Lower Weston Real Estate

Welcome to Lower Weston, a hidden gem nestled in the heart of Weston, Connecticut. This charming neighborhood offers a unique blend of suburban tranquility and vibrant community spirit, making it an ideal place for families, professionals, and retirees alike.

Lower Weston is known for its picturesque landscapes, featuring lush greenery, serene ponds, and winding trails that invite outdoor enthusiasts to explore. The area is characterized by its spacious lots and beautifully maintained homes, each reflecting the warmth and character of the community. With a strong emphasis on preserving the natural beauty of the environment, residents enjoy a peaceful lifestyle that is just a stone's throw away from the bustling life of nearby cities.

Families in Lower Weston benefit from access to some of the top-rated schools in Connecticut, ensuring a quality education for children of all ages. The neighborhood fosters a strong sense of community, with local events and gatherings that encourage neighbors to connect and build lasting friendships. Whether it's a summer barbecue at the local park or a winter holiday celebration, there’s always something happening in Lower Weston.

Conveniently located near major highways, residents can easily commute to nearby cities such as Norwalk and Westport for work or leisure. Additionally, the area boasts a variety of shopping, dining, and recreational options, ensuring that all your needs are just a short drive away.

In Lower Weston, you’ll find more than just a place to live; you’ll discover a vibrant community where nature thrives, families flourish, and connections are made. Come and experience the charm of Lower Weston for yourself!

Newest Listings in Lower Weston

$2,299,000

4 Beds ⋅ 6 Baths ⋅ 24187328 MLS

UNDER CONSTRUCTION - Photos are architectural renderings and are intended to illustrate the home's anticipated finished appearance. Actual finishes, materials, features, and landscaping may vary. Be the first to own this exceptional new luxury home in one of Weston's most desirable locations. Situated on approximately 2 private acres, this custom-designed 5,600 SF residence offers 4 bedrooms, 4 full bathrooms, 1 half bath, and a 3-car garage. Designed with luxury and comfort in mind, the home features soaring cathedral ceilings, an open-concept floor plan, a fireplace, a gourmet kitchen with premium appliances, a finished lower level, heat pump with central air, private well and septic, and a spectacular in-ground pool for exceptional indoor-outdoor living. There may be an opportunity to add select personal touches depending on the stage of construction. Don't miss this rare opportunity to own a brand-new luxury home in Weston. Specifications, dimensions, features, finishes, pricing, and completion timeline are subject to change without notice.

15 Cannondale Rd, Weston

$1,050,000

5 Beds ⋅ 5 Baths ⋅ 24194291 MLS

Are you a visionary? An Investor? Or an End user looking to put your personal stamp on a home built with quality construction & golf course views? If so, then this is the home for you! A perfect blend of contemporary design paired w/ elements of charm define the spaces of this home w/ beams, barrel ceiling & an Arts and Crafts vibe. Enter through the large foyer with curved ceiling and tree trunk flooring. Step down into the Living room which shares a large 2 sided fieldstone fireplace with the Dining Room overlooking the golf course. These rooms share an open concept living arrangement including a family room with sliders leading to large two-tiered deck. The eat-in kitchen has a wet bar and side entrance to the house through a mudroom and half bath. Off the kitchen is a bright sunroom also with sliders to the deck. The main level also includes an office with builtins, 3 large bedrooms plus a primary with builtins, ensuite bath and huge walk-in closet. The walkout lower level has a big rec/play/family room with fireplace, a full kitchen and a bedroom with bath. Great set up for in-law, au pair or a dreamy suite. Outside is beautiful professionally landscaped property with specimen plantings and mature trees and a tennis court to boot! While this home is in need of cosmetic updates, the structure & mechanics have been well maintained by the original owners. This is an estate and is being sold "As Is". Bring your vision to create a beautiful and peaceful sanctuary!

22 Codfish Ln, Weston

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 24183665 MLS

Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor shower. Perched above the detached garage, you'll find a quiet retreat with a half bath - the perfect set up for a professional home office, a dedicated creative studio, or a home gym. The main residence is a sun-drenched contemporary, offering three finished levels of effortless living. Soaring ceilings and well-placed skylights create an airy atmosphere, while hardwood floors anchor the intuitive floor plan. All four bedrooms are tucked away on the upper level. The walkout lower level adds even more versatility, ready to serve as a media room, play room and/or a fitness hub to suit your needs. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway, and neighboring Westport. Whether you're lounging poolside, perfecting your serve, or simply savoring the serenity of this incredible property, every day here feels like a getaway.

7 White Oak Ln, Weston

$1,000,000

4 Beds ⋅ 3 Baths ⋅ 24188955 MLS

Welcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versatile living space in Lower Weston. Set on 2.3 private wooded acres, the home features a flexible floor plan with generous living areas, a finished lower level, and a bright four-season room that provides additional year-round living space. The main level has the convenience of first-floor laundry along with an additional room and full bath, creating an ideal setup for guests, or a home office, while the finished lower level adds even more flexibility for a den or entertaining. Enjoy the best of Weston living with award-winning schools, and convenient access to major commuting routes. Here's your opportunity to create your dream home in one of Fairfield County's most desirable communities.

