27 Wakelee Road, Roxbury, CT 06783
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes



27 Wakelee Road,Roxbury, CT 06783
$1,995,000
- 4 Beds
- 3 Baths
- 2,640 sq. ft.
- Single family
- Pending
Listed by:stacey matthews
Office:w. raveis lifestyles realty
MLS#:24034591
Source:CT
Price summary
- Price:$1,995,000
- Price per sq. ft.:$755.68
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.
Contact an agent
Home facts
- Year built:1815
- Listing Id #:24034591
- Added:386 day(s) ago
- Updated:August 15, 2025 at 07:13 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:2,640 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
Structure and exterior
- Roof:Gable, Wood Shingle
- Year built:1815
- Building area:2,640 sq. ft.
- Lot area:8.01 Acres
Schools
- High school:Regional District 12
- Elementary school:Booth Free
Utilities
- Water:Private Well
Finances and disclosures
- Price:$1,995,000
- Price per sq. ft.:$755.68
- Tax amount:$10,652 (July 2025-June 2026)
New listings near 27 Wakelee Road
- New$950,000Active5 beds 3 baths2,000 sq. ft.
50 Southbury Road, Roxbury, CT 06783
MLS# 24117695Listed by: William Pitt Sotheby's Int'l - New$535,000Active2 beds 1 baths900 sq. ft.
222 North Street, Roxbury, CT 06783
MLS# 24028227Listed by: Brown Harris Stevens - Open Sat, 1:30 to 3:30pm$1,695,000Active4 beds 6 baths3,954 sq. ft.
30 Hickory Lane, Roxbury, CT 06783
MLS# 24110540Listed by: W. Raveis Lifestyles Realty - $2,480,000Active4 beds 4 baths4,266 sq. ft.
97 Chalybes Road West, Roxbury, CT 06783
MLS# 24114233Listed by: Around Town Real Estate LLC - $895,000Active3 beds 2 baths1,862 sq. ft.
242 Tophet Road, Roxbury, CT 06783
MLS# 24113675Listed by: William Pitt Sotheby's Int'l - $5,499,000Active5 beds 4 baths6,729 sq. ft.
L7&L8 Willow Brook Drive, Roxbury, CT 06783
MLS# 24112624Listed by: William Pitt Sotheby's Int'l - $525,000Active8.64 Acres
200 North Street, Roxbury, CT 06783
MLS# 24111575Listed by: Brown Harris Stevens - $735,000Active4 beds 3 baths3,476 sq. ft.
22 East Woods Road, Roxbury, CT 06783
MLS# 24110062Listed by: Coldwell Banker Realty - $1,675,000Active4 beds 3 baths6,395 sq. ft.
99 Carriage Lane, Roxbury, CT 06783
MLS# 24110013Listed by: Houlihan Lawrence - $2,200,000Active4 beds 5 baths3,677 sq. ft.
81 Chalybes Road West, Roxbury, CT 06783
MLS# 24108766Listed by: Around Town Real Estate LLC