CountryHomesofAmerica.com
#1 in Rural Real Estate Online

Homes for sale in New Canaan Connecticut - Page 1 of 2

$12,000,000 6.43 acres 10 Beds | 12 Baths | 19844 sqft
360/364 Laurel Road, New Canaan, CT 06840 - Fairfield County

6.43 acres New Canaan, CT

Exceptional New Canaan Estate, just minutes from town, captures 6.43 acres of stately trees, romantic perennials, lush lawns, trout filled pond with enchanting waterfall, pool, hot tub and children's pool surrounded by exquisite stonework showcasing 20,000 sq ft compound designed for idyllic living. This premier estate boasts a 7 bedroom, 6 full, 2.5 bath main house, a private guest cottage with one bedroom and full bath, over sized pool cabana with 20 foot stone fireplace and outdoor kitchen, and separate sportsmans barn that sleeps 25+, with full gourmet kitchen, two stone fireplaces, indoor basketball court, bowling alley, golf simulator, exercise room and movie theater. All with state of the art systems and superb reclaimed woodwork.
$8,000,000 14.98 acres 7 Beds | 9 Baths | 6917 sqft
432 Frogtown Road, New Canaan, CT 06840 - Fairfield County

14.98 acres New Canaan, CT

Tirranna, A Frank Lloyd Wright masterpiece built in 1955. Classic hemicycle design on overlooking the Noroton River in New Canaan, CT. Tirranna, Aboriginal for running waters sits on the waterfall surrounded by an oasis of 15 acres of natural beauty. Original gardens and plantings designed by Frank Oakamura and Charles Middeleer. Impeccably maintained this is an excellent example of authentic FLW architecture on a grand scale. Soaring glass walls, gold leaf chimneys and the finest wood finishes. This home has a rooftop observatory with telescope and an interior courtyard, caretakers suite, guest studio, pool, tennis court, large barn and sculpture paths through the woods down to the river. A must see for the mid-century aficionado.
20 photos
$7,680,000 4 acres 6 Beds | 8 Baths | 9385 sqft
26 Pequot Lane, New Canaan, CT 06840 - Fairfield County

4 acres New Canaan, CT

Turn key architectural masterpiece built by master builder located in New Canaan, and close to Pound Ridge, N.Y., this beauty provides the discrete purchaser with all the comforts one would expect in a grand estate. Extraordinary craftsmanship abounds throughout three levels, extraordinary master bedroom suite, screening room, sauna, wine room, game room, gym, custom bar, full service entertaining kitchen, nanny quarters (with a private entrance), all with easy access to the tennis court and pool making this a truly entertainers delight. The landscaping with its stone walls, topography, and privacy is a horticulturist dream with specimen trees and ample screening that provides one of the richest retreats in Fairfield County.
$6,995,000 5.09 acres 6 Beds | 9 Baths | 10534 sqft
507 Smith Ridge Road, New Canaan, CT 06840 - Fairfield County

5.09 acres New Canaan, CT

Iconic New Canaan estate re-imagined by Maiden Lane Group & Eastman-Interiors, making her Grand Debut Spring 2017. Embrace the gracious lifestyle & romance of country estate living currently being restored to feature todays modern luxuries. The landmark property is sited on a knoll with majestic views of the Country Club of New Canaans golf course & winter views of Long Island Sound. Beech Tree Farms 5 glorious acres include a vintage carriage house, extensive terracing, sparkling pool & pool pavilion, secluded tennis court, enclosed vegtable/cutting garden w/ cold frames & gardeners shed, gorgeous hydrangea gardens, & classic CT stone walls. Proposed paddocks, fenced pastures, stalls & barn are available for the equestrian set.
$6,995,000 3.68 acres 6 Beds | 6 Baths | 6671 sqft
New Canaan, CT 06840 - Fairfield County

3.68 acres New Canaan, CT

The Pennoyer-Raymond-Smith House has been restored to perfection by current designer/owner. Classic elegance is reimagined in each proportioned room with custom interior woodwork to maintain the New England design & aesthetic. The finest amenities & finishes create an elegant mix of classic architecture & modern touches. Estate includes: main home w/5 bedrooms, stunning modern pool house w/every amenity, charming guesthouse w/soaring cathedral ceilings, & antique barn. A Showcase in Perfection! See addendum remarks for pool house and guest cottage rooms and dimensions.
$6,250,000 4.31 acres 6 Beds | 8 Baths | 11589 sqft
390 Oenoke Ridge, New Canaan, CT 06840 - Fairfield County

