Roxbury, CT Homes For Sale | Vylla Home
skip to main content

Roxbury CT Real Estate & Homes for Rent

20 Properties Found

The median home value in Roxbury, CT is $735,000. This is higher than the county median home value of $255,000. The national median home value is $308,980. The average price of homes sold in Roxbury, CT is $735,000. Approximately 69% of Roxbury homes are owned, compared to 13% rented, while 18% are vacant. Roxbury real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Roxbury real estate agent to arrange a tour today!
Learn more about Roxbury.


1–20 of 20 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
2
Baths:
2.50
Sq.Ft.:
2,322
Status:
Active
MLS#:
24021935
Type:
Single Family
Lot size:
4.87 Acres
Year built:
1980
Courtesy: Diana Bisselle - William Pitt Sotheby's Int'l Diana Bisselle
View additional info

~ JULY 2024 ~ Experience pure Zen in this beautifully renovated 2 bedroom, 2.5 bath home. Located off of a quiet and scenic country road, this unique one level house - originally designed by a world renowned architect - possesses light filled rooms and a relaxing environment. An open floor plan allows for a stunning updated kitchen to flow seamlessly into both the dining room and living room. A spacious patio provides outdoor tranquility on warm summer days and nights. A truly transporting experience. Enjoy many area amenities including hiking and biking trails, farmer's markets, and upscale dining. Available July for $9k/month.

Beds:
2
Baths:
3.50
Sq.Ft.:
1,840
Status:
Active
MLS#:
24021229
Type:
Single Family
Lot size:
3.42 Acres
Year built:
1760
Courtesy: Graham Klemm - Klemm Real Estate Inc Graham Klemm
View additional info

DEAL ALERT! August-Labor Day 2024 NOW $7,900. Utterly Charming In-Town Delight with New Heated Pool. 2 Bedroom, 2.5 Bath Main House + 1 Bedroom, 1 Bath Guest House with Separate Kitchen. Moments From Library, General Store & Town Tennis Courts. Inviting Eat-in Kitchen with Dining & Seating Area. Separate Formal Dining Room. Large Living Room with Fireplace. 2 En-Suite Bedrooms. Brand New Pool with Separate Pool House. Comfortably Furnished and Well Appointed. Ready for Summer 2024!

Beds:
4
Baths:
2.50
Sq.Ft.:
3,089
Status:
Active
MLS#:
24019883
Type:
Single Family
Lot size:
4 Acres
Year built:
1969
Courtesy: Melinda Dubow - Klemm Real Estate Inc Melinda Dubow
View additional info

Country Retreat with Fabulous Gunite Pool in the Heart of the Town of Roxbury on 4 +/- pastoral acres. Spend August 2024 at this 4 bedroom and 2 and 1/2 bath charming Colonial with Great Room with vaulted ceilings, Eat-in Country Kitchen, Formal Living Room with wood-burning fireplace, Formal Dining Room and a Wonderful Terrace overlooking the verdant open lawn replete with a picturesque pond, towering pines and mature trees, plantings and perennial gardens. Play tennis at the adjacent Roxbury Town courts, meander across the street for Ferris Acres Ice Cream and other delectables at the Roxbury Market or visit near-by local farm stands, Land Trusts with trails, river access and waterfalls or drive a short distance to many world-class restaurants. Two-car attached garage and bicycles available. Gym on premises available. 1.5 hours to NYC. First time ever on the rental market. Special.

Beds:
4
Baths:
2.50
Sq.Ft.:
3,026
Status:
Active
MLS#:
24017106
Type:
Single Family
Lot size:
15.37 Acres
Year built:
1982
Courtesy: Maria Taylor - Klemm Real Estate Inc Maria Taylor
View additional info

Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available short term between September to May for $7,500 per month. Contact agent for availability. Just 90 minutes from NYC. Also available from June and July for $22,000 per month (MLS #24010919).

