Mary Phelps
William Pitt Sotheby's Int'l
(845) 581-8315
106 Total Sales
12 in Redding
$575K - $1.9M Price Range
4 Longwood Dr Redding, CT 06896
Redding AreaEstimated Value: $2,422,749
7
Beds
7
Baths
10,197
Sq Ft
$238/Sq Ft
Est. Value
Highlights
- Wine Cellar
- Pool House
- Open Floorplan
- Redding Elementary School Rated A
- 3.75 Acre Lot
- Cape Cod Architecture
About This Home
As of July 2025Welcome to 4 Longwood Drive, a quintessential New England retreat set on 3.75 serene acres of amenity filled living spaces. This exquisite property provides an idyllic lifestyle amidst natural beauty, making it a perfect haven for families and individuals seeking comfort, elegance, and tranquility. The stone and shingle exterior of this elegant, custom-designed colonial residence was influenced by the former dean of the Yale School of Architecture, Robert A. Stern and presents an unparalleled blend of sophistication and warmth, designed to cater to the most discerning homeowners. Step inside and relax within a recently updated and expansive open concept living space including a luxurious first-floor primary suite with a spa-like ensuite bathroom with a soaking tub, dual vanities, a separate shower, a dedicated sitting room, and a private home office with built-in cabinetry, providing the perfect environment for remote work. The heart of the home features a gourmet kitchen with a large center island perfect for meal preparation and entertainment, ample cabinet space, a butler pantry, and a cozy sunlit breakfast nook overlooking the private backyard.
Last Agent to Sell the Property
William Raveis Real Estate License #RES.0783899 Listed on: 02/01/2025
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $37,374
Year Built
- Built in 2000
Lot Details
- 3.75 Acre Lot
- Garden
- Property is zoned R-2
Home Design
- Cape Cod Architecture
- Colonial Architecture
- Concrete Foundation
- Stone Frame
- Frame Construction
- Asphalt Shingled Roof
- Cedar Siding
- Shake Siding
- Stone Siding
- Stone
Interior Spaces
- Open Floorplan
- Built In Speakers
- Sound System
- 2 Fireplaces
- Thermal Windows
- French Doors
- Mud Room
- Entrance Foyer
- Wine Cellar
- Sitting Room
- Bonus Room
- Home Gym
Kitchen
- Gas Cooktop
- Range Hood
- Microwave
- Ice Maker
- Dishwasher
- Smart Appliances
Bedrooms and Bathrooms
- 7 Bedrooms
Laundry
- Laundry Room
- Laundry on main level
- Electric Dryer
- Washer
Attic
- Storage In Attic
- Pull Down Stairs to Attic
- Unfinished Attic
Finished Basement
- Heated Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Storage
Home Security
- Home Security System
- Smart Lights or Controls
- Smart Locks
- Smart Thermostat
Parking
- 3 Car Garage
- Automatic Garage Door Opener
Eco-Friendly Details
- Energy-Efficient Lighting
- Pre-Wired For Photovoltaic Solar
Pool
- Pool House
- Cabana
- Heated In Ground Pool
- Spa
- Gunite Pool
- Pool has a Solar Cover
Outdoor Features
- Balcony
- Patio
- Gazebo
- Outdoor Grill
- Rain Gutters
Location
- Property is near golf course
Utilities
- Forced Air Zoned Heating and Cooling System
- Heating System Uses Oil
- Radiant Heating System
- Well
- Oil Water Heater
- Fuel Tank Located in Basement
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 269525
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 1, 2025
Closed on
Jul 25, 2025
Sold by
Gregory S Young Ret and Young
Bought by
Seller's Agent
Jeffrey Kaplan
William Raveis Real Estate
Buyer's Agent
Kathleen Usherwood
Compass Connecticut, LLC
List Price
$2,499,000
Sold Price
$2,600,000
Premium/Discount to List
$101,000
4.04%
Views
104
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$177,251
Avg. Annual Appreciation
-6.01%
Original Mortgage
$2,685,800
Interest Rate
6.81%
Mortgage Type
New Conventional
Purchase Details
Closed on
Mar 22, 2010
Sold by
Young Gregory S
Bought by
Gregory S Young Ret and Young
Purchase Details
Closed on
Nov 30, 1998
Sold by
20 Gallows Hill Llc
Bought by
Young Laura A
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Redding, CT
-
Mary Phelps
-
Libby Tritschler
Libby Tritschler
William Raveis Real Estate
(475) 265-5081
110 Total Sales
3 in Redding
$418K - $565K Price Range
-
Joe Scozzafava
Joe Scozzafava
Responds QuicklyWilliam Raveis Real Estate
(475) 258-8634
35 Total Sales
2 in Redding
$975K - $1.9M Price Range
-
Toni Riordan
Toni Riordan
Berkshire Hathaway NE Prop.
