73 Weston, CT Real Estate Listings

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$799,900Est. Payment
3 Beds | 3 Baths | 1,919 Sqft
102 11 O Clock Road, Weston, CT 06883
House For Sale

Welcome To Snowdrop Hill, Often Called A Jewel Box, This English-Stone & Shingled CottageIs what dreams are made of! Just as a jewel box displays the gem inside to its best advantage, this JEWEL BOX home enriches the lives of its people, creating a lifestyle that is filled with light, fresh air & comfort.Handcrafted-1940s with fine attention to detail & solidly built to last for generations, the main level features a collection of formal & informal spaces with open floor-plan. The sundrenched farmhouse kitchen w/cozy din/area is warm & inviting-Gracious living/rm w/wood burning FP, illuminates the space. Atrium slate floored dining/room, w/ French doors overlooks expansive Bluestone terrace great for entertaining yr'rnd! First floor bdrm & full bath, media/ den doubles as-2nd.office OR 4th bdrm. Upstairs are two nicely appointed bdrms, loft-galley-work-space+ separate office OR nursery & full bath!The L/L stone cellar-offers great utility w/laundry, work bench + whimsical-potting station w/HUGE forged iron/glass window, perfect for future expansion, with rustic charm & vintage door that opens to side yard.3 magical-LEVEL-acres, enchanting heirloom gardens are showcased by a backdrop of stately trees that surround the broad open lawns, offering privacy without seclusion. The tiny snowdrop flower holds meaning, beauty & heralds the beginning of spring with purity, innocence & elegant simplicity. Perhaps this Jewel Box, is YOUR new beginning & wonderful place to call home~

$1,550,000Est. Payment
5 Beds | 5 Baths | 6,260 Sqft
48 Sunset Drive, Weston, CT 06883
House For Sale

One of Lower Weston's most scenic, convenient locations is the setting for this spectacular, custom home with a gunite pool - it is a showplace of refined taste & the finest amenities. Much-loved, this home has been updated, expanded & upgraded, resulting in a residence that will exceed expectations. The landscaped property w/significant specimen plantings is beside the 62+ acre Katharine Ordway Preserve, offering tranquil beauty. The impressive exterior features significant stonework and architectural detailing. The inviting foyer leads to sun-filled, well-appointed spaces. The DR has two walls of windows with picture-perfect views, the cathedral ceil LR w/the first of 4 fpls and an onyx entertaining bar has French doors to a stone terrace. The gourmet kitchen is ready to be the hub of gatherings large or small, with Sub Zero/gas Wolf cooktop/Dacor appls, custom cabinetry, vast island, a butler's pantry plus seating area w/fpl & media center - and opens to the sunroom which is presently used as a holiday-sized dining area - with French doors to a stone courtyard & patio. The family rm has an amazing stone fpl, beamed ceil & wet bar w/ Sub Zero drawers. The master suite is a private quarters w/sunrm, ofc, lrg BR w/fpl, stunning bathrm & vast walk-in dressing rm. Each of the 4-5BRs has unique character, with a flexible layout. Walk-out LL w/ gym/rec rm has French doors. 3-car heated garage. See feature sheet & floorplan for more. Note: earliest closing date is July 30, 2021.

$2,695,000Est. Payment
6 Beds | 8 Baths | 9,003 Sqft
12 Norfield Farm Lane, Weston, CT 06883
House For Sale

Welcome to Norfield Farm Lane. 60 minutes to NYC and 10 minutes to Main Street, Westport, yet you will feel like you have turned into a country estate. This colonial farmhouse sits at the end of a picturesque private lane lined with beech trees in a prime Lower Weston location and offers 4 levels of exquisite quality, and chic styling. Reimagined over the last year, the aesthetic is fresh, bright and welcoming with bleached white oak floors, high ceilings throughout and lots of windows overlooking the serene setting . A space for everyone to work and play, all of the bedrooms are en suite, there is a gym and play area on the lower level and another bonus space with a cathedral ceiling on the 2nd floor. On the 3rd floor you will find a separate guest suite and two walk in cedar closets. The all white chefs kitchen boasts stainless steel Wolf, Sub Zero and Bosch appliances and a convenient Butlers pantry. Outside the large bluestone patio leads to a gunite pool, complete with two shady pergolas and the lovely gardens are planted with perennials and mature specimen trees set into rolling lawns. The fully fenced2 acre property is flat, open and sunny. Most conveniently there is an access gate to the neighboring cul de sac for bike riding and a quick walk to Westons award winning school campus.Peace, privacy and convenience are combined in this fine bespoke property.