103 Steep Hill Rd, Weston

$2,545,000

5 Beds ⋅ 7 Baths ⋅ 24191757 MLS

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

2 High Noon Rd, Weston

$1,299,000

5 Beds ⋅ 3 Baths ⋅ 24190123 MLS

Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.

21 Deepwood Rd, Weston

$1,299,000

3 Beds ⋅ 4 Baths ⋅ 24189015 MLS

This artistically inspired Lower Weston retreat comes with a separate guest house, saltwater pool and beautifully cultivated grounds enhanced by numerous specimen trees and beautiful shrubs. The 2,506 sq. ft. main residence features an expansive first-floor primary suite with sitting room or study. Two sets of French doors lead to either the tranquil, private pool or one of several stone terraces. A dressing room lined with custom closets completes this private wing of the main house. A dramatic two-story living room showcases a striking stone fireplace with antique marble mantel, vintage Venetian chandelier and elegant iron railings. The main house offers three bedrooms plus a finished lower-level room with fireplace, ideal for a den or playroom. A separate 760-square-foot guest house includes a great room, bedroom, fully renovated bathroom, vaulted ceiling with skylights, and private deck. New mechanical systems provide added peace of mind. This rare offering combines privacy, character, and convenience in a sought-after Lower Weston location. See Agent Remarks. Please submit best and final offers by 5 pm, Tuesday, July 14.

4 Hidden Hill Rd, Weston

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 24189056 MLS

The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story that inspired the hit play Me and Jezebel, after Davis unexpectedly stayed for 32 unforgettable days. Today, this captivating home blends historic character with modern comfort. The renovated kitchen features a Wolf range, Bosch column refrigerator, and inviting marble fireplace, while all three bathrooms have been tastefully updated. Fresh interior and exterior paint, new lighting, and custom built-ins completed in 2025 enhance the home's move-in-ready appeal. Wake to the soothing sounds of the river, enjoy peaceful outdoor living, and experience the privacy and beauty of this exceptional setting just minutes from the shopping, dining, beaches, and train station in Westport. Whether you're searching for a full-time residence or a weekend escape, The Weston Cottage offers an extraordinary lifestyle in one of Fairfield County's most desirable locations.

78 River Rd, Weston

$1,599,000

6 Beds ⋅ 6 Baths ⋅ 24178099 MLS

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport.

9 Fall Ridge Rd, Weston

$1,750,000

4 Beds ⋅ 5 Baths ⋅ 24181401 MLS

Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

32 Silver Ridge Cmn, Weston

$1,399,995

4 Beds ⋅ 4 Baths ⋅ 24186444 MLS

Welcome to 11 Hunt Lane! This charming Colonial delivers lots of space and flexibility while situated at the end of a tranquil double cul-de-sac in Lower Weston, near the Westport line. Perfect for entertaining, the sun-filled, spacious interior boasts excellent flow. Enter a charming two-story foyer flanked by a living room with fireplace and dining room with wet bar and sliders to a beautiful backyard deck. The open floor plan also connects to a family room leading to the New eat-in kitchen with quartz countertops providing ample workspace and additional storage. The spacious laundry room features a utility sink and mudroom access entry from the kitchen and garage. Above the garage, an enormous office/rec room with built ins, full bath and walk-in closet offering the potential for guest quarters, an au pair or in-law suite. Expansive basement with Large Cedar closet provides additional storage. The private, fully landscaped yard with mature plantings backs up to open space offering peace and serenity while still being close to Merritt, I-95, train stations, beaches, and highly regarded Weston schools.

11 Hunt Ln, Weston

$1,049,000

3 Beds ⋅ 3 Baths ⋅ 24176959 MLS

Perched atop a private, sun-drenched hill in the heart of Lower Weston, 123 Lyons Plain Road is a masterclass in charm and character. This home strikes the rare balance between secluded retreat and total convenience, located just minutes from the vibrant shopping and dining of Westport, local beaches, and easy commuting via the Merritt Parkway or Metro-North. Once inside the home, the craftsmanship speaks for itself. The interior is bathed in natural light, showcasing architectural details like elegant coffered ceilings, original wide-plank wood floors, and rustic restored beams. At the center of it all, a dramatic stone fireplace anchors the living space, creating a warm and inviting atmosphere. The layout is designed for a seamless lifestyle. The kitchen flows naturally toward the stone terrace, making it easy to transition from indoor prep to alfresco dining. Whether you're enjoying a quiet morning coffee on the covered porch or hosting friends to take in the vibrant sunset views, the outdoor spaces are truly an extension of the home. For added flexibility, the walkout lower level provides a versatile footprint for a gym, laundry, and plenty of storage. Beyond the property, the town of Weston offers a unique community spirit, highlighted by its award-winning schools all conveniently situated on one central campus. 123 Lyons Plain Road isn't just a house; it's a beautifully curated lifestyle defined by craftsmanship, light, and an incredible sense of place.

123 Lyons Plain Rd, Weston

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