Homes for Sale Between $2379996-$2974995 | Stephen Simard

123 Talmadge Hill Road, New Canaan, CT 06840

$2,795,000

Under Contract

Single Family Home

6 Beds 7 Baths 6,904 SqFt

123 Talmadge Hill Road, New Canaan, CT 06840

Bordered by a classic Connecticut stone wall and lined with flowering crabapple trees, this distinguished Colonial offer...

Listed by Janis Hennessy of William Raveis Real Estate

26

$2,790,000

Active

Single Family Home

9 Beds 6 Baths 7,437 SqFt

26 Shady Lane, Greenwich, CT 06831

Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 s...

Listed by Kaori Higgins of Higgins Group Greenwich

39

$2,700,000

Under Contract

Single Family Home

5 Beds 6 Baths 5,734 SqFt

37 Beaverbrook Road, Weston, CT 06883

**THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST & BEST OFFERS 3PM TUESDAY 5/13** Spectacular views of glistening ...

Listed by Alexander Chingas of Coldwell Banker Realty

79 Comstock Hill Avenue, Norwalk, CT 06850

40

$2,599,000

Active

Single Family Home

5 Beds 7 Baths 5,506 SqFt

79 Comstock Hill Avenue, Norwalk, CT 06850

This stunning architectural masterpiece, nestled in the prestigious Silvermine neighborhood, offers nearly 8,000 square ...

Listed by Demetrios Frazis of William Pitt Sotheby's Int'l

40

$2,650,000

Active

Single Family Home

5 Beds 7 Baths 7,086 SqFt

91 Golf Lane, Ridgefield, CT 06877

Welcome Home! This stunning residence offers over $450K in upgrades, featuring flexible living with 5 bedrooms & 5.2 bat...

Listed by Heather Salaga of Houlihan Lawrence

34

$2,799,000

Under Contract

Single Family Home

5 Beds 5 Baths 4,672 SqFt

9 Forest Drive, Westport, CT 06880

What more could you ask for - this gorgeous, spacious home is located at the end of a cul-de-sac in a friendly & fabulou...

Listed by Alexander Chingas of Coldwell Banker Realty

40

$2,750,000

Under Contract

Single Family Home

6 Beds 7 Baths 8,404 SqFt

7 Messex Lane, Weston, CT 06883

7 Messex Lane will captivate you with its long, picturesque driveway bordered w/the pink & white blooms of Cherry Trees....

Listed by Lori Elkins Ferber of William Raveis Real Estate

5

$2,595,000

Active

Single Family Home

4 Beds 5 Baths 4,478 SqFt

154 Gorham Road, Fairfield, CT 06824

Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home yo...

Listed by Bette Gigliotti of William Raveis Real Estate

38

$2,530,000

Under Contract

Single Family Home

4 Beds 4 Baths 4,174 SqFt

99 Woodland Road, New Canaan, CT 06840

Welcome home to Woodland Road. Offering over 4000 sf, a two-story foyer, four bedrooms, three-and-a-half bathrooms, and ...

Listed by Justin Bradley of Coldwell Banker Realty

40

$2,750,000

Active

Single Family Home

4 Beds 2 Baths 2,038 SqFt

Belden Island, Branford, CT 06405

THIMBLE ISLAND DREAM ESCAPE A STONE'S THROW AWAY FROM MAINLAND & 14 MILES FROM THE HAMPTONS! Leave the hustle & bustle o...

Listed by Kiara Rusconi of William Raveis Real Estate

East Industrial Road, Branford, CT 06405

$2,699,000

Active

Commercial

4 Baths 26,200 SqFt

East Industrial Road, Branford, CT 06405

16 E Industrial Road, Branford, presents several appealing features for potential buyers including substantial building ...

Listed by Matty Murchison of Berkshire Hathaway NE Prop.

40

$2,895,000

Active

Single Family Home

6 Beds 5 Baths 6,856 SqFt

5 Northside Lane, Westport, CT 06880

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with mode...

