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248 North Bay Road Barnstable MA 02655
Sold

MLS Number 21712514

  • Residential
  • Parking Spaces 2
  • Bathroom 10
  • Bathrooms Total Decimal 9
  • Bedrooms 7

This stately waterfront estate is located in the private gated golf community of Oyster Harbors. Refined architectural details set the tone in this expansive seventeen room home with over 9,000 sq. ft. of living space featuring a chef's kitchen, formal dining room, living room with fireplace and first floor master suite with fireplace and sitting area. The stunning great room showcases the views of Cotuit Bay with expansive windows. Three separate wings on the second floor allow plenty of privacy for friends and family. The impressive lower level contains two game rooms, a large play room and a wine cellar. Complete with in-ground pool and spa overlooking the Bay and a stretch of private sandy beach. Truly an impressive property!

Listed by Robert B Kinlin of Robert Paul Properties,Inc.

Listing Sold by Frank A Sullivan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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33 Maywood Avenue Barnstable MA 02647
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MLS Number 20607456

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 6
  • Full Bath 4

This circa 1920's shingle style Colonial is the quintessential classic Cape Cod summer retreat. On 1.43 acres, the property consists of 290 feet of sandy beach, private 155 foot dock and an in-ground Gunite blue stone pool with a built-in Jacuzzi. The eleven room home features six bedrooms, gourmet kitchen, formal dining room and a spacious living room with a bank of tall windows accentuating the views of Nantucket Sound. The second floor consists of the master suite with private access to an outdoor balcony overlooking the ocean, walk-in closet, fireplace and a deluxe bathroom featuring a steam shower and soaking tub. The lower level houses a sauna and extra large laundry room. Glistening hardwood floors, an abundance of windows to showcase the view and unsurpassed privacy make this the perfect home to getaway from it all.

Listed by Paul E Grover of Kinlin Grover Real Estate

Listing Sold by Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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51 Cove Hill Road Chatham MA 02650

Chatham, MA51 Cove Hill Road

Sale Price$5,875,625

Sold

MLS Number 22401945

  • Residential
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 5
  • Full Bath 6

Escape to unparalleled luxury living in Chatham this summer! This meticulously crafted architectural gem offers a perfect blend of modern sophistication and coastal charm with deeded beach rights and convenient access to Chatham's pristine waterways. A graceful entryway welcomes you into a chef's kitchen and open living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural light seamlessly integrating indoor and outdoor areas, including a wide-ranging deck, patio, inviting saltwater pool, perfect for hosting gatherings or simply relaxing in style. Ascend via the convenient elevator to discover 4 luxurious en-suite bedrooms on the second floor, each thoughtfully appointed with walk-in closets. The primary ensuite boasts a spa like bathroom and private deck. The finished walk-out lower level, offering versatile spaces for wellness pursuits, bunk accommodations, or a playroom. Additionally, a charming one-bedroom guest house awaits, complete with a well-appointed kitchenette, spacious living area, and full bath, overlooking the heated pool. Indulge in the allure of this storybook 6,000+ SF Cape escape. June 1st delivery.

Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

Listing Sold by cci.unknownoffice

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$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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270 Stage Island Road Chatham MA 02633
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MLS Number 22302289

  • Residential
  • Parking Spaces 8
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 5

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes, yet not far from downtown Chatham. Some of the best views of Stage Harbor and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 by Steven Nickerson and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more. What more could you ask for...

Listed by Sharon Mabile and Tony Guthrie of Berkshire Hathaway HomeServices Robert Paul Properties

Listing Sold by Christie's International Real Estate Atlantic Brokerage

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$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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345 Windswept Way Barnstable MA 02655
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MLS Number 22205083

  • Residential
  • Parking Spaces 5
  • Bathroom 8
  • Bathrooms Total Decimal 7
  • Bedrooms 5

A rare opportunity to own one of the most elegantly appointed, custom built homes on Oyster Harbors. This 5+ bedroom, 8 bath residence is sure to impress with its state-of-the art Savant systems, its outstanding craftsmanship and the high quality materials used. On entering the front foyer, you are struck by its spaciousness and the grandeur of the finish work. The living room with its 10' ceilings, handsome gas fireplace and French doors opening onto the bluestone patio is elegant and inviting. The gleaming quarter sawn oak floors take you through the formal dining room and into the Great room and Chef's kitchen. The stone and tile work are superb and the appliances are top rated. The primary bedroom, en suite bathroom, dressing area and Endless indoor pool are in another wing of the home. Adjacent is a lovely en suite guest room. There is a handsome wood paneled library/study with custom features and a gas fireplace. Upstairs are 3 large en suite bedrooms. The sunroom facing the pool and cabana is another appealing feature. The home is adjacent to the club golf course and is surrounded by expansive lawns and specimen plantings, providing a lush privacy. Deeded beach rights.

