$3M - $5M

22 Paddock Road Oak Bluffs MA 02557

Oak Bluffs, MA22 Paddock Road

Price$4,995,000

Est. Mortgage: $/month

Pending

MLS Number 38557

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 1.867

THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber Beams, Field Stone Fireplace and Soaring Ceilings. This Spacious Airy Open Floor Plan will have no shortage of living areas with multiple intimate gathering spaces surrounded by lots of glass that displays an unobstructed panorama of the lush landscaped backyard and 20x 40 Gunite Pool and Spa. The Decked Out Chefs Kitchen will be a fusion of modern design, rustic accents and State of the Art Appliances. Boasting 6 en suite luxury bedrooms and unmatched bathrooms, with deep soaking tubs, artistic tiled showers, custom vanities, walk-in closets, and sitting areas all designed for convenience and comfort. A generous walk-out finished basement, containing over 2000 square feet, will include additional living areas along with a custom home bar, gym/media room and or wine cellar. Other Rare feature is the "Show Stopping Two Story Vaulted Stairway" This Unparalleled design with exceptional visuals highlighted by exquisitely detailed finishes will be SUPER DELUXE; So Be prepared for the "WOW FACTOR " Don't Wait...Call Today to Secure this RARE OFFERING in the POSH PRESERVE Oak Bluffs' Newest Luxury En Clave abutting conservation land and trails for hiking, walking and biking!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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15 Beach Plum Meadows Edgartown MA 02539

Edgartown, MA15 Beach Plum Meadows

Price$4,895,000

Est. Mortgage: $/month

Pending

MLS Number 38976

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 1.64

A spectacular generational estate designed with entertaining in mind. This private 1.64-acre property is located at the end of one of the most sought-after streets in Katama: Beach Plum Meadows. The main residence features three floors all of which have ultra-high ceilings and a ton of natural light. The first floor offers three large bedrooms, two full bathrooms, laundry, and an office. All of the rooms have sliding doors out to the expansive deck / porch. The second floor offers spectacular sunsets and has an open floor plan with a chef's kitchen, two dining areas, a living room with a gas fireplace, and a full bathroom. There are multiple sliding doors out to the wrap-around deck where one will enjoy the Katama breeze and fabulous sunsets. The walk-out lower level has a large bedroom, full bathroom, additional laundry room, a gym, and sports court! Each floor has elevator access. The detached structure features a three-car garage, large office, full bathroom, and deck with sunset and farm views. There is an oversized three-car garage for all your storage needs. The property comes with recently purchased and installed solar panels which not only completely cover the electric bill but also produce a surplus of energy / credit. The property features beautiful landscaping and an open lawn that offers plenty of space for a pool.

Listed by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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2 Somerset Lane Edgartown MA 02539

Edgartown, MA2 Somerset Lane

Price$4,695,000

Est. Mortgage: $/month

MLS Number 39918

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.53

REIMAGINED ISLAND LIVING AT SOMERSET. Welcome to Somerset, an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. Thoughtfully designed by noted architect Dudley Cannada, each home will be perfectly designed for indoor-outdoor summer living and entertaining, peaceful relaxation, working from home -- and will feature comfortable spaces conducive to hosting and entertaining family and friends. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room for an in-ground pool, pool house/cabana and outdoor fire pit. The beautifully designed interiors will feature a fresh coastal style and will evoke a sense of casual island living and barefoot elegance. **ABOUT THIS HOME: This smartly-designed luxury residence will include 3,020-square feet of finished interior living space with an additional 532 square feet of outdoor living spaces, including a spacious covered portico and second-floor screened porch -- for a combined total of over 3,500 square feet. Somerset offers a one-of-a-kind opportunity to own in premiere Katama location, with easy access to Edgartown Village, The Field Club -- as well as the bicycle path and South Beach. Construction will commence in September, 2022.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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43 Naushon Road West Tisbury MA 02575

West Tisbury, MA43 Naushon Road

Price$4,650,000

Est. Mortgage: $/month

MLS Number 38641

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 2.9

Set back +/-100 yards from Martha’s Vineyard’s north shore in Makonikey, this immaculate property offers both outstanding views and ready beach access, along with substantial lot size. Designed by architect John Tankard, the main house is an ideal gathering place, with multiple spacious living rooms and an open floor plan that blends indoor and outdoor living. The primary suite, which incorporates a private study, full bathroom, and balcony, is on the second level, as are much of the shared spaces. Water views are abundant from many areas, with the main living room, dining room with adjacent screened porch, and the primary suite catching the best vistas. There is also a third level deck that offers even more dramatic views of the water - from Vineyard Sound to Woods Hole and beyond. The home has a central AC and forced air heating system and is fully fitted for year-round use if desired. The full, unfinished basement houses utilities and provides ample storage. Access to the beach is by easement across the property in front, and the views are fully protected by easement as well. In addition to the main house, the property extends, with 2.9 acres total, across Naushon Rd where there is a detached bedroom/studio structure that can be updated - an excellent option for guests in the future. A true gem of a property in Makonikey, this location affords privacy, views and beach - all within just a short drive of downtown Vineyard Haven or West Tisbury’s Lamberts Cove. Built and enjoyed by one family for the past 25+ years, the property stands ready for the next owner to cherish.