Listed by Alexander Chingas of Coldwell Banker Realty

523 East Putnam Avenue #B, Greenwich, CT 06807

40

$2,800,000

Price Dropped by $295K

Condo

3 Beds 4 Baths 3,251 SqFt

523 East Putnam Avenue #B, Greenwich, CT 06807

Space and convenience await you at this incredible townhouse with views of the Mianus River and a location close to Old ...

Listed by Allen Vetrosky of Berkshire Hathaway NE Prop.

40

$2,750,000

Under Contract

Single Family Home

5 Beds 4 Baths 4,376 SqFt

50 Mansfield Avenue, Darien, CT 06820

Experience the best of Darien in this extraordinary in-town retreat - a rare blend of luxury, lifestyle, and location. S...

Listed by Genevieve Schettino of Compass Connecticut, LLC

40

$2,550,000

Under Contract

Single Family Home

5 Beds 5 Baths 4,347 SqFt

97 Benson Place, Fairfield, CT 06824

Custom Nantucket Style Colonial Just Steps from the Beach. Welcome to your dream coastal retreat - an exquisite, nearly ...

Listed by Patricia Shea of Coldwell Banker Realty

40

$2,499,000

Active

Single Family Home

5 Beds 5 Baths 4,035 SqFt

33 Pequot Trail, Westport, CT 06880

This classic colonial residence presents a spacious dwelling with versatile living spaces spanning 3 levels & more than ...

Listed by Elaine Gibbons of Boost Real Estate Group

40

$2,799,000

Active

Single Family Home

5 Beds 7 Baths 7,269 SqFt

342 Midlock Road, Fairfield, CT 06824

Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds...

Listed by Ken Osborn of Higgins Group Bedford Square

30

$2,449,000

Under Contract

Single Family Home

5 Beds 3 Baths 3,947 SqFt

23 Miles Road, Darien, CT 06820

Welcome to 23 Miles Drive, a beautifully rebuilt 5-bedroom, 3-bath home offering nearly 4,000 sq ft of move-in ready liv...

Listed by John Schiaroli of Coldwell Banker Realty

39

$2,575,000

Under Contract

Single Family Home

5 Beds 5 Baths 10,139 SqFt

194 Long Close Road, Stamford, CT 06902

An unparalleled beauty, this European Chateau was custom built with the finest materials. As you pass through the stone ...

Listed by Terri Tournas of Coldwell Banker Realty

39

$2,699,000

Active

Single Family Home

5 Beds 6 Baths 5,500 SqFt

32 Kettle Creek Road, Weston, CT 06883

Welcome Home to 32 Kettle Creek Road - Where Effortless Elegance Redefines Luxury Living~ This impressive modern farmhou...

Listed by Vickie Kelley of Camelot Real Estate

3

$2,600,000

Active

Commercial

1 Bath 1,296 SqFt

534 Hazard Avenue, Enfield, CT 06082

Multi-parcel, commercial and residential package available in Enfield's Scitico neighborhood. The sale can include 2 par...

Listed by Jessica Anderson of Coldwell Banker Realty

40

$2,595,000

Under Contract

Single Family Home

5 Beds 4 Baths 5,262 SqFt

6 Wahackme Lane, New Canaan, CT 06840

Discover timeless elegance in this beautifully expanded and meticulously renovated Center Hall Colonial, set on two priv...

Listed by Jaime Sneddon of William Pitt Sotheby's Int'l

40

$2,390,000

Price Dropped by $110K

Single Family Home

3 Beds 3 Baths 2,078 SqFt

27 Wilbur Road, Stonington, CT 06378

Experience peaceful privacy on over two acres of stunning water frontage on a private road, moments away from the charmi...

Listed by Suzanne Walsh of William Raveis Real Estate

39

$2,895,000

Under Contract

Single Family Home

5 Beds 4 Baths 3,690 SqFt

4 Rabbit Lane, Darien, CT 06820

This contemporary Colonial, crafted by Alfieri Enterprises and thoughtfully reimagined in 2025 by Gill & Gill Architects...

Listed by Becky Munro of Brown Harris Stevens

258 Properties Available