Listed by Maureen C Carven of Kinlin Grover Compass

Listing Sold by LandVest, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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246 Stage Island Road Chatham MA 02633
Sold

MLS Number 22003545

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5
  • Bedrooms 4
  • Full Bath 4

Unrivaled luxury is the hallmark of this spectacular Stage Island residence with breathtaking views of Stage Harbor. Perched on .90 acres, this rare offering comprises three full levels of serene living. The foyer provides a striking welcome into a view-filled living room with extensive views. The stylish kitchen with island and dining area opens to a deck providing generous outdoor spaces for entertaining. A first floor ensuite bedroom private den and laundry complete this level. Above, there are three ensuite bedrooms with walk in closets including the sumptuous master bedroom. The lower level features a spacious family room, exercise room, mudroom and powder room. With the finest craftsmanship and this striking backdrop, this offering is a rare find.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

Listing Sold by Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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70 Sears Point Lane Chatham MA 02633

Chatham, MA70 Sears Point Lane

Sale Price$5,842,444

Sold

MLS Number 22404158

  • Residential
  • Bathroom 4
  • Bathrooms Total Decimal 3
  • Bedrooms 5
  • Full Bath 2

70 Sears Point is a rare legacy property where Cape Cod history meets breathtaking beauty. Set on the bend of Oyster Pond River, and overlooking Stage Harbor, this generational estate offers 270-degree views, including the iconic Stage Harbor Lighthouse and the Atlantic beyond. Designed by Edward Sears Read, grandson of the renowned Willard T. Sears, and completed in 1940, this home harmoniously merges historical sophistication with modern craftsmanship. Antique wood paneling from 1600s Salem, and a nautical-inspired design, with the primary suite positioned like a ship's aft, create a unique treasure. The suite's balcony provides a secluded retreat and perfect perch for panoramic sunsets. The 'wheelhouse' below offers the perfect setting for evening cocktails, while additional living quarters provide space for family or guests. Set on over 200 feet of saltwater frontage with a private sandy beach and licensed dock, the property invites invites you to connect with land and sea in a truly immersive coastal experience. 70 Sears Point is more than a home; it's a generational estate where the quintessential Cape Cod lifestyle can be lived and cherished for yea

Listed by Tony Guthrie and Alfred Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

Listing Sold by cci.UnrepBuyer

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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69 Snow Inn Road Harwich MA 02646

Harwich, MA69 Snow Inn Road

Sale Price$5,825,000

Sold

MLS Number 22301221

  • Residential
  • Parking Spaces 6
  • Bathroom 5
  • Bathrooms Total Decimal 5
  • Bedrooms 8

ONCE in a LIFETIME OPPPORTUNITY! Prominent Wychmere Harbor property w/ 8 bedrooms, private, licensed deep water dock & spectacular views of harbor, clear to Nantucket Sound & Monomoy Point! A legal 2-family residence, this singular property offers an ocean of opportunity for the seafaring & landlubber alike. The ''south wing'' (1972) and ''north wing'' (1992) are interconnected yet fully independent structures, with separate kitchens, living areas & utilities. Set high at the ''head of the harbor'' & the longtime berth of legendary 65' schooner ''Tyrone'' & 45' Jane Dore, the property has launched thousands of seafaring adventures -- and as many memories. Walk to vibrant Harwich Port Village, Wychmere Beach Club & sandy Merkel Beach on Nantucket Sound. Build your dream home, condominiumize, or renovate to taste. Floor plans & additional photos coming soon. (NOTE: Owner in residence, please respect their privacy.)

