The agencies at Westport
These agencies offer a selection of luxury properties location at Westport. Feel free to contact them for personalized assistance.
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
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
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
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 appointed contemporary Colonial on a quiet private road in Westport, just minutes from the beach, town shops, restaurants, and everyday conveniences. Offered fully furnished for a seasonal rental, this spacious home offers comfortable, sophisticated living. The home features high-end European furnishings from distinguished designers, an impressive collection of artwork, and carefully selected finishes. The main level includes a light-filled Great Room and chef's kitchen with a substantial stone island, gas range, geometric backsplash, and breakfast bar. The living areas open to a private stone patio and beautifully landscaped grounds. Upstairs, the primary suite offers a peaceful retreat with a distinctive barn-door entry and spa-inspired bath featuring a deep freestanding soaking tub and tree-lined views. An additional bedroom is comfortably furnished for guests. The lower level and other flexible spaces offer room for a home office, additional living area, fitness space, guest area, or private retreat. With generous space throughout, the layout can adapt easily to different needs. Fully furnished and move-in ready, this Westport home combines high-end European design, curated artwork, generous living space, and a private setting close to the beach, shops, and restaurants.
…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
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
Pristine 2 bedroom apartment with beautiful hardwood floors throughout, stainless appliances, gas heat and lots of natural light thru the large windows. Laundry is on the same floor. Located on the top floor of a dental office, there's an elevator and the building is secure. Plenty of parking next to the building.
…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
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
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
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
Luxurious Federal Colonial Rental in Prime Darien Location. Welcome to this stunning 4-bedroom, 4-bath custom-built home, designed by an award-winning architect, and nestled in one of Darien's most sought-after neighborhoods. Just a short walk from the train station, town center, parks, and Royle Elementary School, this exquisite property offers the perfect blend of historic charm and modern luxury. Completed in 2016, this home embodies the timeless elegance of Federal Colonial architecture while offering all the modern amenities you desire. Set on a private half-acre lot, the residence features an open-concept floor plan with high ceilings and beautiful millwork throughout. The spacious family room, with its wood-burning fireplace and French doors, opens to a patio and generous yard-ideal for both relaxation and entertaining. The gourmet eat-in kitchen is a chef's dream, equipped with Viking and Bosch appliances, a marble-topped island, and a large walk-in pantry. Adjacent to the kitchen, the mudroom offers a secondary entrance for convenient access and additional parking, along with sidewalks leading to Darien's vibrant downtown and the newly developed Corbin District. The home's layout is designed for comfort and privacy. The primary suite, located on the second floor, serves as a luxurious retreat with dual walk-in closets and a spa-like ensuite bath. Two additional bedrooms on this level share a well-appointed Jack and Jill bathroom, and a large laundry room.
…By William Pitt Sotheby's International Realty
Welcome to Maplewood: Impeccable Townhouse Living in Fairfield: 1463 Black Rock Turnpike, Unit 3, Fairfield, CT 06825. 2 Bedrooms | 2.5 Bathrooms | 1,889 Sq. Ft. Welcome home to the highly desirable, commuter-friendly, quiet and welcoming community of just 20 townhouse-style homes. This meticulously maintained, 3-level unit perfectly pairs classic elegance with a premier Fairfield commuter location, featuring 1,889 square feet of beautifully finished living space. Main Level: Designed for seamless everyday living and entertaining, this open-concept floor plan features an expansive living room with a cozy wood-burning fireplace and large double bay windows that flood the space with natural light. The seamlessly connected dining area opens directly into a beautiful eat-in kitchen, offering direct access to your own private patio-perfect for morning coffee or evening grilling. A convenient powder room completes this level. Upper Level: A wide staircase with a generous landing leads to two exceptionally sized bedrooms. The large primary suite comfortably accommodates a king-size bed and a dressing area, alongside two spacious walk-in closets and a private en-suite bath. The second bedroom features a walk-in closet and easy access to full bath. Tesla Charger in the garage/Large storage area in attic/new energy-efficient A/C.
…By William Pitt Sotheby's International Realty
Discover the perfect blend of comfort and convenience in this meticulously maintained and updated in-town Cape. Flooded with natural light, this charming home features gorgeous wood floors, a welcoming living room with a fireplace, and a dedicated dining room with a cozy sitting area. With three wonderful bedrooms, two full baths, and a convenient location just a short walk to the train, town, and Mead Park, this residence offers an enviable lifestyle. Enjoy outdoor relaxation in your private yard with a patio, and benefit from the added peace of mind provided by a house generator. The finished basement offers extra utility with a washer, dryer, sink, and freezer, completing this fabulous in-town gem. Please remove shoes. Confirmed appointment with showing time. Key box located on the back door. Brand new gas stove, house generator, and Centric Air QA Deluxe 6500 Energy efficient whole house fan w/2 speed remote control.
…By William Pitt Sotheby's International Realty
Welcome to 148 Alfred St, Unit #3. Available for rent is this recently updated and freshly painted 1 Bedroom 1 Full Bath apartment located within the heart of the bustling Black Rack neighborhood of Bridgeport. The location places you a stone's throw from restaurants, shopping, live music venues, long island sound and the port jefferson ferry, major commuting routes, public transportation and metro-north railroad. One-Year Unfurnished Lease. Tenants responsible for all utilities.
…By William Pitt Sotheby's International Realty
Completely renovated and updated charming four bedroom three full bath cape on a popular street close to town and Mead Park. Stunning eat-in kitchen with island and top of the line appliances opens to family room and has access to slate terrace and fenced in yard. Washer/dryer off mud room on the first floor. First floor bedroom with full bath perfect for office or guest room. Primary suite with full bath and walk-in closet. Additional 520 square feet in lower level has large finished space for playroom, exercise room or office. Loads of storage in basement. Landlord pays for lawn maintenance. Light filled and not your ordinary rental! You will feel right at home. Prime location and walking distance to village, train, new library and all the fabulous shops and restaurants in New Canaan.
…By William Pitt Sotheby's International Realty
Redesigned for elevated living, this fully renovated 4-bedroom home combines open-concept style with seamless functional flow, offering near single-level living on a private, scenic lot. An inviting entry opens into an informal living room with a cozy fireplace, a high-impact great room featuring soaring cathedral ceilings, stylish beams, and French doors that flood the space with natural light. At the heart of the home, the chef's kitchen boasts exceptional counter space, professional-grade appliances, and a massive center island with seating for effortless entertaining or ease of everyday living. The main living space opens to a private wrap-around back porch with built-in corner seating & planters, perfect for outdoor relaxation overlooking the tranquil, tree-lined yard with an area for a garden.A separate wing houses the private primary suite-a serene retreat styled with shiplap walls, vaulted ceilings, large picture window, and spa-inspired bath complete with dual sinks, a freestanding soaking tub, a custom marble shower, and skylights. Three additional light-filled bedrooms and a full bath provide comfortable accommodations for guests or family.Complete with an attached 2-car garage, lower level flexible space and laundry, storage shed, and a lush, rolling lawn.This turnkey residence offers easy living just minutes from everyday conveniences, award-winning New Canaan schools, the Nature Center, Waveny Park, designer boutiques, NYC-inspired dining & the Metro North train Primary bedroom and guest bedroom both have 2 closets. Primary bath has shower stall and free-standing tub with a full-size linen closet. Interior has recessed lighting on dimmers throughout. 3-zones for heating & cooling.
…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
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
Flex lease length options available! 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
Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community. Perfect for families or anyone seeking a blend of comfort and coastal living, this well-maintained residence offers flexible space to suit your lifestyle. The private, fenced-in backyard provides a safe haven for the family and pets to play, while also creating the perfect setting for outdoor dining and relaxation. Enjoy easy access to Holly Pond-just a short walk from your door-where you can embrace the waterfront lifestyle that makes Darien so special. This home combines practical living spaces with the lifestyle you've been dreaming of, all in one of Fairfield County's most desirable communities
…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
Conveniently located in the heart of downtown Stamford, this 1-bedroom apartment offers easy access to shopping, restaurants, public transportation, and local amenities. The unit features hardwood floors throughout and granite countertops in both the kitchen and bathroom. Shared laundry is available in the basement. Utilities are separate from the rent. Available immediately. Rental Terms: Annual: $2,250 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
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
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These agencies offer a selection of luxury properties location at Westport. Feel free to contact them for personalized assistance.