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$5,295,000
3 Beds ⋅ 7 Baths ⋅ 73496934 MLS
Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island, complemented by a wet bar and casual dining area. Three ensuite bedrooms include a primary suite with water views, a sitting area, walk-in closet, pool access, and a spa-like bath. The walk-out lower level offers a game room, media area, kitchenette, wine storage, and bonus room. Outdoors, enjoy a heated pool, spa, bluestone terrace, and direct access to calm waters for swimming, boating, and some of the best steamers, littleneck, and cherry stones on the Island. Offered furnished with strong rental history.

385 Barnes Road, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
$5,250,000
4 Beds ⋅ 5 Baths ⋅ 73546213 MLS
Set on one of Crow Point’s most coveted streets, this exceptional NEW CONSTRUCTION home offers elevated coastal living w/ water views, sun-drenched interiors & bespoke finishes throughout. Perfectly positioned above North Beach, this 4 bed / 4.5 bath residence seamlessly blends timeless design & modern luxury. Thoughtfully designed for both everyday living & entertaining, the home features high ceilings on each level, expansive open-concept living spaces filled w/ natural light, sophisticated custom details & seamless indoor-outdoor flow. Multiple decks, including private outdoor spaces off the LR & primary suite, capture beautiful water views & ocean breezes.The luxurious primary suite features a cathedral ceiling, fireplace, spa bathroom & private deck overlooking the water. Every inch of the home reflects elevated craftsmanship, beautiful spaces & refined coastal elegance. An extraordinary opportunity to own a premier home in one of Hingham’s most desirable seaside neighborhoods.

12 Howard Road, Hingham

Listing courtesy of Listing Agent: Jeff Alexander from Listing Office: Compass.
$5,250,000
4 Beds ⋅ 4 Baths ⋅ 73529657 MLS
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity.

56 Stage Island Road, Chatham

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.
$5,225,000
6 Beds ⋅ 4 Baths ⋅ 73472922 MLS
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$5,200,000
4 Beds ⋅ 5 Baths ⋅ 1671226 MLS
In one of the most extraordinary settings on Rockport Harbor, 1 Ship Street is a private harborfront enclave with two year-round residences, a private sandy beach, terraced gardens, and sweeping views across the harbor to Indian Island Lighthouse and beyond to Penobscot Bay and its islands. Offered for the first time since 1973, the property combines rare waterfront amenities, architectural distinction, and an intimate sense of privacy at the end of a dead-end street, all in the harbor Charles Kuralt once called ''the most perfect small harbor in America.'' The property comfortably sleeps up to eight guests and is especially well suited for family and guests with space to spread out and enjoy this quintessential coastal retreat. The main residence is a striking modern interpretation of a classic New England waterfront home, inspired by the owners' long admiration for renowned American architect Hugh Newell Jacobsen, with clean lines and light-filled interiors. The open main floor includes a vaulted living room with propane fireplace, a gourmet kitchen, and thoughtful custom details. The lower level offers two private bedroom suites, including a luxurious primary suite with a spa-like bath and sauna. At the water's edge, the year-round beach house, originally a 1940s boat-repair shop, provides additional accommodations with a full kitchen, two upstairs bedrooms, and one-and-a-half baths. The private sandy beach is an exceptional amenity on Rockport Harbor, creating a rare place for swimming, launching small watercraft, gathering by the water or beach fires. The Matthew Cunningham-designed grounds include terraced gardens, elegant stonework, mature plantings, and stone steps leading toward the shore. 1 Ship Street is a unique offering on Rockport Harbor in a design that honors coastal New England with fresh, sophisticated simplicity. Dead end road, absolutely no drive-bys.

1 Ship St, Rockport

Listing courtesy of LandVest, Inc..

$5,200,000
5 Beds ⋅ 4 Baths ⋅ 73534187 MLS
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.
$5,195,000
4 Beds ⋅ 6 Baths ⋅ 1659121 MLS
Offering an elegant lifestyle without compromise, this property spans 1.24 acres and boasts stunning ocean views, perfect for both grand celebrations and serene retreats. An array of five-star amenities enhances the private compound: an outdoor heated pool, a cabana bar with a television and grill, a putting green, an elevator, and an ocean-viewing platform with a private staircase to rugged Pint Cove. The first floor boasts open living areas that offer breathtaking views framed by expansive walls of windows. French doors lead to the covered seating and to the open sun deck, perfect for alfresco dining. The coastal ambiance is highlighted throughout the living area, with maple flooring, elegant, coffered ceilings, and a gas fireplace surrounded by handsome built-ins, raised paneling, and polished stone slabs. Ideal for gourmet cooking, the kitchen showcases an island with bar seating, a brushed stainless-steel refrigerator, an oversized gas range with double ovens, and custom cabinetry. Additional features on the first floor include a billiard room with bar, a screened-in seaside porch, a private entry guest suite, and an office with a nearby bathroom. The grand turret staircase, featuring elegant, twisted balustrades and a custom wood tray ceiling, leads to the generous primary suite. It includes a spacious living area with a wet bar and beverage refrigerator, a gas fireplace, and a door leading to a romantic balcony overlooking the sea. Double vanities, a large, jetted tub, and a separate custom-tiled shower define the primary bath. This level offers two additional guest suites and a gym nook. Downstairs, the media room features tiered theater seating, a wet bar with two beverage refrigerators, and a bar island. The temperature-controlled wine cellar features backlit wine storage and a tasting table, as well as a bathroom and ample storage. The garage offers custom closets for additional organization. Sandy Cape Neddick beach is a stroll away.

1 Cove Rd, York

Listing courtesy of Anne Erwin Sotheby's International Realty. 207-363-6640
$5,195,000
6 Beds ⋅ 6 Baths ⋅ 1659543 MLS
Experience the pinnacle of luxury living with this breathtaking waterfront estate on Long Lake. Nestled on an expansive private lot with 800 feet of pristine shoreline, this extraordinary property offers a sandy beach, private dock, and a stunning boardwalk, creating the ultimate lakeside retreat. The 5,122 sq. ft. custom-designed main home features 4 bedrooms and 4.5 bathrooms, showcasing impeccable craftsmanship and high-end finishes throughout. Step into the grand living room, where cathedral ceilings and a dramatic floor-to-ceiling stone fireplace set the tone for elegant relaxation. Walls of floor-to-ceiling windows frame breathtaking panoramic lake views, bathing the home in natural light. A gourmet chef's kitchen, adorned with rich stonework and premium appliances, makes entertaining effortless. The luxurious primary en-suite offers a serene escape with a double-sided fireplace, spa-inspired bath, and a private balcony overlooking the water. Beautiful multi-functional den/office/bedroom with full bath, floor to ceiling windows and built-ins. This property includes an attached 3-car garage and a detached 3-car carriage house topped with a 1,384 sqft, 2 bedroom open concept in-law suite with a beautiful full kitchen and center island, perfect for guests or multi-generational living. Blending timeless elegance with modern luxury, this Long Lake masterpiece offers an unparalleled waterfront lifestyle. Ideal for both private enjoyment and lavish entertaining.

3 & 4 Trestle Ln, Harrison

Listing courtesy of Landing Real Estate.