4.31 acres New Canaan, CT

Enchanting Classic Colonial with recent expansion and renovations since 2011 by Mark Finlay and Hobbs Incorporated Luxury Home Builders. New family room, master suite, indoor sport court, playroom, sauna, steam room, wine cellar, htd pool, outdoor kitchen, geothermal heating/cooling, apple/pear orchards and perennial gardens. Separate and privately sited 1,854 square ft. 2BR, 2BA Guest House. Rare opportunity to own magnificent estate on 4.3 professionally landscaped level acres close to town.
24 photos
$5,800,000 6.16 acres 7 Beds | 6 Baths | 6678 sqft
New Canaan, CT 06840 - Fairfield County

6.16 acres New Canaan, CT

Designed in 1937 by noted architect William McKnight Bowman, this gracious Georgian Colonial is impressively sited on 6.16 landscaped acres, with broad lawns, gardens and apple orchard; an adjoining 8+ acre land trust property offers additional protected open space. Classic symmetry, perfectly proportioned rooms, Jeffersonian windows; many original details throughout. Pool house w/guest quarters, caretaker's cottage & tennis court. Without a doubt this is one of New Canaan's last great estates.Oil Tank is environmentally approved double-walled tank installed in 2003; old tank was removed
18 photos
$4,850,000 3.11 acres 4 Beds | 6 Baths | 4777 sqft
628 West ROAD, New Canaan, CT 06840 - Fairfield County

3.11 acres New Canaan, CT

Marcel Breuer's own home. This important Mid Century Modern, designed by internationally acclaimed architect Marcel Breuer, has been masterfully restored by current owner in partnership w/ Toshiko Mori, who chaired the Grad School of Architecture at Harvard. The design integrity of original home has been preserved w/ a stunning steel & glass addition, creating a notable dwelling for the 21st century. 11'6'' ceilings in main house. Snaidero kitchen. Radiant heated floors throughout. Meticulous grounds. Heated pool & stone pool house with exceptional wine cellar & sunning deck. Professionally designed exterior lighting by Tillett Lighting Design showcases the extensive use of stone walls and the professional landscaping.
11 photos
$4,725,000 4.01 acres 6 Beds | 11 Baths | 10458 sqft
705 West Road, New Canaan, CT 06840 - Fairfield County

4.01 acres New Canaan, CT

There is a playroom on the 3rd level. Handsome stone and clapboard country home. Sited on 4 lush acres of blossoming trees, rolling lawn & beautiful pond w/fountain. Gracious & inviting formal rooms. Generous front-to-back entry foyer w/elegant stairway. Rooms complete w/perfectly proportioned moldings & built-ins, window seats & detailed mantels on 6 fireplaces. Gourmet kitchen & sun drenched solarium. 6 en-suite bedrooms, sep au pair/in-law suite over garage, exercise rm w/bath on LL & optional spaces. Stone terraces.
23 photos
$3,888,880 2.26 acres 6 Beds | 6 Baths | 7120 sqft
31 Deacons WAY, New Canaan, CT 06840 - Fairfield County

2.26 acres New Canaan, CT

Beautiful stone front home on flat 2+ acres in a quiet cul de sac is only 1 mile to town. Designed & built by Louise Brooks (2006) and redecorated by Wadia (2014), this home sweeps you with serenity as you enter.The 9+ft ceilings and 2-story family room, adjacent to a 'kitchen with cupola', keep this home sun-drenched.The walk-out lower level and attic provide additional entertainment areas. Outdoor find patio with pergola, fireplace, BBQ, pizza oven, Koi pond with bridge, and sprawling lawns.
21 photos
$3,495,000 2.09 acres 5 Beds | 8 Baths | 8889 sqft
301 West Hills Road, New Canaan, CT 06840 - Fairfield County

2.09 acres New Canaan, CT

Masterfully built custom shingle style home sited on 2 landscaped acs on desirable West side cul-de-sac. Classic design, high ceilings, detailed millwork & welcoming arched doorways grace this home. Architectural interest in every room. A gourmet SBD kitchen with bead board ceiling features state-of-the-art appliances & wonderful breakfast room. French doors lead from solarium to back terrace, fountain & gardens. 5 en-suite bedrooms on second floor feature detailed build-ins, window seats and custom cabinetry. BRAND NEW 1825 square foot lower level with full bath (this square feet is not reflected on field card). 8889 total square feet! Exceptional quality & design.
25 photos
$3,400,000 3.27 acres 5 Beds | 6 Baths | 6391 sqft
991 Ponus Ridge, New Canaan, CT 06840 - Fairfield County

