Roxbury CT Real Estate & Homes for Sale

Idyllic Period Colonial with Pool Set Along Tranquil Town Road. This c1750 Colonial Has been Tastefully Updated & Expanded. 3 Bedrooms, 3.5 Baths. Central AC. Striking Gunite Pool Set Privately & Surrounded by Lush Landscape & Stone Terracing. Beautifully Proportioned Public Rooms Include: Living Room with Fireplace; Formal Dining Room; Library with Fireplace; Large Eat-in Kitchen with Fireplace & Access to Stone Terrace Overlooking Mature Gardens & Subtle Views. Family Room with Vaulted Ceiling & Woodstove Above 2 Car in-house Garage. Separate Barn with Additional Garaging & Storage.

Pristine 4+ bedroom large (4,517 sq. ft.) private home on a scenic dirt road - perfect for walking, jogging and biking surrounded by Moosehorn Land Preserve and country estates. Magnificent design incorporating picturesque country views, over-sized living room, dining room for 12+, chef's kitchen, vaulted ceilings, hardwood floors and two gas fireplaces. Heated pool surrounded by endless summer hydrangea and 8 acres with a pond and stream. The perfect location minutes from the centers of Roxbury and Washington. The most desirable rural historic location within 2 hours of NYC. Home to actors, writers, artists and the owners of luxury estate vacation homes. Many world class restaurants, inns and spas. Skiing, Lake Waramaug Beaches, BBQ, farm stands and fairs, antiquing, and numerous recreational activities. Rare offering.

Pristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by Roxbury's best historic estate neighborhood, farms and homes of artists, actors and writers. Magnificent open floor plan with 2-3 bedrooms, 2 fireplaces, new eat-in kitchen, vaulted living room, den and screened porch. Dine or relax on the flagstone terrace next to the heated gunite pool. Mature gardens with climbing roses, lavender and blue hydrangea.

Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room, spacious dining room and chef's kitchen with striking polished hardwood center island. Upstairs, Primary En Suite Bedroom with lovely clawfoot tub, double sinks, large separate shower and spacious dressing room. Two more bedrooms share a charming hall bath. Finished lower level currently outfitted as a family room with French doors to a serene patio leading out to the pool, another en suite bedroom and two more finished flexible spaces. The perfect peaceful location, minutes from the centers of Roxbury and Washington. Must see!

MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes to The Mayflower. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open floorplan Living/Eat-in Kitchen/Family Room with wood burning fireplace and sliders to a year-round, heated pool and patio. Dine or relax on the granite terrace or covered front porch surrounded by mature woods and amazing rock outcroppings. Attached 2-car garage. Mint Condition! Move Right In!

Quintessential CT Mini- Estate. Top restoration of 3-Bedroom/2.5 bath Victorian Cottage with Large Pool/Guest House, stunning pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year. Perfect for generational living as both the Main House and the Pool House have their own pools, driveways and garages. Main house with large wood burning fireplace and original antique wood floors throughout. Newly Expanded Vaulted, Open and Airy Pool House with chef's kitchen, bedroom, full bath, finished lower level offering a second full bath and more living space. Charming, covered BBQ Deck overlooking pool and 2-car garage below. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and other private luminaries. Mature plantings include beautiful hedges, blue hydrangea, specimen trees -- enough flowers to keep vases full. Barn. Special. Must see!

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a short distance to Maple Bank Farm Stand, Toplands Farm, and historic Roxbury Center. New Hot Tub. Pool possible on rear terrace.

Roxbury dream home with forever views. Tucked away down a gracious drive off a bucolic town road this quintessential Georgian welcomes you home and envelopes you in calm and comfort. Arrival at the motor court provides the first glimpse of a western view that stretches from Roxbury as far as the eye can see, giving an immediate sense of place. The home, unabashedly radiant in its sunny yellow color, was purchased by the current owner in 2021 and underwent an exquisite glow-up by a noted local designer who transformed the residence into something formal, yet intimate; a place that feels so right with rooms that serve purpose. The masterfully appointed chef's kitchen will delight with abundant prep space, oversized range, and a refrigeration wall with dedicated cooling, freezer and wine storage. A sun-filled gathering space is adjacent as well as an informal dining area. A butler's pantry connects the kitchen and the formal dining room. The formal LR is across the foyer, a serene space with one of the home's 3 fireplaces. A den and a media lounge complete the main floor. Upstairs, the primary suite has been reimagined into a luxury space with dressing room and a spa bath. 2 guest BRs and a full bath complete this level. Above the 2 car garage is a guest apartment with living area/gym, BR and BA. Immaculate grounds with mature gardens and multiple outdoor dining spaces. Ready for new memories, this is a gem of a home within a dream of a town.

This Circa 1851 Historic house known as 'Mine and Quarry House "in Roxbury, Ct ' Historic and Architectural resource survey is highly significant as the only surviving antique of the mining and quarrying industries. It boarders on 100's of acres of the Roxbury Land trust and enjoys valley views of the Shepaug River. Over time it became a really charming home in a very private and pretty setting on 6 acres at the end of a dirt road that runs along the river and pond.The approach is simply magical and this is only one of two homes on the road. Truly Light filled with 4 bedrooms and 3 full baths, features include a front to back living room with fireplace and a sweet kitchen with sitting area and a wood burning stove. There is a small library room in between. Access to the stunning property is from a glassed side porch that easily flows from the center of the first floor and formal dining room. There is also a large rear deck for sun baths, or dining as it has access from the kitchen and Living room, so perfect for entertaining. This property is a complete sanctuary with an in ground pool just off the deck along with an out door shower and mature beautiful landscaping a 30 year passion of one of the owners. There is a newer 2 car garage that hides the pool equipment and has etc storage. This is an enchanting property with enviable seclusion but is only minutes to farmers markets, great restaurants, a general store, and central to everything Litchfield County is know for.

Welcome Home to this beautiful Estate in the charming Land of Roxbury!! Sprawling kitchen with high end appliances (Wolfe, Sub Zero) cabinets and countertops inluding wine bar with separate sink. Plenty of space for all your family holidays and well planned cocktail parties. This home has two Primary suites. Excellent for weekend guests and possible in laws. Custom built in 2017. 9 Ft ceilings. Grand entry. Open concept. Wide plank oak floors. The main level primary has amazing wide pine floors, access to the back deck, walk in clsoet and a bathroom unmatched with heated floors. The second primary upstairs has walk in closet and whirlpool bath plus glass/tiled shower. 3 car attached garage. Spray foam insulation. Large unfinished room for finishing or easy storage. HUge laundry room. Finished walkout lower level has 2 large versatile rooms. Beautiful 3.16 acres on quiet dirt road. Simply amazing.

This much-admired residence is privately located on a quiet country road, with 3-plus acres of lawn and light woods lined by old stone walls. The flat, sweeping driveway curves past the house to the 3-car attached garage and circular driveway. The welcoming open foyer steps down to a living area with cathedral ceilings, Palladian window, gas fireplace, and wet bar, flowing into the dining area separated by columns. The cheerful kitchen is brightened by corner windows and atrium doors that open to a gracious stone patio with stone sitting wall. Note, please, the extraordinarily beautiful windows throughout the main level ... tall, arched triple windows in the living rm, full-wall paned window in the dining rm, transomed high windows in the primary bedroom bay. The FIRST-FLOOR Primary Bedroom features a windowed bay, elevated ceilings, a large bath with whirlpool tub, separate shower, and a huge walk-in closet. It could potentially serve as an in-law suite. Upstairs there are 3 more bedrooms, a hall bath, and a Walk-in Attic. A stone breezeway connects the garage to a side entry hall with convenient half bath in addition to the guest powder room. Outstanding stonework is present throughout the property, including the side steps, patio, and rear gardens. The basement is equipped with workbenches. This home is truly a stand-out with exceptional presence. Click on the camera icon for a tour and more information. Location, incomparable setting, and great bones are its key features.

A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Highlighted by judges paneling, the large two-story main foyer is breathtaking. An evening soiree for a large gathering of guests is easily achieved in the public rooms. Both rooms offer a touch of grandeur with extra tall ceilings, tall windows and exquisite detailed moldings. The formal dining room is generous in size with tall windows. The home also offers an array of comfortable spaces for intimate gatherings. The delightful and sunny great room includes the updated kitchen with dining, sitting area with fireplace bordered by floor to ceiling bookshelves and French door that leads to the deck overlooking the magnificent view. There is a family room with fireplace, rec room and full bath in the walk-out lower level. The main floor primary suite is extra special with a fireplace, French doors to brick terrace, and full bath with sauna. The three additional bedrooms, all with full baths, are nicely sized. Special in every way and just 90 minutes from NYC.

Set on South Street in the heart of Roxbury, FoxCroft is a classic 1792 Colonial farmhouse on a generous parcel of land. The property includes a heated pool, guest house, studio, 3 car garage with hayloft, and a pond, as well as remnants of its history: an old ice house and a well house. Inside, original fireplaces anchor each of the main rooms, including a large central fireplace with a bread oven. The sunroom opens to views of the surrounding trees and offers a quiet spot to read or work. Built-in shelves and exposed beams appear throughout, balancing simplicity with style.The kitchen has been updated with a six-burner Viking stove, Bosch dishwasher, and SubZero refrigerator, and connects to a butler's pantry for storage and utility. Front and back staircases lead upstairs to 3 ensuite bedrooms with lots of closet space. The primary suite includes a fireplace, walk-in closet, and a bonus room that could serve as a study or dressing room. The guest cottage, once a schoolhouse with cubbies, offers its own living space with a bedroom, sitting area, and full bath. The studio nearby includes a half bath, separate laundry, and flexible open space under high ceilings, ideal for creative, remote work or a play space. Outdoors, the land invites exploration. There are perennial gardens, a meadow, a pond that used to be Roxbury's town skating pond, and shaded paths among old trees and stone walls.FoxCroft is a place to settle in, or to get away. It's ready for its next chapter.

WELCOME TO YOUR DREAM HOME! This stunning new construction colonial farmhouse boasts modern elegance and top-of-the-line finishes throughout. Featuring 5 spacious bedrooms and 3.5 luxurious bathrooms, this home offers ample space for comfortable living. The open concept living area is perfect for entertaining, with a gourmet kitchen that includes high-end stainless-steel appliances, custom kitchen cabinets, marble countertops, and a large island. Enjoy the natural light that floods through the large windows, highlighting the beautiful hardwood floors. The Owner's suite is a true retreat, complete with a spa-like ensuite bathroom and walk-in-closet. Step outside to a beautifully landscaped yard, perfect for outdoor gatherings. Don't miss the opportunity to make this exquisite home yours!Additional Features:- Black Windows (Exterior)- 5" Wide Hardwood Flooring- Decorative Wood Beams- Mahogany Front Door- 5 Panel Interoir Doors- Modern Door Hardware- 5-1/2" Modern Baseboard- 3-1/2" Modern Casing- Shiplap Trim- Waterfall Kitchen Island- Marble Slab Backsplash- Farmhouse Kitchen Sink- Matte Black Plumbing Fixtures- Modern Electrical Fixtures- Smart Home Automation- Beadboard Porch Ceiling- Historic Stone Walls- Nearly Level Back Yard- Modern Gas Fireplace- Architectural Roof Shingles- Fiber Cement Plank Lap Siding- Fiber Cement Panel Siding (B&B)- PVC Trim & SoffitsOptional Features:- Inground Swimming Pool- Barn- Shed- Metal Roofing Above Porch

Step into a world of charm and timeless elegance in Roxbury, CT. This bucolic estate spans 5.18 acres and offers a blend of historic charm and rustic sophistication. Explore the six-bedroom main house, complete with five bathrooms and five fireplaces, wood beams and stunning wide plank flooring bring warmth and style. This tranquil home embodies classic Connecticut living with its antique patina and captivating features. The estate also includes a charming two-bedroom guest cottage, perfect for hosting guests or extended family in a romantic setting. Invest in a lifestyle that blends history, luxury, and country living. Your dream home awaits.

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.

Utterly Private Country Estate. Expansive 4+ bedroom meticulously maintained, classically-designed house set high up a long tree-lined driveway w/distant southern & western/sunset views on 24+ secluded acres of verdant lawn, beautiful perennial gardens, ancient trees and a serene pond. Grand room dimensions, high ceilings, solid wide-board pine floors & windows designed to maximize the stunning views throughout. Formal center hall. Elegant living room w/wood-burning fireplace. Stately dining room. Fabulous great room/kitchen w/vaulted ceiling, large stone fireplace, over-sized windows & access to a mahogany deck & lovely stone patio overlooking the property. NEFF-designed kitchen with top-of-the-line appliances & beautiful custom cabinetry. Heated sunroom w/vaulted ceilings. Den/office w/fireplace & handsome wood accents. 1st floor ensuite bedroom. Upstairs: primary bedroom w/fireplace, timeless-designed marble bathroom w/soaking tub & large shower, 3 walk-in closets & a sweet terrace. 2 more bedrooms share a hall bath. Walk-out lower level currently configured as family room, gym, full bath & laundry but has potential as self-sufficient apartment. Wood-paneled elevator services all floors including the heated 3-car garage. 2-bedroom pool/guest house w/great room w/fireplace, kitchen & lower-level apartment w/fireplace. Heated gunite pool. Poolside fireplace. Custom elevated vegetable gardens. Solely one-family-owned.Offers multi-generational living in a tranquil oasis. Rare.