$699,000Est. Payment
2 Acres
L 153 Valley Forge Road, Weston, CT 06883
Lots Land For Sale

The Devil's Glen House on Valley Forge Road is for Sale! One of the most scenic lots in all of Weston located directly across from the Saugatuck River. This property is surrounded by hundreds of acres of nature reserve and land trust, (Trout Brook Valley Preserve and The Devil's Glen Park Reserve). The spectacular Saugatuck Reservoir is a five minute walk from the property. Enjoy this unique Colorado-like setting with breath-taking views in lower Weston just 15 minutes from Westport!

$950,000Est. Payment
4 Beds | 4 Baths | 3,616 Sqft
23 Heritage Lane, Weston, CT 06883
House For Sale

Completely turn-key! Set on a beautiful cul-de-sac in lower Weston, minutes from award-winning schools, shopping and train, this charming home has been lovingly updated and maintained. A new kitchen opens to an inviting family room where you'll love to gather while a meal is prepared. Three original fireplaces warm winter evenings at home and a screen porch was made for enjoying the warmer months overlooking the serene setting. A home office filled with natural light and a finished lower level offer flexible spaces for the whole family to enjoy. The large and level backyard is surrounded by mature trees that form a natural amphitheater, perfect for lawn games and entertaining under the stars. Room for a pool to complete your outdoor oasis.

$975,000Est. Payment
4 Beds | 3 Baths | 3,376 Sqft
28 Arlen Road, Weston, CT 06883
House For Sale

LOCATION, LOCATION, LOCATION! No other house is closer to Westport! City style meets country haven in this spacious, light filled, move-in ready & elegantly updated colonial. Set back from the road behind stone pillars with a flat backyard on a peaceful cul de sac street in a LOWER WESTON neighborhood bordering Westport. Designed for todays living with an open & flexible floor plan, this lovely home has it all! 4 bedrooms, 2 baths with hardwood floors throughout on 2 private acres surrounded by nature. Main level includes a gracious foyer with front to back view to the backyard, living room, new gourmet kitchen with quartz countertops, stainless appliances & breakfast bar, dining area with fireplace, sunroom, den, home office & powder room. A large deck is accessible from the sunroom for ease of entertaining and al fresco dining overlooking exceptional gardens & a fire pit. 2nd level primary bedroom suite + 3 additional bedrooms with hall bath. Finished lower level with kitchenette offers the perfect recreation space and features abundant storage space. 2 car attached garage with direct access to main level. Whole house Generac generator included! Quick & convenient commute to Merritt Exit 42, I-95 & Metro North. *Schematic available for Primary Bath reno and $15k at closing*

$1,550,000Est. Payment
5 Beds | 8 Baths | 7,439 Sqft
45 Hemlock Ridge, Weston, CT 06883
House For Sale

At the end of a cul-de-sac you will find a well-designed, shingle style colonial perched on the edge of the idyllic Saugatuck River that provides a soothing retreat. Kayaking, fly fishing or hiking are just a few of the things you will enjoy. Abundant French doors & over-sized windows provide gracious light filled rooms. Enjoy evenings in the Great Room with soaring ceilings and stone fireplace. If you need some quiet time or private space, the Sun Room is a perfect get away. Two sizable offices and multiple recreational areas are perfect spaces for today's busy lifestyle. The first floor office with full bath could also serve as a main level bedroom. The Gourmet Kitchen includes a Wolfe gas cooktop, double ovens, Subzero refrigerator, two refrigerator drawers and a beverage fridge that will delight any chef. The Breakfast area overlooks a gorgeous, level back yard and a nature path to the river. The Primary Bedroom Suite is a private sanctuary with an intimate balcony overlooking the river, walk-in closet and a gorgeous bath that includes a walk-in shower & whirlpool tub. Completing the second level are three additional en-suite bedrooms. Getting to and from this home is a snap with the circular driveway and three spacious garages. Visit this home and you will not be disappointed! Don't forget to click on the 3D Tour for a full virtual experience.