3.27 acres New Canaan, CT

ICONIC RESTORED NEW CANAAN CLASSIC ON PONUS RIDGE This lovingly restored home features 5 bedrooms & 4 full & 2 half baths, all renovated & updated. Enjoy peace of mind offered by new systems plus exquisite remodeled interiors throughout. Tranquil & convenient location w/over 3 acres of level landscaped grounds that include barn & 3 car garage w/mahogany apartment/office. Incredible pool house w/private patio boasts indoor pool, recreation area, fireplace & stunning hardwood vaulted ceiling.
$3,395,000 2.68 acres 6 Beds | 7 Baths | 7886 sqft
1081 Ponus Ridge, New Canaan, CT 06840 - Fairfield County

2.68 acres New Canaan, CT

High on Ponus Ridge, minutes from town, this iconic turn of the century Arts & Crafts home is sited on 2.68 open, level acres w/a lovely pool, terraces & fully fenced yard. This smashing, sophisticated home was renovated w/addition by Louise Brooks in 2005. Through automated gates, past expansive lawn to the open front porch. Front to back entrance hall, generous rms, chef's kit, screened-in porch, hardwd & limestone flrs, new mechanicals. 8 Nest temp controlled thermostats, SONOs sound system. 6th Bedroom on the LL (15.9x12.6) with full bath and walk-out, Bonus Room on 3rd (25.9x16.6) w/jogs, Project Room on 3rd floor (17.10x12.8) w/jogs, screened porch on 1st floor (14x8.7) w/French doors, porch (41x11.2)
1 photos
$3,033,000 2.3 acres 5 Beds | 7 Baths | 8844 sqft
242 Wahackme ROAD, New Canaan, CT 06840 - Fairfield County

2.3 acres New Canaan, CT

Best in class: the quality of materials, an original vision, and attention to detail make this Wahackme estate truly extraordinary. The sumptuous and luxe interior is imaginative,unexpected,fresh and captivating.Begin with a foyer that soars 38ft and opens to 4 major entertaining rooms with 10'ceilings; step outside and find an equally glamorous poolside bar, waterfall, spa and hilltop hideway all wired for sound & lighting to suit the occasion and also a large flat grassy field for games.
$2,795,000 4.61 acres 4 Beds | 5 Baths | 4929 sqft
482 Trinity Pass Road, New Canaan, CT 06840 - Fairfield County

4.61 acres New Canaan, CT

This magnificent, eco-friendly (green home), residence is state of the art in sustainable living. It is LEED Platinum certified and was built with recycled, reclaimed and responsible materials. The sun and rain are discretely captured to provide power, heat and irrigation. The heated pool is sanitized without a drop of chlorine. Every inch of the 5,000 sf was carefully considered and artfully designed to minimize impact on the environment, yet without sacrificing comfort, and the desired luxuries and amenities. But this house is much more than the sum of its many rooms and baths and fireplaces. Visit and youll understand. On 4.6 cherished acres with a pensive pond that feeds the Mill River as it passes by.
22 photos
$2,775,000 2.2 acres 6 Beds | 9 Baths | 9076 sqft
24 Clearview Lane, New Canaan, CT 06840 - Fairfield County

2.2 acres New Canaan, CT

Simply the perfect home, this stately 6 bed/6.3 bath Colonial instantly welcomes you with beautiful landscape and gardens. The entry impresses with twin staircases and soaring ceiling. Room for everyone from the comfortable sunken living room, solarium, chefs kitchen and generous family room. Summer poolside at the Glen Gate pool and enjoy sunsets on the screened porch. The comfortable master suite has a newly renovated marble bath. Four finished floors gives you everything you need.
$2,495,000 2.03 acres 6 Beds | 7 Baths | 6348 sqft
218 Ferris Hill Road, New Canaan, CT 06840 - Fairfield County

2.03 acres New Canaan, CT

Elegant Classic Colonial featuring an open floor plan for entertaining and everyday living. Beautifully maintained inside and out with pride in ownership. Kitchen with island, gas cooktop and two dishwashers opens to breakfast room, family room and beautiful terrace for summer enjoyment or relaxing around the fire pit on cool evenings. Finished LL w/playroom and separate exercise rm open to lovely property w/pool site. Only minutes to town and for commuting. Priced way below town hall's appraisal.
$2,450,000 2.65 acres 5 Beds | 6 Baths | 8092 sqft
605 Valley Road, New Canaan, CT 06840 - Fairfield County

