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Homes for Sale near Weston Middle School

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  • /33

    $875,000

    • 5 Beds
    • 3 Baths
    • 2,788 Sq Ft

    1 Greenlea Ln, Weston, CT 06883

    This charming 5-bedroom, 3-full-bath home offers 2,788 sq. ft. of beautifully designed living space, set on a generous 2-acre corner lot. Perfect for entertaining, the home boasts a convenient location with easy access to everything Weston has to offer. Main floor, eat-in Kitchen, Dining Room, Living Room with fireplace, Three Bedrooms with hall Bath and Primary Bedroom with Bath, Laundry Room,

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 632-9988

    1 Greenlea Ln, Weston, CT 06883
  • /30

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    20 Georgetown Rd, Weston, CT 06883

    Beautifully updated Colonial in an excellent location, close to downtown Weston! This 3-bedroom, 2-bath Colonial features a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and office area. The expansive primary bedroom is located on the 3rd level with full-sized

    Jared Randall Redfin Corporation

    20 Georgetown Rd, Weston, CT 06883
  • /40

    $3,999,999

    • 5 Beds
    • 9 Baths
    • 11,450 Sq Ft

    64 Old Redding Rd, Weston, CT 06883

    Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

    Anissa Paolillo Redfin Corporation

    64 Old Redding Rd, Weston, CT 06883
  • /40

    $1,295,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,898 Sq Ft

    29 Old Stage Coach Rd, Weston, CT 06883

    This distinctive Colonial offers tremendous curb appeal on a peaceful country road. It provides scenic views overlooking a nature preserve, the Saugatuck Reservoir & Trout Brook Trails & is just 15 minutes from downtown Westport. The thoughtful layout of this welcoming residence is perfect for seamless entertaining, both inside & on the expansive terrace that overlooks the naturally landscaped

    Laurie Crouse Coldwell Banker Realty

    29 Old Stage Coach Rd, Weston, CT 06883
  • /28

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 1,686 Sq Ft

    111 & 115 Old Easton Turnpike, Weston, CT 06883

    2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high-end finishes rarely found in a classic ranch. Step inside to discover a brand-new quartz kitchen with custom cabinetry and millwork, a spa-inspired primary bathroom with double sinks, gorgeous tile and a walk-in shower, two additional beautifully renovated

    Joan Wright Compass Connecticut, LLC

    111 & 115 Old Easton Turnpike, Weston, CT 06883
  • /30

    $1,250,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,010 Sq Ft

    25 Samuelson Rd, Weston, CT 06883

    Designed for everyday comfort, this 4-bedroom Colonial combines the privacy of a wooded retreat with the convenience of nearby schools, dining, shopping, and NYC commute. Step inside the light-filled living spaces that feel graceful and welcoming. The family room, anchored by a striking stone fireplace, is the heart of the home, while the dining and living rooms flow easily and are ideal for

    Adriana Radu Coldwell Banker Realty

    25 Samuelson Rd, Weston, CT 06883
  • /40

    $1,299,000

    • 4 Beds
    • 3 Baths
    • 2,602 Sq Ft

    29 Salem Rd, Weston, CT 06883

    Welcome to 29 Salem Road, where modern design and timeless elegance converge in a home that makes one-floor living effortless. Completely renovated to the highest standards, this light-filled residence is designed for comfort, flow, and connection. Walls of glass bathe the interiors in natural light, while soaring ceilings enhance the sense of openness throughout. At the heart of the home, the

    Dee Cohen Compass Connecticut, LLC

    29 Salem Rd, Weston, CT 06883
  • /39

    $1,775,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 5,645 Sq Ft

    225 Good Hill Rd, Weston, CT 06883

    This modern transitional Colonial at 225 Good Hill Road, Weston, CT 06883 offers 5 bedrooms, 4 full and 1 half baths, and an open-concept floor plan designed for natural light and seamless flow. The custom kitchen features white cabinetry, premium appliances, and a large center island opening to the sun-filled Great Room with a gas fireplace and French doors leading to two stone terraces. The

    Judy Michaelis Coldwell Banker Realty

    225 Good Hill Rd, Weston, CT 06883
  • /37

    $1,569,000

    • 5 Beds
    • 5.5 Baths
    • 3,579 Sq Ft

    145 Lyons Plain Rd, Weston, CT 06883

    Historic Elegance meets today's lifestyle in this 1845 Antique w/ 145' of scenic river frontage but not in the flood zone, in Lower Weston. A property rich in history, timeless charm & character is known as the Curtis Wood House. This beautifully restored & thoughtfully modernized home features 5BRS & 4.5 baths in the main house & a legal rental cottage (480 sf included in the SF) w/ a LR,