$1,149,000Est. Payment
4 Beds | 5 Baths | 3,802 Sqft
180 Steep Hill Road, Weston, CT 06883
House For Sale

Nestled on this flat hilltop in Weston sits a spectacular 3800+ SqFt 4 bedroom contemporary, perfect for todays lifestyle. Secluded, yet only minutes to town & Westons award winning schools. This is the perfect place for outdoor and indoor entertainment year round with an open floorpan and multiple decks. The deck located off the living room leads to your backyard oasis with large gunite pool and flat back yard. Inside the home it is bright and airy with vaulted ceilings and many windows. The large recently updated kitchen is great for entertaining. The main floor master bedroom sanctuary has two separate bathrooms and a walk in closet. Off the master is a private deck to enjoy your morning coffee or evening glass of wine. Above the 2 car garage you will find the perfect space for a home office/gym/guest area or more with private entrance and a full bathroom.

$949,900Est. Payment
5 Beds | 4 Baths | 3,478 Sqft
302 Lyons Plain Road, Weston, CT 06883
House For Sale

Enchanting Riverfront Cape...Awaits~ Endless backyard views continually delight from season to season with an ingenious floor-plan that offers captivating views from nearly every room. Thoughtfully renovated on 3-levels, over 3400 sq.ft channeling comfort, style & livability. Entertain with ease in living-rm with fireplace that segues to dining-rm to "New open-format chefs kitchen"-with island/breakfast bar, top-end S.S.Appl's including Thermador 6-burner gas range, GE Advantium oven, Bosch 3-door-refrigeration, showcased by-25+ft dramatic stone countertops that extend to adjoin kit-pantry/prep-station. Cozy-den-study zoom rm off dining,lead to screened porch & new multi-level deck, which is also accessible from laundry/mud-rm! Custom quartz-counter -top/sleek shelving lends a smart built-in look to front-load washer/dryer. Private space is comprised of 5 bdrms,4 full/baths. Spacious main floor master suite, NuHeat-floors frameless shower. The L/L fam/rm -In-law-Pot: gym, lux-bath+ terrace-entrance! Surrounded by specimen trees: an eclectic mix of deciduous, evergreens & heirloom gardens add beautiful color & shade. And, a special secret: our own Sequoia redwood, planted 60+yrs.ago from a Sierra Nevada seedling, is now 40+ feet tall. 2.5 sweeping level acres, with your own swimming hole, cool off down stone steps into the crystal-clear Saugatuck River, offering excellent fishing & kayaking, even room for a pool, tennis court & whole soccer field.~ Come Staycation Year-round!

$1,150,000Est. Payment
4 Beds | 4 Baths | 4,949 Sqft
367 Newtown Turnpike, Weston, CT 06883
House For Sale

A landmark historic home in Weston, this house has been featured in over 30 national advertising campaigns including Ralph Lauren and Abercrombie. Overlooking a picturesque stream & pond on 3 acres, this 5 bedroom, 4.5 bath, log & stone home has been beautifully restored, updated, and expanded into a rustic country compound with all the modern amenities. With exposed beams, vaulted ceilings, 4 fireplaces, and multiple spaces to relax, work and play you can pretend you are on vacation all the time. In addition to the main house there is a Cabin/Studio/Office with gas stove, cable & internet, a 1 bedroom Guest Cottage with kitchen, living and porch, and a 1000 sqft rec/studio/home office bonus room. Reminiscent of an Adirondack Great Camp, the outdoor living spaces include a stone patio, a porch overlooking the stream, balcony overlooking the pond, and even a campsite and firepit. This home is a private retreat around the corner from 1600 acres of hiking trails, the Saugatuck Reservoir, Weston Field Club and Weston Racquet Club. 8 minutes to Weston Center, Cannondale Train Station and Georgetown, 15 minutes to Westport & Wilton Centers, 20 minutes to beaches, and 60 minutes to NYC. Weston High School is rated #2 in Connecticut by US News and World Report. Main House: 3,241 sf, Guest Cottage 700 sf, Rec Room 1000 sf, Cabin 150 sf

$969,900Est. Payment
5 Beds | 4 Baths | 4,100 Sqft
5 Good Hill Road, Weston, CT 06883
House For Sale

