with boating, fishing, swimming, and everything in between, and your evenings enhanced by spectacular sunsets over West Chop and beyond. The additional vacant abutting parcel, included in this offering, provides extra privacy and water frontage. A Vineyard classic that can’t be missed!

Listed by Katherine Donahue of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Tylers Creek Oak Bluffs MA 02557

Oak Bluffs, MA14 Tylers Creek

Price$12,000,000

Est. Mortgage: $/month

MLS Number 39576

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 2.56

Private Farm Neck Retreat. Situated at the end of Tylers Creek this property offers expansive water views of Sengekontacket Pond and the surrounding golf course. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The primary bedroom is in its own wing on the first floor and is complete with two office spaces, a full bathroom that flows effortlessly outside to the hot tub and outdoor shower, and many beautifully crafted built-ins for storage. The large kitchen is flanked by a formal dining room on one side and a sunny more casual dining nook on the other. Both allowing for large gatherings and impressive views. The remaining three bedrooms are located on the second floor, each with a private bath, and views of Sengy. The finished basement with movie theater and game room completes this Vineyard retreat.

Listed by Cassie Bradley of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 High Meadow Lane Oak Bluffs MA 02557

Oak Bluffs, MA4 High Meadow Lane

Price$3,000,000

Est. Mortgage: $/month

MLS Number 39624

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.8899

This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 4.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature landscaping with a large garage and bonus room over the garage there is room for everyone. The master bedroom suite is ground level and has a wonderful large bath/spa area. If furnishings are agreeable they can be negotiated and this home could be sold turn key! A must see!

Listed by Fred Mascolo of Jane Brown Assoc.

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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25 Atlantic Avenue Oak Bluffs MA 02557

Oak Bluffs, MA25 Atlantic Avenue

Price$2,600,000

Est. Mortgage: $/month

MLS Number 39676

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.18

EAST CHOP Water Views!! This Nicely maintained Four bedroom Tri-level contemporary will delight you in all that it has to offer. Two En Suit Bedrooms and much more! A reverse open concept floor plan that has a bright sunny kitchen, dining area and living room. A spacious primary bedroom that has a vaulted ceiling, private bathroom, spa like jetted tub, glass shower stall and a custom window seat on the second floor. Three more bedrooms on the first floor. One of which also has a private bath, a covered porch, two other bedrooms that share a bathroom. A third floor den with a wet bar opens to an expansive deck with views and provides additional space for relaxing and dining in the salt air. For an added bonus....there is also a roof top view. The Bluff is just a few steps at the end of the road where you will find a panoramic view of the Vineyard Sound. A wonderful place to enjoy the vistas as you walk "The Chop" This coveted location is seconds to the East Chop Beach Club, East Chop Tennis Club, Ferry terminal, Harbor and all that Circuit Ave has to offer. ***Open House Sat 6/25 & Sun 6/26 ~ 11:00 - 1:00 both days***

Listed by Nora Jardin of Island Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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50 Pondview Drive Oak Bluffs MA 02557

Oak Bluffs, MA50 Pondview Drive

Price$1,550,000

Est. Mortgage: $/month

MLS Number 39023

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.7739

Lovely 3 bedroom 2.5 bath home on nearly an acre in the desirable Vineyard Hills Association, with room for a pool! Conveniently located off of Barnes Road and less than a mile to the Lagoon private association beach. You may enter this home through the large screened porch leading into an equally large working kitchen and dining room. There is a convenient pantry off of the kitchen along with a half-bath. French doors take you to the expansive deck with built-in bench seating and an outdoor shower. The sun-filled living room has a brick, wood-burning fireplace with an adjacent private library/office area with built-ins. On the second level, you will find the primary bedroom with walk-in closet and en-suite full bath. There are two additional generous sized bedrooms on this level along with a full bath. Plenty of storage with a pull-down attic and a large, full basement just waiting to be turned into a finished rec area or media room. Central air-conditioning was installed in 2018 and this home has been lovingly maintained for year-round living for 26 years. Electric car outlet in place. Expansion possibilities with zoning approval and Title V in hand! Agent has owner interest.