Beds:
4
Baths:
2.50
Sq.Ft.:
2,743
Status:
Active
MLS#:
24013376
Type:
Single Family
Lot size:
4.52 Acres
Year built:
1983
Courtesy: Jeffrey Phillips - William Pitt Sotheby's Int'l Jeffrey Phillips
View additional info

Flexible Term Rental: Experience the charm of a beautifully maintained Colonial reproduction set on 4.5 acres. This 2,700 sq ft gem features four spacious bedrooms, including a master suite with a sweetheart balcony and en suite bathroom, and a fireplace-adorned secondary bedroom. Enjoy the warmth of wood-burning fireplaces in the formal dining room, living room, and den. The kitchen shines with granite countertops, stainless appliances, and skylights. The property boasts pinewood flooring, elegant paneling, a full basement with extensive storage, and a two-bay garage with unique tractor storage. Relish the outdoor beauty from an elevated deck overlooking a level lawn and mature landscaping. Prime location near Roxbury Land Trust, Maple Bank Farm, Mayflower Inn, and Woodbury's dining.

Beds:
4
Baths:
2.50
Sq.Ft.:
3,026
Status:
Active
MLS#:
24010919
Type:
Single Family
Lot size:
15.37 Acres
Year built:
1982
Courtesy: Maria Taylor - Klemm Real Estate Inc Maria Taylor
View additional info

Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available June 15th to August 2nd for $22,000 per month. Just 90 minutes from NYC. Also available from short term between Labor Day and Memorial Day for $7,500 per month. Contact agent for availability.

Beds:
3
Baths:
2.50
Sq.Ft.:
2,800
Status:
Active
MLS#:
24003359
Type:
Single Family
Lot size:
10 Acres
Year built:
1795
Courtesy: Kathryn Clair - William Pitt Sotheby's Int'l Kathryn Clair
View additional info

Set in one of the most beautiful areas of Roxbury and short walk to acres of land trust, this light, bright and airy open floor plan 18th century Colonial has over 26 acres of peace and quiet. There is a large tranquil pond which is surrounded by white pine trees. A place to one with nature! The home features 2 primary bedrooms, one on each level and an additional bedroom on the second level. The designer kitchen with Carrara marble counters, a vaulted ceiling and custom island opens to a stone patio and screened porch. The huge living room is light filled with wide board floors, French doors and a wood burning fireplace. This home also features central air conditioning, a security system, first floor laundry. Enjoy the sites and sounds of nature in this very special retreat property and relax in this paradise, under 2 hours from New York City.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,720
Status:
Active
MLS#:
24006900
Type:
Single Family
Lot size:
3.13 Acres
Year built:
1966
Courtesy: Diana Bisselle - William Pitt Sotheby's Int'l Diana Bisselle
View additional info

Enjoy Summer in Roxbury at this delightful 3BDR, 2 Bath cottage with pool. Light and bright interior with easy-living, one-level floor plan. Enjoy the morning sunrise and beautiful light throughout the day, and soak in the captivating sunsets from the trellised deck or poolside. In the words of Debussy..."there is nothing more musical than a sunset" and the long western views will not disappoint. Let your eyes wander across the beautifully manicured verdant lawns, providing a sense of both peace and privacy. This property is the perfect escape from city life but also allows one to venture out to local attractions: Refresh at the Roxbury Falls, enjoy local fairs and art galleries, hike at Roxbury land trust, or try tennis, horseback riding and golf nearby. Shop at local Farmers markets and farm stands or go antiquing in neighboring Woodbury. Choose from a broad spectrum of dining options from farm to table to Michelin star restaurants. Just 1.5 hours from NYC. AVAILABLE: JUNE, JULY and/or AUGUST 2024. Tenant is responsible for cost of pool heat.

Beds:
1
Baths:
1.00
Sq.Ft.:
900
Status:
Active
MLS#:
170623688
Type:
Single Family
Lot size:
5.15 Acres
Year built:
1978
Courtesy: Melinda Dubow - Klemm Real Estate Inc Melinda Dubow
View additional info

Featured in CTC & G January, 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 1 bedroom/ 1 bath apartment, is located beneath the main house and may be rented with the Main House or completely closed off on its own with own laundry room. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and near by the Shepaug River, local farmstands, local fairs, antiquing, cultural venues as well as wonderful restaurants and shops. Golf and tennis nearby. This home is close to the charming Town of Roxbury, minutes to Washington Depot and 90 minutes from NYC. RATES FOR LABOR DAY TO MEMORIAL DAY, 2024/25 as follows: 1 BR apt- $2,000/month or whole house-$5,250. SUMMER MONTHS, 2024:1 BR Apt- $2,700 or whole house-$7,850. Plus, utilities & $300 cleaning fee. Inquire for shorter or longer stays. Must See! Main House listed separately as MLS #170623403.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
170623403
Type:
Single Family
Lot size:
5.15 Acres
Year built:
1978
Courtesy: Melinda Dubow - Klemm Real Estate Inc Melinda Dubow
View additional info

