Real Estate Agent in Connecticut and Western Massachusetts

25 Whispering Hollow Court
Cheshire, Connecticut

Single Family For Sale

6

Bedrooms

5 (full) / 2 (half)

Bathrooms

10,485

Sq Ft

$ 1,748,600

Price

25 Whispering Hollow Court
Cheshire, Connecticut

Cheshire, Connecticut

Description:

Welcome to The Cheshire Estate on Whispering Hollow Court. Set on a private 1.84-acre lot in an intimate enclave of homes on a cul-de-sac, this modern brick Colonial offers over 10,000 sf of living space across three levels - a rare opportunity to live comfortably and entertain often. The two-story great room anchors the main level, with French doors opening to the patio, outdoor kitchen, and pool for effortless indoor/outdoor entertaining - enjoy quiet mornings by the water and evenings out back to socialize. The main level also features the primary suite, complete with a private sitting room and fireplace - a true retreat at the end of the day - along with a sunroom and a wood-paneled study. The finished lower level adds a home gym and an indoor basketball court, convertible to a squash or racquetball court, so game nights and workouts happen without ever leaving home. Adding rare flexibility, a semi-private au pair apartment (approx. 40' x 22') includes its own kitchen, full bath, living room, and bedroom - ideal for extended family, live-in help, or guests who want their own space to come and go as they please. This isn't just a home - it's a lifestyle built around space, privacy, and the freedom to live exactly how you want.

Listing Courtesy of William Raveis Real Estate

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

Email
Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

Email
Alison Malkin
Jim Murkette

Realtor®

860-539-5009

Email
Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email

Acres : 1.84
Appliances Included : Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher
Attic : Storage Space, Floored, Walk-up
Basement : Partial, Heated, Cooled, Interior Access, Walk-out, Liveable Space
Full Baths : 5
Half Baths : 2
Baths Total : 7
Beds Total : 6
City : Cheshire
Cooling : Central Air
County : New Haven
Elementary School : Per Board of Ed
Fireplaces : 4
Foundation : Concrete
Fuel Tank Location : In Basement
Garage Parking : Attached Garage, Paved, Driveway
Garage Slots : 3
Description : Treed, Level Lot, On Cul-De-Sac
Neighborhood : N/A
Parcel : 2341051
Total Parking Spaces : 8
Pool Description : Heated, Pool House, Safety Fence, Salt Water, In Ground Pool
Postal Code : 06410
Roof : Asphalt Shingle
Additional Room Information : Bonus Room, Exercise Room, Foyer, Gym, Laundry Room, Sitting Room
Sewage System : Septic
SgFt Description : 7675 + 2810 in partially finished basement with walkout = 10, 485
Total SqFt : 10485
Tax Year : July 2026-June 2027
Total Rooms : 17
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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