    Marilyn Heffers Coldwell Banker Realty

    145 Lyons Plain Rd, Weston, CT 06883
  • /39

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,792 Sq Ft

    5 Walker Ln, Weston, CT 06883

    Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac. The airy living room opens to a dining area and an updated kitchen with granite counters, stainless appliances, Sub-Zero refrigerator, large island, and a coffee bar. From the kitchen sliders you step onto a spacious deck for seamless

    Ryan Loechner William Pitt Sotheby's Int'l

    5 Walker Ln, Weston, CT 06883
  • /26

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Ultimate Trifecta: Riverfront, Poolside, and Court with Exceptional Touches.This extraordinary estate is a masterpiece that marries nature's splendor with expert craftsmanship. A rare and private oasis, it offers a serene retreat where the river's gentle flow dictates the rhythm of life. Picture waking up to the soothing sounds of water, stepping out to witness the river's beauty unfold

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    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.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • /35

    $2,300,000

    • 6 Beds
    • 7 Baths
    • 6,342 Sq Ft

    3 Mayflower Ln, Weston, CT 06883

    3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • /28

    $949,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 3,010 Sq Ft

    32 Calvin Rd, Weston, CT 06883

    Step into a light-filled retreat where nature, comfort and creativity meet. Tucked on a private 2-acre lot just minutes from Weston town center and schools, this beautiful updated Cape offers warmth, serenity and timeless style. The first-floor primary suite, refinished floors, and flexible living spaces create an easy, inviting flow. The office has potential as a 4th bedroom with a full bath. A

    Marion Filley Compass Connecticut, LLC

    32 Calvin Rd, Weston, CT 06883
  • /40

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 8,500 Sq Ft

    4 Good Hill Rd, Weston, CT 06883

    Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

    Kim Harizman Compass Connecticut, LLC

    4 Good Hill Rd, Weston, CT 06883
  • /40

    $829,000

    • 2 Beds
    • 2 Baths
    • 1,689 Sq Ft

    4 Colony Rd, Weston, CT 06883

    Step into comfort and style at 4 Colony Road in Weston, CT. This charming home located on coveted private cul de sac, boasts 1,689 square feet of living space that's perfect for relaxed day-to-day living or entertaining friends. Walk into a bright and airy living room that flows into a cozy dining area, great for hosting or just enjoying a meal. The kitchen is ready for your culinary adventures,

    David Krasnoff Compass Connecticut, LLC

    4 Colony Rd, Weston, CT 06883
  • /85

    $3,850,000 Open Sun 11AM - 2PM

    • 7 Beds
    • 10 Baths
    • 13,108 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Welcome to 214 Good Hill Road, an extraordinary estate set on nearly 5 private acres in desirable lower Weston. Once the personal retreat of Godspell creator John-Michael Tebelak, this 7-bedroom, 8 full and 2 half bath Tudor Revival home blends rich history with modern luxury. Thoughtfully redesigned and expanded by award-winning architect Jack Franzen, the residence offers refined living at

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, Weston, CT 06883
  • /39

    $3,900,000

    • 6 Beds
    • 11 Baths
    • 10,634 Sq Ft

    76 Lords Hwy, Weston, CT 06883

    Prime Weston location! Set on 2.5 acres of glorious gardens and mature landscaping, this magnificent estate combines timeless sophistication with comfortable luxury. From the moment you step inside, the craftsmanship shines-rich walnut floors, exquisite millwork, and a beautiful coffered ceiling in the living room create an atmosphere of understated elegance. French doors open to two patios,

    Debi Orr Keller Williams Realty

    76 Lords Hwy, Weston, CT 06883
  • /39

    $995,000

    • 4 Beds
    • 3 Baths
    • 2,854 Sq Ft

    46 Old Farm Rd, Weston, CT 06883

    Tucked at the end of a quiet cul-de-sac, this 4-bedroom, 3-bath charming colonial delivers space, style, and flexibility. The heart of this home is the open kitchen/family room, with spacious island and cozy fireplace, perfect for casual living and entertaining. A bright sun porch invites you to relax year-round - the perfect spot for morning coffee or meals. The flexible, main level floor plan

    Susan Seath Compass Connecticut, LLC

    46 Old Farm Rd, Weston, CT 06883
  • /39

    $1,199,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 4 Baths
    • 4,420 Sq Ft