Listed by Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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1 Mariners View Lane Aquinnah MA 02535

Aquinnah, MA1 Mariners View Lane

Price$4,495,000

Est. Mortgage: $/month

MLS Number 39641

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.2

One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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137 Massasoit Avenue Vineyard Haven MA 02568

Vineyard Haven, MA137 Massasoit Avenue

Price$4,495,000

Est. Mortgage: $/month

MLS Number 39426

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.87

VIEWS galore from this spacious West Chop House loved and enjoyed by the same family for many decades. Start your day off viewing the magnificent sunrises from the huge, sun-dappled porch on this family-friendly house, set within the West Chop “loop," yet extremely private. It is the perfect spot to relax and watch the ferries sailing back and forth to Martha’s Vineyard. Just inside, the soaring great room with its vaulted ceiling, exposed beams, hardwood floors, expansive windows, and views out to Nantucket Sound – offers a warm and welcoming gathering space. Five bedrooms, three-and-a-half bathrooms, a spacious eat-in country kitchen with adjacent dining room, and plenty of sitting areas throughout allow this much-loved home to accommodate a swell of visiting family and friends with room to spare. A perfect place to work from home with privacy and separation. The bright and airy master suite upstairs has magnificent northeast views over the water, with a cathedral ceiling, comfortable sitting area, dressing room, and full bath. As a bonus, enjoy a walk-through study and den/bedroom, another full bath, and a light-filled bedroom. There are two spacious bedrooms downstairs, together with a third full bath and a half bathroom. Built in 1988 and renovated in 2002, the house has mini-splits, a gas furnace, irrigation, and an outdoor shower, comfortable for year-round living and well-suited for holiday gatherings. Tucked away from Main Street atop a beautiful, grassy slope overlooking the water, and the Sound beyond. The house is set on .87 acres of quiet woodland and open lawn bordered by a stone wall and flowering meadow plantings. It’s a rare offering in this location, right across the street from the West Chop Club’s Middle Pier and swimming beach. Close by are the West Chop Club, Vineyard Haven Yacht Club, Mink Meadows Golf Club, the 83-acre West Chop Woods nature preserve, and the classic 1891 West Chop lighthouse. Sailing, tennis, walking and running trails, biking fishing, children’s activities, and more are close at hand. Please note that 125 Massasoit, an abutting property, is also for sale at $2,950,000 offering a spectacular compound in the heart of West Chop. Rarely do you find homes with these magnificent views in West Chop, it is an opportunity not to be missed. Easy to show!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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39 Sarita Walker Road West Tisbury MA 02575

West Tisbury, MA39 Sarita Walker Road

Price$4,475,000

Est. Mortgage: $/month

MLS Number 39860

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 3

ENJOY the CASUAL ELEGANCE of this beautifully maintained 1830’s farmhouse with quality workmanship and thoughtful detailing throughout. The farmhouse had a complete frame-off restoration in the mid-90s to offer modernized living. Situated on 3 acres, this four-bedroom home, two-bedroom guest house with oversized two-bay garage offers the utmost in privacy. The property features sweeping meadow views, a generous yard, lovely cultivated gardens and native landscape. Deeded access to Watcha Pond, a pristine fresh water pond on the south shore, rounds out this distinctive offering of rural up-island living with easy access to down-island amenities. This unique property also comes with solar panels and a generator. *Note: Option to purchase this home turn-key with furnishings. Please inquire.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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1 Pondmark Chilmark MA 02535

Chilmark, MA1 Pondmark

Price$4,400,000

Est. Mortgage: $/month

MLS Number 40055

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 4.7

Massive Atlantic Ocean views! This 4.7-acre lot with 120-degree views of the Atlantic Ocean over Keith Farm offers the ideal opportunity to create a stunning property with a main house, guesthouse and swimming pool. The current home is ready to make way for the new owner's vision. The property is just one mile to the entrance of Lucy Vincent Beach and half a mile to Beetlebung Corner. It is a mile and a half to Menemsha. The property is criss-crossed with ancient lichen-covered stone walls and has a feeling of having stepped back in time.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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24 Crocker Drive Edgartown MA 02539

