$2,270,000
SOLD MAY 29, 2025

2031 Redding Rd Fairfield, CT 06824

Greenfield Hill Neighborhood
7 Beds
6 Baths
5,291 Sq Ft
2 Acres

Recently Sold

$429 Per Sq Ft

1% Below List Price

102 Days on Market

Highlights

  • Guest House
  • Barn
  • Heated In Ground Pool
  • Burr Elementary School Rated A
  • Greenhouse
  • Colonial Architecture

About This Home

As of May 2025

Wonderful lifestyle opportunity to own a curated estate property nestled on over two picturesque acres in scenic Greenfield Hill. This beautifully restored antique home boasts spacious rooms with original, meticulously restored wide plank wood floors. A standout feature is the spectacular room with brick flooring and an oversized fireplace, leading to a working climatized greenhouse. The property includes several outbuildings: a legal two-story guest house with fireplace & laundry, a large renovated barn offering endless possibilities, and a garage with a bonus room. The breathtaking grounds feature a sweeping meadow adorned with stone walls, mature plantings, an expansive stone terrace, and a luxurious gunite pool and spa, creating an exceptional space for outdoor living. This home has been impeccably restored and renovated, with no expense spared in securing talented craftsmen and selecting carefully selected finishes and materials. Original elements such as hand-hewn wide board wood floors, exposed beams, bay windows with window seats, custom built-ins, and four wood burning fireplaces add wonderful ambiance. Located just two miles from the charming Greenfield Hill center with specialty shops, restaurants, and Pilates studio. This property is minutes away from the Metro North train, vibrant Fairfield center, Southport Village & Harbor. Enjoy easy access to beaches, golf & tennis. Waterfront community offering historic charm, dining, shopping & arts, just 50 miles from NYC.

Last Agent to Sell the Property

Katie O'Grady

Compass Connecticut, LLC License #RES.0764194 Listed on: 12/16/2024

Compass Connecticut, LLC

Co-Listed By

Gina Hackett

Compass Connecticut, LLC License #RES.0792250

Compass Connecticut, LLC

Last Buyer's Agent

Gina Hackett

Compass Connecticut, LLC License #RES.0792250

Compass Connecticut, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $17,186

Year Built

  • Built in 1810

Lot Details

  • 2 Acre Lot
  • Property is zoned AAA

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Antique Architecture
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding
  • Masonry

Interior Spaces

  • 5,291 Sq Ft Home
  • 4 Fireplaces
  • Entrance Foyer
  • Sitting Room
  • Bonus Room
  • Workshop

Kitchen

  • Gas Range
  • Range Hood
  • Dishwasher

Bedrooms and Bathrooms

  • 7 Bedrooms
  • 6 Full Bathrooms

Laundry

  • Laundry in Mud Room
  • Laundry on lower level

Attic

  • Storage In Attic
  • Pull Down Stairs to Attic

Unfinished Basement

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

Pool

  • Heated In Ground Pool
  • Gunite Pool

Outdoor Features

  • Patio
  • Greenhouse

Schools

  • Burr Elementary School
  • Tomlinson Middle School
  • Fairfield Warde High School

Utilities

  • Central Air
  • Hot Water Heating System
  • Heating System Uses Oil
  • Hot Water Circulator
  • Fuel Tank Located in Basement

Additional Features

  • Guest House
  • Property is near a golf course
  • Barn

Listing and Financial Details

  • Exclusions: Shelving in the blue bedroom at the end of the house, antique chandelier in family room with the brick floor.
  • Assessor Parcel Number 133096