Listed by Joanna Fairchild 617-413-8681 of eXp Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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71 Sunset Road Oak Bluffs MA 02557

Oak Bluffs, MA71 Sunset Road

Price$2,695,000

Est. Mortgage: $/month

Open House

MLS Number 39654

  • Residential
  • Next Open House: Tue 07/5 10:00 am. to 12:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

NEWLY LISTED! GRAND VINTAGE CHARMER IN OAK BLUFFS. Privately sited at the end of a lightly traveled road and framed by an expansive lawn with shade trees and a cottage-style herb garden, this grand Oak Bluffs home is loaded with magical touches inside and out. Renovated pursuant to an architect’s thoughtful plan in 2014, this expanded home perfectly blends vintage charm with fresh, modern styling throughout. Special details like oversized window seats, custom built-in shelves and cupboards plus an expansive covered front porch are reminiscent of grand Vineyard homes at the turn of the century, creating a captivating effect. The spacious and sunny, open-designed Living/Dining/Kitchen areas open out onto an expansive covered porch and screened porch, perfect for indoor-outdoor living and entertaining -- and able to comfortably accommodate larger groups with over 800 square feet of outdoor living space. This quintessential Vineyard home evokes images of simple days spent by the sea, reading books, riding bicycles, playing games and collecting treasures at the beach -- and is an idyllic place to gather family and friends and create special island memories for many years to come. Simply enchanting!

Listed by Wendy Harman of Compass | Point B

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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16 Atlantic Avenue Oak Bluffs MA 02557

Oak Bluffs, MA16 Atlantic Avenue

Price$2,225,000

Est. Mortgage: $/month

MLS Number 39649

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2.5
  • Acreage 0.4971

Incredible Opportunity, Location and property. Main House and new Guest Cottage with a full poured concrete basement. Atlantic Avenue is a short road that runs parallel to East Chop Drive, a block over from the East Chop Lighthouse and within earshot of the musical sounds of the ocean. The Main house, built in 1890, is a classic example of traditional Victorian architecture and has been carefully restored to summer-living condition with painted ginger bread trim and a wrap around porch. A huge open kitchen w/cathedral ceiling is simple and functional. The back door off the kitchen leads to a screened in porch for alfresco dining and lounging. The beautifully refinished wood floors and leaded glass windows extol the simplicity and traits of an earlier time. With 4 existing bedrooms and 1.5 baths, the house has been newly insulated and painted and is waiting for your finishing touches. A brick fireplace and open living area are the focal area, with plenty of allowance for personal style and updating to the neutral background. This property is being sold As Is. There is a new 7 bedroom septic system to allow for future expansion. There is room for a pool.

Listed by Kerry Quinlan-Potter of Breakwater MV

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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67 Madison Avenue Oak Bluffs MA 02557

Oak Bluffs, MA67 Madison Avenue

Price$2,200,000

Est. Mortgage: $/month

MLS Number 39587

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.65

East Chop – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb location, only one block from the East Chop Tennis Club, two blocks from the East Chop Lighthouse and gorgeous bluff views. Ownership of this address provides East Chop Membership access. Explore the opportunities that exist; the large acreage allows room for additional building and expansion. The central hub of the home is the dining room, flanked by a living room with fireplace on one side and a cozy den with bath on the other. The kitchen is conveniently located off the dining room and has access to the backyard and outdoor shower. Four bedrooms and a shared bath are on the second level and feature vaulted ceilings with exposed rafters. The screened porch and stone patio are the perfect places to enjoy the tranquil and private setting. East Chop is a quintessential, close-knit community only a short distance from the harbor and downtown Oak Bluffs.

Listed by Lesley Heidt of Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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"Based on information submitted to MA_LINKMV as of July 4, 2022 . 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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