$5,150,000
5 Beds ⋅ 6 Baths ⋅ 1673790 MLS
Thirteen Foreside Road is a classic Falmouth Foreside estate designed by revered Maine architect John Calvin Stevens. Built in 1925 as a summer residence and historically known as ''Fairways,'' the home is set on over 4 acres beside the Portland Country Club, with views across the Donald Ross-designed golf course toward Casco Bay. A long, winding, tree-lined gravel road creates a memorable sense of arrival, setting the tone for the property's old-world charm and quiet sense of seclusion. Thoughtfully updated by Palm Beach-based Stephanie Rae Interiors and Bloom Construction, the residence blends historic architectural character with a refined, modern sensibility. The home offers 5 bedrooms, 5 full bathrooms, and 1 half bathroom, including a first-floor bedroom suite and four additional bedrooms on the second level. Generous room proportions, wood floors, natural light, and a comfortable flow create a sense of ease throughout. The first floor includes a gracious living room with a wood-burning fireplace, a formal dining room with French doors, and a beautifully appointed kitchen centered around a marble island with a handmade butcher block. A butler's pantry adds function and style, while the four-season sunroom offers southern exposure and views across the fairways toward Casco Bay. Upstairs, the primary suite includes a soaking tub and walk-in closet, with additional bedrooms, baths, office space, and flexible bonus areas for guests, work, and everyday living. The former three-car garage has since been rebuilt into a finished office space and home gym. Outside, mature landscaping, wooded surroundings, and established grounds create a timeless setting in the heart of Falmouth Foreside. Just moments from Portland Country Club, Falmouth amenities, Route 1, and downtown Portland, Thirteen Foreside Road offers a rare combination of architectural pedigree, acreage, privacy, and convenience.

13 Foreside Rd, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$5,100,000
5 Beds ⋅ 8 Baths ⋅ 1669418 MLS
Two hundred and twenty-three feet on Casco Bay, a deep-water dock, and views that reach Eagle Island, Egg Rock Lighthouse, Bustins Island, and Harpswell Point. An osprey pair nests on the property each year. On Wednesday evenings in the spring and summer, there are sailboat races you can view from the deck or the dock. Built in 2012, this 5-bedroom, 6-bath shingle-style Colonial sits on 2.51 acres. The main living level is anchored by a stone fireplace and hardwood floors, with windows positioned to hold the view from nearly every room. The kitchen connects openly to the living space and functions as the center of the home. Five bedrooms, including a main-floor primary suite with direct bay views. Finished lower-level adds an exercise room and flex space. Zoning allows for additional structures on the acreage. Wolfe's Neck Woods State Park is one mile away. Wolfe's Neck Farm, trails, and learning center is two miles.

675 Wolfes Neck Rd, Freeport

Listing courtesy of Legacy Properties Sotheby's International Realty.

$5,100,000
3 Beds ⋅ 7 Baths ⋅ 73511019 MLS
Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
$5,100,000
7 Beds ⋅ 7 Baths ⋅ 73376559 MLS
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$5,000,000
5 Beds ⋅ 7 Baths ⋅ 1672195 MLS
Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for the right purchaser or leave as a legal duplex. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven RENTAL history. Seller's willing to allow a buyer to purchase either unit individually as well--Unit A for 3,399,000 or Unit B for 1,899,000-. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY. Condo MLS numbers are as follows: Unit A 1654913, Unit B MLS 1654909. Strong rental history.

2 Maine St, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$5,000,000
6 Beds ⋅ 7 Baths ⋅ 73478835 MLS
Step inside this one-of-a-kind, recently built Victorian style home, seamlessly blending modern convenience with timeless elegance, and offering a prime location on one of the most historic sites in Lexington only steps to the town center. Whether hosting parties, guests or large family gatherings, this home will elevate your entertaining. The stunning chef’s kitchen is equipped with granite counters, 2 center islands, a breakfast bar topped with custom glass, informal dining and professional grade SS appliances including the True refrigerator and Wolf 60” gas range. Venture through the custom gazebo to the backyard, a private resort with an expansive blue stone patio, pergola, outdoor kitchen, and heated saltwater pool. The expansive primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with glass-topped dual sink vanity, fireplace, tiled shower, and spa tub. Resort living with a pool, a movie theater, gym, and wine cellar without having to leave home!

