$1,995,000
PENDING $455K PRICE DROP

27 Wakelee Rd Roxbury, CT 06783

Estimated payment $11,906/month

Total Views 18,654
4 Beds
2.5 Baths
2,640 Sq Ft
$756 Price per Sq Ft

Highlights

  • Barn
  • In Ground Pool
  • 8.01 Acre Lot
  • Shepaug Valley School Rated A-
  • Home fronts a pond
  • Open Floorplan

About This Home

Many 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.

Listing Agent

Stacey Matthews

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 a golf course
  • Barn

Listing and Financial Details

  • Assessor Parcel Number 867392

Home Details

Home Type

Single Family

Est. Annual Taxes

$10,652

Year Built

Built in 1815

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Antique
  • Sq Ft Est Heated Above Grade: 2640
  • Total Sq Ft: 2640
  • Year Built: 1815
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Park, Playground/Tot Lot, Private School(s), Stables/Riding, Tennis Courts
  • Remarks Public Addendum: Basement and attic are mouse proofed, water proofed and newly insulated.
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Unknown
  • Radon Mitigation Water Ynu: Unknown
  • Directions: Rt 199 to Wakelee #27
  • In Law Apartment: No
  • Living Area Sq Ft Per Public Record: 2640
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Unfinished, Walk-up
  • Basement Description: Full, Unfinished
  • Interior Amenities: Open Floor Plan
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Location: main level
  • Attic: Yes
  • Street Number Modifier: 27

Exterior Features

  • Exterior Features: Terrace, Barn, Stone Wall
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Stone
  • Roof Information: Wood Shingle Gable
  • Waterfront Description: Pond
  • Swimming Pool: Yes
  • Pool: Gunite, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Barn

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Propane
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Other
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Booth Free
  • High School: Regional District 12

Lot Info

  • Acres: 8.01
  • Lot Description: Level Lot Water View Open Lot
  • Zoning: C
  • Parcel #: 867392

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 10652
  • Total Assessed Value: 819420
  • Mil Rate Total: 13

MLS Schools

  • Elementary School: Booth Free
  • High School: Regional District 12

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





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
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

Property History

Date Event Price Change Sq Ft Price
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 0.0% $928 / Sq Ft
08/01/2024 08/01/24 Off Market $2,450,000 -- --
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
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

Purchase History

Date Type Sale Price Title Company
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
Closed $401,000 No Value Available
Closed $460,000 No Value Available
Closed $486,000 No Value Available
Source: Public Records

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Source: SmartMLS

MLS Number: 24034591

SmartMLS

APN: ROXB-000011-000000-000002