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Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

3 Beds ⋅ 3 Baths ⋅ 24215287 MLS

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

310 Main St, Westport

$1,199,000

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

3 Beds ⋅ 3 Baths ⋅ 24211260 MLS

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

280 Main St, Westport

$995,000

In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shops, restaurants, entertainment and the Westport train station. Bluestone steps lead to a welcoming entry and an open floor plan designed for today's lifestyle, with hardwood floors and abundant natural light throughout. The living room features custom built-ins and a gas fireplace, while the stylish eat-in kitchen is appointed with custom cabinetry, quartz countertops, high-end stainless-steel appliances and a center island. A private, fenced bluestone patio and yard extends the living space outdoors-perfect for morning coffee, al fresco dining, relaxing or entertaining. Upstairs, the spacious primary suite features a walk-in closet with custom white oak shelving and a beautifully finished luxurious bath with a quartz double vanity and tiled shower with a seamless glass door, rainfall shower head, handheld faucet, and stone-topped bench. A second bedroom and full bath complete the upper level. A heated laundry room is conveniently located adjacent to the private garage with easy interior access. Custom Hunter Douglas automated shades provide privacy and decorative appeal. Durable Hardie Board siding enhances the curb appeal while ensuring minimal maintenance. Perfectly positioned to enjoy the best of Westport, this exceptional home is a rare combination of style, privacy, convenience and carefree living.

2 Beds ⋅ 3 Baths ⋅ 24110146 MLS ⋅ Sunrise-Verify In Process! BLDG.

In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shops, restaurants, entertainment and the Westport train station. Bluestone steps lead to a welcoming entry and an open floor plan designed for today's lifestyle, with hardwood floors and abundant natural light throughout. The living room features custom built-ins and a gas fireplace, while the stylish eat-in kitchen is appointed with custom cabinetry, quartz countertops, high-end stainless-steel appliances and a center island. A private, fenced bluestone patio and yard extends the living space outdoors-perfect for morning coffee, al fresco dining, relaxing or entertaining. Upstairs, the spacious primary suite features a walk-in closet with custom white oak shelving and a beautifully finished luxurious bath with a quartz double vanity and tiled shower with a seamless glass door, rainfall shower head, handheld faucet, and stone-topped bench. A second bedroom and full bath complete the upper level. A heated laundry room is conveniently located adjacent to the private garage with easy interior access. Custom Hunter Douglas automated shades provide privacy and decorative appeal. Durable Hardie Board siding enhances the curb appeal while ensuring minimal maintenance. Perfectly positioned to enjoy the best of Westport, this exceptional home is a rare combination of style, privacy, convenience and carefree living.

1 Sunrise Rd Unit B, Westport

$800,000

Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

3 Beds ⋅ 2 Baths ⋅ 24210176 MLS

Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

53 Cross Hwy, Westport

$899,000

Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its **highly regarded school system**. Step inside to discover **beautifully refinished hardwood floors** and a bright, comfortable floor plan designed for today's lifestyle. The **updated kitchen features stainless steel appliances**, while refreshed **tile bathrooms** add a clean, modern touch. Need more room? You'll love the versatility of the **finished walk-up attic**, perfect for a home office, creative studio, guest space, or additional retreat. A separate **playroom** provides even more flexibility for recreation, entertaining, or everyday living. Situated on a corner lot with generous parking, the property offers space, convenience, and plenty of potential to make it your own. Whether you're purchasing your **first home, downsizing, or looking for an exciting opportunity to enter the Westport market**, 1 Maplewood Avenue delivers the perfect combination of charm, updates, flexible living space, and location. Westport living may be more attainable than you think-come discover the possibilities at 1 Maplewood Avenue!

2 Beds ⋅ 2 Baths ⋅ 24204656 MLS

Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its **highly regarded school system**. Step inside to discover **beautifully refinished hardwood floors** and a bright, comfortable floor plan designed for today's lifestyle. The **updated kitchen features stainless steel appliances**, while refreshed **tile bathrooms** add a clean, modern touch. Need more room? You'll love the versatility of the **finished walk-up attic**, perfect for a home office, creative studio, guest space, or additional retreat. A separate **playroom** provides even more flexibility for recreation, entertaining, or everyday living. Situated on a corner lot with generous parking, the property offers space, convenience, and plenty of potential to make it your own. Whether you're purchasing your **first home, downsizing, or looking for an exciting opportunity to enter the Westport market**, 1 Maplewood Avenue delivers the perfect combination of charm, updates, flexible living space, and location. Westport living may be more attainable than you think-come discover the possibilities at 1 Maplewood Avenue!

1 Maplewood Ave, Westport

$819,000

Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping, Dining, Recreation and Bus Line. Sold AS IS. Cash Offers and Quick Closing Preferred. Agent/Partner

3 Beds ⋅ 2 Baths ⋅ 24199434 MLS

Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping, Dining, Recreation and Bus Line. Sold AS IS. Cash Offers and Quick Closing Preferred. Agent/Partner

383 Main St, Westport

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