Featured in CTC & G January, 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 3-bedroom, 2 bath home rests on five acres with a gentle stream running through it. State of the art chef's kitchen with all new appliances including a wine cooler. Great Room with beams, soaring ceilings, hardwood floors and wood-burning fireplace. Outdoor deck for relaxing and listening to the quiet rush of the stream. Fully-fenced backyard, BBQ Grill, Fire Pit. Central Air. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and near by the Shepaug River, local farmstands, local fairs, antiquing, cultural venues as well as wonderful restaurants and shops. Golf and tennis nearby. This home is close to the charming Town of Roxbury, minutes to Washington Depot and 90 minutes from NYC. NB: This listing is located above a 1 BR apartment, which is currently closed off from the Main House. You have your own private front door entrance, deck and washer and dryer. RATES FOR LABOR DAY-MEMORIAL DAY as follows: Main House- $4,000/mth ADD 1 BR apt- $5,250. SUMMER MONTHS, 2024: MAIN HOUSE -$6,000 ADD 1 BR Apt- $7,850. Plus, utilities & $300 cleaning fee. Inquire for shorter or longer stays. Must See! One bedroom apartment listed separately as MLS #170623688

Beds:
3
Baths:
3.50
Sq.Ft.:
2,500
Status:
Active
MLS#:
170617992
Type:
Single Family
Lot size:
4.07 Acres
Year built:
1835
Courtesy: Kathryn Clair - William Pitt Sotheby's Int'l Kathryn Clair
View additional info

Available August 1 through Labor Day $25k. Spend a perfect summer month in this Gorgeous Connecticut Antique "Edson Bradley Estate," beautifully updated 3 bedroom antique home, with an additional 1 bedroom guest apartment in the nearby renovated barn, a gunite pool with views west, apple orchard and a lovely park-like setting. The 3 bedroom home main house offers open kitchen to Conservatory for great light and family along with living room and library. Just a short drive to Roxbury Center, and privately sited with a grove of pine trees. Close to Roxbury Land Trust's gorgeous hiking trails, the Shepaug River and Maple Bank Farm, and just minutes away from Washington Depot, New Milford and Woodbury for great shopping and restaurants!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,720
Status:
Active
MLS#:
170588497
Type:
Single Family
Lot size:
3.13 Acres
Year built:
1966
Courtesy: Diana Bisselle - William Pitt Sotheby's Int'l Diana Bisselle
View additional info

Enjoy the Academic Year in this delightful 3BDR, 2 Bath Roxbury cottage with pool. Light and bright interior with easy-living, one-level floor plan. Enjoy the morning sunrise and beautiful light throughout the day, and soak in the captivating sunsets from the trellised deck or poolside. In the words of Debussy..."there is nothing more musical than a sunset" and the long western views will not disappoint. Let your eyes wander across the beautifully manicured verdant lawns, providing a sense of both peace and privacy. This property is the perfect escape from city life but also allows one to venture out to local attractions: Refresh at the Roxbury Falls, enjoy local fairs and art shows, hike at Roxbury land trust, or try tennis, horseback riding and golf nearby. Shop at local Farmers markets and farm stands or go antiquing in neighboring Woodbury. Choose from a broad spectrum of dining options from farm to table to Michelin star restaurants. Just 1.5 hours from NYC.

Beds:
4
Baths:
2.50
Sq.Ft.:
1,782
Status:
Active
MLS#:
170558816
Type:
Single Family
Lot size:
3 Acres
Year built:
1990
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Pristine hilltop art filled home with views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. Wood burning fireplace, vaulted master bedroom with balcony and private bath. Dine or relax on the flagstone terrace. Ping pong, trampoline, croquet, badminton, gas BBQ, fire pit, bikes and board games. SUMMER June - August $26,900/month; Memorial - Labor Day Main House $69,900 OFF-SEASON September - May $12,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Please inquire for other/shorter rental terms.

