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$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

$5,000,000
4 Beds 2 Baths 24148801 MLS
Originally established in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. This small home serves as a full-time Airbnb or could house live-in help. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue! The Main House offers 5-Bedroom (bed & breakfast), Dragonfly Equestrian Center has 18-stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment, hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP!). Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington

$5,000,000
5 Beds 7 Baths 24148794 MLS
Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington

$4,999,999
4 Beds 4 Baths 1417536 MLS
Tucked away within an exclusive gated enclave on prestigious Poppasquash Point, this shingle-style estate is approached by a scenic drive that meanders along the water through one of Bristol's most coveted waterfront settings. Set on three private acres with direct frontage on Narragansett Bay, the property offers panoramic water views, spectacular sunsets, direct beach access and a mooring. The residence captures breathtaking water views from every major room. Rich hardwood floors, exquisite custom woodwork, and four working fireplaces create an atmosphere of timeless elegance and coastal sophistication. The main level is designed for effortless living and entertaining, featuring a primary suite along with a living room, dining room, den, laundry room, and two powder rooms. Upstairs are three additional bedrooms, a full bathroom, and an option for a fourth bedroom, office or flexible living space. The lower level offers a billiard room, gathering space, wet bar and abundant storage. An attached heated two car garage provides year round comfort and convenience. The grounds offer a charming potting shed, and the peace of mind of a whole house generator. Ideally situated in a community renowned for world class sailing, exceptional dining, Roger Williams University and the nations's longest running Fourth of July celebration, the property is 15 miles to Newport and approximately 65 miles from Boston, offering an unparalleled blend of privacy, prestige and accessibility.

466 Poppasquash Road, Bristol

$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

$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

$4,999,000
4 Beds 4 Baths 1415572 MLS
An Unrivaled Newport Enclave! Discover a rare sanctuary of privacy and prestige just moments from the historic Ocean Drive, Castle Hill, and the Newport Country Club. Situated on an expansive, park-like parcel of nearly five acres, this custom European Mediterranean estate delivers over 4,700 square feet of architectural elegance. From the striking custom foyer to the dual primary suites and expansive entertaining wings, every detail speaks to a lifestyle of refined comfort. While the current residence is a masterpiece in its own right, the vast acreage presents boundless opportunities for expansion or bespoke personalization. As day turns to night, unwind to the sight of spectacular sunsets painting the sky over the Newport Bridge and Harbor. This isn't just a home; it's the canvas for your Newport legacy.

10 Ridge Road, Newport

$4,999,000
6 Beds 8 Baths 24184181 MLS
THIS IS THE ONE YOU'VE BEEN WAITING FOR! A rare new construction opportunity by Lecher Development, currently underway on a prime in-town cul-de-sac. With construction still in progress, there is time to personalize finishes and select details to match your style and preferences. This exceptional luxury home offers 6,658 square feet of light-filled living space across four finished levels. Highlights include: Gourmet Kitchen: A state-of-the-art kitchen featuring a large center island, premium stainless steel appliances, and an open layout that flows into the family room with a fireplace and French doors leading to a covered porch. Flexible Main-Level Living: The first floor includes a private room that can serve as a home office or sixth bedroom, complete with an adjacent full bath. Finished Third Floor: Ideal for a second office, playroom, guest suite, or au pair quarters. Spacious Lower Level: Featuring 10-foot ceilings, perfect for a gym, media room, playroom, or additional recreation space. Generous Ceiling Heights: 9-foot ceilings on the main and second floors enhance the home's open, airy feel. Additional amenities include a 24-kW generator, five-zone heating and cooling, natural gas, and town water. Set on a level property with a designated pool site, this home combines luxury, comfort, and customization in an unbeatable location. Don't miss the opportunity to make this exceptional property your dream home. Measurements & specs are approximate & sub

19 Orchard Ln, New Canaan

$4,999,000
4 Beds 4 Baths 1408647 MLS
Exceptional waterfront home perched high above the water captures panoramic unobstructed views of Hull Cove, Brenton Point, entrance to Narragansett Bay, & open Ocean. This New England coastal retreat offers an extraordinary setting where the rhythmic sound of cashing waves and cooling sea breezes are ever present. Architecturally designed with superb craftsmanship & warm woodwork throughout, the home's 4 bedrooms & 3.5 baths offer comfortable living. The open-concept kitchen, dining, and living area is anchored by a stone fireplace & framed by expansive floor-to-ceiling windows & glass doors maximizing the breathtaking seascape. French doors lead to a waterside deck with a hot tub, outdoor shower, and stone fireplace, creating the perfect setting for intimate relaxation or sophisticated entertaining. The primary suite is a serene delight with vaulted wood ceiling, fireplace, & private balcony showcasing sweeping ocean vistas and spectacular sunrises. Private stairs lead directly to the shoreline, offering immediate access to sailing, regattas, boating, surfing, paddleboarding, swimming, and fishing. The sandy beach at Mackerel Cove, local farms, marinas, and Jamestown's charming village center are just minutes away. With 25 miles of coastline & hundreds of acres of protected open space, Jamestown offers the rare combination of small-town tranquility, and an exclusive seaside lifestyle. Ideally located 10min from NPT, 30min to TFG Airport, 1.5hrs to Boston, & 3hrs to NYC.

4 Hull Cove Street, Jamestown

$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

$4,999,000
3 Beds 4 Baths 1387251 MLS
Set quietly at the end of one of South Kingstown's most hidden coastal roads, 2 Green Hill Ave. offers a rare chance to own a generational oceanfront estate. An extraordinary setting where the land, sea, and sky converge in perfect harmony. From this elevated perch, the views are nothing short of cinematic. The views stretch from the unspoiled eastern horizon toward Point Judith in Narragansett to the dramatic western sunsets over Charlestown & Westerly. Montauk glimmers in the distance, with Block Island perfectly centered in your southern view. It's a place where time slows, and days are measured in tides, light, and memories. Originally built in 1939 by a master builder, this property has stood as a quiet testament to resilience and vision. With a private seawall that has weathered generations, two association beaches, and access to Green Hill Pond just steps away, it's as much a sanctuary as it is a coastal escape. Its established footprint & grandfathered setbacks provide the ideal canvas for those with vision to restore, reimagine, or create a legacy compound to be passed down for generations. These are the kinds of properties that are held, not flipped. Enjoyed, not advertised. Shared only with those who understand their worth. This isn't simply a home on the ocean. It's a chance for you to have something enduring a place your family will return to, year after year, decade after decade. Easily accessible from Boston, NYC, Hartford, and Providence by car or air.

2 Green Hill Avenue, South Kingstown

$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

$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

$4,995,000
3 Beds 4 Baths 24194201 MLS
The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking up to the soft glow of a sunrise over the water, spending your afternoons enjoying the refreshing salt air, or relaxing to the rhythm of the tide. Every detail of this build is designed to maximize the connection to the sea, offering a lifestyle defined by beauty + tranquility. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools + Westport's vibrant downtown, known for its exceptional dining, shopping, and cultural experiences. Plus, the location is ideal for commuters, with close proximity to Metro-North for a seamless trip to Grand Central Station in NYC. As the last available parcel of its kind for development in this coveted location, this project represents a rare opportunity to own a brand-new architectural masterpiece in an idyllic setting. With The O'Dell Group's signature craftsmanship now in motion, the vision for this ultimate beach house is becoming a reality. Seize the opportunity to claim this piece of paradise and personalize your finishing touches while there is still time. Reach out today to make this coastal sanctuary your own.

238 Hillspoint Rd, Westport

$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

$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

$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

$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

$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

$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

$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

$4,995,000
4 Beds 4 Baths 1413689 MLS
Custom crafted oceanside estate perfectly sited on a tranquil cul-de-sac in a private neighborhood with a gated drive. Built to capture sweeping ocean views throughout while you listen to the waves collide along the granite coastline. Masterfully designed having a primary suite on the first floor and second. Both with sensational ocean views, deluxe baths, multiple closets, his & hers sinks, walk-in shower & radiant heat. Upstairs is a great room/office with panoramic ocean views and a family room where you can step out to an oceanside deck & watch the sunrise. The main level features a gourmet eat-in kitchen equipped with high-end appliances & a pantry, adjacent to a large dining area & fireplaced living room, offering a generous amount of space for entertaining. A wall of windows showcases the glistening in-ground, heated saltwater pool outside where you'll also find an expansive patio, shower, pool bar/kitchen & fenced in yard. A premium sound system inside and out for perfect indoor-outdoor flow. The lower level offers a den/game room & a fully equipped kitchenette with beverage drawers, dishwasher & refrigerator so guests can retreat to their own quarters at the end of the day. All aspects of this home lend themselves to effortless relaxation and easy, superior comfort whether you make this residence your family home or beach getaway.

1048 Ocean Road Road, Narragansett

$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

$4,995,000
4 Beds 5 Baths 24172306 MLS
First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away.

39 Chippechaug Trl, Stonington

$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

$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

$4,995,000
6 Beds 8 Baths 73492806 MLS
The Ultimate Newton Location 1/2 block from Waban Square! Have you been dreaming of working with a respected local design firm to realize your vision of a contemporary home equipped with a chef's kitchen? If you need an expansive home office on a separate level with privacy, comfort and a safe distance from the refrigerator this house has it! This charming village home is a modern masterpiece designed for discerning taste. Top rated schools, convenient public transit and strategic location near all major roadways make this the ideal option for your new home! The builder has their own model home custom build studio, and they will build this house to your exact specifications...but you need to act quickly before the work begins. Expect occupancy in the Summer of 2026.

151 Pine Ridge Road, Newton

$4,995,000
5 Beds 7 Baths 24126503 MLS
Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous garages, balconies, patios and covered porches, will be designed in collaboration with the homeowner - ensuring every detail reflects your vision. Expansive layouts, pool sites, and inviting outdoor living spaces create the perfect setting for today's lifestyle, balancing sophistication with everyday comforts. Working with Coastal Luxury Homes is a dynamic, collaborative and easeful process with every detail curated to suit the homeowners' vision of the perfect home. Whether you dream of having your own golf simulator, outdoor chef's kitchen, sauna or elevator...everything is possible. Ideally located just moments from Westport's award-winning schools, vibrant downtown, the train, and Compo Beach, this unique neighborhood offers a rare combination of privacy and convenience. Mature landscaping and thoughtful design create a serene retreat, while the best of dining, shopping, and recreation are just minutes away. This is more than a new home - it's the chance to create your dream residence with an award-winning builder in a community unlike any other in Westport.

1 Coastal Ct, Westport

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