and narrow your search. If you have fewer than 200 results, you can save your search.

Single Family Real Estate

218 Sleepy Hollow, New Canaan, CT 06840

Price$12,000,000

Est. Mortgage: $/month

MLS Number 99109872

  • Single Family
  • Square Feet 5,616
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1952

One of the stars of New Canaan's legacy of mid-century modernism, the Wiley House, designed by Philip Johnson in the early 1950's, was restored by Roger Ferris + Partners. Johnson's double-height glass pavilion with its living room and subtly hidden but generous galley kitchen cantilevers out over the fieldstone base. The slope of the land allows the lower-level rooms with the light marble floors full views of the property. The vintage swimming pool with its original diving pad is a twin to the circular pool at Johnson's Glass House. A new pool house built into the hill and the reconstructed barn/art gallery form their own separate courtyard. A stand of towering Hickory trees creates a cathedral space around the house.

Listed by Inger Stringfellow and John Hersam of William Pitt Sotheby's Int'l

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

360-364 Laurel, New Canaan, CT 06840

Price$9,500,000

Est. Mortgage: $/month

MLS Number 99190487

  • Single Family
  • Square Feet 6,552
  • Bedrooms 10
  • Bathroom 18
  • Year Built 2004

Impressive compound set on 6.43 bucolic acres in New Canaan provides privacy & serenity for the most discerning individual to host family fun or extravagant corporate functions. Lushly landscaped garden setting with a putting green, brook fed Trout pond with waterfall, pool & spa are showcased from the waterside entertainment cabana with full outdoor kitchen, BBQ grill and stone fireplace. Property consists of a stately main residence with 6 BRs, 6 Full & 2 half baths, and guest cottage. The most spectacular feature is the Sports Barn! Complete with a professional indoor basketball court, theatrical production stage, ballet studio, steam room, bowling alley, billiards room, golf simulator, THX home theatre & stadium seating for 30.

Listed by Jennifer Leahy of Douglas Elliman of Connecticut

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

174 Rosebrook, New Canaan, CT 06840

Price$9,300,000

Est. Mortgage: $/month

MLS Number 99189462

  • Single Family
  • Square Feet 10,278
  • Bedrooms 8
  • Bathroom 9
  • Year Built 1968

Rosebrook. This Extraordinary estate presides over 14.22 breathtaking, park like acres just one hour from Manhattan. The long sweeping drive curves along a lush meadow and leads to the courtyard entrance of the gracious brick Georgian residence. Exceptional quality & craftsmanship is exhibited throughout the 10,278 sqft living space, including 9+foot ceilings,8BR/7.2BA, custom millwork amongst other exceptional features. The property seamlessly blends classical architecture, formal gardens, a pastoral landscape which includes meadow, specimen trees, English gardens, pool and tennis. The land is of historical significance, as a New Canaan landmark, enjoyed by a prominent line of past owners, who embraced Rosebrook as their own sanctuary.

Listed by Diane Jenkins of William Pitt Sotheby's Int'l

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

75- 76 Turtle Back, New Canaan, CT 06840
Open House

MLS Number 170018901

  • Single Family
  • Next Open House: Sun 3rd 1:00 pm - 3:00 pm
  • Square Feet 14,724
  • Bedrooms 8
  • Bathroom 11

A Unique Country Estate Set On A Wooded 11.35 acres. Accomodate The Appreciation Of Classic Values and An Active Contemporary Lifestyle. If You Are Looking For the Ultimate in Privacy This is the Home for You! Hidden Behind Custom Artist Designed Electronic Gates this Custom Designed Home Features the Perfect Division of Family and Formal Entertaining Space.11,043 sf plus An Additional 3,681 Square Feet of Finished Space in Lower Level offers a Home Theater, Exercise, Billiard and Game Rooms. An Elevator Services Four Floors of Living Space. This Property Includes a Pool, Spa, Pool House, Lighted Tennis Court, Greenhouse and more! Flexible Living Space Accomodates All Types of Lifestyles. A Very Special Property 60 Minutes from Manhattan. This listing includes 2 parcels 75 and 76 Turtleback Lane West. Taxes and assessment have been combined.

