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William Pitt Sotheby's International Realty

696 Boston Post Road, 06443

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Listings for sale: 1 to 20 / 36

  • New
    33

    Property with pool Clinton (United States)

    PRIVATE COASTAL CLINTON, CT RETREAT WITH POOL. Welcome to your private oasis in Clinton! Built in 2003 and set on almost 2 private acres, this beautifully designed 4-bedroom, 2.5-bath home offers an ideal balance of functional interior space and exceptional outdoor living. The main level features a fluid floor plan including formal living and dining rooms, a dedicated home office, and a generous kitchen complete with a walk-in pantry. Gather in the cozy family room anchored by a wood-burning fireplace insert, or relax in the light-filled sunroom overlooking your private backyard. Above the garage is a finished bonus room, ready for all sorts of entertainment. Step outside to an outdoor paradise featuring a back deck leading down to an in-ground vinyl pool surrounded by mature greenery for maximum privacy. Additional features include a whole-house generator for uninterrupted peace of mind, shed for outdoor storage, and an unfinished basement offering massive potential for custom expansion, storage, or a home gym. This home offers comfort, independence, and timeless coastal Connecticut charm.

    … 
    $925,000
    4bedrooms
    3bathrooms
    land 7,446m²

    By William Pitt Sotheby's International Realty

  • New
    39

    House Guilford (United States)

    Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.

    … 
    $1,125,000
    4bedrooms
    3bathrooms
    land 2,469m²

    By William Pitt Sotheby's International Realty

  • 37

    House Guilford (United States)

    PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

    … 
    $1,995,000
    3bedrooms
    3bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • 29

    House Guilford (United States)

    TURNKEY IN GUILFORD! Privacy, style and convenience come together in this beautifully renovated, free-standing 2-bedroom condominium tucked within a serene and meticulously maintained community. Thoughtfully updated with luxury finishes throughout, The beautifully remodeled kitchen opens seamlessly to the dining area, creating an inviting space for both everyday living and entertaining. For those seeking first-floor living, the main level features a spacious bedroom suite offering comfort and convenience. Upstairs, the private primary suite features new wall-to-wall carpeting, custom double closets, a beautifully renovated en suite bath and conveniently located laundry. The lower level, with fresh paint and new laminate flooring, provides additional versatile space ideal for a home office, fitness room, or bonus space. An attached two-car garage provides abundant storage and functionality, while the condominium lifestyle offers the ease of low-maintenance living. Step outside to a private deck, perfect for morning coffee or evening cocktails. Set within one of Guilford's most desirable condominium communities, residents enjoy picturesque walking paths and a private pond, all just minutes from the historic Green, shoreline beaches, shopping and dining. This unique residence offers the privacy of a single-family home with the ease of condominium living. Lovingly maintained, beautifully updated and truly move-in ready - unpack and enjoy!

    … 
    $495,000
    2bedrooms
    2bathrooms

    By William Pitt Sotheby's International Realty

  • Contract pending
    23

    Farmhouse Madison (United States)

    Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, a perfect spot for morning coffee. A flat, level & straight front walkway provides seamless access to your nearby detached garage and parking. Meticulously renovated throughout, this turnkey property is entirely move-in ready. An inviting living room features a cozy gas fireplace & matching pair of custom built-ins framing a classic bay window. The chef's kitchen is equipped with all-new appliances, an oversized stainless steel sink and an incredibly useful pantry cabinet. Both bathrooms are brand new, with the hallway bath providing dedicated space for a full size, side by side washer & dryer. Complete mechanicals peace of mind is yours w/ a brand new natural gas fired water heater, newer forced warm air furnace and central air conditioning. NO LAND LEASE! The Seller will pay off all remaining rent due! You are only mile from vibrant downtown Madison's fine restaurants, boutique shopping, library, post office and train station. Enjoy the best of shoreline living w/ access to Madison's 3 pristine town beaches, the state's longest stretch, 2 miles of sandy beach at Hammonasset State Park. Don't wait on this gem. Professional photos soon

    … 
    $565,000
    2bedrooms
    2bathrooms

    By William Pitt Sotheby's International Realty

  • 38

    Property Killingworth (United States)

    Remarkable property (corner lot) on Killingworth's most lovely, scenic, country road. This 5 bedroom, 3.1 bath, on 2.40 extraordinary acres (million $ back yard) is perfect for happy comfortable living and entertaining. Some of the fine additional features consist of a floor to ceiling stone fire place in the living room with wide pine floors, remodeled kitchen with cherry cabinets, stainless steel appliances, a second oven, quartz counter tops, a new primary bath with CIPOLLINO APUANO - MARBLE and heated floors, full attic with flooring, finished basement with full bath and walkout to 1100 square foot fieldstone patio (possibility for in-law situation), 100 feet of fieldstone walls, gazebo (with electric), hot tub, retractable awning, newer siding and windows, new hot water heater, additional parking off Emanual Church Road. This is not a drive by!! Come, see and witness this incredible home! Pro pictures coming soon.

    … 
    $689,000
    5bedrooms
    4bathrooms
    land 9,712m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    36

    Farmhouse Madison (United States)

    Welcome to 38 Church Lane, where exceptional custom renovations meet a captivating Madison setting. Perched high on a large corner lot surrounded by mature trees, this thoughtfully updated 4-bedroom, 2.5 bath home offers sophisticated finishes, a flexible floor plan ideal for multi-generational living and privacy just minutes from Madison's town center and shoreline. The stunning kitchen, custom-crafted by Gedney Kitchens, features bespoke cabinetry and premium finishes, while an oversized fireplace anchors the inviting living room. The finished lower level includes a comfortable den with Vermont Castings wood-burning stove, custom Gedney wet bar, light-filled bedroom/office, and spa-inspired renovated bath with dual-head shower, heated floors, and heated towel rack. Outside, a brand-new composite deck overlooks terraced grounds with mature trees, stonework, curved pathways, and inviting spaces to garden, gather, and explore. An existing front-yard pond scape offers intriguing possibilities for future re-imagining. Hardie board siding with AZEK trim provides a remarkably low-maintenance exterior, complemented by energy-efficient windows and central air. Minutes from Madison's shops, dining, and beautiful shoreline beaches, this one-of-a-kind property truly must be experienced in person.

    … 
    $699,000
    4bedrooms
    2bathrooms
    land 3,804m²

    By William Pitt Sotheby's International Realty

  • 21

    House Madison (United States)

    BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. Residents enjoy deeded rights to a private association sandy beach located just at the end of the street! The main residence of which there are no photos for obvious reasons once you see it (NEEDS WORK) currently features three bedrooms and 1.5 baths but adding to the property's versatility is a delightful in good condition accessory apartment, which offers a full kitchen, full bath, a private bedroom and a cozy living area anchored by a stone fireplace and two separate exterior entrances. This setup is ideal for multi-generational living, a great guest suite or potential rental income. Maybe live in this while redoing the other portion. The property is a double lot that accommodates four dedicated parking spaces - a true luxury for beachside living. Best of all, the property is located where no flood insurance is required, offering peace of mind alongside the salt air. Whether you choose to polish this unique gem or start fresh with a custom build, this is the perfect canvas for your seaside lifestyle.

    … 
    $700,000
    3bedrooms
    3bathrooms
    land 890m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    13

    Apartment Madison (United States)

    Ideal ground floor one-bedroom end unit in desirable Brantwood. Eat-in kitchen with sliders leading to an oversized private patio space ideal for out-door living. New GE Energy smart refrigerator and dishwasher. Newer Marvin thermal windows, carpeting, and vinyl flooring, ac wall unit, baseboard heat, hot water heater, custom window treatments and full-sized Speed Queen washer/dryer, all in excellent condition . Lots of closet space is further enhanced by an individual locked storage area in the common building nearby. Very private, ample off street parking right in front, convenient to town, transportation and beaches. Very desirable, quiet community.

    … 
    $250,000
    1bedroom
    1bathroom

    By William Pitt Sotheby's International Realty

  • Contract pending
    33

    Property Madison (United States)

    DESIRABLE 4 BEDROOM NORTH MADISON HOME. Nestled on 2.62 peaceful, tree-lined acres in desirable North Madison, this classic yellow Colonial combines timeless New England charm with spacious, modern comfort. Offering 2,600+ square feet of beautifully appointed living space, the four-bedroom, 2.5 bath home is anchored by rich hardwood floors throughout the home. The front Living Room is spacious, the Family Room has a warm, inviting wood burning fireplace that serves as the heart of the main floor. The light-filled layout includes a finished basement that provides versatile extra rooms for a home gym, media area, or private office, while central air conditioning ensures year-round comfort throughout. An attached two-car garage adds everyday convenience to this tranquil retreat. Outside, the property opens up to an impressive bluestone patio designed for seamless outdoor entertaining, or simply taking in the scenic, natural views of your vast private grounds. The setting balances serene seclusion with easy accessibility, placing you just minutes from local hiking trails, North Madison amenities, close to Durham, with the vibrant shops and beaches of downtown Madison, 15 minutes away. Perfect for both relaxing everyday life and hosting family and friends, this classic residence captures the very best of shoreline Connecticut living.

