Homes for Sale Over $5300235 | Stephen Simard

$9,000,000

Price Dropped by $1.5M

Commercial

6 Baths 222,000 SqFt

781 Whalley Avenue, New Haven, CT 06515

The Westville Gateway is a fully approved project located at 781 Whalley Avenue and 50 Fitch Street in the Westville/Wes...

Listed by Sandy Strickling of Sky Realty Group

7

$7,995,000

Active

Single Family Home

8 Beds 12 Baths 10,646 SqFt

68 Dearfield Drive, Greenwich, CT 06831

Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with over 10,000 square feet ...

Listed by Nina Frandson of Berkshire Hathaway NE Prop.

1 Sturges Highway #Lot #2, Westport, CT 06880

15

$6,875,480

Active

Single Family Home

7 Beds 8 Baths 8,800 SqFt

1 Sturges Highway #Lot #2, Westport, CT 06880

Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-...

Listed by Annie Klyver of Higgins Group Real Estate

20 Sherwood Farm Lane, Greenwich, CT 06831

36

$5,495,000

Active

Single Family Home

6 Beds 8 Baths 7,930 SqFt

20 Sherwood Farm Lane, Greenwich, CT 06831

Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situ...

Listed by Richard Higgins of Higgins Group Bedford Square

40

$8,000,000

Active

Single Family Home

6 Beds 9 Baths 8,933 SqFt

33 Nodine Pasture Road, Kent, CT 06757

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected vie...

Listed by Jill Sloane of Brown Harris Stevens

142 Cedar Cliff Road, Greenwich, CT 06878

40

$10,950,000

Price Dropped by $300K

Single Family Home

6 Beds 8 Baths 6,002 SqFt

142 Cedar Cliff Road, Greenwich, CT 06878

Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 le...

Listed by Alison Farn-Leigh of Berkshire Hathaway NE Prop.

66 High Street #56-57, Guilford, CT 06437

40

$5,700,000

Active

Condo

3 Beds 4 Baths 4,236 SqFt

66 High Street #56-57, Guilford, CT 06437

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. Dav...

Listed by Margaret Muir of William Pitt Sotheby's Int'l

34

$8,995,000

Active

Single Family Home

7 Beds 9 Baths 11,494 SqFt

928 West Road, New Canaan, CT 06840

The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Locat...

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

40

$7,250,000

Under Contract

Single Family Home

8 Beds 9 Baths 7,000 SqFt

485 Laurel Road, New Canaan, CT 06840

Welcome to Extown Farm, a stunning 17.5-acre estate that once served as New Canaan's historic farm. This rare property o...

Listed by Chau Ngo of Compass Connecticut, LLC

40

$5,495,000

Under Contract

Single Family Home

5 Beds 8 Baths 8,642 SqFt

794 Oenoke Ridge, New Canaan, CT 06840

Inspired by the grandeur and sculptural decoration of the Gilded Age this home is a celebration of artistic heritage and...

Listed by Hannelore Kaplan of William Raveis Real Estate

4

$7,995,000

Active

Single Family Home

6 Beds 8 Baths 9,460 SqFt

11 Winterset Road, Greenwich, CT 06830

Move in late summer 2025 to this Mid Country New Construction smart home on 2.16 exquisite level acres will be ready for...

Listed by Amanda Bates of Houlihan Lawrence

40

$15,000,000

Active

Single Family Home

5 Beds 7 Baths 3,955 SqFt

50 Compo Mill Cove, Westport, CT 06880

Welcome to The Cove House-a once-in-a-generation waterfront retreat nestled on the secluded Compo Mill Cove, where every...

Listed by Robert Perriello of Century 21 AllPoints Realty

40

$8,950,000

Price Dropped by $500K

Single Family Home

10 Beds 9 Baths 9,483 SqFt

14 Meadow Drive, Greenwich, CT 06831

DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate locate...

Listed by Ryan Hoffman of Houlihan Lawrence

18

$8,995,000

Under Contract

Single Family Home

7 Beds 9 Baths 9,415 SqFt

11 Manitou Court, Westport, CT 06880

Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long...

Listed by Jaclyn Picarillo of Higgins Group Bedford Square

14 Five Mile River Road, Darien, CT 06820

20

$6,670,000

Price Dropped by $100K

Single Family Home

6 Beds 8 Baths 7,580 SqFt

14 Five Mile River Road, Darien, CT 06820

World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stun...

Listed by Jennifer Dasilva Mixer of William Raveis Real Estate

122 Beachside Avenue, Westport, CT 06880

38

$25,000,000

Active

Single Family Home

5 Beds 6 Baths 11,450 SqFt

122 Beachside Avenue, Westport, CT 06880

A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfro...

Listed by Leslie Clarke of Compass Connecticut, LLC

37

$5,899,000

Under Contract

Single Family Home

6 Beds 9 Baths 9,078 SqFt

478 West Road, New Canaan, CT 06840

Nestled on a sprawling 2.09-acre property along the esteemed West Road in New Canaan, CT, 478 West Road is a testament t...

Listed by Rachel Walsh of Compass Connecticut, LLC

5

$6,999,999

Active

Single Family Home

6 Beds 7 Baths 8,400 SqFt

3 Tanglewood Lane, Westport, CT 06880

Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning proper...

Listed by Jim Lanzaro of Compass Connecticut, LLC

$5,980,000

Active

Single Family Home

6 Beds 9 Baths 10,521 SqFt

21 Sturges Commons, Westport, CT 06880

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is we...

Listed by Patricia Shea of Coldwell Banker Realty

40

$5,500,000

Active

Single Family Home

4 Beds 4 Baths 4,636 SqFt

87 Red Coat Road, Westport, CT 06880

MOST UNIQUE HOUSE IN WESTPORT LARGE LOG HOME ON THE RIVER THAT IS STOCKED WITH TROUT. INGROUND GUNITE POOL BEAUTIFUL GRO...

Listed by Rebecca Ellsley of Higgins Group Bedford Square

10 North Beaver Dam Road, Salisbury, CT 06068

39

$7,300,000

Active

Single Family Home

4 Beds 4 Baths 6,216 SqFt

10 North Beaver Dam Road, Salisbury, CT 06068

Clarion Farm is an iconic French Country Estate & Horse Property in Salisbury, CT. It is a serenely private retreat with...

Listed by Elyse Harney Morris of Elyse Harney Real Estate

40

$10,500,000

Active

Single Family Home

7 Beds 7 Baths 6,844 SqFt

102 Melius Road, Warren, CT 06754

Magical in every season, Reverie Farm is now available for sale. Located in Warren, CT, Reverie Farm embraces the histor...

Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

40

$25,500,000

Active

Single Family Home

9 Beds 14 Baths 14,266 SqFt

104 Dans Highway, New Canaan, CT 06840

Welcome to Le Beau Chateau, a grand French-style manor house originally built in 1937 on a 52 acre property restored and...

Listed by Mary Higgins of Brown Harris Stevens

119 Proprietors Crossing, New Canaan, CT 06840

39

$8,688,000

Active

Single Family Home

6 Beds 10 Baths 16,255 SqFt

119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored ...

Listed by Ashlei De Souza of Serhant Connecticut, LLC

138 Properties Available