Kelleher Real Estate Services

Broker Selected Listings for Each Town!

4 Quail Run Oak Bluffs MA

Oak Bluffs, MA4 Quail Run

Price$585,000

Est. Mortgage: $/month

MLS Number 37276

  • Condominium
  • Village Sengy
  • Square Feet 1208
  • Bedrooms 2
  • Bathroom 1

Located in beautiful Sengekontacket, offering access to Community Tennis, Clubhouse, and Boat Ramp. This two-bedroom townhouse is an end unit with a private deck. Many updates including wood floors on the first floor, new sliders, and windows on the side and rear. The bathrooms have been fully renovated with new tile floors, new vanities, and fixtures. The second floor fully renovated bathroom has new vanity, tub/shower with subway tile surround. New carpet in the bedrooms. Condominium dues for 2020 were $3,994. Sengekontacket Community dues are an additional $900. Community Fees include Association Tennis, Clubhouse, Water Access & Boat ramp. Condo Fees include Maintenance of common areas including the common decks, walkways, landscaping, parking, hazard insurance, and snow removal.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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59 Saddle Club Road Edgartown MA

Edgartown, MA59 Saddle Club Road

Price$819,500

Est. Mortgage: $/month

MLS Number 37045

  • Residential
  • Village Central
  • Square Feet 1344
  • Bedrooms 3
  • Bathroom 1

Charming 3 Bedroom Cape nestled among the trees in a quiet area. Set off of the West Tisbury Road this location enables friends and family to have easy access to the Village as well as South Beach via Meetinghouse Road. The home offers a kitchen, separate dining room, living room, three spacious bedrooms as well as a very pretty attached three season porch perfect for outside dining or relaxing after a busy day at the beach. Mini splits in the living room and master provide both heat and air to keep the home cool in the summer and defray heating costs in the winter. There is a spacious outdoor shower and charming farmer's porch to enjoy the afternoon after a busy day at the beach. There are many walking trails just minutes away for those that enjoy a leisurely walk thru the woods. The home comes fully furnished to offer buyers an easy transition to island living. Set in an area that includes both year round as well as seasonal owners, the home will make either a wonderful home for island residents or investment for seasonal owners. Updates includes a mahogany deck, covered farmer's porch as well as a three season room with 16 windows/screens, a new roof, new windows, hard wood floors, and storage shed. With town approval and a septic upgrade expansion is possible on this lot in this area.

Listed by Kelleher R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Pondview Drive Oak Bluffs MA

Oak Bluffs, MA30 Pondview Drive

Price$1,279,000

Est. Mortgage: $/month

MLS Number 36606

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 2016
  • Bedrooms 5
  • Bathroom 3

Get the most for your investment with this lowest priced new construction 5 bedroom and 3 bath Colonial in an upscale neighborhood with deeded Lagoon access. Located in beautiful Vineyard Hills Association boasts this custom built 5 bedroom 3 bathroom NEW CONSTRUCTION. The colonial style home flares its character and curb appeal with its large farmers porch, beautiful 3rd floor dormers, and circular driveway. More than 2,000 sq. ft. of living space that was custom designed with an open floor plan to the Living, Dining and Kitchen on the first floor and a first floor bedroom and bath. There are 4 additional bedrooms on the second floor with a master suite with another full bathroom. The 3rd floor has an additional 500 plus sq. ft of unfinished living space that can be finished off for the entertainment/media/game room. The HVAC system is propane FHA and central AC with blown open cell insulation. Site plan includes future site for guest house that can have up to an additional 750 sq. ft. of living space. Property is also sited for an 18 x 36 foot swimming pool. The septic system is for 6 bedrooms. The custom kitchen cabinets are a white shaker style of solid maple with a gorgeous Silestone Quartz counter top. Beautiful stainless steel appliances with an island bar in the center of the kitchen. 5 inch plank solid oak flooring and tile throughout the entire home with Andersen windows (400 series) and Jeld-Wen doors. Spacious yard with irrigation to entertain guests for large gatherings. All mahogany decking throughout the farmers porch, sun deck and the outdoor shower complete this home to enjoy many Vineyard memories. Easy to show.

