Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**

A rare offering that exudes sophistication and sanctuary, this striking contemporary estate-originally built in 1984 and thoughtfully reimagined for modern living-spans over 5,526 square feet of refined yet inviting space. Privately nestled within a tranquil suburban setting, this property delivers a true escape while remaining moments from premier shopping, dining, and everyday conveniences, an ideal retreat for those craving a seamless blend of country calm and cosmopolitan accessibility. Designed with both scale and comfort in mind, this home features an abundance of expansive living spaces, where architectural intrigue meets livable luxury. Each room unfolds with intention - grand in proportion yet intimate in feel, creating a series of elegant retreats throughout the home. Recent upgrades elevate both form and function, including newly installed flooring, a high-efficiency HVAC system, and whole-house generator system ensuring comfort and peace of mind year-round. Storage is exceptional, with generous closet space rarely found in homes of this era. The outdoor experience is equally compelling. Set against a serene backdrop, the property boasts a private, resort-style in-ground pool and whirlpool spa along with a full-size tennis court-perfect for both entertaining and quiet relaxation. A unique indoor hot tub adds an additional layer of year-round indulgence. This is more than a home - it's a destination.

SPECTACULAR ENTERTAINING BOTH INDOORS AND OUT! Set back from the street on two cleared acres, this custom home delivers a rare blend of privacy, elegance, and unforgettable indoor and outdoor entertaining. From the moment you arrive, the curb appeal stands out with professional landscaping and a paver front walkway leading to a home filled with rich millwork, high end finishes, and thoughtful spaces at every turn. Inside, the layout lives beautifully, with a first floor primary suite offering a sitting room, spacious bath with dual vanities, tile shower, separate whirlpool tub, and a true sense of retreat. First floor home office with custom auto blinds. The kitchen is the heart of the home, anchored by an expansive island that naturally becomes the gathering place, opening to the sunroom where walls of light frame peaceful views of the water garden, patio, and backyard oasis. The second floor offers four additional bedrooms, two full baths, and walk up attic access, while the finished lower level adds approximately 939 square feet of flexible space for a gym, media room, game area, or recreation space. Outside, enjoy the kind of setting that feels like a private escape, complete with waterfalls, perennial gardens, a wood burning outdoor fireplace, and a freestanding spa hot tub. With significant improvements over the past two years, including a brand new roof in May 2026, this home is designed to impress inside and out.

Welcome to this picture-perfect 5-bedroom, 3.5-bath home with exceptional curb appeal, set down a quiet lane with just one other home, within walking distance to Weston Center & its award-winning schools. From the moment you arrive at the circular driveway, framed by classic stone walls & beautifully maintained grounds, you know you've found something special. The traditional floor plan offers elegance and comfort, featuring a living room w/gas fireplace, formal dining room, & beautifully appointed kitchen w/custom cabinetry, granite & quartz countertops, island, newer stainless appliances, and dining area. The vaulted great room, w/wood-burning fireplace and custom built-ins, flows seamlessly from the kitchen, creating the true heart of the home-perfect for everyday living and effortless entertaining. Doors from the dining room and great room open to a spacious two-tiered deck, ideal for outdoor dining, relaxing, and hosting gatherings. Upstairs, you'll find 4 bedrooms and 2 full baths, including the ensuite primary retreat featuring a stunning bathroom and walk-in closet. An updated hall bath serves the additional three bedrooms, and the conveniently located upper-level laundry adds everyday practicality. The finished walk-out lower level adds even more versatility with a gym, 5th bedroom & full bath, ideal for an au pair, in-laws, or guests. From here, step out to a patio overlooking the gorgeous park-like level yard-a rare & sought-after feature in Weston. Welcome home!

Coming soon! Prestige. Rarity. Exclusivity. Lookout Landing is a rare waterfront estate where timeless craftsmanship, thoughtful design, and natural beauty come together in a way that feels both elevated and inviting. Privately tucked behind mature trees on nearly four professionally manicured acres with over 600 feet of lake frontage, this extraordinary property offers a lifestyle that is peaceful, luxurious, and unforgettable. The custom built residence blends grand architectural presence with the warmth and comfort of a true home. Beautiful bay windows frame the surrounding landscape and water views, while built in window seats, custom millwork, plantation shutters, solid core doors, custom window treatments, and exceptional storage add character and functionality throughout. The chef's kitchen was designed for gathering and entertaining, featuring premium appliances, custom cabinetry, expansive prep space, a walk in pantry, and imported stone flooring. The kitchen flows effortlessly into multiple living and dining spaces filled with natural light, anchored by a dramatic stone fireplace and oversized windows overlooking the water and beautifully landscaped grounds. Offering more than 4,900 square feet of finished living space, the home provides exceptional flexibility for everyday living and entertaining alike. The primary features a Juliet balcony, freestanding soaking tub, oversized stone shower, and boutique style custom closet with a built in center island.

Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for guests or multigenerational living. A chef's kitchen anchors the generous living spaces, which include two fireplaces (one is gas) and large windows framing stunning water and nature views. The finished walkout lower level adds valuable living space, and the three full bathrooms are thoughtfully designed. The two-car garage, garden shed, and professionally landscaped yard enhance the property's appeal. Ideally located near marinas and the villages of Essex and Old Saybrook, with easy access to I-95 and Route 9, this special home offers tranquility without isolation-all in a no-flood zone setting.

Rare lower Greenfield Hill opportunity at an accessible price point. Set on 2 private acres, 209 Merwins Lane offers charm, privacy and everyday livability in one of Fairfield's most sought after locations. Enjoy easy access to Greenfield Center, a quick drive to Westport and a convenient direct route to Fairfield Train Station, just 3.5 miles away. This classic center hall Cape is warm, inviting and easy to love. The main level features a living room with fireplace, traditional dining room, functional kitchen, an oversized rear family room that creates wonderful additional living space and a full bath. In addition, there is a flexible first floor room, currently used as additional living space and a home office, adds convenience for today's lifestyle while offering options for guests, work from home or future needs. Upstairs, two generously sized bedrooms share a full bath off the center hall. One bedroom was previously two bedroom rooms, offering added flexibility within the existing footprint if desired to convert back to three bedrooms. Perfect for downsizers, first time Greenfield Hill buyers or anyone seeking privacy, land and location, this home offers immediate appeal with meaningful long term potential. Move right in, enjoy the charm and explore future possibilities at your own pace in a beloved Fairfield neighborhood.

Perched atop a scenic hill and welcomed by a beautiful bluestone walkway, this stunning 4,400 sq ft Colonial offers sweeping farmland and mountain views. Featuring 4 bedrooms, 4 full baths, and 1 half bath, the home blends timeless elegance with spacious living. Highlights include a bright formal living room with fireplace, elegant dining room, expansive secondary living area, and an eat-in kitchen with stainless steel appliances and wet bar. Crown molding adds an elegant touch to the relaxing living spaces. Designed with flexibility in mind, the layout offers excellent in-law potential with a main-level bedroom and full bath. An expansive private deck overlooks beautifully landscaped grounds and serene countryside views, creating the perfect setting to relax or entertain. Upstairs, the primary suite features a spa-like bath with a Jacuzzi tub, while three additional bedrooms each offer access to a private bath. A second-floor laundry room adds convenience, and one of the bedrooms includes an adjoining flex space ideal for a sitting area or home office. Additional features include a 3-car garage, large unfinished basement with expansion potential, CAT5 wiring, alarm system with hard-wired smoke detector capability, two new AC units (2026), freshly paved driveway, and energy-saving solar panels. Conveniently located just minutes to downtown Branford, close to major highways and shopping centers. Perfectly situated on a little over one acre, come make this home yours!

Begin your day listening to birds chirping & watching the sunrise over rolling hills. This 5.1-acre oasis includes a beautiful pond, rocks, ledges, & lovely vistas in all seasons. Tucked away in a quiet neighborhood, this 3+ bedroom, 2 1/2 bath home is meticulously maintained & move-in ready! On the main floor, you find a living room, formal dining room, eat-in kitchen (with Subzero refrigerator, Wolf oven, Bosch dishwasher, solid cherry cabinets), half bath, & a stunning great room that leads to a new deck (2024). Expansive windows bring the outside in - the 3 largest treated with 3M Prestige 360 film for UV protection & heat reduction. Walk upstairs to a spacious primary suite with a fully renovated bath (2023), featuring an oversized shower with marble bench, soaking tub, & heated towel rack. There are 2 more bedrooms, a second full bath, a laundry room, an unfinished room with a newer Marvin Palladium window that is just waiting to be completed (bedroom, office, exercise room, etc). The spotless walk-out basement has partial drywall & painted concrete. Outside - a recently painted exterior, new brick front steps & new drainage along the driveway & garage. More of the MANY highlights include refinished hardwood floors, new electrical circuit box, many new Marvin window sashes, new water filtration system, Morgan doors throughout, new outdoor lighting, refurbished garden beds, and more! Less than half an hour to the beaches & the train station. Halfway between NYC & Boston.