556 Flanders Road

Closed 2/1/22
Closed 2/1/22
Gallery Image 1
Sold
Last Sold Price
$880,000
5 beds5,403 sqft
556 Flanders Rd, Woodbury, CT 06798
Single FamilyProperty Type
5 acresLot Size
2007Year Built
$163/sq ftPrice per sq ft
3 carsParking Spaces

Description

Location, Location! One of the best addresses in all of Woodbury and nestled up against acres of Flanders nature preserve, this better than new farmhouse is immaculate. Built with top-quality products throughout, this home cannot be replicated under the current economic climate for almost twice of what it is currently listed. Located only 90 minutes from NYC, this house features a maintenance-free exterior, all oak hardwood flooring and tile throughout, extensive wood moldings, several french doors,...Location, Location! One of the best addresses in all of Woodbury and nestled up against acres of Flanders nature preserve, this better than new farmhouse is immaculate. Built with top-quality products throughout, this home cannot be replicated under the current economic climate for almost twice of what it is currently listed. Located only 90 minutes from NYC, this house features a maintenance-free exterior, all oak hardwood flooring and tile throughout, extensive wood moldings, several french doors, and Smarthome technology. The gourmet kitchen features antiqued granite counters, marble backsplash, and Sub Zero and Wolf appliances as well as eating areas that are open to the family room with a fireplace. The family room provides a wall of glass doors leading to a wrap-around porch overlooking the remainder of the property. The upper level includes five bedrooms, a luxurious master bedroom and bath, another family room over the garage, and a walk-up attic. So much care and common sense went into the construction of this home including two staircases to the upper level, two staircases to the basement, a main level office with built-ins, a heated three-car garage with a sink, and let's not forget the incredibly efficient geothermal heating and cooling system.
  • Listed by: Timothy Drakeley 203.263.4336 tim@drakeley.com • Drakeley Real Estate, Inc.
Listing closed: 02/01/2022 12:00 AM • Source: SMARTMLS, MLS#: 170441122

See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$895,000

Avg days on market

44

Sale-to-list ratio

98.6%

Woodbury, CT

9 comparable properties found

$1,069,900 | 61 Silver Brook Lane, Woodbury, CT 06798
1

$1,069,900

Sold 07/31/26

4
Bedrooms
4,776
Square Feet
2.3
Acres

61 Silver Brook Lane, Woodbury, CT 06798

$850,000 | 8846 Pheasant Run Road, Woodbury, MN 55125
2

$850,000

Sold 03/03/25

5
Bedrooms
5,779
Square Feet
0.57
Acres

8846 Pheasant Run Road, Woodbury, MN 55125

$850,000 | 9031 Highview Lane, Woodbury, MN 55125
3

$850,000

Sold 04/17/26

5
Bedrooms
4,757
Square Feet
0.38
Acres

9031 Highview Lane, Woodbury, MN 55125

$749,500 | 6906 Lydia Lane, Woodbury, MN 55125
4

$749,500

Sold 05/02/25

5
Bedrooms
5,004
Square Feet
0.30
Acres

6906 Lydia Lane, Woodbury, MN 55125

$895,000 | 35 Fawn Meadow Lane, Woodbury, CT 06798
5

$895,000

Sold 04/29/25

4
Bedrooms
2,600
Square Feet
2.75
Acres

35 Fawn Meadow Lane, Woodbury, CT 06798

$925,000 | 102 Quanopaug Trail, Woodbury, CT 06798
6

$925,000

Sold 04/11/25

4
Bedrooms
3,786
Square Feet
2.1
Acres

102 Quanopaug Trail, Woodbury, CT 06798

$936,500 | 8406 Hidden Ponds Way, Woodbury, MN 55125
7

$936,500

Sold 12/13/24

5
Bedrooms
5,200
Square Feet
0.80
Acres

8406 Hidden Ponds Way, Woodbury, MN 55125

$850,000 | 6629 Crackleberry Court, Woodbury, MN 55129
8

$850,000

Sold 07/31/25

5
Bedrooms
4,986
Square Feet
3.21
Acres

6629 Crackleberry Court, Woodbury, MN 55129

$895,000 | 10145 Powers Lake Trail, Woodbury, MN 55129
1/46
9

$895,000

Sold 06/25/26

5
Bedrooms
4,880
Square Feet
0.39
Acres

10145 Powers Lake Trail, Woodbury, MN 55129

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Drakeley Real Estate, Inc., Timothy Drakeley

