The agencies at Weston
These agencies offer a selection of luxury properties location at Weston. Feel free to contact them for personalized assistance.
Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen--all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private oasis awaits--an expansive deck overlooking the river, scenic landscaping, and a stone patio with gunite pool--perfect for summer relaxation or entertaining under the stars. This extraordinary property offers an unparalleled lifestyle in an idyllic setting.
…By William Pitt Sotheby's International Realty
Warm and inviting, this bright and sunny home features charming hardwood floors throughout, freshly painted interiors, and thoughtful built-ins that showcase its timeless character. The updated kitchen boasts stainless steel appliances and new quartz countertops. A large mudroom with laundry and abundant storage adds everyday convenience, while the walk-up attic provides even more room for seasonal items. Cozy up in the living room, where a classic fireplace creates the ideal setting for reading, relaxing, and quiet evenings at home.Outside, the welcoming covered porch offers a peaceful place to enjoy morning coffee or unwind at the end of the day. The detached two-car garage adds practicality, and the surrounding property delivers plenty of privacy, natural beauty, and room to roam.With its double staircase, charming details, and tranquil setting, this 3-bedroom, 2-bath gem is a truly lovely home that balances history, comfort, and character.
…By William Pitt Sotheby's International Realty
Welcome to this newly renovated home located in the heart of Greenfield Hill. Every square inch of this property has been masterfully updated with a focus on modern luxury and flawless craftsmanship. The main level welcomes you with bright, airy living spaces and gleaming refinished hardwood floors. A brand-new kitchen, appliances, cabinetry, and quartz countertops, with access to the new raised deck overlooking CT Audubon open space. Upstairs is a new primary suite with a fully updated bath and ample closet space, along with 3 spacious bedrooms and a laundry room. Finished lower level with 3 additional rooms. The home has brand-new exterior siding, roof, windows, and mechanicals, including heating and cooling. Don't miss this opportunity!
…By William Pitt Sotheby's International Realty
More than just a home, 28 Drewbarrie Lane was thoughtfully designed to be the place its owners would never want to leave. Privately set among mature trees in one of Easton's most peaceful settings, it offers a lifestyle centered around comfort, connection, and enjoying every season to its fullest. Mornings begin with sunlight filling the living spaces, afternoons are spent by the solar-heated pool, and evenings naturally gather family and friends around the warmth of the Scandinavian masonry fireplace. The home's open kitchen, dining, and great room create an inviting hub for everyday living, while thoughtfully separated bedroom wings provide privacy and quiet retreats for family members and overnight guests. Outside, the property truly comes alive. The expansive stone patio, pool house, detached barn, and covered parking structure create an ideal backdrop for everything from relaxed weekends at home to memorable celebrations with family and friends. Whether entertaining a crowd or enjoying the peaceful surroundings in solitude, every space was designed to be lived in and enjoyed. For those who create, build, or work from home, the property offers exceptional flexibility. The expansive bonus room above the attached three-car garage served as a professional artist's studio filled with natural light; while the workshop below boasts soaring ceilings and a vehicle lift, providing endless possibilities for hobbies, collections, craftsmanship, or a home-based business. What makes this home feel so exceptional is the care that went into every decision behind the scenes. Purposefully oriented to capture the sun throughout the year, it offers naturally bright interiors, remarkable comfort, and impressive energy efficiency. Insulated concrete construction, radiant heated floors, double-pane windows, extensive insulation, and high-performance mechanical systems work quietly in the background to create a home that is peaceful, durable, and economical to enjoy in every season. Built as a forever home with extraordinary attention to detail, longevity, and quality, 28 Drewbarrie Lane offers something increasingly difficult to find: a home that is as enjoyable to live in as it is impressive to own. Offered at $6,500 unfurnished and $8,500 furnished.
…By William Pitt Sotheby's International Realty
Classic 4 bedroom, 2 and 1/2 bath center hall Colonial features a stunning saltwater pool with integrated spa, brick patio and sun room, perfect for outdoor relaxation and entertaining. The main level highlights hardwood floors, elegant moldings, and modern millwork, along with an expansive kitchen that flows seamlessly into the dining room and a cozy family room with a wood-burning fireplace. A bright sunroom off the kitchen leads directly to the pool area. This level also includes a living room/1st floor office with built ins, laundry room with dog washing station and a half bath. Upstairs offers a primary suite alongside three additional bedrooms with very good closet space and a full hall bath with bath tub. Situated in Easton-voted one of Connecticut's safest towns-renowned for top-rated schools, rural charm, local farms, and outdoor recreation. A wonderful place to call home.
…By William Pitt Sotheby's International Realty
Welcome to this newly renovated 4-bedroom, 3-bath home on a quiet street in highly desirable South Wilton. The home offers a bright, open layout ideal for everyday living and entertaining, highlighted by a large family room with vaulted ceilings and abundant natural light. The newly updated kitchen features Quartz countertops, all new appliances, a large center island, and modern finishes, and opens seamlessly to the main living and dining areas. Upstairs, the primary suite includes a wall of built-in closets, a newly renovated bath with double vanities, and sliding doors to a Juliet balcony. Two additional bedrooms and a second full bath complete the second floor, while a second en-suite bedroom with new full bath offers excellent flexibility for guests, work-from-home space, or extended family. Floors have been resurfaced throughout, and the home offers excellent storage. The lower level features an oversized playroom or second family room with sliders to a screened-in porch with vaulted ceiling and access to the deck, perfect for outdoor entertaining. Additional highlights include a two-car attached garage, laundry room with brand-new washer and dryer, new central air conditioning, new heating boiler and water heater, whole-house propane generator, new garage door, and new septic system. Conveniently located close to Wilton and Westport town centers, award-winning schools, shopping, and commuter routes. Move-in ready and available for immediate occupancy.
…By William Pitt Sotheby's International Realty
Contemporary Ranch ideally situated on Silverbrook Lake, offering a peaceful setting with beautiful water views and a wonderful opportunity to enjoy kayaking and bird watching right from home. The inviting eat-in kitchen features granite countertops and opens to a comfortable family room with a fireplace. The primary bedroom also features a cozy fireplace, creating a warm and relaxing retreat. The finished lower level offers additional livable space along with ample storage. Enjoy the outdoors from the private backyard patio overlooking the lake. Conveniently located near Westport schools, town amenities, shopping, dining, and the Merritt Parkway. Landlord pays for mowing, mulching, spring and fall clean up and gutters. Tenant pays for snow plowing.
…By William Pitt Sotheby's International Realty
INCLUDED ONE GARAGE SPACE! NEW Washer/Dryer Unit! Prime South Wilton location. Beautiful fully furnished 900SF one bedroom apartment/cottage. Family Room has fireplace with Dining Area, One Bedroom on 2nd floor, 1 full Bath on Main floor, and galley EFFICIENCY kitchen (no dishwasher) with plentiful open shelving. Large Office/Living Room space plus 3 closets. Tons of windows, doors and natural light. Peace and quiet on 2 acre property surrounded by mature plantings and lovely landscape. This is a very special opportunity!
…By William Pitt Sotheby's International Realty
Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.
…By William Pitt Sotheby's International Realty
Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.
…By William Pitt Sotheby's International Realty
Tucked away at the end of a peaceful cul-de-sac in one of the area's most sought-after neighborhoods, this beautifully appointed 3,900-square-foot residence offers an unparalleled blend of scale, privacy, and upscale comfort. Set on nearly half an acre of professionally landscaped, fully fenced grounds, the property feels like a quiet sanctuary. Because the home comes entirely turn-key and move-in ready with high-end furnishings, it provides a seamless transition for anyone seeking a premium, temporary living arrangement. The expansive floor plan is uniquely functional, highlighted by two separate bedroom suites that offer excellent flexibility and independence for multi-generational families, visiting faculty, or relocating professionals. Beyond the five spacious bedrooms and four full bathrooms, the interior features bright, generous living spaces, a kitchen fully equipped for any culinary need, and multiple areas tailored for relaxing or entertaining. Downstairs, the finished basement adds incredible versatility, serving as the perfect footprint for a home gym, recreation zone, or a quiet remote workspace. The backyard transitions into a true resort-style escape, boasting a private in-ground pool, a relaxing hot tub, and a massive lawn, all offering a rare level of seclusion. Modern efficiency is also front and center, as the property comes equipped with rooftop solar panels to optimize energy use and a dedicated EV charger.
…By William Pitt Sotheby's International Realty
Comprehensive renovation completed on this charming circa 1800 cottage retaining exposed beams & all of the original charm, yet like new. Top location in West Redding, this cottage feels completedly separate, but it's part of a larger estate set on 7.81 acres & surrounded by over 200 acres of the Redding Land Trust's Scott's Preserve. The main house (#33) is set way back down a long driveway (please do not drive down) while the cottage is in front with it's own mailing address (#37), plus it's own detached 2 car brick garage. The idyllic setting showcases a white picket fence, gorgeous stone patio, plus mature flowering trees & gardens. The entire cottage was completely updated with new windows, hardwood floors, HVAC, plus designer appointments including all new kitchen & baths. Approximately 1,250 sf total with 3 BRs & 2 full baths, each with radiant heated floor. The main level offers the beamed/vaulted living room with gorgeous original stone fireplace. The open floor plan includes a dining area plus a beautifully appointed new kitchen with custom cabinetry, stainless steel appliances, quartz counters, plus pantry & separate closeted stackable laundry. The staircase to the 2nd floor leads to the primary suite with luxe private bath with radiant heated floor & walk-in closet. Landlord is including mowing, driveway plowing, grounds maintenance and all utilites except cable/internet. Pets considered on case by case basis. Ready for immediate occupancy. Special!
…By William Pitt Sotheby's International Realty
This beautiful five-bedroom farmhouse in the highly sought after Old Hill area offers privacy and timeless curb appeal! Freshly painted with newly installed wood floors, this home is filled with natural light and warmth. A dramatic two story foyer with a sweeping staircase welcomes you inside. The large modern kitchen, a true centerpiece to this home has modern finishes and generous space for both everyday living and entertaining. It flows seamlessly into an adjacent great room/playroom. Enjoy dinners in the charming dining room, relax by the fire in the oversized living room or host in the expansive family room featuring beams, vaulted ceilings and fireplace. Each room truly an inviting space to gather. A three-season screened in porch extends your living space and beautifully brings the outdoors in. The main-level also includes a spacious mudroom and laundry room with separate entrance offering functionality and convenience. A bedroom and full bath on the main level provide flexibility for a home office or guest suite. Upstairs, the spacious primary suite features a spa-inspired bath, along with three additional well-proportioned bedrooms. The lower level offers ample storage. Outside, the flat yard is perfect for unwinding, complete with a fire-pit for cozy evenings and memorable gatherings. Just minutes to town, shopping and commuting routes, this home offers the perfect blend of comfort, style, and convenience. Available Immediately.
…By William Pitt Sotheby's International Realty
Remodeled Stratfield home in pristine condition. EIK w/granite counters & island, cherry cabinets. Newer SS appliances, Bosch stove. Nice deck - great for entertaining. Private fenced in backyard. Formal DR with hardwood floors, cozy LR w/gas FPL. Upper level, 4 good sized bedrooms w/HW floors, fans. ** Lower level recreation room (additional 400 square feet). Laundry Room. Near all amenities Fairfield has to offer: schools, restaurants, parks, Lake Mohegan, beaches. Good commuting to I-95 or Merritt Pkwy. 90 minutes to NY city. All updated mechanicals. Subject to credit check, references. 2 months security and 1 month rent. Occupancy 08/01/2026. 2 year minimum lease unfurnished, landlord prefers ** Excellent rental!
…By William Pitt Sotheby's International Realty
Inviting and spacious 1920 colonial convenient to Branchville Train Station. Walk to Tusk and Cup for coffee plus other vibrant shops/restaurants in the charming Branchville enclave. Total 1,400 square feet with three bedrooms and two full baths including newly remodeled bath on the first floor. Freshly painted interior, hardwood floors, and new wall to wall carpet on the second floor. Expansive kitchen with dining area featuring gas range, open to large living room, plus additional den/office on the main level. The second floor features three spacious bedrooms and second full bath. Convenient laundry in the first floor sun room. Spacious backyard with .72 level acres; plus front porch and side patio. Mowing, plowing, and exterior maintenance is included. Shed and garage are excluded. Tenant is in process of moving out and will be available shortly!
…By William Pitt Sotheby's International Realty
Welcome to this charming and beautifully updated 4-bedroom Cape Cod in Bridgeport's North End. This spacious home offers a warm, inviting living room perfect for relaxing or entertaining, complete with newly refinished hardwood floors throughout. The light and bright updated kitchen features modern stainless-steel appliances and stunning quartz countertops, complemented by the convenience of an in-home washer and dryer. Outside, you will find a large, private, fenced-in backyard that is ideal for outdoor activities. Enjoy a prime location just 0.6 miles from Sacred Heart University and 1.5 miles from Hartford HealthCare's St. Vincent's Medical Center, placing you close to premier shopping, dining, and entertainment options. With easy commuter access to I-95 and the Merritt Parkway, this is a fantastic opportunity. Make sure to check out the video walkthrough and schedule your viewing today for June occupancy!
…By William Pitt Sotheby's International Realty
New price! Spacious and updated classic colonial set on a picturesque, tree-lined street in sought-after Stratfield Village. This sunny and inviting home offers a wonderful open floor plan with an easy flow for everyday living and entertaining. A welcoming foyer opens to the comfortable living room with fireplace and adjacent dining room. The updated kitchen features crisp white cabinetry, stainless steel appliances and a breakfast area. An additional first-floor room provides flexible space for a playroom, den or large home office. Upstairs are four generously-sized bedrooms, including a private primary suite with sitting room, full bath and multiple built-ins offering lots of storage. The home flows easily to a spacious back deck overlooking a pretty, private backyard framed by mature shade trees and specimen plantings, with the option to create your own vegetable garden. One-car garage plus a full unfinished basement with good ceiling height provides excellent storage and additional functionality. Natural gas heat. Enjoy the wonderful sense of community Stratfield Village is known for-a friendly, welcoming neighborhood with sidewalks and bikeable streets where neighbors connect and it's easy to feel at home.
…By William Pitt Sotheby's International Realty
Fully Furnished Seasonal Rental in Westport - Fall 2026 through Spring 2027 Fully furnished contemporary home located on a quiet cul-de-sac, minutes from downtown Westport, beaches, and restaurants. Offering 4 bedrooms, 3 full bathrooms, and 4,711 sq ft of living space, this home features an open floor plan with high ceilings, oversized windows, and a double-sided brick fireplace. The property includes a fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors, a formal dining room, two living areas, and a welcoming foyer with a piano. The lower level offers a recreation room with ping pong, toys, books, and fitness equipment, while the primary suite features a soaking tub, heated floors, and a walk-in closet. Additional amenities include central air, an attached two-car garage, public utilities, a porch, deck, gas grill, outdoor seating, and a full-house automatic backup generator. Close to Sherwood Island State Park, golf courses, tennis courts, and town amenities. Available for Fall, Winter, and Spring 2026-2027 with flexible lease dates. Liability/renter's insurance with a minimum of $500,000 coverage required.
…By William Pitt Sotheby's International Realty
Lovely and charming home rental in the Cranbury Park neighborhood. Exceptionally well cared for, recently updated and clean as a whistle. Move-in condition. Features three bedrooms on the upper level and a room on the main level which has been used as a bedroom in the past. Washer/dryer is in the basement, and there are also hookups on the main level. Unfinished basement provides additional storage space. Enjoy the pleasures of the outdoors on the lovely front porch and the enclosed rear yard. Convenient for a short bike ride to Cranbury Park and to all local amenities. No pets, no smokers and tenants must carry liability insurance.
