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$959,000
ACTIVE Status 24205345 MLS
Welcome to Hills End Lane, an exclusive enclave of distinguished estates just minutes from Weston's charming town center. This exceptional 2.53-acre property presents a rare opportunity to create a custom residence in one of Weston's most desirable settings. The level, lightly wooded site offers privacy and natural beauty, with 50 feet of road frontage and approximately 0.9 acres of protected wetlands and watercourses. The property is septic-approved, meets town setback requirements, and has received Inland Wetlands Commission approval. A proposed pool site further enhances the property's design possibilities. Underground gas, electric, and cable are available at the street. Renowned for its exceptional schools, scenic trails, and convenient access to Westport and the Merritt Parkway, Hills End Lane offers an extraordinary setting to bring a distinctive vision to life. Agent is Owner.

10 Hills End Ln, Weston

$20,000
4 Beds 6 Baths ACTIVE Status 24206046 MLS
This exceptional custom shingle-style home offers an impressive combination of privacy, space and sophisticated indoor-outdoor living. A gracious wraparound porch welcomes you to the home, surrounded by gorgeous grounds and mature landscaping. The heart of the home is the expansive kitchen and family room, where walls of windows overlook the private backyard, spacious terrace, hot tub + outdoor fireplace. The dramatic family room features a vaulted ceiling, striking stone fireplace and sliders opening directly to the terrace. The generously sized gourmet kitchen is designed for both everyday living and entertaining, with an oversized center island + a wood-burning fireplace. The main living spaces flow seamlessly together, creating a warm and inviting setting for gatherings large and small. A mudroom/laundry room + attached 3-car garage complete the main level. Upstairs are 4 spacious ensuite bedrooms. The primary suite offers a private retreat with a generous bedroom and well-appointed ensuite bath. The finished lower level provides exceptional additional living space with 9-foot ceilings, a large play/recreation room, separate bonus/gym area + features a second lower-level garage with room for up to 3 additional cars-ideal for the car enthusiast or anyone seeking exceptional storage space. Residents enjoy beach rights to Westport's Compo Beach, Ideally located just 2 miles from Weston schools and town center. Enjoy Weston living at its best.

25 Alwyn Ln, Weston

$2,750,000
5 Beds 7 Baths ACTIVE Status 24202390 MLS
Step inside this stunning Hampton-style estate where luxury meets pastoral tranquility. This 2001 HOBI award-winning home sits on two beautifully landscaped acres adjacent to the Aspetuck Land Trust with idyllic views. A scenic driveway lined with native plantings and paver stones leads to the gracious front porch and magnificent entryway. Inside, the formal living and dining rooms flow effortlessly, highlighted by a step-down great room with a striking fieldstone fireplace pellet stove. Freshly painted, the heart of the home is complete with updated Smart appliances, a center island, and a butler's pantry. Step outside to a backyard paradise featuring a large wooden deck, a terrace with an outdoor fireplace, a bluestone porch, and a peaceful koi pond with a stream. The main level is completed by a mudroom, half bath, and an oversized three-car garage with custom cabinetry. Upstairs, the primary suite serves as a private sanctuary with a decorative propane fireplace, built-ins, luxurious master bath, and dual walk-in closets. There are four additional upper level bedrooms, each featuring its own walk-in closet and en-suite bathroom. There is a spacious private office with custom built-in shelving and desk areas. The lower level features a versatile & large entertainment room; French doors open to a stone terrace, expansive garden, raised beds and beautiful flowers and herbs. Completing the backyard is a custom Glen Gate heated pool and attached hot tub with airblower jet.