    … 
    $735,000
    4bedrooms
    3bathrooms
    land 1.1ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    33

    Property Madison (United States)

    AN exceptional BEACH HOME in an UNBEATABLE LOCATION! Situated in a highly desirable beach neighborhood south of Route 1, this exquisite home is completely move-in ready with no work needed and talk about location. In one direction you have a short distance to TWO beaches AND in the other, The Shoreline Greenway Trail into Hamonnasset State Park with it's 2 miles stretch of sandy beach. Inside this gorgeous home you'll find exceptional craftsmanship noted by classic chair rails, picture-frame molding and detailed trim. Step from the formal foyer into a light-filled living room with brick gas fireplace. The expansive kitchen boasts multiple work stations, granite counters, walk-in pantry, breakfast bar, 6 burner gas range and a very useful mudroom around the corner. A main floor office and guest room share a Jack & Jill full bath for great flexibility. Upstairs there's a grand primary suite with walk-in closet plus two additional bedrooms and full bath. The dry lower level surprisingly features two beautifully finished rooms complete with heat, AC, quality flooring, built-ins and a cozy gas fireplace. Outside is as special as inside with brick pathed pollinator flower and vegetable gardens, private backyard with patio and firepit, outdoor hot and cold shower room and a detached 2-car garage with storage. Modern mechanicals include a highly efficient newer natural gas boiler, 2-zone AC & roof only 7 years young. Will not last, an absolute must-see!

    … 
    $1,700,000
    3bedrooms
    3bathrooms
    land 931m²

    By William Pitt Sotheby's International Realty

  • 33

    Property Branford (United States)

    If you are looking for the quintessential New England shingled home with mesmerizing, unobstructed, direct water views - you have just found it! Located in the sidewalk-lined Short Beach community, this home has a deeded fractional interest in waterfront land directly across the street for beach access. Open 1st-floor layout is sun-drenched, featuring numerous sliders that effortlessly blends indoor & outdoor living. Living room has a newer gas fireplace adding a warm ambiance for the cooler months. Combined dining room & living room spill open to an expansive wrap-around deck w/ captivating vistas, elevating outdoor entertaining to a new level. The tastefully remodeled kitchen boasts spectacular natural quartz countertops, stainless steel appliances, crisp white cabinetry and a large, functional pantry. Sweetly remodeled powder room completes the main level. Upstairs, retreat to the expansive primary suite featuring cathedral ceilings, exposed beams, a walk-in closet, and its own private deck -the perfect spot to savor morning coffee or unwind at the end of the day. The primary bath is enhanced w/ a dual-sink vanity and a jacuzzi tub/shower. Two additional bedrooms, a full guest bath & dedicated laundry area complete the 2nd level. A detached, one-car garage with storage above adds to the convenience of this special property. With deeded beach rights, smart updates and a vibrant neighborhood, this is a truly special shoreline home.

    … 
    $839,900
    3bedrooms
    3bathrooms
    land 567m²

    By William Pitt Sotheby's International Realty

  • 31

    Property Madison (United States)

    Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated kitchen with granite countertops and a center island with a waterfall edge. Outfitted with newer appliances, new flooring throughout, and professional landscaping outside, each upgrade was carefully chosen to cultivate a beautiful yet serene space-easy to maintain, even easier to enjoy! Plus, the fully screened-in porch means there is plenty of space for gathering family and friends at the shoreline. Unlike many original cottages in the area, 89-2 was constructed with the integrity of a small home, featuring a full basement and crawl space for storage, insulation, and an oil heating system. Its larger size allows for conveniences uncommon in seasonal living, including a dishwasher and an in-home washer and dryer. Located within a short distance to Hammonasset, Madison town beaches, and town center, this is more than just a home-it is a gateway to a vibrant shoreline lifestyle. Seize this rare opportunity to own a piece of Madison history in a highly sought after community and come see for yourself why 89-2 Cottage Road is the ideal haven for making lifelong summer memories

    … 
    $335,000
    2bedrooms
    1bathroom
    land 202m²

    By William Pitt Sotheby's International Realty

  • 6

    Land Madison (United States)

    Build Your Dream Home on Prestigious Lantern Hill Road Discover an exceptional opportunity to own a 1.2acre parcel tucked away on one of Madison's most coveted and private culdesacs. Located at 78 Lantern Hill Road, this hidden gem offers the perfect balance of tranquility and convenience-less than a mile from Madison's beautiful beaches, vibrant town center, boutique shopping, dining, golf, and quick access to I95 for effortless commuting. Surrounded by impeccably maintained, luxury homes-many valued around the $3 million mark-this premier lot provides an ideal canvas for an elegant coastal residence. Mature trees, serene natural surroundings, and underground utilities enhance the setting, making it ready for a highend build that complements the neighborhood's sophistication. Experience the best of shoreline living in Madison, celebrated for its charming village atmosphere, thriving arts and culture, abundant recreation, and pristine coastline. Whether you envision a yearround sanctuary or a summer retreat, this location offers a rare blend of privacy, luxury, and accessibility. Don't miss the chance to build in one of Connecticut's most soughtafter seaside communities.