2.65 acres New Canaan, CT

This inviting 5 bdrm/4 bath home offers an incredible indoor/outdoor entertaining lifestyle for today's discerning buyer. A heated pool & spa surrounded by landscaped terraces, an outdoor fireplace, kitchen and shower, plus an inviting fire pit next to the Silvermine River. 10 foot ceilings, quality millwork & detail in every room. Finished 3rd floor and professional gym in the LL. This house and property has everything to offer in a private and beautiful setting.
20 photos
$2,350,000 3.03 acres 4 Beds | 6 Baths | 5482 sqft
105 Clearview LANE, New Canaan, CT 06840 - Fairfield County

3.03 acres New Canaan, CT

This charming, one-of-a-kind colonial is nicely situated at the end of a private lane on the former Woolworth estate. The spacious, light-filled, front to back entry opens to a terrace with free form pool/spa and mature specimen plantings. Well proportioned rooms allow for comfortable day-to-day living and easy entertaining. There are five wood-burning fireplaces, a three-car garage, and a large second floor playroom. This is a classic home in a prestigious neighborhood offering great privacy.
23 photos
$2,195,000 2 acres 6 Beds | 5 Baths | 4917 sqft
295 Brushy Ridge Road, New Canaan, CT 06840 - Fairfield County

2 acres New Canaan, CT

Beautifully maintained Colonial with front and rear staircases. Recent additions/improvements in 2000/2003 and 2015; including Library with coffered ceiling, new kitchen, family rm w/custom built-ins and TV, billiard/playroom w/built in TV and cabinets. Landscaped w/perennial shrubs and plants for low maintenance and privacy. Designed for casual entertaining w/granite terraces and new 2015 built-in grilling station. Conveniently located Only 1 mile from the center of town and 1.2 miles from train!
$2,175,000 2.6 acres 6 Beds | 6 Baths | 6280 sqft
882 Silvermine Road, New Canaan, CT 06840 - Fairfield County

2.6 acres New Canaan, CT

Stone and Shingle 6 bdrm Colonial with great curb appeal in the heart of the Silvermine Village. Handsome stone entry and gracious front porch w/western exposure. Open layout w/loads of natural light and easy flow for entertaining. Oversized chefs kitchen, 9ft ceilings on the first floor, 3 fireplaces, study w/coffered ceiling, walk out LL with full windows and 2 french doors open to a large spacious terrace and beautiful landscaped yard. Walk to the Silvermine Market and Art Guild.
$2,150,000 4.53 acres 5 Beds | 6 Baths | 7489 sqft
134 Valley Road, New Canaan, CT 06840 - Fairfield County

4.53 acres New Canaan, CT

5th Bedroom - 13.2x18.2 on upper floor. Beautiful stately colonial offers detail, archway, transoms, stone fireplace, great porch, wonderful red barn.
$2,100,000 2.68 acres 4 Beds | 5 Baths | 4699 sqft
57 Richards Lane, New Canaan, CT 06840 - Fairfield County

2.68 acres New Canaan, CT

Situated on a private road within walking distance to Waveny and schools. Exquisite stone and shingle vintage home with all the charm of yesterday and today's amenities. Lovely landscaped property. Updated kitchen with Carrera marble, formal dining room plus his and her office/library. One-of-a-kind! Owners area code for confirmed appt is 206 not 203 please note
$1,999,000 2.1 acres 5 Beds | 10 Baths | 8503 sqft
124 Thayer Pond Road, New Canaan, CT 06840 - Fairfield County

2.1 acres New Canaan, CT

Possibly the best opportunity in New Canaan. Friendly neighborhood, steps to the Lake Club, and just 3 miles from town. Priced $700k below town appraisal & $1.3 million below recent insurance appraisal. This meticulously maintained colonial was built with the highest quality materials and incredible attention to detail, including his & hers master bathrooms. It has inviting living spaces and a freshly updated gourmet kitchen with up to 8500 sq. ft. of total living space. An incredible buy
$1,965,000 2 acres 5 Beds | 5 Baths | 4634 sqft
148 Ramhorne Road, New Canaan, CT 06840 - Fairfield County

