2787 Redding Rd

4,060 Sq. Ft.
$493 / Sq. Ft.
4,060
Sq. Ft.
$493
per Sq. Ft.

Description

Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room and formal dining room each feature their own fireplace and are enhanced by exquisite custom millwork,...Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room and formal dining room each feature their own fireplace and are enhanced by exquisite custom millwork, creating a warm and inviting ambiance ideal for entertaining. A Chef's kitchen outfitted with stainless appliances, quartz countertops, custom cabinets and a vaulted ceiling seamlessly adjoins the generous family room with yet another fireplace, perfect for relaxed gatherings. The private primary suite is a serene retreat boasting dual baths, its own fireplace and walls of closet space. A second en-suite bedroom provides opportunity for an office, sitting room or gym. In addition, a separate wing offers two more spacious bedrooms ideal for extended family, guests, or flexible use. Step outside to an expansive covered veranda overlooking sweeping, manicured grounds - an ideal setting for outdoor living and entertaining. And, so many uses for a guest cottage with its own entrance.. This home has it all: 10'+ ceilings, 4 fireplaces, his and her baths, tons of closets, hardwood floors throughout, an enormous basement, and 4 garage bays. Not to be missed - move in and enjoy!
  1. Listed by Kathy FitzSimons • William Pitt Sotheby's Int'l
    P: (203)-520-8056 C: (203)-520-8056 kfitzsimons@williampitt.com

Property Details for 2787 Redding Road

Basement Description
Full, Unfinished, Storage
Direct Waterfront
No
Garages Number
4
Neighborhood
Greenfield Hill
Style
Ranch
Garage Parking Info
Attached Garage, Detached Garage
Swimming Pool
No
LISTING CLOSED: 08/18/2025 12:00 AM

Property Details for 2787 Redding Road

StatusClosed
MLS #24103411
Days on Market54
Taxes$19,323 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1989
Lot Size2.06 AC / 89,733 SF
CountyFairfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Kathy FitzSimons

Sold By Houlihan Lawrence, Zef Vataj

Add your commute

Building Information for 2787 Redding Road

Stories-Year Built1989Building Size-Lot Size2.06 AC / 89,733 SF

Payment Calculator

$11,576 per month

30 year fixed, 6.36% Interest

Principal and Interest

$9,966

Property Taxes

$1,610

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 2787 Redding Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Cross Highway to Redding Road just past Brett
  • Elementary School: Burr
  • Flood Zone: No
  • High School: Fairfield Warde
  • Latitude: 41.196026
  • Longitude: -73.31118
  • Middle Jr High School: Tomlinson
  • Neighborhood Amenities: Golf Course, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,323
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Freezer, Dishwasher, Disposal
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Foyer, Laundry Room, Staff Quarters
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: 9 ft+ Ceilings,Marble Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 5
  • Listing Key: 375415262F141B1CE063E201100ABFD0
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 6
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Built-In Hutch,Quartz Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 7
  • Room Entry Order: 5
  • Room Features: Bay/Bow Window,Dressing Room,Fireplace,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 8
  • Room Entry Order: 6
  • Room Features: Double-Sink,Dressing Room,Stall Shower,Whirlpool Tub,Walk-In Closet,Marble Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 9
  • Listing Key: 375415262F141B1CE063E201100ABFD0
  • Room Entry Order: 7
  • Room Features: Dressing Room,Full Bath,Stall Shower,Walk-In Closet,Marble Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 8
  • Room Features: 9 ft+ Ceilings,Full Bath
  • Room Level: Main
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Brick
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1989
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Per public records
Lot Information
  • Lot Description: Some Wetlands, Treed
  • Parcel Number: 133069
  • Sq Ft Est Heated Above Grade: 4060.0
  • Sq Ft Total: 4060.0
  • Zoning: AAA
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2787 Redding Road

DateEvent & SourcePriceAppreciation
Aug 13, 2025

Closed (Public Record)

Public Record #1911643242

$2,000,000

+5.7% / yr

Oct 11, 2023

Closed (Public Record)

Public Record #1520705542

$1,805,000

+204.7% / yr

Nov 5, 2010

Closed (Public Record)

Public Record #327038874

$1—
DateEvent & SourcePrice
08/13/2025

Closed (Public Record)

Public Record #1911643242

$2,000,000

+5.7% / yr

10/11/2023

Closed (Public Record)

Public Record #1520705542

$1,805,000

+204.7% / yr

11/05/2010

Closed (Public Record)

Public Record #327038874

$1

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2787 Redding Road

Taxable ValueLand$299,530Additions$381,080Total$680,610
Tax Record2024$19,323 ($1,610 / month)
Home Facts
Lot Size89,734 SqFtStyleMulti-Family Dwelling (2-4)ZoningAAACountyGREATER BRIDGEPORTAPNFFLD M:218 B:22

Schools near 2787 Redding Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Burr Elementary School
PublicK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...

Similar Homes

Nearby off-market homes

AddressSold priceBedsBathsSqftLot AC
$342,500
3
–
0
–
4
2,031
2.03
$1,950,000
5
4,258
1.5
$1,250,000
4
5,208
2.47
$30,000
–
–
–
2.62

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Kathy FitzSimons

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.