Home Details

Home Type

Single Family

Est. Annual Taxes

$17,186

Year Built

Built in 1810

Lot Details

0

Listing Details

  • Neighborhood: Greenfield Hill
  • Property Type: Single Family For Sale
  • Style: Colonial, Antique
  • Sq Ft Est Heated Above Grade: 5291
  • Total Sq Ft: 5291
  • Year Built: 1810
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Paddle Tennis, Tennis Courts
  • In Law Access: DETCH,ENTRY
  • Remarks Public Addendum: This home includes a legal guest cottage and incredible 1290 sf barn, as well as a detached, two-car garage with an attached bonus room. All rooms in the listing marked "OTHER" are pertaining to the guest cottage.
  • Exclusions: Shelving in the blue bedroom at the end of the house, antique chandelier in family room with the brick floor.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Use GPS. Hulls Farm, Cross Highway or Westport Rd. to Redding Rd..
  • Financing Used: Conventional Fixed
  • In Law Apartment: Yes
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 7
  • Total Bathrooms: 6
  • Full Bathrooms: 6
  • Fireplaces: 4
  • Attic Description: Storage Space, Pull-Down Stairs
  • Basement Description: Full, Unfinished, Storage, Interior Access
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher
  • Additional Rooms: Bonus Room, Foyer, Greenhouse, Mud Room, Sitting Room, Workshop
  • Laundry Room Location: Additional Guest House Laundry
  • Laundry Room Info: Lower Level
  • Attic: Yes
  • Street Number Modifier: 2031
  • Other SqFt Description: Includes 4,535 sf Main House & 756 sf Guest House

Exterior Features

  • Exterior Features: Barn, Guest House, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Masonry
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Gunite, Heated, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Detached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Domestic
  • Water Source: Public Water Connected
  • Sewer: Septic

Schools

  • Elementary School: Burr
  • Middle School: Tomlinson
  • High School: Fairfield Warde

Lot Info

  • Acres: 2
  • Lot Description: Dry Level Lot Cleared
  • Zoning: AAA
  • Property Info: Horse Property
  • Parcel #: 133096

Tax Info

  • Tax Year: July 2024-June 2025
  • Property Tax: 17186
  • Total Assessed Value: 616000
  • Mil Rate Total: 27.9

MLS Schools

  • Elementary School: Burr
  • Middle Jr High School: Tomlinson
  • High School: Fairfield Warde

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Dec 16, 2024
Closed on
May 29, 2025
Sold by
Koulouras Jason and Stavrolakes Georgiana G
Bought by
Mountain Julie and Levitt Ellen
Seller's Agent
Katie O'Grady
Compass Connecticut, LLC
Buyer's Agent
Gina Hackett
Compass Connecticut, LLC
List Price
$2,295,000
Sold Price
$2,270,000
Premium/Discount to List
-$25,000
-1.09%
Views
111

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-74.50%
Original Mortgage
$800,000
Outstanding Balance
$800,000
Interest Rate
6.83%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
$1,262,949

Purchase Details

Listed on
Mar 7, 2019
Closed on
Apr 21, 2020
Sold by
Naomi A Gill 2006 T
Bought by
Koulouras Jason and Stavrolakes Georgiana G
Seller's Agent
Catherine Fingelly Granneberg
Higgins Group Real Estate
Buyer's Agent
Rudy Pierre
YellowBrick Real Estate LLC
List Price
$949,900
Sold Price
$762,500
Premium/Discount to List
-$187,400
-19.73%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
23.85%
Original Mortgage
$686,250
Interest Rate
3.3%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Listed on
Mar 7, 2019
Closed on
Mar 21, 2020
Sold by
Gill Alan J
Bought by
Koulouras Jason and Stavrolakes Georgiana G
Seller's Agent
Catherine Fingelly Granneberg
Higgins Group Real Estate
Buyer's Agent
Rudy Pierre
YellowBrick Real Estate LLC
List Price
$949,900
Sold Price
$762,500
Premium/Discount to List
-$187,400
-19.73%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$686,250
Interest Rate
3.3%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Feb 17, 1978
Bought by
Gill Alan J and Gill Naomi A
Source: Public Records

Similar Homes in the area

  • 125 Brett Ln, Fairfield, CT 06824

    $2,595,000

    • 7 Beds
    • 6 Baths
    • 7,843 Sq Ft
    • 125 Brett Ln
    • Fairfield, CT

    Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Go into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens

    Linna Yuen Coldwell Banker Realty

    Section Image
  • 3010 Redding Rd, Fairfield, CT 06824

    $2,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft
    • 3010 Redding Rd
    • Fairfield, CT

    Perched at the end of a private, tree-lined drive, this grand 5/6 bedroom, 5 full and 1 half bathroom, Georgian-style home seamlessly blends form and function. Designed to highlight the property's exquisite natural beauty, each room looks out onto lush, professionally landscaped lawns, gardens, & mature trees. Sunrises and sunsets are stunning. In every room, out every window are the most

    Terry Keegan Fairfield County Real Estate

    Section Image
  • 342 Midlock Rd, Fairfield, CT 06824

    $2,799,000

    • 5 Beds
    • 6.5 Baths
    • 7,269 Sq Ft
    • 342 Midlock Rd
    • Fairfield, CT

    Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

    Ken Osborn Higgins Group Bedford Square

    Section Image
  • 124 Princess Pine Ln, Fairfield, CT 06824

    $2,195,000

    • 5 Beds
    • 7 Baths
    • 6,127 Sq Ft
    • 124 Princess Pine Ln
    • Fairfield, CT

    Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

    Elizabeth Tritschler William Raveis Real Estate

    Section Image
  • 32 Middlebrook Dr, Fairfield, CT 06824

    $1,795,000

    • 6 Beds
    • 5.5 Baths
    • 5,109 Sq Ft
    • 32 Middlebrook Dr
    • Fairfield, CT

    Nantucket-style Colonial located on a quiet side street in Fairfield's desirable University area. This better than new construction 6-bedroom 5.5 bathroom home spans nearly 5,000 sq ft across 4 finished levels blending timeless architecture w/today's most beautiful design elements. The main level features 9' ceilings, natural hardwood floors & exceptional millwork throughout. A gracious entryway

    Kate Cacciatore William Raveis Real Estate

    Section Image
  • 59 Thornhill Rd, Fairfield, CT 06824

    $2,300,000

    • 6 Beds
    • 5.5 Baths
    • 5,256 Sq Ft
    • 59 Thornhill Rd
    • Fairfield, CT

    Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating

    Julie Vanderblue Higgins Group Real Estate

    Section Image
  • 706 Judd St, Fairfield, CT 06824

    $1,849,000

    • 5 Beds
    • 6 Baths
    • 4,150 Sq Ft
    • 706 Judd St
    • Fairfield, CT

    Admire craftsmanship & elegance in this beautiful, custom New Construction home boasting sophisticated & timeless design in the coveted University area of Fairfield. Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout

    Melissa Montagno Higgins Group Real Estate

    Section Image
  • 45 Robin Cir, Fairfield, CT 06824

    $2,049,000

    • 6 Beds
    • 5.5 Baths
    • 3,847 Sq Ft
    • 45 Robin Cir
    • Fairfield, CT

    Welcome to the epitome of luxury living. A stunning new construction masterpiece nestled in the prestigious enclave of Fairfield's University Neighborhood by local, multi HOBI Award-Winning builder, DeLaurentis Developments. This architectural marvel boasts exquisite craftsmanship, unparalleled attention to detail, & an array of features that redefine modern elegance. Spanning 3,847 sq. ft. this

    Jennifer DeLaurentis Compass Connecticut, LLC

    Section Image
  • 91 Open Gate Ln, Southport, CT 06890

    $1,700,000

    • 5 Beds
    • 5.5 Baths
    • 4,709 Sq Ft
    • 91 Open Gate Ln
    • Southport, CT

    ELEGANT SOUTHPORT HOUSE - With a wonderful Southport location, this timeless five bedroom, five-and-one-half bath residence exudes elegance and refinement throughout 4700 square feet of light-filled, beautifully proportioned interiors. The very traditional, architect designed floor plan includes a Living Room and Library each with gas Fireplace, formal Dining Room and full Butler's Pantry, a

    Victoria Fingelly Higgins Group Real Estate

    Section Image
See All Homes in Fairfield

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
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 Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,270,000 None Available
Deed $381,250 None Available
Deed $381,250 None Available
Warranty Deed $381,250 None Available
Warranty Deed $381,250 None Available
Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $800,000 Purchase Money Mortgage
Previous Owner $500,000 Credit Line Revolving
Previous Owner $225,000 Credit Line Revolving
Previous Owner $686,250 Purchase Money Mortgage
Previous Owner $105,000 Unknown
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
05/29/2025 05/29/25 Sold $2,270,000 -1.1% $429 / Sq Ft
04/01/2025 04/01/25 Pending -- -- --
03/01/2025 03/01/25 For Sale $2,295,000 +1.1% $434 / Sq Ft
02/21/2025 02/21/25 Off Market $2,270,000 -- --
12/19/2024 12/19/24 For Sale $2,295,000 +201.0% $434 / Sq Ft
04/24/2020 04/24/20 Sold $762,500 -4.6% $168 / Sq Ft
04/23/2020 04/23/20 Pending -- -- --
06/17/2019 06/17/19 Price Changed $799,000 -11.1% $176 / Sq Ft
04/18/2019 04/18/19 Price Changed $899,000 -5.4% $198 / Sq Ft
03/07/2019 03/07/19 For Sale $949,900 -- $209 / Sq Ft
Source: SmartMLS

Tax History Compared to Growth

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
2024 $17,186 $616,000 $282,660 $333,340
2023 $16,946 $616,000 $282,660 $333,340
2022 $16,780 $616,000 $282,660 $333,340
2021 $16,620 $616,000 $282,660 $333,340
2020 $21,557 $804,650 $272,160 $532,490
2019 $21,557 $804,650 $272,160 $532,490
2018 $22,672 $860,090 $327,600 $532,490
2017 $22,208 $860,090 $327,600 $532,490
2016 $21,889 $860,090 $327,600 $532,490
2015 $23,696 $955,850 $360,990 $594,860
2014 $23,323 $955,850 $360,990 $594,860
Source: Public Records

Agents Affiliated with this Home

  • Katie O'Grady

    Seller's Agent in 2025

    Katie O'Grady

    Compass Connecticut, LLC

    (203) 913-7777

    17 in this area

    192 Total Sales

    Katie O'Grady
    Section Image
  • Gina Hackett

    Seller Co-Listing Agent in 2025

    Gina Hackett

    Compass Connecticut, LLC

    (917) 696-6050

    2 in this area

    54 Total Sales

    Gina Hackett
    Section Image

  • C

    Seller's Agent in 2020

    Catherine Fingelly Granneberg

    Higgins Group Real Estate

    (203) 454-5194

    1 in this area

    13 Total Sales

    Catherine Fingelly Granneberg
    Section Image
  • Rudy Pierre

    Buyer's Agent in 2020

    Rudy Pierre

    YellowBrick Real Estate LLC

    (203) 309-2823

    95 Total Sales

    Rudy Pierre
    Section Image
See All Agents

Map

Source: SmartMLS

MLS Number: 24064425

SmartMLS

APN: FAIR-000220-000000-000019

Connecticut Fairfield County Fairfield 06824 Greenfield Hill

2031 Redding Rd, Fairfield, CT

This home is located at 2031 Redding Rd, Fairfield, CT 06824 and is currently priced at $2,270,000, approximately $429 per square foot. This property was built in 1810. 2031 Redding Rd is a home located in Fairfield County with nearby schools including Burr Elementary School, Tomlinson Middle School, and Fairfield Warde High School.

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.

SmartMLS 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