Listed by Fran I Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

Listing Sold by Peterson Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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58 Oyster Bluff Chatham MA 02633

Chatham, MA58 Oyster Bluff

Sale Price$5,805,000

Sold

MLS Number 22504136

  • Residential
  • Bathroom 4
  • Bathrooms Total Decimal 3.5
  • Bedrooms 7
  • Full Bath 3

Perched high above Oyster Pond, this generational estate--first known as ''The Beach Plum House'' and later as ''Adsamore''--is one of Chatham's rarest offerings. Set on a remarkable .93-acre parcel with expansive frontage, it offers sweeping views of town and Oyster Pond, a lifestyle at once connected and secluded. Originally built in Wellfleet as the Captain Holbrook House, the home has been lovingly preserved and expanded over time while being modernized for hosting and gathering. The seven bedrooms include a private first-floor primary suite with walk-in closet and ensuite bath, while a Good Morning staircase, adorned with a hand-painted Chatham mural, leads to the upper level bedrooms. Historic character endures throughout: the wood room with elements from the Plymouth Cordage Co. ropewalk (circa 1824), hand-hewn structural beams, herringbone brick floors, central hearths, and authentic built-ins. Outside, brick patios, mature sycamore trees, granite steps, and rock walls frame rolling lawns that meet the water's edge, where a private catwalk and moorings await. Spacious yet intimate, this is a true legacy property--an irreplaceable waterfront setting ready for its next steward.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

Listing Sold by John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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819 South Main Street Barnstable MA 02632
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MLS Number 20907743

  • Residential
  • Bathroom 9
  • Bathrooms Total Decimal 7
  • Bedrooms 6
  • Full Bath 5

The slate roofed Main house Circa 1920 was built by Charles Lincoln Ayling a well known philanthropist. The home is elegant and offers spacious living and dining areas which have great flow. It has 6 plus bedrooms and 5 full and 4 half baths in the Main house as well as a chart room, tavern, billiard room and an elegant English style sunroom. The guest house has a large open living area with a balcony overlooking the Nantucket Sound. A kitchen, laundry and two additional bedrooms plus 1.5 baths. This property has the most breathtaking views of the South side of the cape. A fully equipped private deep water dock,pool, pool bar, plus over 1/2 acre of Private white sandy beach on the Sound. It is truly an exceptional property!

Listed by Debra M Caney of Robert Paul Properties,Inc.

Listing Sold by Robert Paul Properties,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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215 Sea View Avenue Barnstable MA 02655
Sold

MLS Number 21716754

  • Residential
  • Parking Spaces 3
  • Bathroom 5
  • Bathrooms Total Decimal 4
  • Bedrooms 5

Perched on one of the Cape's most sought-after shorelines sits this stunning oceanfront home with endless water vistas. This five-bedroom residence has been completely renovated with quality materials, excellent workmanship and outstanding interior appointments. Exceptional features include beautiful white oak flooring, unique fixtures and custom built-ins. The living room features a custom fireplace and walls of windows to fully enjoy panoramic views. A gourmet kitchen with generous amenities, comfortable family room with fireplace and formal dining room with water views completes the first floor. The luxurious master suite offers a custom bathroom, two walk-in closets and balcony overlooking the Sound. Three additional bedrooms are available on the second floor as well as a fifth bedroom on the third floor. The beautifully landscaped yard, an expansive wrap-around porch and private white sand beach enhance the home's coastal theme.

Listed by Robert B Kinlin of Robert Paul Properties,Inc.

Listing Sold by Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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350 Windswept Way Barnstable MA 02655
Sold

MLS Number 22304577

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 5
  • Full Bath 5

Luxurious, fully furnished at exclusive Oyster Harbors Club, Cape Cod; Thoughtful 2021 major renovation. Deeded beach and docking privileges; Appreciate the highest standard of excellence that enhances this home's comfort and function. There are 5 bedrooms, 51/2 bathrooms. 2-story great room with balcony that showcases the top of the line kitchen & living area with gas fireplace & access to an outdoor patio. There is a formal dining room and four-season sunroom serviced with a mini-split system. First floor has a primary bedroom suite with sumptuous bathroom, separate dressing room & study/sitting room; the second floor has two 'bedroom wings' with separate staircases; one wing has two bedrooms with private bathrooms, walk-in closets; The second guest/staff wing has two bedrooms, shared bathroom; private access to a spacious roof deck.The home is on a lovely corner lot with exquisite landscaping, (stunning hydrangeas!). wrap around front porch, heated pool, 3 car garage, two driveways. Move in ready.

Listed by Carole B Swartz of Kinlin Grover Compass

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* 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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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than SeasCape Realty, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor SeasCape Realty, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 28, 2026 1:22 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.