27 Walnut Ln, Weston

$1,880,000
5 Beds 3 Baths ACTIVE Status 24200916 MLS
Mid-century modern, completely reimagined and taken down to the studs. Set on a private Lower Weston cul-de-sac near the Westport/Fairfield border, this striking 5-bedroom home pairs architectural character with a comprehensive, design-driven renovation. The custom walnut-and-Fenix kitchen features Dekton counters, integrated lighting, and Wolf/Sub-Zero appliances, radiant heat, custom lit cabinetry and abundant natural light. The three fully renovated baths include a spectacular spa-like primary with a soaking tub, waterfall shower, smart toilet and radiant heat. All new electrical, gas conversion, three gas fireplaces, refinished hardwoods and an exceptional walk-out lower level with custom bar bring serious luxury credentials. Outside, enjoy the deck, new pool cover, newly fenced grounds with distant views, and exceptional privacy. Sophisticated, turnkey and refreshingly unexpected, this is mid-century Weston living without the renovation project. See the Addendum and Documents for the full detailed list of completed work. It was done as a "forever home" for the current owner, who has great sensitivity for the mid-century modern vernacular.

62 Wells Hill Rd, Weston

$1,549,900
6 Beds 6 Baths ACTIVE Status 24199857 MLS
**A Sun-Filled Weston Retreat with Exceptional Space, Style & Spectacular Grounds** Welcome to 81 Trails End Road, an impressive 12-room, 6-bedroom, 5-bath residence where exceptional natural light, beautifully designed living spaces and magnificent level grounds create a truly special place to come home. Oversized triple-pane Andersen windows capture sunlight throughout the day, filling virtually every room with wonderful warmth and brightness while framing peaceful views of the surrounding property. The heart of the home is the **newly renovated chef's kitchen**, thoughtfully designed with a substantial center island, abundant cabinetry, fireplace and inviting breakfast area. Spacious, bright and beautifully appointed, it provides an ideal gathering place for everyday living as well as effortless entertaining. The kitchen flows naturally to the sun-filled living spaces, including a south-facing sunroom overlooking the pond and pool, expansive family room, generous dining room and cozy reading room with fireplace. The main level also offers a private en-suite in-law arrangement, providing wonderful flexibility for extended family, guests or first-floor living. Upstairs, the impressive primary suite is a peaceful retreat with a beautifully appointed bath featuring a walk-in shower and soaking tub. Three additional bedrooms, two full baths, two sitting areas with a fireplace, an office and convenient second laundry area provide exceptional space and versatility.

81 Trails End Rd, Weston

$2,199,000
5 Beds 8 Baths ACTIVE Status 24191028 MLS
Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.

79 Cavalry Rd, Weston

$4,000
2 Beds 1 Baths ACTIVE Status 24192471 MLS
Experience the elegance and tranquility of this exquisite two-bedroom cottage nestled within a picturesque lakeside estate. Bathed in natural light, this like-new home radiates charm and luxury. Revel in the open floor plan with granite kitchen counters and newer appliances, while the spacious bedrooms offer a haven of comfort. Discover quality finishes, high ceilings, and gorgeous hardwood floors throughout. Privately situated on the second floor (above the garage), this one-level home boasts a private entry, washer/dryer and garage space for your convenience. Enjoy the serenity of the surroundings from the large deck accessed through French doors in the living room and dining area, offering all seasons beautiful lake views. Immerse yourself in the meticulously maintained gardens and surrounding trees, creating a truly serene ambiance. Escape the hustle and bustle without sacrificing convenience, as downtown Westport's vibrant attractions are a mere 15-minute drive away. Creditworthy applicants with stellar references are invited to seize this exceptional opportunity. No pets, no smokers, no exceptions. Live in blissful harmony in this idyllic retreat.

