$1,995,000

2 Longwood Dr Redding, CT 06896

Estimated payment $13,422/month

Total Views 516
4 Beds
4.5 Baths
6,259 Sq Ft
$319 Price per Sq Ft

Highlights

  • Popular Property
  • Sub-Zero Refrigerator
  • Colonial Architecture
  • Redding Elementary School Rated A
  • Open Floorplan
  • Attic

About This Home

*Quintessential New England Retreat in Redding, CT* Welcome to 2 Longwood Drive, an exquisite property providing an idyllic lifestyle amidst natural beauty. This custom-built colonial residence has been meticulously cared for by its sole owner and features 6,259 sq. ft. of open concept living on 2.72 private, landscaped acres, offering the perfect blend of timeless charm and modern luxury. A dramatic entryway with a stunning covered stone patio and central foyer welcomes you into the expansive first-level with 9-foot ceilings, hardwood floors throughout, and light-filled living spaces designed for both relaxation and entertaining. The heart of the home is the updated gourmet kitchen, featuring a Sub-Zero oversized refrigerator/freezer, Thermidor double ovens, a 6-burner Wolf gas cooktop, custom cabinetry, a large center island, and a butler's pantry. A wet bar with a wine refrigerator, ice maker, and sink complements the space, while a cozy sunlit breakfast nook overlooks the serene backyard. The kitchen flows seamlessly into a spacious family room with a gas fireplace. A formal dining room, private office with custom built-ins, and a large mudroom with 3 entrances from the garage, front stone walkway, and rear patio complete the first-level.

Listing Agent

Jeffrey Kaplan

William Raveis Real Estate License #RES.0783899 Listed on: 08/18/2025

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $30,618

Year Built

  • Built in 1998

Lot Details

  • 2.72 Acre Lot
  • Stone Wall
  • Garden
  • Property is zoned R-2

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding

Interior Spaces

  • 6,259 Sq Ft Home
  • Open Floorplan
  • Central Vacuum
  • Ceiling Fan
  • 1 Fireplace
  • Thermal Windows
  • French Doors
  • Concrete Flooring

Kitchen

  • Gas Cooktop
  • Range Hood
  • Microwave
  • Sub-Zero Refrigerator
  • Ice Maker
  • Dishwasher
  • Wine Cooler
  • Smart Appliances
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry on upper level
  • Electric Dryer
  • Washer

Attic

  • Unfinished Attic
  • Attic or Crawl Hatchway Insulated

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Crawl Space
  • Basement Storage

Home Security

  • Home Security System
  • Smart Lights or Controls
  • Smart Locks
  • Smart Thermostat

Parking

  • 3 Car Garage
  • Automatic Garage Door Opener

Outdoor Features

  • Covered Deck
  • Patio
  • Exterior Lighting

Utilities

  • Zoned Heating and Cooling
  • Heating System Uses Oil
  • Power Generator
  • Private Company Owned Well
  • Oil Water Heater
  • Fuel Tank Located in Basement
  • Cable TV Available

Additional Features

  • Modified Wall Outlets
  • Energy-Efficient Lighting
  • Property is near a golf course

Listing and Financial Details

  • Assessor Parcel Number 269523

Home Details

Home Type

Single Family

Est. Annual Taxes

$30,618

Year Built

Built in 1998

Lot Details

0

Listing Details

  • Neighborhood: Gallows Hill
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 6259
  • Total Sq Ft: 6259
  • Year Built: 1998
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Library, Medical Facilities, Paddle Tennis, Public Rec Facilities, Tennis Courts
  • In Law Access: SECND,UPPER
  • Remarks Public Addendum: The second-level primary suite offers the rare luxury of two full bathrooms, joined by three additional bedrooms, a large recreation room, and laundry room with a sink. The residence was thoughtfully constructed with a 5-bedroom septic system, allowing the dramatic third-level bonus room to be used as a 5th bedroom/in-law suite, with two large closets, multiple cozy window alcoves, and a private bathroom featuring a steam shower - ideal for quiet relaxation. This stately home includes a 2,298 sq. ft. unfinished lower-level, providing abundant storage or the opportunity to create customized living, fitness, or entertainment spaces. Outdoor living is equally impressive, with two stone patios surrounded by mature flowering trees, lush plantings, and classic New England stone walls. The expansive yard provides plenty of room to add a pool, enhancing the property's resort-like appeal. A three-car garage, whole-home generator, and refined attention to detail elevate this residence into a true Redding sanctuary. Enjoy golf, tennis, paddle, pickle-ball, swimming and fine dining at the nearby Redding Country Club (membership required), or walk to the nearby Redding Elementary School and Community Center for free pickleball, tennis, and summer concerts at the Town Green.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: Gallows Hill Road to Longwood Drive. Drive around cul-de-sac to enter private drive. 2nd home on right. Park in driveway by garage. There is no "for sale" sign on property.
  • In Law Apartment: Possible
  • Living Area Sq Ft Per Public Record: 6259
  • Street Type: Drive
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Unfinished, Crawl Space, Access Via Hatch
  • Basement Description: Full, Unfinished, Storage, Interior Access, Concrete Floor
  • Interior Amenities: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Open Floor Plan, Security System
  • Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
  • Laundry Room Location: 2nd floor hallway.
  • Laundry Room Info: Upper Level
  • Attic: Yes
  • Home Automation: Appliances, Electric Outlet(s), Lighting, Lock(s), Security System, Thermostat(s)
  • Street Number Modifier: 2

Exterior Features

  • Exterior Features: Garden Area, Lighting, Covered Deck, Stone Wall, French Doors, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Upright Tank
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Green Features

  • Energy Features: Generator, Thermopane Windows

Lot Info

  • Acres: 2.72
  • Lot Description: Secluded Lightly Wooded Dry Sloping Lot On Cul-De-Sac Professionally Landscaped
  • Flood Zone: No
  • Zoning: R-2
  • Parcel #: 269523

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 30618
  • Total Assessed Value: 1036500
  • Mil Rate Total: 29.54

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

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 $30,618 $1,036,500 $191,800 $844,700
2024 $29,768 $1,036,500 $191,800 $844,700
2023 $29,808 $1,076,500 $191,800 $884,700
2022 $29,686 $890,400 $206,400 $684,000
2021 $4,610 $914,800 $206,400 $708,400
2020 $30,042 $914,800 $206,400 $708,400
2019 $5,783 $914,800 $206,400 $708,400
2018 $29,017 $914,800 $206,400 $708,400
2017 $29,042 $980,500 $246,600 $733,900
2016 $28,670 $980,500 $246,600 $733,900
2015 $28,346 $980,500 $246,600 $733,900
2014 $28,346 $980,500 $246,600 $733,900
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/22/2025 08/22/25 For Sale $1,995,000 -- $319 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $840,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $550,800 Stand Alone Refi Refinance Of Original Loan
Closed $640,000 No Value Available
Closed $649,900 No Value Available
Closed $650,000 Unknown
Source: Public Records

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Source: SmartMLS

MLS Number: 24116027

SmartMLS

APN: REDD-000014-000000-000089