Seller's Agent in 2025
Stacey Matthews
W. Raveis Lifestyles Realty
(203) 671-9067
28 in this area
107 Total Sales
27 Wakelee Rd Roxbury, CT 06783
4
Beds
2.5
Baths
2,640
Sq Ft
348,916
Sq Ft Lot
Highlights
- Barn
- In Ground Pool
- 8.01 Acre Lot
- Shepaug Valley School Rated A-
- Home fronts a pond
- Open Floorplan
About This Home
As of September 2025Many new renovations in this stunning antique home on a quiet country road. All flat usable land with gorgeous bank barn, gunite pool, Spectacular mature trees, and pond. Town has house listed as 5 bedrooms. The primary bedroom with walk in closet is on the main level. Upstairs is more efficiently used as 2 suites each with walk in closets or offices. Alternately, one of the larger bedrooms could be used as a shared play room with 3 bedrooms circulating it. Antique floors and hand hewn beams throughout. The large cooking fireplace has been revived to its former glory and the 2 smaller fireplaces have had propane inserts added. Recent upgrades include: Generator, new heating, interior and exterior paint, wood shingle roof, built ins, curtains etc. Tennis court was partially removed, foundation still in place. Buyers can rebuild it or scrape concrete and create additional lawn or gardens.
Last Agent to Sell the Property
W. Raveis Lifestyles Realty License #REB.0794294 Listed on: 07/24/2024
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,652
Year Built
- Built in 1815
Lot Details
- 8.01 Acre Lot
- Home fronts a pond
- Stone Wall
Parking
- 2 Car Garage
Home Design
- Antique Architecture
- Stone Foundation
- Frame Construction
- Wood Siding
- Clap Board Siding
Interior Spaces
- 2,640 Sq Ft Home
- Open Floorplan
- 3 Fireplaces
- Unfinished Basement
- Basement Fills Entire Space Under The House
Kitchen
- Built-In Oven
- Gas Cooktop
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Dryer
- Washer
Attic
- Walkup Attic
- Unfinished Attic
Pool
- In Ground Pool
- Gunite Pool
Schools
- Booth Free Elementary School
- Regional District 12 High School
Utilities
- Central Air
- Heating System Uses Oil Above Ground
- Heating System Uses Propane
- Private Company Owned Well
Additional Features
- Terrace
- Property is near golf course
- Barn
Listing and Financial Details
- Assessor Parcel Number 867392
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jul 24, 2024
Closed on
Sep 8, 2025
Sold by
Mandel Johnson 2019 Ret and Mandel
Bought by
Bailey Spencer and Bowen Emma
Seller's Agent
Stacey Matthews
W. Raveis Lifestyles Realty
Buyer's Agent
Kathryn Bassett
William Pitt Sotheby's Int'l
List Price
$2,450,000
Sold Price
$1,837,500
Premium/Discount to List
-$612,500
-25%
Views
166
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$67,696
Avg. Annual Appreciation
-6.96%
Purchase Details
Closed on
Nov 14, 1991
Sold by
Fitzpatrick William and Fitzpatrick Joan
Bought by
Lacy Robinson and Lacy Elizabeth
Purchase Details
Closed on
Oct 17, 1991
Sold by
Clark Jeffrey and Clark Mayree
Bought by
Fitzpatrick William and Fitzpatrick Joan
Purchase Details
Closed on
Dec 6, 1988
Sold by
Fuchs Robin F
Bought by
Williams Jeffrey P
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
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,837,500 | -- | |
| Warranty Deed | $810,000 | -- | |
| Warranty Deed | $1,000,000 | -- | |
| Warranty Deed | $1,000,000 | -- | |
| Deed | $900,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $401,000 | No Value Available | |
| Previous Owner | $460,000 | No Value Available | |
| Previous Owner | $486,000 | No Value Available |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/16/2025 09/16/25 | Sold | $1,837,500 | -7.9% | $696 / Sq Ft | |
| 07/16/2025 07/16/25 | Pending | -- | -- | -- | |
| 04/30/2025 04/30/25 | Price Changed | $1,995,000 | -11.1% | $756 / Sq Ft | |
| 11/11/2024 11/11/24 | Price Changed | $2,245,000 | -5.3% | $850 / Sq Ft | |
| 09/26/2024 09/26/24 | Price Changed | $2,370,000 | -3.3% | $898 / Sq Ft | |
| 08/01/2024 08/01/24 | For Sale | $2,450,000 | +33.3% | $928 / Sq Ft | |
| 08/01/2024 08/01/24 | Off Market | $1,837,500 | -- | -- | |
| 07/24/2024 07/24/24 | For Sale | $2,450,000 | +42.0% | $928 / Sq Ft | |
| 02/03/2023 02/03/23 | Sold | $1,725,000 | -10.4% | $653 / Sq Ft | View Prior Sale |
| 10/04/2022 10/04/22 | Pending | -- | -- | -- | |
| 08/10/2022 08/10/22 | Price Changed | $1,925,000 | -12.5% | $729 / Sq Ft | |
| 05/11/2022 05/11/22 | For Sale | $2,200,000 | +27.5% | $833 / Sq Ft | |
| 05/10/2022 05/10/22 | Off Market | $1,725,000 | -- | -- | |
| 10/11/2021 10/11/21 | For Sale | $2,200,000 | -- | $833 / Sq Ft |
Source: SmartMLS
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 | $10,652 | $819,420 | $317,310 | $502,110 |
| 2024 | $10,325 | $819,420 | $317,310 | $502,110 |
| 2023 | $10,226 | $811,580 | $317,310 | $494,270 |
| 2022 | $7,997 | $524,370 | $247,290 | $277,080 |
| 2021 | $2,454 | $524,370 | $247,290 | $277,080 |
| 2020 | $3,721 | $524,370 | $247,290 | $277,080 |
| 2019 | $8,311 | $524,370 | $247,290 | $277,080 |
| 2018 | $8,311 | $524,370 | $247,290 | $277,080 |
| 2017 | $8,437 | $594,120 | $269,660 | $324,460 |
| 2016 | $7,968 | $581,590 | $269,660 | $311,930 |
| 2015 | $7,968 | $581,590 | $269,660 | $311,930 |
| 2014 | $7,793 | $581,590 | $269,660 | $311,930 |
Source: Public Records
Agents Affiliated with this Home
-
Stacey Matthews
-
Kathryn Bassett
Buyer's Agent in 2025
Kathryn Bassett
William Pitt
(203) 841-8161
31 in this area
109 Total Sales
-
Karen Silk
Seller's Agent in 2023
Karen Silk
William Pitt
(860) 488-3340
1 in this area
16 Total Sales
-
E
Seller Co-Listing Agent in 2023
Elizabeth Lacy
William Pitt
Map
Source: SmartMLS
MLS Number: 24034591
APN: ROXB-000011-000000-000002
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.
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
- 11 Ravenrock
- 200 North St
- 204 North St Unit Lot 3
- 69 Moosehorn Rd
- 16 Jonathan Dr
- 8 Bayberry Hill
- 50 Beardsley Rd
- 11 Evergreen Dr
- 0 Booth Rd
- 4 Delia Ln
- 2 Delia Ln
- Lot 4 Chalybes Rd W
- Lot 1 Chalybes Rd W
- 49 South St
- 45 Chalybes Rd
- 15 Mulberry Ln
- 85 Good Hill Rd
- 8 Pebble Ln
- 22 Standish Rd
- 38 W Mountain Ln
Your Personal Tour Guide
Ask me questions while you tour the home.