Recently Sold Roxbury, CT Homes

• 

  $1,600,000 Sold Dec 23, 2024

  • 5,477 Sq Ft
  • $292/SF
  • 189 Days On Market

  • 7 Beds
  • 4.5 Baths
  • Built 1976

  15 E Woods Rd, Roxbury, CT 06783

  Family compound on 30+/- high acres with long driveway to 7-bedroom, 4 1/2 bathroom contemporary main house with easy indoor/outdoor living. Vaulted living/dining with fireplace & sliders to deck. Eat-in Kitchen. First floor primary bedroom suite with fireplace & sliders to deck. Den with fireplace & sliders. Vaulted family room with fireplace. Game room. 3-car attached garage. Separate

  Peter Klemm Klemm Real Estate Inc

  15 E Woods Rd, Roxbury, CT 06783
• 

  $2,750,000 Sold Dec 20, 2024

  • 3,123 Sq Ft
  • $881/SF
  • 37 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2000

  130 E Flag Swamp Rd, Roxbury, CT 06783

  Serenity Now! Total Privacy on 250+ Acres. Accessed Down Long Private Driveway, this 2 Bed, 2.5 Bath Modern Retreat is Set in the Midst of 250+ Acres of Light Woods. Easy Living with a Modern Edge in the 3,100 Square Foot Residence with Open Floor Plan & High Ceilings. Main Level Primary with Full Bath & Woodstove. Large Screened Porch. Separate Barn. Small Pond. 6-Separate Parcels Abutting Land

  Graham Klemm Klemm Real Estate Inc

  130 E Flag Swamp Rd, Roxbury, CT 06783
• 

  $550,000 Sold Dec 09, 2024

  • 2,501 Sq Ft
  • $220/SF
  • 182 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1962

  44 Baker Rd, Roxbury, CT 06783

  Enchanted Garden. New to the market after 25 years is this charming 4-5 bedroom home on two magnificent park-like acres with a seasonal view. The first-floor layout includes a living room with fireplace, dining room, kitchen, great room with vaulted ceiling, wood burning stove and sliders out to the deck and pergola covered with hanging hydrangea, powder room, laundry room and a comfortable size

  Judith Auchincloss Klemm Real Estate Inc

  44 Baker Rd, Roxbury, CT 06783
• 

  $480,000 Sold Nov 26, 2024

  • Land
  • 11 Acres
  • $44,486 per Acre

  • 101 Days On Market

  Lot 1 Willow Brook Dr, Roxbury, CT 06783

  Welcome to your new private paradise, Willow Brook Dr! Enjoy the pristine meadows, woodlands, and breathtaking westerly views atop this private road. Situated in the "Good Hill" neighborhood of Roxbury, CT, you will find endless nature preserves to explore, all just minutes away. Abundant restaurants, groceries, and amenities all easily accessible. Truly, the quintessential New England

  Ryan Bollard William Pitt Sotheby's Int'l

  Lot 1 Willow Brook Dr, Roxbury, CT 06783
• 

  $1,085,000 Sold Nov 25, 2024

  • 2,265 Sq Ft
  • $479/SF
  • 86 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  27 Mine Hill Rd, Roxbury, CT 06783

  Quintessential Roxbury Cape with detached studio space across from 300+ acres of Roxbury Land Trust and hiking. Enjoy modern amenities and unparalleled privacy in this serene setting with abundant windows and French doors that fill the space with natural light. Step inside to an open floor plan through an entry featuring custom built-ins and stone flooring, leading to a living room and dining

  Kathryn Bassett William Pitt Sotheby's Int'l

  27 Mine Hill Rd, Roxbury, CT 06783
• 

  $728,000 Sold Nov 12, 2024

  • 2,249 Sq Ft
  • $324/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  112 Southbury Rd, Roxbury, CT 06783

  Roxbury Hill. Pack your bags & move right into this splendid home on 4.43 acres w/ 3 bedrooms & 2 full baths in immaculate condition. A winding new asphalt driveway leads by the pond to the fairy tale house w/ attached 2-car garage. Enter through a sun-filled room currently used as an office & make your way through French doors to the living room w/ gas fireplace. The formal dining room also has

  Judith Auchincloss Klemm Real Estate Inc

  112 Southbury Rd, Roxbury, CT 06783
• 

  $1,650,000 Sold Oct 30, 2024

  • 2,816 Sq Ft
  • $586/SF
  • 180 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1882

