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503 Bradley Ln Unit 503, Westport
$999,000
2 Beds ⋅ 3 Baths ⋅ 24157132 MLS ⋅ Bradley Commons BLDG.
Welcome to Bradley Commons - a private, gated enclave in the heart of Westport's coveted Saugatuck neighborhood. Originally presented as the model home for the community, this distinguished end-unit residence showcases elevated finishes, thoughtful architectural detail, and a premier setting within the complex. Just a five-minute walk to the Metro-North station, the home offers effortless access to Manhattan while embracing Westport's coastal lifestyle - ideal as a full-time residence or refined weekend retreat. A gracious, light-filled entry framed by windows on two sides introduces a grand, beautifully designed staircase that serves as an elegant focal point. The main level features 9+ foot ceilings, rich hardwood floors, and an open-concept layout designed for modern living. The family room with gas fireplace flows seamlessly to the dining area and private deck - perfect for entertaining or quiet evenings at home. The chef's kitchen is both refined and functional, offering a generous peninsula with seating, stainless steel appliances, custom cabinetry, and a separate pantry - all overlooking a private, manicured green backyard that provides a serene natural backdrop.

503 Bradley Ln Unit 503, Westport

25 Maplewood Ave, Westport
$930,000
3 Beds ⋅ 3 Baths ⋅ 24130771 MLS
LOVE IT TODAY, DREAM YOUR TOMORROW! WOW!!! This snuggly 1800sf bungalow is ready for you to move right in with 3-bedrooms, 2-1/2 baths total on 3 levels (which includes the 1 bedroom/1bath Lower Level legal accessory apartment). Guests feel welcomed the minute they step through the 25 Maplewood front door into the light-filled main level where entertainment feels easy-peasy! The open floor plan has wonderful flow between Living Room with built-ins, roomy Dining Room and Kitchen with stainless steel appliances, updated cabinetry and granite countertops. The upstairs top level features an unexpectedly roomy Primary Bedroom and Bedroom #2. Closet built-ins maximize storage and an updated bathroom are wonderful features. The Lower Level holds RARE TREASURE in Westport that yields an income option: a LEGAL ACCESSORY APARTMENT with direct walkout to paved parking at its entry and its own #2 Willowbrook mailing address. You can opt to rent it as an ongoing income supplement (as the Seller did for 14 years and at $1425 most recently) --- OR as your primary residence while renting the upper level for greater cash flow(current owner yielded $5750/month for the recent 1-1/2 years ...see MLS listing #24013621)! Or maybe you will opt to live the whole house as all-yours and use it as a private office or recreation space . Off-street paved parking for 6 cars adds a fabulous advantage on a street where many get by with far less.

25 Maplewood Ave, Westport

489 Main St, Westport
$840,000
5 Beds ⋅ 4 Baths ⋅ 24121354 MLS
Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor, parquet floors, carpeted floors and even slate floors nicely accent the various rooms in the property. A pleasant balcony, an elevated deck and lush gardens are a few of the outdoor features. Close to all that matters, the town, shopping and the Merritt. Back on the market because of denial of financing no fault of home.

489 Main St, Westport

12 Cross Hwy Unit B, Westport
$560,000
1 Beds ⋅ 1 Baths ⋅ 24205418 MLS ⋅ Westport Village BLDG.
Welcome to this charming condominium featuring a bright, open concept layout designed for comfortable living and effortless entertaining. The spacious living and dining area flows seamlessly into the kitchen, creating an inviting atmosphere filled with natural light.The generously sized bedroom offers a peaceful retreat, while the well appointed bathroom provides both style and functionality. Step outside to your private patio, perfect for enjoying your morning coffee, relaxing with a book, or dining al fresco. Whether you are a first time buyer, looking to downsize, or searching for a low maintenance home, this condominium offers the perfect blend of comfort, convenience, and modern living in a great location in Westport.

12 Cross Hwy Unit B, Westport

32 Whitney Glen, Unit 32, Westport
$520,000
1 Beds ⋅ 2 Baths ⋅ 24162515 MLS ⋅ Whitney Glen BLDG.
Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large windows highlighting the hardwood, white oak floors throughout. The dining & living room (with its cozy, wood-burning fireplace), kitchen, bed & bath make up the main level. Conveniently located off the foyer are the washer & dryer. Step outside to one of two private decks, ideal for morning coffee or afternoon drinks. A spiral staircase leads to a loft with wood paneled walls. This flexible area offers endless possibilities-office, yoga studio, or guest retreat. It includes a full bath along with access to the attic. There is a huge storage room in the basement. Whitney Glen offers a heated, saltwater pool, open early in the season & extends into early autumn. Despite its peaceful setting, the location is incredibly convenient. Just a short walk to the Westport Country Playhouse, Winslow Park for dogs, CVS, Trader Joes, plus exceptional restaurants & shopping. One resident must be 62 years of age. HOA is $261/month, with an additional tax district of $638/quarter. A rare opportunity to enjoy low-maintenance living in the heart of Westport-where tranquility meets accessibility.

32 Whitney Glen, Unit 32, Westport

20 Cross St Unit 10, Westport
$475,000
1 Beds ⋅ 1 Baths ⋅ 24191199 MLS ⋅ Riverside Walk BLDG.
Tucked within a peaceful garden setting, this beautifully renovated end-unit residence offers an effortless blend of comfort, style, and convenience. Enjoy the ease of garage parking within the building before stepping inside a thoughtfully designed condo featuring an open-concept layout, soaring 9-foot ceilings, abundant natural light, and serene views of the beautifully landscaped grounds. The beautifully appointed kitchen combines style and functionality with crisp white cabinetry, granite countertops, a classic subway tile backsplash, and stainless-steel appliances. A convenient in-unit washer and dryer enhance the ease of everyday living. Rich hardwood floors, custom built-ins, crown molding, and refined millwork add warmth and timeless character throughout. The spacious bedroom opens through French doors to a private bluestone patio-an inviting outdoor sanctuary for morning coffee, quiet afternoons, or an evening glass of wine. Ideally located just moments from downtown Westport's acclaimed restaurants, boutique shopping, library, Levitt Pavilion, Westport Country Playhouse, Longshore Club Park, Compo Beach, the marina, and Old Mill Beach. With convenient access to I-95, the Merritt Parkway, and Metro-North, this exceptional residence offers the perfect balance of coastal charm, vibrant community, and effortless convenience in one of Fairfield County's most desirable coastal communities.

20 Cross St Unit 10, Westport

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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