2 acres New Canaan, CT

Magnificent large Georgian Manor in very desirable location situated on 2 park like acres close to town on cul-de-sac. Luxury house upgraded with many new amenities. Seasonal view of lake. Granite kitchen. Herring bone, Living Room, plank and peq. floors. Circular stair. All marble vanity tops and some marble baths. Fabulous large dressing room. Fabulous Dining Room with crystal chandelier. Large screen porch. House also for rent at $8,925/month. Extra large front yard for playing.
$1,895,000 2 acres 4 Beds | 4 Baths | 4134 sqft
453 Carter Street, New Canaan, CT 06840 - Fairfield County

2 acres New Canaan, CT

Own a piece of New Canaan history, the Benedict-Eells-Thatcher home built circa 1724. This great American Homestead is the oldest standing home in New Canaan & is considered its first mansion. The current owners have lovingly restored this home, keeping true to its antiquity and enhancing it with modern day mechanicals. The 2011 addition maintains the homes historical character & includes an inviting family room, a master bedroom suite with soaring ceilings, and walk in closets. Three additional bedrooms & two luxury bathrooms complete the spacious upper level. The home is situated on an outstanding 2 acre flat, grassy lot with an apple orchard, heated in-ground pool & heated barn with guest quarters for the ultimate country experience.
25 photos
$1,875,000 3.32 acres 5 Beds | 5 Baths | 3934 sqft
39 Shadow LANE, New Canaan, CT 06840 - Fairfield County

3.32 acres New Canaan, CT

One of a kind!Over 3 acres on a cul-de-sac with private and resort-like living only 1 mile from East School, 1.6 miles from town, and 1 mile from Merritt Parkway, and 2 miles to your choice of 4 grocery stores, several churches, train station and the YMCA. Spectacular outside setting has salt water pool, spa, dramatic landscaping, outdoor kitchen and stone fire-pit. New renovations inside include a dream kitchen, family room with fireplace, and wonderful lower level with gym. Enjoy the peaceful seclusion of your own spectacular backyard only minutes from all the wonderful social and shopping opportunities New Canaan has to offer. Truly the best of all worlds.
$1,849,000 2 acres 4 Beds | 5 Baths | 4434 sqft
704 Carter Street, New Canaan, CT 06840 - Fairfield County

2 acres New Canaan, CT

Renovated and expanded in 2005, this architecturally stunning Colonial has an amazing 2 story designer kitchen featured on 2006 New Canaan Cares Kitchen Tour, a separate sun filled breakfast room, oversized master suite with two walk-in closets, finished walk-out recreation room, front and rear staircases and beautifully landscaped property. Separate 3rd car garage, irrigation system, generator and sound system are bonuses. Close to schools, town, Merritt Parkway and trains for easy commute.
$1,799,900 4.69 acres 6 Beds | 6 Baths | 4939 sqft
New Canaan, CT 06840 - Fairfield County

4.69 acres New Canaan, CT

Private and convenient. Dignified and warm. A comfortable 6 BR colonial home with a spacious, custom, chefs kitchen w/ a sky lit dining area & informal sitting area. Outdoor patio, screen porch and formal DR accommodate delightful home-style dining, informal or grand entertaining. Enter through a 2-story foyer to a FR with fireplace or formal LR & DR. The expansive screen porch serves as the hub in summer while winter in New England is delightful by the fires. A gazebo overlooks the fully lighted all weather tennis court and the gentle slope of the property is perfect for sledding. Enjoy skating on the pond or watching the returning wildlife in the spring. Only 7 minutes to the New Canaan train station and even closer to shopping.
$1,799,900 4.69 acres 6 Beds | 6 Baths | 4939 sqft
1 Odgen Road, New Canaan, CT 06840 - Fairfield County

4.69 acres New Canaan, CT

Private and convenient. Dignified and warm. A comfortable six bedroom traditional colonial home with a spacious, custom, chefs kitchen including a sky lit dining area and informal sitting area. Outdoor patio, screen porch and formal dining room accommodate delightful home-style dining, informal or grand entertaining. Enter through a two-story foyer to a family room with fireplace or formal living and dining room. The expansive screen porch serves as the hub in warmer months while winter in New England is delightful by the fires. A gazebo overlooks the lighted all weather tennis court and the gentle slope of the property is perfect for sledding. Enjoy ice skating on the pond or watching the returning wildlife in the spring. Only 7 minu