Listed by Arlene Bubbico of Coldwell Banker Res Brokerage

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

64 Wydendown, New Canaan, CT 06840

Price$8,000,000

Est. Mortgage: $/month

MLS Number 99189711

  • Single Family
  • Square Feet 10,184
  • Bedrooms 8
  • Bathroom 9
  • Year Built 2005

Enter through the electronic gates to a family compound with privacy and landscaped grounds, where soaring walls of glass and grand terraces, highlight the artfully designed gardens. Custom built and dramatic in presence, this sprawling manor has captivating architecture, that evokes a timeless New England character imbued with modern appeal. Set on 9.5 secluded acres, this compound consists of two separate lots, a caretaker's cottage with 2 apartments, 25 garage spots, 3 stall barn and breathtaking views. Within, an elegant and airy country spirit is everywhere felt as frequent French doors and windows welcome in sunlight. The balconied center foyer is as elegant as it is inviting as archways present well-appointed public rooms along with a sedate study. Lovely fireplaces warm the living room and dining room while a window seat tucks discreetly beneath a large picture window. In short, this New Canaan Estate possesses all the attributes of the vaunted New Canaan Lifestyle in splendid abundance.

Listed by Barbara Brock Zaccagnini of Coldwell Banker Res Brokerage

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

141/95 Briscoe, New Canaan, CT 06840

Price$7,995,000

Est. Mortgage: $/month

MLS Number 99185649

  • Single Family
  • Square Feet 11,131
  • Bedrooms 7
  • Bathroom 8
  • Year Built 1944

Magnificent white brick Georgian with guest/pool house, barn, tennis courts and paddle court with lights for night play and heated pool. Gracious home features seven bedrooms, six full baths, six fireplaces and a whole-house generator. Masterfully renovated and expanded, meticulously maintained with state-of-the-art systems. Sited on stunning private hilltop with dramatic east/south views including LI Sound. Spectacular property includes covered porch with outdoor stone fireplace, sweeping lawns, specimen trees, distant meadows and professionally-maintained perennial gardens. See LB for complete Property Highlights. Listing encompasses 2-lots #141 and #95. Assessment, taxes and acreage combined. Field Card states 6 BRs/4 Full Baths. House on 8.56 acre parcel (Lot #141) is also available for sale for $6,500,000. See MLS # 170029051.

Listed by Susan M Valk of Halstead Property

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

99 Huckleberry Hill, New Canaan, CT 06840

Price$7,750,000

Est. Mortgage: $/month

MLS Number 99175694

  • Single Family
  • Square Feet 11,488
  • Bedrooms 6
  • Bathroom 9
  • Year Built 1982

Huckleberry House is an extraordinary Palladian residence majestically sited on 8.4 acres. Designed by the internationally renowned classical architect Alan Greenberg in 1982, the main house, pool house & guest cottage are surrounded by gardens. This magnificent home has been featured in numerous publications on the essence of great architecture. The elegant proportions & stunning drama of the 3 story rotunda provide the perfect central axis of the home. A masterpiece of style & sophistication the beautiful dining room painted Chinese wallpaper, the handsome Culin & Colella kitchen cabintry & millwork, the magnificent mahogany library, the majestic water views are only a few elements of this singular residence. An estate for all seasons.

Listed by Rita F Kirby and Bonnie Sztam of William Pitt Sotheby's Int'l

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

85 Lukes Wood, New Canaan, CT 06840

Price$7,495,000

Est. Mortgage: $/month

MLS Number 99192535

  • Single Family
  • Square Feet 11,296
  • Bedrooms 5
  • Bathroom 8
  • Year Built 1997

Classic Nantucket Shingle Style Compound. This transitional style extraordinary country estate was designed and built by renown architect Alex Kaali-Nagy and has undergone a 2017 completed renovation & addition. This home has been totally transformed to reflect the desires of the discerning buyer looking for an understated elegant aesthetic, state of the art amenities and smart home capabilities. It features 6 bedrooms, all with en-suite baths and 3 additional baths & is approx 11,000 SQ FT. This beautiful home sits on over 5 absolutely private acres surrounded by 45 acres of forever green space. Grand foyer w/ soaring ceilings and breathtaking wide board oak planked floors throughout the home. The stunning kitchen is a chefs dream with its 4 inch thick marble center island & countertops, double sinks, floating shelves, stainless appliances, breakfast room & fully equipped butlers pantry. Upstairs is where we find the master suite that has a stunning marble fireplace, massive walk in closet and wide board oak planked floors. The en-suite bathroom is finished in a dream of luxurious marble, and has a large steam shower & sumptuous soaking tub. Dazzling pool and spa, lush gardens, 3 covered porches w/patios, 3 balconies, fire pit & sweeping level lawns. Other features include brand new screening room, playroom & family room w/ fireplace. This home is perfect for casual living and formal entertaining both inside & out.