Beds:
1
Baths:
2.00
Sq.Ft.:
900
Status:
Active
MLS#:
170558652
Type:
Single Family
Lot size:
3 Acres
Year built:
2010
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Large Vaulted Pool House. King BR + BA,Trundle BR/BA - King Bed or 2 Twins. Chef's Kitchen. Covered BBQ. Deck Overlooking Pool.Garage. SUMMER June - August $24,900/month Memorial - Labor Day $59,000; OFF-SEASON September - May $10,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Possible to rent with Main House with its own plunge pool. See listing for 253 Tophet. Inquire for other/shorter rental terms.

Beds:
3
Baths:
3.50
Sq.Ft.:
1,469
Status:
Active
MLS#:
170360309
Type:
Single Family
Lot size:
3 Acres
Year built:
1890
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Restored 3-BR Victorian Cottage with pool/spa/hot tub with wonderful gas barbeque stone terraces. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and Wall Street executives. Relax or dine poolside surrounded by hedges and blue hydrangea. Specimen trees, enough flowers to keep vases full. Large wood burning fireplace. SUMMER June - August $24,900/month; Memorial - Labor Day $59,900 OFF-SEASON September - May $11,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL: $129,000. Ask about other terms. INQUIRE to include Pool House- see separate listing for 253B Tophet.

Beds:
3
Baths:
2.50
Sq.Ft.:
2,080
Status:
Active
MLS#:
170360296
Type:
Single Family
Lot size:
3.1 Acres
Year built:
2000
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Meander down the most scenic of Roxbury dirt roads to reach "Tunnel Road 4-BR" tucked between the Shepaug River, historic wood Judd's Bridge and Farm and 1000 acres of Steep Rock land trust with endless hiking trails. Pristine renovated private country home with year round 8'x 16' spa pool, wood burning fireplace and open floor plan. Dine or relax on the granite terrace or covered front porch. SUMMER June - August $24,900/month; Memorial - Labor Day $59,900; OFF-SEASON September - May $11,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $139,000. Ask about other terms.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,799
Status:
Active
MLS#:
170306058
Type:
Single Family
Lot size:
8.64 Acres
Year built:
1980
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Pristine 3-bedroom private mint farmer's home ideal for walking, jogging and biking. Magnificent design with antiques, art and 2 fireplaces, over-sized living room, dining room for 10 and chef's kitchen. Heated pool surrounded by endless summer hydrangea and 11 acres of lawns, pond, and fields. The perfect location minutes from the centers of Roxbury and Washington. SUMMER June - August $26,900/month; Memorial - Labor Day $69,900; OFF-SEASON September - May $12,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Inquire about other/shorter rental terms.

Beds:
3
Baths:
3.50
Sq.Ft.:
4,517
Status:
Active
MLS#:
170306004
Type:
Single Family
Lot size:
8.04 Acres
Year built:
1995
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Perfect 6BR 3.5 Bath home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. 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.SUMMER June - August $30,900/month; Memorial - Labor Day $74,900; OFF-SEASON September - May $13,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $169,000. Inquire about other/shorter rental terms.

Beds:
6
Baths:
3.50
Sq.Ft.:
2,716
Status:
Active
MLS#:
170305994
Type:
Single Family
Lot size:
3.01 Acres
Year built:
2002
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Mint 6 bedroom colonial reproduction on scenic dirt road. Walk, jog, bike into land preserve. Heated pool, outdoor play set, bbq, 3 acre lawn, 4 wood-burning fireplaces. SUMMER:June - August $30,900/month. Memorial - Labor Day $74,900.OFF-SEASON: September - May $13,900/month If over 3 months, subtract $1,000 per month and no tax is due. ANNUAL:$169,000. Inquire about other/shorter rental terms.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,396
Status:
Active
MLS#:
170305985
Type:
Single Family
Year built:
1990
Courtesy: Peter Klemm - Klemm Real Estate Inc Peter Klemm
View additional info

Mint St. Barth's-style home in perfect hilltop neighborhood with heated pool. Exceptional interior design with two wood burning fireplaces and vaulted ceilings. SUMMER June - August $26,900/month, Memorial - Labor Day $69,900. OFF-SEASON: September - May $12,900/month--If over 3 months, subtract $1,000 per month. And no tax is due. ANNUAL: $159,000. Inquire for other/shorter rental terms.

Refine Property Search
Page 1 of 1    Prev | Next
1–20 of 20 properties displayed
This Information is from Smart MLS and has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy