Westport Homes under $1.25 million

Welcome to Westport, Connecticut, a picturesque coastal town nestled in the heart of Fairfield County. Known for its charming blend of small-town warmth and vibrant cultural scene, Westport offers a unique lifestyle that attracts families, professionals, and retirees alike. With its stunning waterfront views, lush parks, and a thriving downtown area, Westport is not just a place to live—it's a community to embrace.

One of the most appealing aspects of Westport is its diverse real estate market, particularly for those seeking homes under $1.25 million. Here, you can find a variety of properties that cater to different tastes and lifestyles, from quaint colonial-style houses to modern, open-concept designs. Many of these homes are situated in serene neighborhoods, providing a peaceful retreat while still being conveniently close to the bustling town center and its array of shops, restaurants, and cultural venues.

Westport is also renowned for its excellent school system, making it an ideal choice for families. The town is home to beautiful parks, scenic beaches, and outdoor recreational opportunities that encourage an active lifestyle. Whether you’re enjoying a day at Compo Beach or exploring the trails at the Westport Nature Center, there’s no shortage of ways to enjoy the great outdoors.

With its inviting community spirit, stunning natural beauty, and homes that fit a range of budgets, Westport, CT is truly a gem waiting to be discovered. Explore your options today and find your perfect place in this enchanting town!

Newest Westport Homes under $1.25 million

$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

$999,000

3 Beds ⋅ 3 Baths ⋅ 24196339 MLS

**SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM THURSDAY 9/24/26** An incredible opportunity has become available in a prime Westport, CT location. Set off the road on a quiet turnoff at the corner of the Overlook cul-de-sac, this expanded Cape on 0.52+/- acre of enchanting property is ready for your creative vision. This is the only 3 BR, 3 full bathroom home available in Westport below $1,649,000 - making this a spectacular chance to add value by updating, remodeling, expanding, or building new construction within moments of downtown, train, the Merritt Parkway, I-95, the Y, & schools. This quintessential New England Cape Cod-style home begins with a larger than expected foyer/center hall. The large LR has the first fpl, built-ins, and French doors leading to the distinctive family room with a custom-patterned hardwood flr, stone fpl & bookshelves. Formal dining room for entertaining. The kitchen was remodeled w/quality cabinetry and beautiful granite counters, top appliances incl Sub Zero & leads to the vltd ceiling breakfast rm w/skylights & glass doors facing both front & back. Private office/bonus room/playrm w/built-ins. The 1st of the 3 BRs is on the main level, w/built-ins & an adjacent full bath. Upstairs, the 2nd BR has its own full bath and the primary suite is an incredible surprise, with king-size BR, oversized lux-scale bathroom & walk-in closet. Partially fin LL. Patios & charming garden paths add to the character. This home requires work and is being sold-as is

183 Wilton Rd, Westport

$899,000

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

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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