16 Meriam St, Lexington

Listing courtesy of Listing Agent: Danielle Fleming from Listing Office: MA Properties.
$4,999,999
7 Beds ⋅ 5 Baths ⋅ 73482573 MLS
This exceptional single-family home offers impressive scale, soaring ceilings, oversized windows, and abundant natural light throughout. A gracious foyer leads to an elegant great room and adjoining music room. A curved staircase ascends to the second floor, featuring an updated kitchen with stainless steel appliances, granite countertops, a dining room, family room, and full bath. The third floor offers three spacious bedrooms and a full bath, while the fourth includes three additional bedrooms, another full bath, and laundry. The fully renovated 2023 garden level opens to a charming brick patio and includes a kitchenette and full bath—ideal for guests, an au pair, gym, or family room. The home has been thoughtfully updated, including heating and HVAC. The photos have been reimagined to showcase its potential, and with just a few cosmetic updates, this home can truly shine. Rental parking nearby.

18 Hereford St, Boston

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.
$4,999,000
6 Beds ⋅ 8 Baths ⋅ 73555707 MLS
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
$4,999,000
4 Beds ⋅ 3 Baths ⋅ 73434698 MLS
Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

66 Tides End Ln, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.
$4,998,500
4 Beds ⋅ 5 Baths ⋅ 73520842 MLS
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$4,998,000
6 Beds ⋅ 6 Baths ⋅ 73501987 MLS
Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73553568 MLS
Experience the rare opportunity to own a timeless Cohasset Coastal Estate with sweeping Ocean Views and access to 2 Private Beaches. Originally built in 1890, this beautifully updated home has been thoughtfully renovated to preserve its architectural heritage while embracing todays sought after open concept design where the rooms seamlessly connect creating an ideal setting for both everyday living and grand entertaining. The expansive 6500+ sq ft floor plan includes 5 generous bedrooms, 4.5 baths, a Gourmet Kitchen and a sun-drenched Au Pair or In Law Suite. Large windows frame breathtaking Ocean Views bringing the beauty of the ocean into your home. Whether you are enjoying your morning coffee on one of the multiple outside decks overlooking Minot's Light or hosting a summer gathering, you will feel like you are on a permanent vacation! Designed for modern comfort, with many recent updates, this one-of-a-kind home creates a truly rare offering for those seeking luxury, privacy and a unique coastal lifestyle. A private fenced in backyard and 4 car garage are two bonuses. Appointment required.

41 Hobart Ln, Cohasset

Listing courtesy of Listing Agent: Janice Crowley from Listing Office: Coastal Countryside Properties.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73551180 MLS
Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
$4,995,000
5 Beds ⋅ 7 Baths ⋅ 73542127 MLS
Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

22 Scudder Road, Barnstable

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 73542515 MLS
Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

7 Cider Hill Way, Andover

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 73540991 MLS
Stylish Chilmark retreat with sweeping water views, private beach, tennis, and walking trails. Set within the coveted Spring Point community, this beautifully renovated island home captures a rare sense of place, with natural beauty, privacy, and effortless indoor-outdoor living. Thoughtfully updated in 2022, the home blends relaxed coastal sophistication with driftwood-colored hardwood floors, a striking stone fireplace, sleek cook’s kitchen, custom-tiled baths, and Sonos® sound. Large windows and sliding glass doors frame water views and open to private decks, while a spacious screened porch is ideal for morning coffee, summer dining, or entertaining. Landscaped grounds, a paver parking court, charming gazebo, and finished walk-out lower level add comfort and flexibility. Spring Point amenities include 68 acres of common land, ancient walking trails, two tennis courts, and Beck’s Beach, a private shoreline with magnificent sunsets from the Elizabeth Islands to Gay Head Lighthouse.

