Home Homes for Sale Roxbury, CT 25 Highmeadow Lane

25 Highmeadow Lane, Roxbury, CT 06783

Single Family For Sale

$1,795,000
$416/sqft
25 Highmeadow Lane, Roxbury, CT
Active
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4
Bedrooms
4
Bathrooms
4,310
Sq Ft
17.31
Acres
1986
Year Built

About This Home

Imagine yourself at this private Litchfield County estate where open land, views, and timeless New England charm come together. Set on over 17 acres, this exceptional property offers the rare combination of privacy, recreation, and versatility, featuring a beautifully appointed Colonial, classic barn with apartment, heated gunite saltwater pool, and expansive grounds just 90 minutes from Manhattan. The sun-filled eat-in kitchen has sliders that open to a jumbo 58' deck with awning and open views. Generous main-level spaces include a dramatic family room with vaulted ceilings, dining room, living room, large office/den/library, laundry room, and powder room. Four bedrooms and two baths upstairs, including a spacious primary suite with walk-in closets and dressing area. The lower level has lots to offer with another half bath, gym/workout area, lots of storage and access to the 2-car garage. Drive through the gated entrance to find a parklike setting with stone walls, a brook, a pond, walking & riding trails. Stroll over to the heated, gunite, midnight blue PebbleTec saltwater pool, and the New England barn with hay loft and 930 sq ft apartment w/bedroom, bath and kitchen (making the full property 5 BD, 4 BA). Multi-stall barn and several other outbuildings offer flexibility for equestrian pursuits, collector storage, creative studios, wellness uses, and income potential. Separate 3-Bay detached garage (great for car collectors!), a whole-property generator, and so much more.

Listed by William Bolls (646) 285-8197 with Compass Connecticut, LLC (203) 293-9715

Listing Snapshot

Price $1,795,000 Days on Our Site 98 days
Property Tax $16,106/yr Style Colonial
Year Built 1986 Total Sq Ft 4,310
Lot Size 17.31 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 11 Half Baths 2

Key Features

Appliances
  • Gas Range
  • Wall Oven
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Shed
  • Awnings
  • Fruit Trees
  • Barn
  • Deck
  • Garden Area
  • Stable
  • Paddock
  • Gunite
  • Heated
  • In Ground Pool
Nearby
  • Golf Course
  • Lake
  • Library
  • Park
  • Private School(s)
  • Shopping/Mall
  • Stables/Riding
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Wood Shingle
Garage Spaces 2
Garage Type Barn, Attached Garage
Below Grade 500 sq ft

Systems & Utilities

Heat Heat Pump
Fuel Electric
Cooling Central Air
Hot Water Electric, Domestic
Water Private Well
Sewer Septic

Schools

Elem Booth Free
High Regional District 12

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,342/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 3, 2026 Listed $1,795,000

Frequently Asked Questions

How much does 25 Highmeadow Lane in Roxbury, CT cost?
This property is listed at $1,795,000, which works out to $416 per square foot.
How many bedrooms does 25 Highmeadow Lane have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 25 Highmeadow Lane?
The home is 4,310 square feet, situated on 17.31 acres.
When was 25 Highmeadow Lane in Roxbury built?
This property was built in 1986.
Is 25 Highmeadow Lane, Roxbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 25 Highmeadow Lane, Roxbury in?
This home is served by the Roxbury public school system, with Booth Free as the elementary school and Regional District 12 as the high school.
How do I schedule a tour of 25 Highmeadow Lane, Roxbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

William Bolls · (646) 285-8197

Compass Connecticut, LLC · (203) 293-9715

MLS# 24171982 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 10, 2026 9:37 PM UTC