Real Estate Agent in Connecticut and Western Massachusetts

37 Giles Hill Road
Redding, Connecticut

Single Family For Sale

5

Bedrooms

3 (full) / 1 (half)

Bathrooms

6,101

Sq Ft

$ 1,795,000

Price

37 Giles Hill Road
Redding, Connecticut

Redding, Connecticut

Description:

More than a home, this soulful country estate is a living, breathing sanctuary-a place to reconnect with nature, beauty, and what matters most. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition with split rail fencing, over a dozen stone walls, charming front porch, rolling lawn, plus mature flowering trees/gardens. Set back from the road on nearly 5 private acres along one of Redding's most scenic stretches, this exceptional estate offers a rare blend of timeless elegance, modern comfort, and bucolic privacy. Inside, over 6,000 sf of beautifully updated living space unfolds. The soaring great room and chef's kitchen-anchored by double islands, Viking and Sub-Zero appliances-form the true heart of the home. An inviting double fireplace opens to both the kitchen & living room. Five spacious bedrooms offer comfort & privacy, including a serene primary suite with vaulted ceilings & peaceful views. A finished 3rd floor adds flexibility for guests or creative pursuits. Above the detached 3 car garage, a private studio/gym offers endless possibilities for wellness, work, or quiet retreat. Step outside and you're immersed in nature: terraced gardens, a saltwater pool, sport court, and a two-tiered mahogany deck with sunset views over rolling ridgelines and neighboring horse farms. The landscape has been intentionally planted with native, pollinator-friendly species, welcoming butterflies, hummingbirds, and songbirds. Truly special.

Listing Courtesy of William Pitt Sotheby's Int'l

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

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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
Alison Malkin
Shaissa Acosta

Realtor®

860-249-1641

Email

Acres : 4.57
Appliances Included : Gas Range, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Attic : Heated, Finished, Floored, Walk-up
Basement : Full, Storage, Fully Finished, Interior Access
Full Baths : 3
Half Baths : 1
Baths Total : 4
Beds Total : 5
City : Redding
Cooling : Central Air, Zoned
County : Fairfield
Elementary School : Redding
Fireplaces : 2
Foundation : Concrete
Fuel Tank Location : In Basement
Garage Parking : Detached Garage
Garage Slots : 3
Description : Fence - Wood, Fence - Stone, Level Lot, Professionally Landscaped, Rolling
Middle School : John Read
Neighborhood : N/A
Parcel : 269202
Pool Description : In Ground Pool
Postal Code : 06896
Roof : Asphalt Shingle
Additional Room Information : Foyer, Gym, Laundry Room, Mud Room
Sewage System : Septic
SgFt Description : As measured
Total SqFt : 6101
Tax Year : July 2025-June 2026
Total Rooms : 13
Watersource : Private Well
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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