63 Putnam Rd, Chilmark

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 73536923 MLS
Truly incredible offering! This elegant property with 17(!) windows on the parlor level alone, offers a private townhouse-style entrance on picturesque Spruce Street, grand spaces and 3+ bedrooms. The rooms welcome you upon entry with their allure and volume. Guests will be in awe of the expansive living and dining spaces w/ 12 foot ceilings - unique, rarely seen architecture and scale. Beautiful millwork, a gas fireplace & warm hardwood flooring all add to this graceful space. Standout features include a handsome library/home office w/ wood paneled walls-a distinguished setting. A wonderfully laid out, oversized kitchen w/ notable appliances and pantry is adjacent to a fantastic den allowing for casual dining & cozy entertaining options. A luxurious primary suite w/ seating area offers 2 walk-in closets and an opulent bathroom. Two addt'l large bedrooms w/ en suite baths, powder room, storage. Reference floorplan to view the exceptional layout of this spacious, one-of-a-kind property.

50 Beacon Street Unit 50, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 73535557 MLS
Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.
$4,995,000
10 Beds ⋅ 11 Baths ⋅ 73523970 MLS
The Aldrich House returns to Red Brook Harbor. Built in 1890 as a seaside retreat for Boston travelers arriving by train, the Cataumet landmark was fully restored in 2022 with all-new systems, whole-house generator, and an 18-bedroom Title V septic, the kind of permit Cape towns no longer issue. Across three stories, more than 7,000 SF of refined interior: an open great room with floor-to-ceiling stone fireplace, a chef's kitchen, original hardwood restored throughout, and wraparound porches that hold the harbor view. 10 en-suite bedrooms, each with private sitting room, kitchenette, independent climate control, and a balcony for Buzzards Bay sunsets. Outside, 1.84 manicured acres with in-ground pool, gazebo, and firepit. The home includes 3X Commercial Speed Queen dashers and dryers, and more. Family compound, private retreat, or boutique hospitality. Minutes from sandy beaches, Red Brook walking trails, the National Seashore, and the Islands ferries; and only 80 minutes from Boston.

48 Red Brook Harbor Rd, Bourne

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 1630080 MLS
Meticulously designed and maintained with stylish decor and furnishings, Little Acorns creates an attractive haven of privacy in the village of Northeast Harbor. The five-bedroom, year-round residence was built in 1990 with a discerning eye to specific detail, with many nautical or shingle style touches, accomplished by talented craftsmen to the highest standards. The spacious residence provides many options for a busy family, with a large living room, family room, den, dining room and sunroom. The fully furnished residence also includes many additional amenities, including an open exterior deck, attached four-car heated garage with living space above, mudroom, full generator, large outbuilding suitable for a studio, office or guest house and gardener's shed. Surrounded by lush organic landscaping with flowering trees and shrubs, Little Acorns is conveniently located on 2.55 acres nearby several of the clubs in a prestigious area of Northeast Harbor, yet fully private from the street and neighbors. Little Acorns is an unusual offering with many attributes that must be seen.

77 Manchester Rd, Mount Desert

Listing courtesy of LandVest, Inc..

$4,995,000
5 Beds ⋅ 8 Baths ⋅ 73503213 MLS
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 73494797 MLS
LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, beautifully blends elegance and comfort. The open floor plan features oversized windows and soaring ceilings, offering illuminating views of the swimming pool, spa, outdoor kitchen, patio, gas fire pit, and an irrigated, fenced-in lawn. Ownership includes deeded neighborhood access to Lighthouse Beach. The gourmet kitchen seamlessly integrates the dining room, custom bar, pantry, and wine storage. The inviting living room features a cozy fireplace. The fifth bedroom has been thoughtfully transformed into an inspiring study. On the second floor, you’ll find four wonderfully proportioned bedrooms, each offering distant views of the Atlantic Ocean, and three stylish full bathrooms. The primary suite is a true retreat, boasting a spacious walk-in closet, a dressing room, and an exquisite bath. Main St, Chatham, is less than a mile, and nearby Outermost Harbor is a boater's dream marina.

101 Morris Island Rd, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.

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