Listed by Dockside Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Vickers Street Edgartown MA

Edgartown, MA15 Vickers Street

Price$1,299,000

Est. Mortgage: $/month

MLS Number 37200

  • Residential
  • Village Katama
  • Square Feet 1532
  • Bedrooms 3
  • Bathroom 2

A Katama home with outstanding potential! Set on a quiet lane within moments to town and South Beach, this casual beach house is ready for enjoyment as is or perfect for your upgrades. A pool would be a great fit on the property and numerous expansion opportunities exist with town sewer available on site allowing up to 6 bedrooms with connection. Currently the home features 3 bedrooms, 2 bathrooms, and an open loft. The living, dining and kitchen areas are all open and feature tons of light and double height. A spacious deck at the front of the house is ideal for greeting guests, soaking up sun, or enjoying fresh air and summer breezes. Grab your place in Katama today with this fabulous opportunity!

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Black Brook Crossing West Tisbury MA

West Tisbury, MA5 Black Brook Crossing

Price$1,495,000

Est. Mortgage: $/month

MLS Number 36531

  • Residential
  • Village Lambert's Cove
  • Square Feet 3564
  • Bedrooms 4
  • Bathroom 3

Lambert's Cove---Country house getaway, just a ten minute walk or quick bike/drive to the beautiful north shore Lambert's Cove beach with its calm and swimmable water---ideal for families. Summer access is exclusive to West Tisbury residents/renters. Seth's Pond and Ice House Pond are also nearby if you fancy a freshwater swim instead. This spacious 4 bedroom, 3.5 bath home is well maintained and renovated with a contemporary flair. The property features multiple interior and exterior gathering spaces. Enjoy the family room with fireplace off the kitchen/dining area, the living room with nearby wet bar, loft area TV room, and a rec room in the lower level. If you prefer the outdoors, relax on the full length double level front porches, the sunny rear deck or on the swing in the garden area. Please see "External Links" on bottom right for Video of the home and Lambert's Cove and a 3D Virtual Tour as well.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Peases Point Way North Edgartown MA

Edgartown, MA10 Peases Point Way North

Price$1,695,000

Est. Mortgage: $/month

MLS Number 37154

  • Residential
  • Village Downtown
  • Square Feet 2105
  • Bedrooms 3
  • Bathroom 4

ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main Street; 5-minute walk to Edgartown Harbor; 10-minute walk to Lighthouse Beach -- plus watch the Fourth of July parade from your front yard! Central air conditioning and heating system with brand new equipment. Convenient smart home updates: wi-fi digital thermostat, fire alarm system and nest security camera all operable remotely via apps. Detached renovated guesthouse with full bath and outdoor shower. Established rental history with strong recurring demand. Turnkey opportunity: furniture and décor available for purchase. Owners have invested in detailed architectural plans from Sam Sherman & Associates (included in purchase price). Fully fenced in yard with built-in irrigation system great for pets and gardeners!

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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99 Cooke Street Edgartown MA

Edgartown, MA99 Cooke Street

Price$2,195,000

Est. Mortgage: $/month

MLS Number 36303

  • Residential
  • Village Downtown
  • Square Feet 1590
  • Bedrooms 4
  • Bathroom 4

Offered at a newly reduced price for a limited time. Don't let this opportunity to own a place on the Vineyard pass you by! The living is easy in this Edgartown Village home - traditional yet newer with modern amenities and finishes, 4 bedrooms and light, bright open living areas. First floor rooms open to the exterior porches and decks. The master en suite is conveniently located on the first floor and the 3 spacious guest bedrooms all have private baths. A patio off the dining room makes for great summer grilling and dining and the surrounding backyard is pleasant and privately fenced. If a pool is desired, a permit is already in hand. Meander onto Main Street and into the Village for dinner, shopping or your morning coffee and paper. Matterport Virtual Home Tour Link - https://my.matterport.com/show/?m=7abue7ULvYo&mls=1

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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74 Mattakesett Way Edgartown MA

Edgartown, MA74 Mattakesett Way

Price$2,450,000

Est. Mortgage: $/month

MLS Number 37208

  • Residential
  • Village Katama
  • Square Feet 1716
  • Bedrooms 5
  • Bathroom 3

South Beach Water Views - Located in the heart of Katama, this classic beach house is just what you are looking for in these work-from-home times. Rare to find Five-bedroom, 3 bath home with combined 3 levels of living space. The first floor welcomes you to an open living room and laundry area with 2 bedrooms and shared bath. Sliders lead out to a covered side porch. The second floor is a sun drenched living/kitchen area with lofted ceilings and 2 additional bedrooms with shared bath. There is a wall of windows with access to a large wrap around deck with beautiful South facing water-views. The 3rd floor occupies the master bedroom and bathroom with painting like setting over 186 acres of conservation land out to stunning Atlantic Ocean views. Many recent upgrades and excellent rental history. Hear and smell the ocean air and feel the Katama breezes. Minutes to Right Fork Diner, bike bath and South Beach.