  6 Painter Hill Rd, Roxbury, CT 06783

  One of early Roxbury's fabulous beauties! This well-preserved, late nineteenth-century Victorian Farmhouse has been lovingly maintained over the years, featuring modern renovations with appreciation and sensitivity to original detail. Huge, bright country kitchen, made for easy entertaining, is the central gathering place. Marble center island open to four directional views of the gardens, stone

  Peter Klemm Klemm Real Estate Inc

  6 Painter Hill Rd, Roxbury, CT 06783
• 

  $537,500 Sold Oct 30, 2024

  • Land
  • 32 Acres
  • $17,031 per Acre

  • 439 Days On Market

  00 Chalybes Rd W, Roxbury, CT 06783

  Prime wooded parcel of land on a quiet and private country road. Old growth woodlands, with extensive stone walls and rocky outcroppings. Potential westerly views with clearing. Located on a gravel road in an area of fine homes. There are several excellent building sites. Potential for subdivision or tax benefits through conservation easements. See feasibility study for a 5 lot subdivision.

  Stacey Matthews W. Raveis Lifestyles Realty

  00 Chalybes Rd W, Roxbury, CT 06783
• 

  $685,000 Sold Oct 25, 2024

  • 1,449 Sq Ft
  • $473/SF
  • 54 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1804

  178 Baker Rd, Roxbury, CT 06783

  Two homes currently nestled on a 11.36 acre beautiful hillside mountain across from the Shepaug River. House 1 is a restored 1,449 sqft 1 bedroom 1.5 bath converted barn with bonus room. This home has tons of character and charm throughout. Main level has a living room with stone accent walls, exposed beams, built in exotic wood media cabinet and bookshelves, a brick wood burning fireplace, half

  Robert Graham Godson & Graham Real Estate

  178 Baker Rd, Roxbury, CT 06783
• 

  $1,050,000 Sold Oct 25, 2024

  • 1,522 Sq Ft
  • $690/SF
  • 90 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1880

  82 Squire Rd, Roxbury, CT 06783

  Ultimate Charm in this lovingly updated antique on one of the best streets in Roxbury. 3 bedrooms with main level primary that walks out to garden. Surprisingly open floor plan with new mudroom/laundry/powder room addition. Brand new wood shingle roof. Local Engineer has provided maps proving a code compliant pool site and the possibility to finish above the garage into a guest apartment. Walk

  Stacey Matthews W. Raveis Lifestyles Realty

  82 Squire Rd, Roxbury, CT 06783
• 

  $1,300,000 Sold Oct 25, 2024

  • 3,666 Sq Ft
  • $355/SF
  • 114 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1784

  1 Church St, Roxbury, CT 06783

  Revolutionary war General, Ephraim Hinman, built this lovely house in 1784. Listed on the NR of Historic Places, this two-story home, 3,666 square foot home with 9-foot ceilings throughout, three bedrooms, two full baths and one-half bath. There is a library with built-ins, living and dining rooms, sitting area, sunroom, study (or 4th bedroom) and all contain original or restored (1930s) dentil &

  Maria Taylor Klemm Real Estate Inc

  1 Church St, Roxbury, CT 06783
• 

  $1,225,000 Sold Oct 21, 2024

  • 3,016 Sq Ft
  • $406/SF
  • 138 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1796

  3 Southbury Rd, Roxbury, CT 06783

  In the late 18th century Phineas Smith built the house and office where he laid out plans for the Oxford Turnpike now Southbury Road. This finely preserved home has four working fireplaces and beautiful historic details. Barn has been sensitively converted into modern studio and is currently a successful Architecture office and Antique Shop. Barn/office/studio is 3436 s.f. with heat and a/c, has

  Maria Taylor Klemm Real Estate Inc

  3 Southbury Rd, Roxbury, CT 06783
• 

  $1,560,000 Sold Oct 18, 2024

  • 2,799 Sq Ft
  • $557/SF
  • 28 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1980

  35 Painter Ridge Rd, Roxbury, CT 06783

  Pristine and private Modern Farmhouse with magnificent design, vaulted ceilings, 2 fireplaces, over-sized living room, dining room for 10, chef's kitchen, 3 bedrooms. Beautifully sited heated pool surrounded by endless summer hydrangea and 8 +/- acres of lawns, pond, and fields. Ideal for walking, jogging and biking. Perfect location, minutes from the centers of Roxbury and Washington.