102 Ladder Hill Rd N Unit Cottage, Weston

$1,369,900
5 Beds 4 Baths ACTIVE Status 24191446 MLS
Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise to the soft glow of moonrise-while framing breathtaking panoramic vistas that extend well beyond the fairway. Here, the eye is drawn to long-distance views that seem to stretch for miles, creating a living backdrop that transforms beautifully with every season. At the heart of the home, the centrally located eat-in kitchen opens to a spacious great room, creating an inviting gathering space for family and friends. Enjoy entertaining from expansive decks, where indoor & outdoor living blend seamlessly. However, the one-of-a-kind private indoor pool pavilion-an extraordinary year-round retreat for swimming, entertaining, recreation, fitness, and relaxation that sets this property apart from virtually any other in the area. 2-striking granite fireplaces add warmth & architectural character to the gracious living and dining spaces. All 5bd's are conveniently located on the main level, including the spacious primary suite with a balcony and a retro-inspired bath featuring a sunken soaking tub & separate shower +4 additional bd's of which have private balconies with stunning views!

4 Aspetuck Hill Ln, Weston

$899,000
4 Beds 4 Baths ACTIVE Status 24115297 MLS
Welcome to 49 Blue Spruce Circle, a sun-drenched contemporary colonial nestled on two picturesque acres of mature trees and vibrant flowering plants. Boasting 3,297 square feet of versatile living space, this 4-bedroom, 3.1-bath home features a unique, airy layout designed to maximize natural light at every turn. The heart of the home centers around an inviting, open floor plan that flows effortlessly to the expansive back deck-perfect for indoor-outdoor entertaining or enjoying peaceful woodland views. Relax on the sweet front porch, or retreat to the upper level, where you will find the private primary suite complete with a full bath and walk-in closet. Directly adjacent to the primary is a fantastic, light-filled studio loft, offering a creative sanctuary for an art studio, home office, or additional recreation space. Additional features include a fully finished 1,430sf walk-out basement providing endless possibilities for recreation, along with convenient interior access to the 2-car garage. While being Sold AS-IS, this exceptional 2 acre property with a fully fenced backyard represents an incredible opportunity to bring your personal touch and updates to a truly special Weston retreat.

49 Blue Spruce Cir, Weston

$1,250,000
6 Beds 4 Baths ACTIVE Status 24188962 MLS
Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive open floorplan has a living room & dining room which gaze upon an oversized deck & private backyard. Spoil yourself in a Primary suite which features a vaulted ceiling and brand new spa bath (2026). Three additional renovated bathrooms, new roof (2026), solid custom 7.5ft doors, and custom closets elevate the home throughout. Abundant in flexibility, thanks to four bedrooms on the main level plus two more on the lower level. Lower level includes family room with fireplace, gym/5th bedroom, office/6th bedroom, renovated bath, recreation space, and updated laundry and mudroom. Enjoy a bucolic lifestyle with beautiful nature views.

26 Hill Farm Rd, Weston

$11,000
5 Beds 4 Baths ACTIVE Status 24184585 MLS
A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows, and a stunning natural stone fpl, flowing seamlessly into the dining area, Kit, and FR. The Kit is a showpiece w/a domed skylight, custom Italian cabinetry, German appliances, carrera marble countertops, and a stainless steel peninsula. A Brazilian ipe wood terrace extends from the Kit and living area, floating in a canopy of trees w/a creek below. The ground floor master suite is newly renovated w/white oak flooring, expansive views through a new wall of windows w/electronic solar shades, and designer lighting. The ensuite features a free-standing tub and curbless walk-in shower for accessibility. Upstairs, you'll find four additional bedrooms, two w/floor-to-ceiling corner windows, plus two modern bathrooms w/skylights. A finished basement offers flexible space for recreation, while a 2-car garage provides direct home access. Meticulously upgraded over the last five years, the home includes new mechanicals, a security system, and enhanced exterior lighting. Offered for a minimum one-year lease, with preference for multi-year tenants. Furnishing options are flexible.

112 Birch Hill Rd, Weston

$2,445,000
5 Beds 6 Baths ACTIVE Status 24182562 MLS
Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage.

284 Georgetown Rd, Weston

$3,450,000
6 Beds 11 Baths ACTIVE Status 24151746 MLS
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.

76 Lords Hwy, Weston

$1,779,000
5 Beds 6 Baths ACTIVE Status 24079433 MLS
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.

28 Old Orchard Dr, Weston

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