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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95 School Street Edgartown MA

Edgartown, MA95 School Street

Price$2,650,000

Est. Mortgage: $/month

MLS Number 36899

  • Residential
  • Village Downtown
  • Square Feet 2161
  • Bedrooms 4
  • Bathroom 3

Enjoy the wonders of Village living! The ultimate location in the historic district, on one of the most prestigious streets in the Village. Just 4 blocks from Main Street for dining and shopping, and steps to the bike path and bus to South Beach - what could be better. The property features a recently updated three-bedroom main house, and charming one-bedroom detached guest cottage. The custom-built field stone wood-burning fireplace creates a focal point for the living and dining rooms and adds to the dynamic of the over sized windows. The adjacent game room with built-in bookshelves is an inviting space for recreation or that quiet place to read a good book. With cherry cabinetry, double sinks, and an island with seating, the kitchen allows the cook to connect with family and guests. Just off the kitchen is a fabulous screen porch for all to convene for dining, entertaining, or pure relaxation. Of course, we can't forget the outdoor shower, a Vineyard staple, off the porch. The master bedroom with a vaulted ceiling and en suite bath occupies the right side of the second floor. Two comfortably sized bedrooms, and a shared bath with a claw foot tub and separate shower complete this floor. If you are looking for additional outdoor living space, there is potential to access the full roof deck with railings through the back guest bedroom. The piece de resistance is the private detached guest cottage with a large bedroom and a full bath. With a strong rental history, move-in ready, with furnishings available, and a private driveway with room for two parking spaces, this is the ultimate Village property. Check out the floors plans and virtual tour for a more detailed preview of the house and guest cottage. There are rentals in July, so advance notice is necessary to schedule a showing.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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37 North Abels Hill Road Chilmark MA

Chilmark, MA37 North Abels Hill Road

Price$3,475,000

Est. Mortgage: $/month

MLS Number 37032

  • Residential
  • Village South
  • Square Feet 2082
  • Bedrooms 4
  • Bathroom 3

An uncommon opportunity in Abels Hill. A sweet year round 4 bedroom home that offers strong south shore Atlantic Ocean and Chilmark Pond views. Renovated in the 90's and well maintained with an easy floor plan that expands out to the large deck and looks over a meadow to the ocean beyond. Wood floors, open beams, high ceilings and so much sunlight! 2 Loft style bedrooms and 2 additional bedrooms on the first floor with a total of 3 bathrooms. The open living space has four sets of glass sliding doors that open to the water views and make this feel like a real vacation home. Central AC plus a mini-split in one of the lofts. There is also a brick fireplace in the living room. Plus a garage to store your on island car. This is a solid year round home in one of the most desirable areas of Chilmark. Private access to the exclusive sandy south shore beach of Abels Hill. Zip around in your boat, kayak and paddle board all across Chilmark Pond and have a game of tennis on the three private courts the association offers.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 South Street Edgartown MA

Edgartown, MA27 South Street

Price$4,295,000

Est. Mortgage: $/month

MLS Number 35583

  • Residential
  • Village Downtown
  • Square Feet 4328
  • Bedrooms 6
  • Bathroom 6

NEW CONSTRUCTION: GRAND EDGARTOWN VILLAGE COMPOUND WITH POOL. Located in a quiet neighborhood on the edge of Edgartown Village, this grand colonial is sited on nearly one acre and features indoor-outdoor living options that take alfresco living to the next level. Imagine starting your day with breakfast on the screened porch and then entertaining family and friends for dinner in your private, open-air living/dining area with outdoor fireplace and pergola, overlooking a beautiful 20x30-foot gunite pool. This gracious colonial-style home features an open-designed floor plan anchored by a spacious Living Room with wood-burning fireplace and French doors that open out to the pool area with an outdoor fireplace and screened porch. There are two dining areas to accommodate casual and formal occasions or to accommodate larger dinner parties for 20 persons. The beautifully outfitted Chef's Kitchen features high-end commercial appliances (SubZero®, Wolf® and Bosch®) a center prep island/breakfast bar and gorgeous quartz countertops. A Den/Office is located off the main living area offering a quiet place to read, watch television or work from home. The home features a total of six bedrooms including two, first-floor bedrooms suites plus three, second-floor bedrooms, each with en suite bath. To round out this attractive village compound, there is a detached Carriage House with a two-car garage and a 387-sf second-floor Guest Bedroom Suite with full bath. This beautifully appointed home is an idyllic retreat for gathering family and friends -- and it's conveniently located with easy access to Edgartown Village beaches, the bicycle path and more. Note: Owner is open to a closing date after Labor Day, 2020.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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645 Lamberts Cove Road Vineyard Haven MA

MLS Number 36604

  • Residential
  • Village Lambert's Cove
  • Square Feet 7050
  • Bedrooms 5
  • Bathroom 5

This commanding, 11+ acre estate offers so much to be appreciated. The spacious hilltop home has gracious and serene interiors, with outstanding water views from nearly every room of its 4 levels. With 3 living rooms and 5 bedrooms, there is room here for everyone to join in the fun, while the 7,000 square feet of living space was designed to allow for plenty of options for quiet moments - to work in the extraordinary 2nd floor office, workout in the 4th level gym, or simply while away a lazy day watching the ferries come and go or imagining yourself out there with the fishermen on Middle Ground and cheering them on to bring in a big one. The rest of the gang can swim and play in the pool, create a grand feast in either the indoor or the outdoor kitchen, head down the hill to the association beach or have a game of hide and seek in the acres of woodland and meadow. Oh, and don't forget those sunsets - or the 4th of July fireworks that can be seen fired off from Woods Hole to Hyannis! On the practical side, the property is comprised of 3 conforming lots on which other homes can be built or which can be sold separately. The undulating landscape invites the creation of outdoor "rooms", while affording absolute privacy from neighbors and traffic from Lambert's Cove Road. You are only a 10-minute drive to all of Main Street's conveniences while feeling light years away from bustling crowds. Offered fully furnished and equipped, much of the artwork, both inside and in the sculpture park, will be made available to the buyer by separate purchase.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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21 Squibnocket Road Chilmark MA

Chilmark, MA21 Squibnocket Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 36962

  • Residential
  • Village South
  • Square Feet 2018
  • Bedrooms 4
  • Bathroom 2

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond. Access to the pond is by a newly constructed elevated walkway and there's a new kayak/paddleboard rack. Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. The house comes fully furnished with new, interior designer-sourced furniture and furnishings. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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93 Edgartown Bay Road Edgartown MA

Edgartown, MA93 Edgartown Bay Road

Price$6,795,000

Est. Mortgage: $/month

MLS Number 36994

  • Residential
  • Village Katama
  • Square Feet 3596
  • Bedrooms 4
  • Bathroom 4

Waterfront home located on Edgartown Bay Road, one of Martha's Vineyard's most desirable streets. This four-bedroom, four-and-a half bath Katama Bay property boasts an open floor plan that offers spectacular natural light and flows seamlessly. The first floor features a large family room overlooking Katama Bay and the Atlantic Ocean. The renovated chef's kitchen opens to the family room, dining room, and den. The first floor also features a living room with a stone fireplace, an office, and two bathrooms. One will find four oversized bedrooms upstairs. The master bedroom offers a huge walk-in closet, full bathroom, and a private deck viewing Chappaquiddick Island, Katama Bay, and the Atlantic. The guest suite offers beautiful views of Norton Point, and an en-suite bedroom and an additional bedroom oversees the expansive lawn and gardens. Outdoors one will find an inviting front porch, well-manicured lawns, and a private path to Katama Bay. This property needs to be experienced.

Listed by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Azalea Lane Chilmark MA

Chilmark, MA1 Azalea Lane

Price$7,500,000

Est. Mortgage: $/month

MLS Number 37179

  • Residential
  • Village South
  • Square Feet 2511
  • Bedrooms 5
  • Bathroom 3

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. For buyers interested in purchasing the property at a lower price and taking over the construction project, full documentation is available to show 1) what has been done and how much it cost, 2) what is left to do and how much it will cost, and 3) proposed timeline for the completion of the work. Note that the images shown are of the house BEFORE renovation. Detached garage.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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