(475) 252-9530
81 Total Sales
1 in Redding
$1,600,000 Price
-
Cathy Lynch
Cathy Lynch
Coldwell Banker Realty
(475) 241-0593
197 Total Sales
1 in Redding
$1,900,000 Price
-
Deb Lombardo
Deb Lombardo
Coldwell Banker Realty
(475) 271-1086
36 Total Sales
1 in Redding
$683,750 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $2,600,000 | -- | ||
| Gregory S Young Ret | -- | -- | |
| Young Laura A | $270,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $2,750,433 | ||
| Closed | Natal Jason | $2,685,800 | |
| Previous Owner | Young Laura | $1,650,000 | |
| Previous Owner | Young Laura | $110,000 | |
| Previous Owner | Young Laura A | $1,265,000 | |
| Previous Owner | Young Laura A | $800,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/25/2025 07/25/25 | Sold | $2,600,000 | +4.0% | $255 / Sq Ft |
| 03/18/2025 03/18/25 | Pending | -- | -- | -- |
| 02/01/2025 02/01/25 | For Sale | $2,499,000 | 0.0% | $245 / Sq Ft |
| 10/28/2016 10/28/16 | Rented | $7,250 | -3.3% | -- |
| 09/28/2016 09/28/16 | Under Contract | -- | -- | -- |
| 07/23/2016 07/23/16 | For Rent | $7,500 | -- | -- |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $37,374 | $1,265,200 | $205,900 | $1,059,300 |
| 2024 | $36,337 | $1,265,200 | $205,900 | $1,059,300 |
| 2023 | $35,033 | $1,265,200 | $205,900 | $1,059,300 |
| 2022 | $37,918 | $1,137,300 | $220,500 | $916,800 |
| 2021 | $37,349 | $1,137,300 | $220,500 | $916,800 |
| 2020 | $37,349 | $1,137,300 | $220,500 | $916,800 |
| 2019 | $37,349 | $1,137,300 | $220,500 | $916,800 |
| 2018 | $36,075 | $1,137,300 | $220,500 | $916,800 |
| 2017 | $35,568 | $1,200,800 | $263,400 | $937,400 |
| 2016 | $35,111 | $1,200,800 | $263,400 | $937,400 |
| 2015 | $34,715 | $1,200,800 | $263,400 | $937,400 |
| 2014 | $34,715 | $1,200,800 | $263,400 | $937,400 |
Source: Public Records
Agents Affiliated with this Home
-
Jeffrey Kaplan
JK
Seller's Agent in 2025
Jeffrey Kaplan
William Raveis Real Estate
(203) 505-3375
16 Total Sales
-
Kathleen Usherwood
Buyer's Agent in 2025
Kathleen Usherwood
Compass Connecticut, LLC
(917) 488-7870
52 Total Sales
-
Lisa Pompeo
Seller's Agent in 2016
Lisa Pompeo
William Pitt
(203) 240-2937
26 Total Sales
-
MM
Buyer's Agent in 2016
M Arthur Meyer
Coldwell Banker Realty
Map
Source: SmartMLS
MLS Number: 24072075
APN: REDD-000014-000000-000013
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Nearby Homes
- 2 Longwood Dr
- 9 Deacon Abbott Ln S
- 162 Lonetown Rd
- 28 Winding Brook Ln
- 22 Deacon Abbott Ln S
- 33 Old Stagecoach Rd
- 24 Costa Ln
- 22 Great Pasture Rd
- 16 Shady Ln
- 380 Black Rock Turnpike
- 5 Dry River Ct
- 123 Cross Hwy
- 451 Newtown Turnpike
- 471 Newtown Turnpike
- 268 Umpawaug Rd
- 24 Mark Twain Ln
- 206 Umpawaug Rd
- 31 Granite Ridge Rd
- 286 Black Rock Turnpike
- 148-B Putnam Park Rd
Your Personal Tour Guide
Ask me questions while you tour the home.