  Peter Klemm Klemm Real Estate Inc

  35 Painter Ridge Rd, Roxbury, CT 06783
• 

  $530,000 Sold Oct 16, 2024

  • 1,008 Sq Ft
  • $526/SF
  • 39 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2020

  70 Southbury Rd, Roxbury, CT 06783

  A truly rare gem of a property! This lovey ranch is perfectly sited on a four-acre parcel. Built in 2020 the home offers an open concept living area and kitchen. The primary bedroom includes a walk-in closet. The full bath is quite large and features a gorgeous shower as well as a separate bathtub. The second bedroom can also be a great office or den. Out the kitchen slider are a couple steps to

  Justin Bette Joseph Bette REALTORS Inc

  70 Southbury Rd, Roxbury, CT 06783
• 

  $840,000 Sold Sep 20, 2024

  • 2,556 Sq Ft
  • $329/SF
  • 142 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  336 South St, Roxbury, CT 06783

  Just 90 minutes to NYC in a great southern Roxbury location, this stylish colonial is privately sited with pool in a beautiful park-like setting. The two story foyer opens to living room and den and then into the great room with floor to ceiling fireplace, kitchen with granite counters, center island and french doors which lead out to the deck and terrace. The expansive deck overlooks pool and

  Kathryn Clair William Pitt Sotheby's Int'l

  336 South St, Roxbury, CT 06783
• 

  

  /40

  $1,300,000 Sold Sep 09, 2024

  • 3,067 Sq Ft
  • $424/SF
  • 64 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  294 North St, Roxbury, CT 06783

  Welcome to the epitome of modern elegance in this pristine contemporary retreat, set on 6 lush, landscaped acres, complete with a charming guest house. Nestled in the heart of an idyllic country retreat, this property represents a unique blend of luxury and tranquility. The 2024 renovation, masterfully executed by the acclaimed European firm Voce Di Design Studio, has elevated both the main house

  Steven Magnuson Douglas Elliman of Connecticut

  294 North St, Roxbury, CT 06783
• 

  $5,250,000 Sold Apr 12, 2025

  • 6,228 Sq Ft
  • $843/SF
  • 210 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1790

  62 Davenport Rd, Roxbury, CT 06783

  White Tail Farm, located in Roxbury, CT, just 90 miles from Manhattan, is an 86-acre estate offering the best of New England living. Centered around a restored c.1790s farmhouse, the property was substantially renovated and expanded in 2003, resulting in a spacious residence that artfully combines historical elements with modern amenities--ideal for discerning individuals seeking a private

  Jeff Phillips William Pitt Sotheby's Int'l

  62 Davenport Rd, Roxbury, CT 06783
• 

  $350,000 Sold Aug 08, 2025

  • 1,936 Sq Ft
  • $181/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  306 Upper Grassy Hill Rd, Woodbury, CT 06798

  Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3-bedroom, 2 full bath home packed with potential and ready for its next chapter. Situated on a generous 1.5-acre lot, this property offers plenty of space, privacy, and the chance to build some serious sweat equity. Inside, you'll find hardwood floors, a spacious sunroom

  Shawna Mucherino Coldwell Banker Realty

  306 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  $345,000 Sold Jan 31, 2025

  • 1,620 Sq Ft
  • $213/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  220 Upper Grassy Hill Rd, Woodbury, CT 06798

  OWNER OCCUPANT BUYERS RECEIVE PRIORITY CONSIDERATION AND MAY PURCHASE THIS PROPERTY IMMEDIATELY BY SUBMITTING NAR STANDARD AS-IS/ WHERE-IS CONTRACT. REO PROPERTY BEING SOLD SUBJECT TO "FIRST LOOK" PERIOD IN COOPERATION WITH HUD HVLS PROGRAM. ELIGIBLE NON-PROFITS AND GOVERNMENT ENTITIES MAY SUBMIT "NOTICE OF INTEREST" FOR DUE DILIGENCE REQUEST AND "NOTICE OF INTENT TO PURCHASE" PRIOR TO SALES

  Cory Neumann Houlihan Lawrence

  220 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  $527,000 Sold Oct 23, 2024

  • 2,700 Sq Ft
  • $195/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  171 Upper Grassy Hill Rd, Woodbury, CT 06798

  **Discover Your Dream Home!** Nestled in the tranquil, highly sought-after neighborhood of Woodbury, this spacious 3-bedroom home sits on over an acre of beautifully maintained land. The updated eat-in kitchen features stainless steel appliances, making it a chef's delight. The extra-large living room, complete with a cozy fireplace, is perfect for snuggling with loved ones on chilly winter

  Dawn Ciappetta William Raveis Real Estate

  171 Upper Grassy Hill Rd, Woodbury, CT 06798

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