Sold By Drakeley Real Estate, Inc., Jeffrey Boucher

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$5,862 per month

30 year fixed, 7.03% Interest

Principal and Interest

$4,698

Property Taxes

$1,164

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 556 Flanders Road

Property Details
  • Taxes: $13,971 / year
  • MLS Type: Residential
  • County: Litchfield County
  • Basement Description: Full, Heated, Garage Access, Storage
  • Direct Waterfront: Yes
  • Garages Number: 3
  • Neighborhood: Flanders Nature Center
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 2007
  • Lot Size: 5.00 AC / 217,800 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Association Amenities: None
  • Directions: Rt 6 to Flanders Road
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Nonnewaug
  • Latitude: 41.594833
  • Longitude: -73.2044
  • Middle Jr High School: Woodbury
  • Neighborhood Amenities: Golf Course, Lake, Park, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2021-June 2022
  • Property Tax: $13,971
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Covered Deck, French Doors, Garden Area, Lighting, Porch, Wrap Around Deck
  • Waterfront Description: Frontage, Brook, Walk to Water
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Wall Oven, Microwave, Freezer, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Walk-up, Partially Finished
  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Foyer, Laundry Room, Mud Room
  • Room Count: 10
  • Rooms Total: 15
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Breakfast Bar,Granite Counters,Hardwood Floor,Island
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 4
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 5
  • Room Entry Order: 4
  • Room Features: Built-Ins,French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 6
  • Room Entry Order: 5
  • Room Features: Fireplace,French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 6
  • Room Features: Dressing Room,Fireplace,Full Bath,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 18.0
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 9
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 10
  • Room Entry Order: 9
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Gravel
  • Elevation Certificate: No
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Non Applicable
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Asphalt Shingle
  • Year Built: 2007
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Possible
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 5403
Lot Information
  • Lot Description: Farm Land, Additional Land Avail., Level Lot
  • Parcel Number: 935793
  • Sq Ft Est Heated Above Grade: 5403.0
  • Sq Ft Total: 5403.0
  • Zoning: OS100
Utilities
  • Energy Features: Energy Star Rated, Geothermal Heat, Thermopane Windows
  • Heat Fuel Type: Geothermal
  • Hot Water Description: Other
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 556 Flanders Road

DateEvent & SourcePriceAppreciation
Feb 1, 2022

Closed (Public Record)

Public Record #1482975287

$880,000—
DateEvent & SourcePrice
02/01/2022

Closed (Public Record)

Public Record #1482975287

$880,000

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

Public Records for 556 Flanders Road

Taxable ValueLand$82,390Additions$533,330Total$615,720
Tax Record2025$14,543 ($1,212 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt5,403 SqFtAbove Grade Finished SqFt5,403 SqFtUnfinished Basement SqFt2,614 SqFtStories2Lot Size217,800 SqFtStyleSingle Family ResidenceYear Built2007Year Renovated2007ZoningOS100CountyNAUGATUCK VALLEYAPNWOOD M:094 B:011A

Schools near 556 Flanders Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Bethlehem Elementary School
Public - PK to 5
Mitchell Elementary School
Public - PK to 5
Woodbury Middle School
Public - 6 to 8
Nonnewaug High School
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug 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.

Similar Homes

New listings in 06798

$849,900 | 63 Main Street North, Woodbury, CT 06798
1/4
Coming Soon

$849,900

4
Bedrooms
2,662
Square Feet
0.36
Acres

63 Main Street North, Woodbury, CT 06798

$199,900 | 229 Bacon Pond Road, Unit 312, Woodbury, CT 06798
1/29
Listed By Coldwell Banker RealtyNew

$199,900

2
Bedrooms
913
Square Feet

229 Bacon Pond Road, Unit 312, Woodbury, CT 06798

$875,000 | 2 Pomperaug Road, Woodbury, CT 06798
1/6
Coming SoonOpen: 9/27 12:00PM - 02:00PM

$875,000

3
Bedrooms
2,480
Square Feet
0.5
Acres

2 Pomperaug Road, Woodbury, CT 06798

$925,000 | 69 Nonnewaug Road, Woodbury, CT 06798
1/35
Open: 10/4 10:00AM - 12:00PM

$925,000

4
Bedrooms
2,568
Square Feet
9.47
Acres

69 Nonnewaug Road, Woodbury, CT 06798

$299,900 | 47 Woods Way, Unit 47, Woodbury, CT 06798
1/32

$299,900

2
Bedrooms
1,182
Square Feet

47 Woods Way, Unit 47, Woodbury, CT 06798

$294,900 | 3 Shagbark Lane, Unit 3, Woodbury, CT 06798
1/40

$294,900

2
Bedrooms
1,601
Square Feet

3 Shagbark Lane, Unit 3, Woodbury, CT 06798

$289,000 | 5 Alder Court, Unit 84A, Woodbury, CT 06798
1/39

$289,000

2
Bedrooms
1,112
Square Feet

5 Alder Court, Unit 84A, Woodbury, CT 06798

$199,900 | 126 Sherman Hill Road, Unit C15, Woodbury, CT 06798
1/30
Listed By Coldwell Banker RealtyUnder Contract - Continue To Show

$199,900

2
Bedrooms
1,150
Square Feet

126 Sherman Hill Road, Unit C15, Woodbury, CT 06798

$649,900 | 10 Weekeepeemee Road, Woodbury, CT 06798
1/28

$649,900

3
Bedrooms
1,814
Square Feet
3.09
Acres

10 Weekeepeemee Road, Woodbury, CT 06798

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 556 Flanders Road, Woodbury, CT 06798
$880,000
5
5,403
217,800
547 Flanders Road, Woodbury, CT 06798
$500,000
4
3,327
245,678
567 Flanders Road, Woodbury, CT 06798
$435,000
3
2.5
2,596
186,437
32 Brushy Hill Road, Woodbury, CT 06798
$1
3
1,200
–
499 Flanders Road, Woodbury, CT 06798
–
4
2.5
2,168
867,280
38 Brushy Hill Road, Woodbury, CT 06798
$360,600
6
3,510
182,080

Explore Nearby Homes

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 Drakeley Real Estate, Inc., Timothy Drakeley

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.