Reminiscent of An Idyllic Cotswold Country Retreat ~ This Storybook English Cottage With Gabled Roof & Dormers, Is Simply Enchanting! The Belgian block circular drive welcomes your entry along side manicured grounds adorned with box-woods, specimen & flowering trees. The original 1940's stone faade + board-batten cedar siding adds texture & dimension to this Tudor-style entrance, while a meandering cobblestone path leads you to the covered portico & vintage curved door that warmly greets you! Tarry awhile in the expansive entry hall-keeping-room with gleaming hardwoods & cozy fireplace. The center hall entry unfolds into Great-rm with huge fireplace, beams, floor/ceiling windows & French doors illuminate the space with natural light. The atrium dining-rm is perfect for am petit-dejeuner or fine entertaining, adjacent gourmet-eat-in-kit. for casual meals; all open to stone terrace & tiered-decks. The main level offers further flexibility with cozy lib./media, family-rm/play-rm-or office. Upper level west wing-private master suite w/10ft +ceilings +Lux-bath, dressing-rm & wk-in-closets. East wing includes 4 nicely-sized bdrms, ample closets +2 full baths. Walk-in-laundry, mud-porch & Huge Att. 3-car-gar. w/great storage! Enjoy-2-Story-Carriage Barn with pot.2nd story office/gym or party-barn below. Towering trees level-lawn, heirloom gardens bordered by whimsical "pagoda-teahouse flanked by Xian terracotta warriors," view seasonal brook, completes a horticulturalist's dream~

$1,499,000Est. Payment
4 Beds | 8 Baths | 6,375 Sqft
1 Lyons Plain Road, Weston, CT 06883
House For Sale

Choose Westport or Weston Schools if you live here! Set on the border of Weston and Westport (part of the land is in Westport) on a private knoll reached through an elegant private winding driveway this Regal Stucco Mediterranean Villa has been updated inside and out! The main level is spacious and open. The Grand Family Room lies in the center of it all! There are 3 Bedrooms with en-suite Bathrooms including the Master Suite with His and Her Baths plus a private office on this level.The Entertainment Center opens to the Gourmet Kitchen and Dining Area which also leads to an outdoor covered Dining and Grill space and extensive Decks. The Entry Level features a second Sitting Room with coiffered ceiing and Gym or Music Room. The Seperate above ground Apartment can also be accessed though this space or from it's own exterior entrance and features an Eat in Kitchen, Living Room, Powder Room and Bedroom Suite with full Bath and private Laundry Room . There's an inground pool and even a pool house with a Bedroom , Mini Kitchen and Bath. Full house Generator is working but in "as is condition". * also known as 66 Lyons Plains Road

$985,000Est. Payment
5 Beds | 5 Baths | 4,496 Sqft
24 Ledgewood Drive, Weston, CT 06883
House For Sale

Are you looking for a renovated colonial in a quiet cul-de-sac setting? This is it.... a 5 bedroom colonial with many special features. Your family will live in the dramatic designer kitchen great room combination with stone fireplace and vaulted ceiling. The chef in your family will love cooking with the Viking 6 burner cook top, Sub Zero fridge, new double Thermador ovens, breakfast bar, and lots of counter work pace. A living room with fireplace, formal dining room, an office, a den with fireplace, laundry room with new washer and dryer and a screened-in porch complete the main floor layout. You will want to cook grill every warm evening using the built-in outdoor kitchen with Weber grill and side burner, wine cooler, dual drawer refrigerator, sink, and wood burning stone fireplace. The second level has five bedrooms featuring the stunning master bedroom and luxury master bath with large shower and whirlpool tub.A playroom on the lower level is just what is needed for the kids to play.

$1,375,000Est. Payment
5 Beds | 5 Baths | 6,227 Sqft
27 Kramer Lane, Weston, CT 06883
House For Sale

Custom built, this post and beam Colonial farmhouse was totally rebuilt and architecturally designed by renowned architect Peter Cadoux in 2002. This home offers superb quality and detail throughout. Enjoy relaxing on the octagonal gazebo with covered wrap around porch overlooking the serene professionally landscaped private grounds with manicured gardens in a peaceful bucolic setting. This quiet country retreat offers 5 bedrooms, five baths. Sited on 2.75 acres with room for a pool! 5 minutes to shopping, restaurants and town amenities. Truly a must see for the discerning buyer!

$1,199,000Est. Payment
4 Beds | 4 Baths | 3,175 Sqft
51 Hillside Road, Weston, CT 06883
House For Sale

Historic Weston Home! Property was owned by John Silliman Andrews and family from 1794 to late in the 1860s; was also the residence of Tony award winning Broadway producer Burry Fredrick. Lovingly restored to its original glory in 2013-14 with new cedar roof, copper gutters, plumbing, electric, 3-zone heating/air conditioning and complete interior renovation including reclaimed antique wood floors. You'll love the authenticity of the formal living room with marble fireplace, formal dining room with antique bar, custom kitchen with modern retro-style appliances, lounge, den, sunroom, and 3-season windowed porch. A stunning, private master bedroom suite w/fireplace, reading alcove and french doors to private patio is a must-see! Three additional bedrooms two with adjacent studies and a third floor bonus room/music room offer plenty of options. Private in-home gym too! Large 2-car detached garage with walk-up storage and park-like property with in-ground pool (new liner and heater in 2014) completes the package. **Please view the virtual tour for a 3D walk through of this very special home.

$1,699,000Est. Payment
5 Beds | 5 Baths | 4,343 Sqft
131 Lyons Plain Road, Weston, CT 06883
House For Sale

Exceptional modern-meets Colonial in this high-end Lower Weston gem. A complete designer renovation was recently completed w/exceptional quality & unique finishes. Set on 3.7+/- acres in a premier location, this gorgeous, rare home enjoys convenience, privacy & spectacular views, surrounded by level lawns w/plenty of room for a pool. Pristinely remodeled, like-new construction w/light, airy interiors & open plan concept on the 1st flr. Wonderful front-to-back LR w/distinctive fireplace & an adjacent sunrm w/heated flrs provide great entertainment space. Exceptional bar and music room opens to the outside. A showplace of refined design & exquisite craftsmanship, the gourmet LEICHT kitchen is worthy of publication in Architectural Digest. The vast center island w/waterfall marble, sleek cabinetry & tremendous storage blends w/Wolf, Sub Zero & Miele appliances; all opening to an atrium-like fam rm & breakfast area. Highly functional mudrm has a htd flr, plenty of storage clsts, lrg laundry rm & garage access. Front & rear stairs lead to the 2nd flr. The master suite is a private wing: BR w/high ceiling & dramatic window, two spacious walk-in clsts w/cstm storage, gorgeous bathrm w/Porcelanosa fixtures & heated flrs. Each of the additional 4 BRs offers a bonus such as a window seat, spacious clsts, built-in desks. Finished LL gym/rec space has full bth. Wonderful wrap-around stone terrace w/sitting walls. The entire rear of the home opens to the property. Whole house generator.

$595,000Est. Payment
3 Beds | 2 Baths | 1,895 Sqft
31 Hackberry Hill Road, Weston, CT 06883
House For Sale

Welcome To 31 Hackberry Hill Road-NEW To Market-Pristine Ranch-Cottage In AN Amazing Location In The Heart Of Weston. Drive past timeless apple orchards and follow the country road to right branch of a double cul-de-sac enclave, offering privacy without seclusion! From the moment you enter, you will feel a warm & inviting sense of a well loved home! The vintage barn wood kitchen with cozy banquette & bay window is perfect for informal meals.The living/rm doubles as a dining hall-with built-ins, fireplace & solid hardwoods! The new open concept GREAT-ROOM, with gas fireplace, southern facing windows streams in tons of natural light & opens to a sprawling play-yard. The huge custom stone terrace is perfect for seasonal gatherings, barb-b-q's or a quiet spot pass the time. Pretty master suite w/updated bath & petite balcony showcases unobstructed views. 2-additional bedrooms are nicely sized+ updated bath w/tub/shower, complete the main level. Partially-fin.L/L-office, work-shop & laundry area, opens to rear yard. This home is perfect for first time home buyers, downsizing or great little weekend-cottage in the country! The possibilities are infinite to further improve or simply come and enjoy this move in ready charmer! Sitting pretty on 2.57+ lovely open acres, with hiking trails and open space, you will feel like a "stay-cation, year-round! Commuting is EZ- just 5-min.to acclaimed Weston Schools, Library, Town-Center, Parkway-& 15 min-train(s)-Just over an hour to Manhattan!

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