…By William Pitt Sotheby's International Realty
Quintessential country cottage on the grounds of the iconic "Moongate" with pond views. The private gated entry leads to this light filled, barn style, post and beam cottage with stone patio and enchanting grounds. Total nine hundred twenty two square feet of sun drenched living space with massive floor to ceiling windows and walls of French doors to the private patio overlooking the gardens and pond. Furnishings in the photos are included if desired. The main level features a vaulted great room with upscale kitchen featuring Viking gas range, dishwasher, plus refrigerator and refrigerated drawers. The sunny kitchen offers an ample dining area with vintage table included, and is open to the soaring family room with cathedral ceiling and two story windows, plus charming wide board floors throughout. The first floor also includes the generous walk in closet and dressing room and luxe bath with custom tiled shower, double hammered brass basin sinks, plus wall mounted fixtures. Ascend the lovely staircase to the loft style bedroom offering vaulted ceiling, knotty pine paneled walls, and picturesque views. This chic apartment can be accessed from the lower garage where there is a laundry hook up, or from the main level patio entrance. The price includes electric, trash service, mowing and plowing, and grounds maintenance. Available for immediate occupancy. Six month term or longer preferred, but landlord is flexible. Pets will be considered on a case by case basis. Idyllic lifestyle awaits at The Cottage at Moongate.
…By William Pitt Sotheby's International Realty
Enjoy this meticulously maintained custom-built end unit townhome in the heart of Fairfield. Nine-foot ceilings and gleaming hardwood floors grace both the main and upper levels along with an abundance of natural light. The main level open floor plan features a cozy living room with fireplace, kitchen with custom cabinetry, granite and island seating, plus a spacious dining area and half bath. Upper level includes the primary bedroom suite with walk-in closet plus a second bedroom with full bath. A lower-level bedroom with full bath, French doors and deck could also be used as a home office or gym. Situated on a prime cul-de-sac location with a short walk to train, restaurants, shopping, library and recreation center. Enjoy the lifestyle.
…By William Pitt Sotheby's International Realty
Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the perfect place to call home. Sunny living room, spacious family room with fireplace and wet bar. Private setting, away from main house. Walk to Greens Farms train station, quick bike ride to Burying Hill beach. Organic garden onsite with fresh herbs and occasionally vegetables available too! Full pool and spa privileges. See floor plans in attachments.
…By William Pitt Sotheby's International Realty
Beautifully updated 2-bedroom unit with HEAT AND HOT WATER INCLUDED! Freshly painted throughout, this bright and airy second-floor unit sits above local shops that close at night, ensuring quiet evenings with no noisy neighbors below. The unit features a renovated bathroom and an updated kitchen boasting newer appliances, abundant cabinet space, and brilliant natural light. The spacious living room offers gleaming hardwood floors and opens to a balcony, while both generously sized bedrooms feature ceiling fans for added comfort. Enjoy off-street parking in the lot behind the building and unbeatable convenience with walkable access to local shops, dining, and laundromat. Ideally located to enjoy everything both Fairfield and Black Rock have to offer, complete with coveted Fairfield beach rights!
…By William Pitt Sotheby's International Realty
Trade the ordinary for a winter by the water in this incredible beachfront Colonial on Long Island Sound. Available as an unfurnished winter/academic rental, this spacious 5-bedroom home offers panoramic water views, direct beach access, and a front-row seat to spectacular sunrises and peaceful coastal living. Filled with classic beach house charm, the home features an updated kitchen with quartz countertops and newer appliances, central air, second-floor laundry. Two full baths upstairs, and a half bath on the main level. Sip your morning coffee from the second-floor porches, enjoy the beach, and come home to the comfort of waterfront living all season long. Private paved driveway with parking for up to six vehicles. Winter/academic rental only. No pets or smoking. Tenants are responsible for all utilities and liability insurance.
…By William Pitt Sotheby's International Realty
This light and bright 2BR/3BA condo in desirable Prospect Woods is in a terrific location close to town, the ACT Theatre, shopping, restaurants, schools, the library, and everything Ridgefield offers! With two ensuite bedrooms on the upper level and a full, newly updated bath on the main level, the den could also be utilized as a guest room/third bedroom. Spacious rooms, a private deck in the back, and gorgeous views of the trees from the front of the house. You'll have a two-car tandem garage, guest parking, and access to the complex pool. Just move in and enjoy!
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties location at Weston. Feel free to contact them for personalized assistance.