187 Umpawaug Rd
Redding, CT 06896
- 7 Beds
- 7.5 Baths
- 9,720 sqft (on 47.16 acres)
7 Beds
7.5 Baths
9,720 sqft
(on 47.16 acres)
Local Information
-- mins to
Description
Maple Hill Farm,tucked away on nearly 50 acres in rural Redding, CT is a Gentleman's Farm unlike any other. This unique country estate is both a luxurious retreat and a self-sustaining working farm and is one of the town's most coveted and intriguing properties. At the heart of the estate is the main residence,a multi-faceted country manor blending contemporary style with unrivaled amenities. The owners are dedicated stewards of this exceptional farm, which also features 3 antique guest homes, a state-of-the-art private recording studio and performing arts venue, a working barn, a sugar house, boat house, orchard, fields, old stone walls and a 300-foot stream with multiple waterfalls cascading into a 3-acre pond stocked with largemouth bass and brown trout. Additional amenities include a pig and chicken coop, tennis court, riding ring, ballfield, horse stalls and paddocks. Acres of riding and hiking trails traverse the property's woods and open space. In a nod to Winnie-the-Pooh a local chainsaw artist added a whimsical component to the trails by creating wood carvings of A.A. Milne's beloved characters. Maple Hill Farm, situated an hour from NYC, epitomizes a refined way of life with its verdant setting and unparalleled array of living, farming, entertaining and recreational opportunities. The property is deeply rooted in the highly desirable community of Redding, which takes pride in its past as it looks to its future. Maple Hill Farm...an incomparable residence, a sustainable farm and an idyllic haven from the hustle and bustle of urban life.
187 Umpawaug Rd, Redding, CT 06896 is a 7 bedroom, 9 bathroom, 9,720 sqft single-family home built in 2014. It last sold for $7,095,500 on Sep 27, 2023. It is currently off market. The Trulia Estimate is $8,110,800, with a rent estimate of $6,797/month.
Home Highlights
Parking
No Info
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 187 Umpawaug Rd
|
|---|
Heating & Cooling Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other |
Interior Details AtticNumber of Rooms: 13 |
Fireplace & Spa Hot Tub or Spa |
Levels, Entrance, & Accessibility Floors: Hardwood |
Security Security System |
|
|---|
Exterior Home Features Roof: OtherExterior: OtherPatio |
Pool Pool |
|
|---|
Year Built Year Built: 2014 |
Property Type / Style Property Type: Single Family Home |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 47.16 acres |
|
|---|
Fitness & Sports Tennis Court |
Price History for 187 Umpawaug Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 09/27/2023 | $7,095,500 | Sold | N/A |
| 01/01/2023 | ListingRemoved | Smart MLS #170537259 | |
| 11/21/2022 | $11,000,000 | PriceChange | Smart MLS #170537259 |
| 08/17/2022 | $13,000,000 | Listed For Sale | Smart MLS #170292028 |
| 04/07/2021 | ListingRemoved | William Pitt and Julia B. Fee Sotheby's International Realty | |
| 01/10/2021 | $16,000,000 | PriceChange | Agent Provided |
| 05/15/2020 | $19,000,000 | Listed For Sale | Agent Provided |
| 11/29/2012 | $11,875,000 | Sold | Smart MLS #99004337 |
| 11/19/1994 | $855,000 | Sold | Smart MLS #94011154 |
Market trends in Redding
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
49
20MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $76,468 |
| Assessment | $2,588,640 |
Home facts updated by county records
Comparable Sales for 187 Umpawaug Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.64 | Single-Family Home | $1,600,000 | 11/18/25 | 5 | 3 | 3,407 | |
0.85 | Single-Family Home | $1,585,000 | 05/27/26 | 4 | 3.5 | 4,548 | |
0.49 | Single-Family Home | $800,000 | 06/23/26 | 4 | 2.5 | 3,092 | |
0.67 | Single-Family Home | $1,199,000 | 07/16/25 | 4 | 3.5 | 3,045 | |
0.25 | Single-Family Home | $785,000 | 05/26/26 | 3 | 2 | 1,610 | |
0.45 | Single-Family Home | $725,000 | 11/05/25 | 4 | 2 | 3,024 | |
0.77 | Single-Family Home | $725,000 | 07/24/25 | 5 | 3.5 | 3,786 | |
0.87 | Single-Family Home | $1,335,000 | 05/28/26 | 4 | 4 | 4,548 | |
0.81 | Single-Family Home | $1,245,000 | 11/05/25 | 4 | 3 | 4,020 | |
0.81 | Single-Family Home | $725,000 | 07/28/25 | 5 | 3.5 | 3,786 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 187 Umpawaug Rd.
What Locals Say about Redding
At least 41 Trulia users voted on each feature.
96 % Say there's wildlife
91 % Say parking is easy
88 % Say car is needed
87 % Say there's holiday spirit
86 % Say it's dog friendly
84 % Say it's quiet
76 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
63 % Say there are community events
59 % Say people would walk alone at night
42 % Say kids play outside
33 % Say it's walkable to restaurants
12 % Say it's walkable to grocery stores
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections