Westport Homes under $1.5 million

Welcome to Westport, Connecticut – a picturesque coastal town that perfectly marries small-town charm with sophisticated living. Nestled in the heart of Fairfield County, Westport boasts stunning waterfront views along the Long Island Sound, making it a coveted destination for those seeking a serene yet vibrant community. Known for its rich artistic heritage, Westport is home to an array of galleries, theaters, and cultural events, providing a lively backdrop for residents and visitors alike.

Westport is not just about its scenic beauty; it’s also a family-friendly town with top-rated schools, lush parks, and a variety of recreational activities. Whether you enjoy hiking along the scenic coastal trails, indulging in gourmet dining, or attending local festivals, Westport offers an abundance of options to enrich your lifestyle.

For those looking to invest in this charming community, Westport offers an impressive selection of homes under $1.5 million. These properties range from quaint cottages to modern family homes, each exuding unique character and charm. With spacious layouts, beautiful gardens, and proximity to the vibrant downtown area, these homes provide the perfect setting for families, professionals, and retirees alike.

Imagine waking up to the gentle sounds of nature, enjoying your morning coffee on a sun-drenched patio, and taking leisurely strolls along the scenic shoreline. Westport is more than just a place to live; it’s a lifestyle choice that promises both comfort and excitement. Explore the diverse real estate options available in Westport today, and discover the perfect home that aligns with your dreams and aspirations!

Newest Westport Homes under $1.5 million

$1,199,000

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

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 Wesport 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

$1,189,000

2 Beds ⋅ 2 Baths ⋅ 24190764 MLS ⋅ Harvest Commons BLDG.

Welcome to this inviting Ranch-style home at Harvest Commons,a beautifully maintained condominium community offering an exceptional combination of comfort,privacy,and convenience.Ideally located just moments from fine dining,shopping,and the Greens Farms train station,this exceptional home also offers easy access to I-95 and the Merritt Parkway.A rare and desirable feature,the home enjoys two private patios,creating wonderful opportunities for outdoor dining and relaxing.The gracious living room features soaring vaulted ceilings,new hardwood floors,an abundance of natural light,a fireplace,and sliding glass doors opening to both private patios.The dining room is ideal for entertaining,while the spacious kitchen provides ample workspace and storage.The main-level laundry adds everyday convenience.The spacious primary suite features two walk-in closets and a luxurious en-suite bath with both a soaking tub and separate shower.A second bedroom and full bath complete the main level.The partially finished lower level offers versatile additional living space,ideal for a recreation room,gym,home office or guest quarters,along with ample storage.A full-house generator and new roof provides added peace of mind.Harvest Commons offers resort-style amenities including a swimming pool and two Har-Tru tennis courts.With its private outdoor spaces,versatile living areas,and prime location,this is a wonderful opportunity to enjoy carefree condominium living in a sought-after neighborhood.

120 Harvest Commons Unit 120, Westport

$1,000,000

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

$1,399,000

4 Beds ⋅ 2 Baths ⋅ 24206112 MLS

Don't let the square footage fool you - this home lives large. Tucked into a lovely, walkable neighborhood perfect for evening strolls and bike rides, this is a home that punches well above its size, with all the essentials thoughtfully in place. The main level sets the tone, LR w/high ceilings opens to the kitchen for an open flow that feels bright and spacious. Just a short flight up, three bedrooms share their own private level. Downstairs, a large family room with a fireplace anchors the lower level, alongside a fourth bedroom that flexes easily as a home office. The basement adds laundry and abundant storage, with plenty of untapped potential to finish. Outside, a cozy screened-in porch is made for lazy summer evenings and movie nights. And there's room to grow: expand above the oversized two-car garage for a primary suite retreat, or enclose the porch to create a formal dining room - the footprint here has real potential to stretch further. Best of all, the hard work is already done. Fresh exterior paint, a new roof, and many recent updates mean this home is truly move-in ready. With 5mins to train and I95, 6mins to Compo beach, 5mins to downtown Main St. this location is hard to beat. agent is owner

38 Guyer Rd, Westport

$1,399,000

4 Beds ⋅ 3 Baths ⋅ 24200486 MLS

Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful combination of privacy, space and potential. A circular driveway framed by stone walls, Belgian block and exterior lighting creates a welcoming arrival. Inside, hardwood floors run throughout the main living spaces, including a spacious living room and dining room, while the family room is anchored by a classic brick fireplace and opens to a standout screened porch with a vaulted wood ceiling, exposed beams and skylights. This inviting porch is the perfect place for seasonal dining, relaxing and entertaining while overlooking the expansive backyard and mature landscape. Upstairs, the primary bedroom features an en-suite bath, walk-in closet and additional closet. Hardwood floors are found beneath the carpeting upstairs. With plenty of opportunity to update and personalize, this well-loved home is ready for its next chapter. It's a special place to create your own vision while enjoying all that Westport has to offer on lovely Primrose Lane.

9 Primrose Ln, Westport

$1,325,000

2 Beds ⋅ 4 Baths ⋅ 24204033 MLS ⋅ Harvest Commons BLDG.

Nestled in a prime location within a beautifully maintained complex, this exceptional home offers access to premier community amenities-including a pool and tennis courts-alongside the luxury of your own completely private patio. Harvest Commons is ideally situated just moments from fine dining, local shopping, and the Greens Farms train station. Inside, the elegant formal living room features soaring vaulted ceilings, large windows, a cozy wood-burning fireplace, and sliding glass doors that open seamlessly to the outdoors. The main level also boasts a full formal dining room-a rare feature not found in all models-and an exceptionally spacious kitchen and family room combination with a impressive wall of glass and convenient direct access to the attached two-car garage. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with vaulted ceilings, two generous walk-in closets, and an en-suite bath with both a soaking tub and separate shower. A second well-appointed bedroom, a separate full bath, and a dedicated second-floor laundry room complete the upper level. The finished lower level provides versatile additional living space ideal for a recreation room, home office, or guest quarters, along with a rare third full bathroom. Seller would like a January closing.

124 Harvest Commons Unit 124, Westport

$819,000

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

$899,000

2 Beds ⋅ 2 Baths ⋅ 24192304 MLS

The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower level includes a mudroom, full bath, and a versatile bonus room with a skylight and window-ideal for a home office, guest space, gym, or creative studio. Upstairs, soaring vaulted ceilings, skylights, and oversized windows create a bright and airy retreat. Recent improvements include new flooring and a beautifully updated bath with a new vanity and tub. Step outside to a spacious patio, perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Whether you're looking for a turnkey weekend escape, year-round residence, investment opportunity, or the perfect site to renovate, expand, or build new, this property offers exceptional flexibility in a sought-after location. A rare opportunity to secure water views and exceptional potential in one of the area's most desirable coastal neighborhoods.

3 Madeline Ave, Westport

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