    … 
    $900,000
    5,018m²

    By William Pitt Sotheby's International Realty

  • 34

    House Madison (United States)

    PERFECT LOCATION AND MOVE IN READY. Discover the charm of this natural light filled renovated 3 bedroom / 2 full bath home, single-family dwelling. This home is perfect for those seeking comfort, space, and a welcoming atmosphere. The property boasts an inviting open concept layout on the 1st floor, with a dynamic Kitchen (vaulted ceilings!), loads of popular shiplap on the walls - ample room to make lasting memories! Situated on a lovely full fenced in lot, this home is 1/2 block from the East Wharf Beach but also provides easy walkability to downtown Madison. The backyard hosts a finished shed (storage? office?) and an outdoor patio for additional entertaining. This home provides a wonderful balance of indoor and outdoor living. Perfect condition!

    … 
    $1,250,000
    3bedrooms
    2bathrooms
    land 526m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    24

    Property Madison (United States)

    LOCATION AND POTENTIAL MEET AT 35 NEPTUNE AVE! Just off Liberty Street, this single-family dwelling on .2 acres features 4 bedrooms, 2 bathrooms, a detached 2-car garage, screened porch and a spacious walkup attic offering excellent expansion potential. Situated in the coveted Madison, CT beach community, complete with deeded beach rights & access to the Barberry Farms Association, Inc. This opportunity is perfect for investors, builders, or buyers looking to design a custom home. The home is a renovation project - offering a blank canvas to build significant equity in a prime shoreline location. Bring your architect and vision to transform this property into a premier coastal estate in a highly sought-after neighborhood.

    … 
    $1,100,000
    4bedrooms
    2bathrooms
    land 809m²

    By William Pitt Sotheby's International Realty

  • 32

    Property Madison (United States)

    RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

    … 
    $3,000,000
    4bedrooms
    6bathrooms
    land 1,619m²

    By William Pitt Sotheby's International Realty

  • 36

    Property with pool and garden Essex (United States)

    Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

    … 
    $2,200,000
    5bedrooms
    6bathrooms
    land 7,527m²

    By William Pitt Sotheby's International Realty

  • 30

    Land Essex (United States)

    Available for the first time in nearly 90 years, this exceptional 33 ACRES represents one of the very last large tracts of undeveloped land in Essex, widely celebrated as one of America's Best Small Towns. Straddling the town line with parcels in both historic Essex & the water community of Westbrook, the property features a striking combination of 16 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provides an unobstructed southern aspect view of 9 acre Lake Louise & borders the protected land of both Essex & Westbrook Land Trusts. Location & accessibility are unmatched. Boasting over 800 feet of clear-line frontage on Route 153, the parcel is positioned perfectly midway between I-95 & Route 9, minutes to the Old Saybrook/Westbrook Amtrak/Shoreline East train station for seamless travel from Boston, New York & beyond. Soil tested for water & drainage, a local civil engineer indicates the site is primed for high-yield development. The property offers remarkable flexibility: a possible 6-10 substantial luxury residential lots or leveraging under CT Affordable Housing Law 8-30g to construct a high density multi-unit complex ranging from 66 units to perhaps over 270 units, mirroring successful transit-oriented developments nearby. The land is also believed to have substantial on-site topsoil & gravel reserves for immediate asset value. This is a rare generational opportunity

    … 
    $3,400,000
    133,627m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    34
    Video

    Property Branford (United States)

    Set on an elevated site, part of an exclusive peninsula known as Flying Point in the storied coastal village of Stony Creek, this historic waterfront home with private beach offers some of the very best views of both the Sound and Tuttle's Hole Cove. Nearly every room overlooks a number of the Thimble Islands. At approximately 3000 s.f., this four bedroom, three full bath home feels bright and open with high ceilings and oversized windows throughout. Wraparound outdoor space frames the water on multiple sides and includes a fabulous lower lawn area for entertaining and your own private dock puts kayaking, sailing and larger power boat fun at your doorstep. You may never have seen sunsets as beautiful as those that embrace the property all year round. A short drive from New Haven, Branford is easily reached by rail from NYC and not even 15 minutes takes you to regional air service at Tweed-New Haven airport.

    … 
    $2,995,000
    4bedrooms
    3bathrooms
    land 1,578m²

    By William Pitt Sotheby's International Realty

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