Homes for Sale Over $5292459 | Stephen Simard

$5,950,000

Active

Single Family Home

6 Beds 9 Baths 12,139 SqFt

29 Sturges Commons, Westport, CT 06880

Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Stu...

Listed by Douglas Bross of Coldwell Banker Realty

31

$6,500,000

Price Dropped by $400K

Single Family Home

6 Beds 7 Baths 6,585 SqFt

69 Beachside Avenue, Westport, CT 06880

Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grou...

Listed by Douglas Bross of Coldwell Banker Realty

39

$12,995,000

Active

Single Family Home

9 Beds 12 Baths 7,528 SqFt

132 Curtiss Road, Warren, CT 06777

A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking ...

Listed by Pat Lahoud of William Pitt Sotheby's Int'l

40

$7,695,000

Under Contract

Single Family Home

7 Beds 9 Baths 10,039 SqFt

1227 Ponus Ridge, New Canaan, CT 06840

Stylish, sophisticated and fun, this stunning 10,000 SF westside country estate borders two acres of land trust for tota...

Listed by Mary Higgins of Brown Harris Stevens

39

$8,750,000

Active

Single Family Home

5 Beds 5 Baths 8,240 SqFt

841 Winchester Road, Norfolk, CT 06098

Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this brea...

Listed by Jennifer Leahy of Compass Connecticut, LLC

40

$5,499,000

Active

Single Family Home

4 Beds 5 Baths 3,603 SqFt

142 Main Street, Fairfield, CT 06890

A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley H...

Listed by Libby Tritschler of William Raveis Real Estate

38

$5,295,000

Under Contract

Single Family Home

5 Beds 7 Baths 6,242 SqFt

48 Dorchester Road, Darien, CT 06820

Welcome to the epitome of sophisticated elegance at 48 Dorchester Road. As you ascend the graceful driveway, the declara...

Listed by Maggie Marchesi of Compass Connecticut, LLC

40

$10,950,000

Active

Single Family Home

6 Beds 10 Baths 12,440 SqFt

5 Fraser Road, Westport, CT 06880

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete ...

Listed by Douglas Bross of Coldwell Banker Realty

38

$5,895,000

Under Contract

Single Family Home

5 Beds 7 Baths 4,532 SqFt

8 Bradley Street, Westport, CT 06880

Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance wit...

Listed by Erin Melson of The Agency

1131 Sasco Hill Road, Fairfield, CT 06824

40

$25,000,000

Active

Single Family Home

6 Beds 11 Baths 19,569 SqFt

1131 Sasco Hill Road, Fairfield, CT 06824

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point...

Listed by Andrew Whiteley of Brown Harris Stevens

40

$5,995,000

Price Dropped by $404K

Single Family Home

6 Beds 8 Baths 8,812 SqFt

9 Sturges Commons, Westport, CT 06880

Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This ...

Listed by Kelly Loucas of Compass Connecticut, LLC

502 Indian Field Road, Greenwich, CT 06830

37

$5,495,000

Under Contract

Single Family Home

4 Beds 5 Baths 3,719 SqFt

502 Indian Field Road, Greenwich, CT 06830

A rare opportunity to buy in the private, gated waterfront Mead Point Association! Set high on 2 beautiful acres, this c...

Listed by Jill Kelly of Sotheby's International Realty

358 Lukes Wood Road, New Canaan, CT 06840

36

$10,995,000

Active

Single Family Home

7 Beds 11 Baths 16,008 SqFt

358 Lukes Wood Road, New Canaan, CT 06840

This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. Th...

Listed by Jennifer Crowley of Douglas Elliman of Connecticut

40

$5,395,000

Active

Single Family Home

4 Beds 4 Baths 4,025 SqFt

38 Yarmouth Road, Norwalk, CT 06853

Bell Island Luxury Waterfront Retreat where breathtaking water views and effortless living come together. Perched above ...

Listed by Meghan Gatt of William Raveis Real Estate

40

$12,400,000

Price Dropped by $1.5M

Single Family Home

12 Beds 16 Baths 18,000 SqFt

544 Oenoke Ridge, New Canaan, CT 06840

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's E...

Listed by Danielle Malloy of Serhant Connecticut, LLC

10

$6,499,000

Under Contract

Single Family Home

6 Beds 10 Baths 10,593 SqFt

6 Beltas Farm Lane, Westport, CT 06880

Located in Westport CT's brand new private enclave, #6 Beltas Farm sits atop a high meadow in a seven home private road ...

Listed by Peter Lane of Preoh, LLC

1 Home Place #A / B, Greenwich, CT 06830

40

$6,590,000

Active

Condo

4 Beds 5 Baths 10,705 SqFt

1 Home Place #A / B, Greenwich, CT 06830

INVESTORS OPPORTUNITY! TWO UNITS COMBINED. Incredible opportunity for the saavy investor; Unit A leased until 12/25, $15...

Listed by Steven Magnuson of Douglas Elliman of Connecticut

198 Tinker Hill Road, Washington, CT 06777

40

$10,295,000

Active

Single Family Home

3 Beds 8 Baths 5,370 SqFt

198 Tinker Hill Road, Washington, CT 06777

The Crown Jewel of Lake Waramaug. Set on 69 acres with direct lakefront, this stylish and sophisticated modern home is o...

Listed by Jeffrey Phillips of William Pitt Sotheby's Int'l

39

$7,500,000

Under Contract

Single Family Home

4 Beds 5 Baths 9,052 SqFt

65 Gunn Hill Road, Washington, CT 06777

Ultimate Views. Sprawling shingle-style estate with showstopping Great Room & unrivaled panoramic views overlooking Lake...

Listed by Peter Klemm of Klemm Real Estate Inc

86 Maple Avenue South, Westport, CT 06880

23

$5,995,880

Active

Single Family Home

5 Beds 8 Baths 7,020 SqFt

86 Maple Avenue South, Westport, CT 06880

EARLY opportunity! Coastal Luxury Homes has secured this choice 1 acre lot in Greens Farms to build your future dream ho...

Listed by Jaclyn Picarillo of Higgins Group Bedford Square

2

$10,995,000

Active

Single Family Home

5 Beds 7 Baths 6,025 SqFt

14 Owenoke Park, Westport, CT 06880

Bluewater Home presents another beach property in the sought after Compo location. Construction has started on this 6100...

Listed by Deirdre Andreoli of Compass Connecticut, LLC

220-226 Tinker Hill Road, Washington, CT 06777

39

$14,000,000

Price Dropped by $5.9M

Single Family Home

5 Beds 8 Baths 10,203 SqFt

220-226 Tinker Hill Road, Washington, CT 06777

Stunning Modernist Villa with Panoramic Views. Featured in Architectural Digest in August 2007, this dramatic property s...

Listed by Peter Klemm of Klemm Real Estate Inc

4 Cowdray Park Drive, Greenwich, CT 06831

36

$7,500,000

Active

Single Family Home

7 Beds 9 Baths 14,066 SqFt

4 Cowdray Park Drive, Greenwich, CT 06831

Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending ...

Listed by Joan Marks of Christie's International Real Estate

38

$29,500,000

Price Dropped by $5.5M

Single Family Home

6 Beds 8 Baths 8,684 SqFt

Hay Island, Darien, CT 06820

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a g...

Listed by Leslie McElwreath of Sotheby's International Realty

147 Properties Available