99 Woodland Road
Description
![Justin Bradley]()
Justin Bradley
Listing Agent
Coldwell Banker Realty
Recent comparable sales
Median sold price
$2,650,000
Avg days on market
17
Sale-to-list ratio
107.3%
New Canaan, CT
9 comparable properties found
$2,700,000
Sold 07/14/26
- 4
- Bedrooms
- 4
- Bathrooms
- 4,189
- Square Feet
- 1.01
- Acres
$2,650,000
Sold 08/03/26
- 4
- Bedrooms
- 4
- Bathrooms
- 4,014
- Square Feet
- 1
- Acres
$2,525,000
Sold 03/05/25
- 4
- Bedrooms
- 4
- Bathrooms
- 4,374
- Square Feet
- 0.83
- Acres
$2,865,000
Sold 12/02/24
- 4
- Bedrooms
- 4
- Bathrooms
- 3,868
- Square Feet
- 1
- Acres
$2,100,000
Sold 11/14/25
- 4
- Bedrooms
- 4
- Bathrooms
- 3,846
- Square Feet
- 2.14
- Acres
$2,615,000
Sold 07/07/25
- 4
- Bedrooms
- 4
- Bathrooms
- 3,562
- Square Feet
- 1.01
- Acres
$2,725,000
Sold 07/13/26
- 4
- Bedrooms
- 4
- Bathrooms
- 3,512
- Square Feet
- 1.07
- Acres
$2,700,000
Sold 08/27/25
- 4
- Bedrooms
- 4
- Bathrooms
- 4,187
- Square Feet
- 2
- Acres
$2,100,000
Sold 07/08/25
- 4
- Bedrooms
- 4
- Bathrooms
- 4,783
- Square Feet
- 3.06
- Acres
Location
$15,190 per month
30 year fixed, 7.03% Interest
$13,293
$1,897
$0
1Property Information for 99 Woodland Road
Property Details
- Taxes: $22,762 / year
- MLS Type: Residential
- County: Fairfield County
- Basement Description: Full, Partially Finished
- Direct Waterfront: No
- Garages Number: 2
- Style: Colonial
- Garage Parking Info: Attached Garage
- Swimming Pool: Yes
Building Information
- Year Built: 1998
- Lot Size: 0.51 AC / 22,215 SF
Summary
- Acres Source: Public Records
- Directions: Main st to Woodland road or South ave to woodland rd
- Elementary School: Per Board of Ed
- High School: New Canaan
- Latitude: 41.137586
- Longitude: -73.485753
- State: Connecticut
- Home Owner's Assocation: No
- Tax Year: July 2025-June 2026
- Property Tax: $22,762
Interior and Exterior Features
- Pool Description: Heated, Salt Water, In Ground Pool
- Waterfront Description: Not Applicable
- Appliances Included: Cook Top, Wall Oven, Refrigerator, Dishwasher
- Attic Description: Pull-Down Stairs
- Cooling System: Central Air
- Heat Type: Hot Air
- Attic YN: Yes
- Fireplaces Total: 3
- Laundry Room Info: Upper Level
- Rooms Total: 8
- Room Entry Order: 1
- Room Level: Main
- Room Type: Living Room
- Room Entry Order: 2
- Room Level: Main
- Room Type: Dining Room
- Room Entry Order: 3
- Room Level: Upper
- Room Type: Primary Bedroom
- Room Entry Order: 4
- Room Level: Upper
- Room Type: Bedroom
- Listing Key: 3427CF1E00CD0A90E0631401100A7B7C
- Room Entry Order: 5
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 6
- Room Level: Upper
- Room Type: Bedroom
Property
- Construction Description: Frame
- Exterior Siding: Clapboard
- Foundation Type: Concrete
- Fuel Tank Location: In Basement
- New Construction Type: No/Resale
- Roof: Asphalt Shingle
- Year Built: 1998
- Year Built Source: Public Records
- Bank Owned Property: No
- Sq Ft Est Heated Below Grade: 1000
- Living Area SQFT Per Public Records: 3174
- Lot Description: Fence - Privacy, In Subdivision, Level Lot, Professionally Landscaped
- Parcel Number: 185951
- Sq Ft Est Heated Above Grade: 3174.0
- Sq Ft Total: 4174.0
- Zoning: 33AC
- Heat Fuel Type: Oil
- Hot Water Description: Domestic
- Sewage System: Public Sewer Connected
- Water Source: Public Water Connected
Multi Family
- Occupied By: Owner
Property History for 99 Woodland Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jul 15, 2025 | Closed (Public Record) Public Record #1908629083 | $2,490,000 | +129.8% / yr |
| Nov 2, 2007 | Closed (Public Record) Public Record #327044990 | $1 | -100.0% / yr |
| Jun 30, 2006 | Closed (Public Record) Public Record #199784510 | $1,950,000 | — |
| Jun 30, 2006 | Closed (Public Record) Public Record #199784511 | $1,950,000 | +9.2% / yr |
| Aug 5, 1998 | Closed (Public Record) Public Record #91050496 | $970,000 | +1380.7% / yr |
| Mar 31, 1998 | Closed (Public Record) Public Record #91050185 | $380,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 07/15/2025 | Closed (Public Record) Public Record #1908629083 | $2,490,000 +129.8% / yr |
| 11/02/2007 | Closed (Public Record) Public Record #327044990 | $1 -100.0% / yr |
| 06/30/2006 | Closed (Public Record) Public Record #199784510 | $1,950,000 |
| 06/30/2006 | Closed (Public Record) Public Record #199784511 | $1,950,000 +9.2% / yr |
| 08/05/1998 | Closed (Public Record) Public Record #91050496 | $970,000 +1380.7% / yr |
| 03/31/1998 | Closed (Public Record) Public Record #91050185 | $380,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public records
99 Woodland Road
Beds
4Baths
3.5Total Finished SqFt
3,174 SqFtAbove Grade Finished SqFt
3,174 SqFtUnfinished Basement SqFt
1,633 SqFtStories
2Schools near 99 Woodland Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 4 | |||
| Public - | 5 to 8 | |||
| Public - | 9 to 12 | |||
| Private - | K to 8 |
Rating | School | Distance |
|---|---|---|
South School PublicK to 4 | ||
Saxe Middle School Public5 to 8 | ||
New Canaan High School Public9 to 12 | ||
St Aloysius School PrivateK to 8 |
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.
Neighborhood Map and Transit
Similar Homes
New listings in 06840
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 99 Woodland Road, New Canaan, CT 06840 | $2,490,000 | 4 | 4 | 4,174 | 22,215 |
$2,050,000 | 4 | 2.5 | 1,953 | 31,799 | |
$2,995,000 | 5 | 5 | 5,000 | 14,810 | |
$1,775,000 | 7 | 5 | 5,298 | 32,670 | |
$925,000 | – | – | – | 39,639 | |
$1 | 5 | 6 | 3,852 | 14,375 | |
$2,730,500 | 5 | 7 | 5,615 | 20,037 | |
$1 | 5 | 5 | 6,307 | 32,670 | |
$329,900 | 2 | 3 | 1,600 | – | |
– | 3 | 1.5 | 1,728 | 19,602 | |
$750,000 | 2 | 2 | 1,344 | 13,068 |
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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 Coldwell Banker Realty, Justin Bradley
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.