Edgartown, MA24 Crocker Drive

Price$4,295,000

Est. Mortgage: $/month

Pending

MLS Number 38647

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.6438

NOW COMPLETE + MOVE IN READY! CHIC MODERN COASTAL RETREAT IN KATAMA WITH $100K POOL CREDIT. This sophisticated coastal retreat on Crocker Drive, one of the premier streets in Katama, is now complete and move-in ready! This architect-designed home features classic New England architecture with a fresh, modern vibe -- including a coastal-inspired interior with shiplap paneling, driftwood, and bleached wood accents, plus chic modern hardware and lighting fixtures throughout. The open-designed floor plan is perfectly designed for indoor-outdoor living with a full wall of sliding glass doors that open out to an expansive stone terrace with pergola, outdoor gas fireplace, and surrounded by a beautifully landscaped and private backyard. There is also an approved permit to add a 16x32-foot gunite saltwater pool. The sun-filled gourmet cook's kitchen will feature high-end stainless appliances, stone countertops and a large center island with counter seating. There are three spacious bedrooms, all with en suite baths -- including a beautifully designed first-floor Primary Suite with French doors that open out to the terrace and pool, a walk-in closet and a luxurious spa-like bath. Other extras include an in-home office, Den/TV Area, wet bar area off the pool entrance, two laundry areas, and an unfinished basement level with 9-foot ceilings. This superlative property is located equidistant to Edgartown Village and South Beach and offers a wonderful opportunity to create your very own island retreat in this highly sought-after Katama location. NOTE: This offering includes a $100,000 credit toward a pool; funds to be escrowed at closing OR Buyer may take a $100,000 discount off the list price if no pool desired.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Boldwater Road Edgartown MA 02539

Edgartown, MA4 Boldwater Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 29220

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 8.54

A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and a kitchen with doors leading out to a welcoming screened porch. This home features a primary bedroom suite and a guest bedroom suite on the first level. Two additional guest bedrooms complete second floor. The exclusive Boldwater Association offers tennis courts, a boat landing on the Edgartown Great Pond, and a private South Shore sandy Atlantic Ocean beach. The Edgartown Great Pond is great for kayaking, paddling and boating.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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72 Chappaquiddick Avenue Edgartown MA 02539

Edgartown, MA72 Chappaquiddick Avenue

Price$4,200,000

Est. Mortgage: $/month

MLS Number 39511

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 7.5
  • Acreage 3

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a YOGA BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT with a BASKETBALL COURT, all set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location! This Chappy Compound has been meticulously grown and maintained over the years through architectural design, professional decorating and professional landscaping. The Yoga Barn was recently constructed in 2022. It has a light airy feeling with its cathedral ceiling, light colored wood and abundance of natural light streaming into its interior space. An interior barn door separates the space into two work out areas. The architecturally designed Guest House was constructed in 2018 with year round living as an option. It was designed with an open floor plan and an abundance of outdoor living spaces to make this Guest House live large. The fun Pool House sports a wooden beamed cathedral ceiling with a large open lounge area, kitchenette and bath, overlooking the Pool and Yoga Barn. The interplay between the Yoga Barn, Pool House, Pool and abutting Tennis Court makes this Chappy Compound fun and playful!

Listed by Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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8 Jennifer Way Edgartown MA 02539

Edgartown, MA8 Jennifer Way

Price$3,995,000

Est. Mortgage: $/month

MLS Number 39855

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 1.56

THIS CHIC, CUSTOM- BUILT HOME is at the end of a cul-de-sac offering privacy and tranquility. The uncompromising quality has been meticulously maintained. Enter into the front foyer and immediately experience the designer details throughout. The first floor features a formal living room with vaulted ceilings, stone fireplace, and French doors leading to the screened-in porch. The wall of windows brings plenty of natural light into the open dining/kitchen with commercial appliances, a center island, breakfast bar, and granite counter tops. The dining area flows to the expansive outdoor living space with screened porch for those warm summer nights of outdoor entertaining. There is an additional spacious TV/living area and half bath included on the first floor. One of two Primary Bedrooms is also on the first floor. It features an en suite bath and sliding door to the screened porch. The additional 3 Bedrooms are located upstairs. The second floor Suite has vaulted ceilings, sitting area and deluxe en suite bath with soaking tub and glass walk-in shower. Two other Bedrooms share a generously sized full bath. The second floor landing is an open Media Lounge with window seat, gas fireplace and plenty of space for a comfy sectional and large screen TV. Outdoors, a mahogany deck with tranquil views across the backyard and surrounding woodlands provides the perfect space for outdoor lounging and dining. Take a few steps down to the outdoor Living Room, featuring a blue stone patio and custom wood-burning fireplace. Top it all off with a wrap-around front porch, a place for additional relaxing shaded from the sun. There is an outdoor shower for a rinse after a day at the beach. An oversized garage houses all your Vineyard toys, from beach chairs to paddle boards. An unfinished full basement contains a custom built wine cellar. This property has a strong rental history with repeat tenants to help defray the costs of owning this dream home. Don’t miss out on this rare private oasis centered between South Beach and the charming village of Edgartown! Start making your Vineyard memories today. Easy to show. Contact agent for appointment. *by 10/15: Rentals will be in place for 2023.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 October 6, 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."