    15 Mountain View Dr, Weston, CT 06883

    Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

    Peter Hastings Hastings Real Estate

    15 Mountain View Dr, Weston, CT 06883
  • /40

    $999,999

    • 5 Beds
    • 3 Baths
    • 2,220 Sq Ft

    191 Steep Hill Rd, Weston, CT 06883

    Discover a stunning blend of architectural charm and modern functionality at 191 Steep Hill Road, Weston, CT. This home features five spacious bedrooms and three bathrooms, set within a 2,220 sq ft interior. The living room impresses with 30-foot vaulted ceilings and a majestic two-story brick fireplace. French doors and a wrap-around deck enhance the indoor-outdoor flow, while additional

    David Krasnoff Compass Connecticut, LLC

    191 Steep Hill Rd, Weston, CT 06883
  • /10

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    234 Weston Rd, Weston, CT 06883

    Spacious 4-Bedroom Home on 2.29 Acres of Privacy Welcome to your private retreat! Nestled on 2.29 lush, tree-lined acres, this beautifully maintained home offers space, comfort, and versatility. Featuring 4 bedrooms and 4 full bathrooms, the layout includes two generous family rooms perfect for entertaining or relaxing. The heart of the home is the kitchen, complete with a center island,

    Edison Andrade Coldwell Banker Realty

    234 Weston Rd, Weston, CT 06883
  • /27

    $1,050,000

    • 4 Beds
    • 4 Baths
    • 2,386 Sq Ft

    17 Huckleberry Ln, Weston, CT 06883

    Idyllic riverfront property in Lower Weston - a builder's dream with both main house and barn transformations. Nestled along the serene Saugatuck River on a private lane, 17 Huckleberry Lane presents a rare and exciting opportunity to craft something truly extraordinary. This 2.12-acre riverfront property boasts over 350 feet of direct waterfront, highlighted by a rocky break in the river that

    Jay Cannone William Raveis Real Estate

    17 Huckleberry Ln, Weston, CT 06883
  • /40

    $1,160,000

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft

    27 Rogues Ridge, Weston, CT 06883

    Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

    Vickie Kelley Camelot Real Estate

    27 Rogues Ridge, Weston, CT 06883
  • /40

    $1,085,000

    • 5 Beds
    • 3 Baths
    • 4,359 Sq Ft

    4 Whippoorwill Ln, Weston, CT 06883

    Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners

    Christine Oleynick Keller Williams Realty

    4 Whippoorwill Ln, Weston, CT 06883
  • /21

    $449,000 Open Sun 1PM - 3PM

    • Land
    • 2.04 Acres
    • $220,098 per Acre

    96 Georgetown Rd, Weston, CT 06883

    Discover the ideal site for your dream home with this exceptional 2.1-acre builder-ready lot. Set in a peaceful and private location, this property offers a unique opportunity to design a custom living space tailored to your lifestyle. Recent insights from The Wall Street Journal noted a shift in the housing market: "The premium that buyers normally pay for a brand new property have vanished. The

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • /11

    $2,500,000

    • Land
    • 27.55 Acres
    • $90,744 per Acre

    0 Old Easton Turnpike, Weston, CT 06883

    27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

    Michael Ange Tromba Keller Williams Prestige Props

    0 Old Easton Turnpike, Weston, CT 06883
  • /6

    $1,995,000

    • Land
    • 27.55 Acres
    • $72,414 per Acre

    85-95 Old Easton Turnpike, Weston, CT 06883

    27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

    Kim Tromba Keller Williams Realty

    85-95 Old Easton Turnpike, Weston, CT 06883
  • /40

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,649 Sq Ft

    29 Rogues Ridge, Weston, CT 06883

    This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

    Alex Chingas Coldwell Banker Realty

    29 Rogues Ridge, Weston, CT 06883
  • /8

    $429,900

    • Land
    • 21.2 Acres
    • $20,278 per Acre

    15 Birch Hill Rd, Weston, CT 06883

    There are 21.2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home(s) of your dreams or keep it as is for 'the sporting life'. Country setting in lower Weston is only 1.4 miles to School Road and only 2.4 miles to town center. Property being sold as a single building lot, however, seller had 'conditional' approvals for 3 lots and 3 septic

    Michael Traum RE/MAX Heritage

    15 Birch Hill Rd, Weston, CT 06883
  • /31

    $725,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    136 Lyons Plain Rd, Weston, CT 06883

    Amazing Riverfront property conveniently located in Lower Weston, with 3 Bedrooms, 2.5 Baths and Walkout Basement. This is an Estate Sale, which means the Probate Court must sign off on the sale and there is no Property Condition Disclosure Form available. However, you'll have an opportunity to perform a Home Inspection, if you want. Ask Listing Agent for information available about Roof,

    Ryan Cornell William Pitt Sotheby's Int'l

    136 Lyons Plain Rd, Weston, CT 06883
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