Listed by Hannelore Kaplan of William Raveis Real Estate

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

432 Frogtown, New Canaan, CT 06840

Price$7,200,000

Est. Mortgage: $/month

MLS Number 99170703

  • Single Family
  • Square Feet 6,917
  • Bedrooms 7
  • Bathroom 9
  • Year Built 1956

Tirranna, A Frank Lloyd Wright masterpiece built 1955. Classic hemicycle design overlooking the Noroton River. Tirranna, Aboriginal for running waters sits on a waterfall surrounded by a 15 acre oasis of natural beauty. Original gardens designed by Frank Okamura 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. Features a rooftop observatory with telescope, atrium, caretaker's suite, guest studio, pool, tennis court, large barn and sculpture paths. A must see for the mid-century aficionado. Copy and paste this URL: bit.ly/2ql4V3R into your web browser to see Tirranna on NBC's Open House TV.

Listed by Sheree Frank and Douglas Milne of Houlihan/Lawrence

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

507 Smith Ridge, New Canaan, CT 06840

Price$6,950,000

Est. Mortgage: $/month

MLS Number 99193860

  • Single Family
  • Square Feet 9,889
  • Bedrooms 6
  • Bathroom 10
  • Year Built 1903

Visit this 1903 Landmark. It will take your breath away. Perfectly sited, with majestic views, this shingle-style home is naturally elegant and grand-in-style. It sits proudly on over 5-acres of graceful, rolling land featuring a carriage barn, pool and tennis court. What sets this property apart from others on the market today is the panache of visionary designer and decorator Michael Canoro of The Maiden Lane Group. Michael and his team have instilled this classic house with chic design, spirited elegance, and flair. It's simply Beautiful! Presented for sale both furnished and unfurnished, this house will appeal to the most discriminating buyer who is looking for an uncompromising home and lifestyle.

Listed by Taylor Tait and Kathryn Tanner of Houlihan/Lawrence

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

141 Briscoe, New Canaan, CT 06840

Price$6,500,000

Est. Mortgage: $/month

MLS Number 170029051

  • Single Family
  • Square Feet 11,131
  • Bedrooms 7
  • Bathroom 8
  • Year Built 1944

Magnificent white brick Georgian with guest/pool house, barn, tennis courts and paddle court with lights for night play and heated pool. Gracious home features seven bedrooms, six full baths, six fireplaces and a whole-house generator. Masterfully renovated and expanded, meticulously maintained with state-of-the-art systems. Sited on stunning private hilltop with dramatic east/south views including LI Sound. Spectacular property includes covered porch with outdoor stone fireplace, sweeping lawns, specimen trees, distant meadows and professionally-maintained perennial gardens. See LB for complete Property Highlights. Field Card states 6 BRs/4 Full Baths. House is also available for sale on full 13.33 acres for $7,995,000. Lot #141 (8.56 acres) and Lot #95 (4.77 acres). See MLS # 99185649.

Listed by Susan M Valk of Halstead Property

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

33 Sunset Hill, New Canaan, CT 06840

Price$6,500,000

Est. Mortgage: $/month

MLS Number 170024597

  • Single Family
  • Square Feet 8,771
  • Bedrooms 6
  • Bathroom 8
  • Year Built 2009

A truly exceptional opportunity to own one of New Canaan's finest residences offering the ultimate in luxurious living combined with a location on Sunset Hill that is unparalleled. Welcomed by an alle of beautiful hornbeam trees and a courtyard of tailored boxwoods, the classic elegance of this 2009 custom built Stone and Clapboard home is immediately apparent. A handsome limestone front entry flanks the lacquered front door with leaded glass above and custom floor to ceiling windows set the tone for what is awaiting inside. Customized design elements by renowned architect and designers blend the spacious formal and informal rooms, creating a perfect fusion of modern lifestyle with sophisticated elegance. Three floors of living are highlighted by a grand, open kitchen with Calcutta Marble walls, a Family Room with custom limestone fireplace and leather lined bookcases, a very impressive Master Suite, and 5 additional bedrooms with en-suite beautifully appointed baths and custom closets. Large open hallways are naturally sunlit as the numerous French doors seamlessly lead to the outdoor spaces with stone terraces, expansive yard, porch with fireplace, pool and spa. This is a home that transcends others and one senses from the moment you enter that this an exceptional residence.

Listed by Page Growney of William Pitt Sotheby's Int'l

Karen Sheftell
3 Roxbury Road
Stamford CT, 06902
Office: 203-940-4604

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Nov 2, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.