$7,500 per month
- 4 Beds
- 3.5 Baths
- 3,901 Sq Ft
- House for Rent
75 Green Hill Rd, Washington, CT 06793
75 Green Hill Rd, Washington, CT 06793
49
Homes for Rent near The Glenholme School
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$20,000 per month
- 3 Beds
- 3 Baths
- 2,312 Sq Ft
- House for Rent
95 Shinar Mountain Rd, Washington Depot, CT 06794
95 Shinar Mountain Rd, Washington Depot, CT 06794 -
$2,500 per month
- 1 Bed
- 1 Bath
- 875 Sq Ft
- Apartment for Rent
160 North St, Roxbury, CT 06783
160 North St, Roxbury, CT 06783 -
$3,950 per month
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
- House for Rent
39 South St, Washington, CT 06793
39 South St, Washington, CT 06793 -
$4,250 per month
- 3 Beds
- 2 Baths
- 1,375 Sq Ft
- House for Rent
7 Owls Nest, New Milford, CT 06776
7 Owls Nest, New Milford, CT 06776 -
$2,495 per month
- 3 Beds
- 1 Bath
- 1,650 Sq Ft
- House for Rent
206 Litchfield Turnpike, New Preston Marble Dale, CT 06777
206 Litchfield Turnpike, New Preston Marble Dale, CT 06777Discover affordable, move-in ready living in this beautifully renovated Cape in the heart of Washington. Perfect for first-time buyers, investors, or anyone seeking a lifestyle upgrade, this home features three bedrooms plus a flexible loft-style upper level-ideal for a home office, guest suite, or studio. Enjoy exposed beams, an eat-in kitchen, and thoughtful updates throughout. Step outside to
Todd Sargent Coldwell Banker Realty
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$6,900 per month
- 3 Beds
- 3.5 Baths
- 3,795 Sq Ft
- House for Rent
61 Old Litchfield Rd, Washington, CT 06793
61 Old Litchfield Rd, Washington, CT 06793Fantastic Washington winter rental. Available 11/15/2025 thru 4/30/2026. Close to town, schools and SteepRock. 3 Bedrooms, 3.5 bathroom Dutch colonial style home. Eat in kitchen, dining room, living room, office and primary bedroom on main floor. 2 Beds and 2 baths with second work area upstairs. Finished basement areas. Great yard and western sunsets. Perfect for ski season at Mohawk Mountain.
Pels Matthews W. Raveis Lifestyles Realty
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$7,500 per month
- 4 Beds
- 3.5 Baths
- 3,428 Sq Ft
- House for Rent
104 Lower Church Hill Rd, Washington, CT 06794
104 Lower Church Hill Rd, Washington, CT 06794This gorgeous light and bright Colonial has been recently renovated and is in a top-notch area of Washington. Just minutes from the town center, the beach area on Lake Waramaug and the 998-acre Steep Rock Preserve with hiking trails through the hills and along the riverbank. Additional nearby attractions include White Memorial State Park, Candlewood Lake, antique shops, restaurants, Winvian Spa,
Maria Taylor Klemm Real Estate Inc
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$3,950 per month
- 3 Beds
- 2.5 Baths
- 1,746 Sq Ft
- House for Rent
281 Nettleton Hollow Rd, Washington, CT 06793
281 Nettleton Hollow Rd, Washington, CT 06793Located on one of Washington's most desirable roads, this 3-4 bedroom Scandinavian style home exudes charm and character throughout. The main level is highlighted by a cozy living room with vaulted ceilings and a wood burning stove, and offers exterior access to the large wrap around deck. Adjacent is a dining area and well appointed kitchen with a gas range and ample cabinet storage. The
Matt McElhone William Pitt Sotheby's Int'l
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$9,000 per month
- 5 Beds
- 7 Baths
- 6,763 Sq Ft
- House for Rent
293 Lake Rd, Warren, CT 06777
293 Lake Rd, Warren, CT 06777Sept 2025 to May 2026 furnished rental with stunning long southern and western views of Lake Waramaug and the Litchfield Hills! 16 acre, 5 bedroom estate located minutes from the lake with access to Warren Town Beach, hiking trails at Steep Rock or the Warren Land Trust. Village of New Preston is only minutes away for dinning and shopping. Less than 30 minutes to skiing at Mohawk Mtn. 5 large
Pels Matthews W. Raveis Lifestyles Realty
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$15,000 per month
- 5 Beds
- 8 Baths
- 8,145 Sq Ft
- House for Rent
247 Roxbury Rd, Washington, CT 06793
247 Roxbury Rd, Washington, CT 06793Luxury summer rental with inground Gunite pool in the beautiful Litchfield Hills of Washington. It's long gracious driveway leads you to the formal yet comfortable country house privately set on the property for peaceful enjoyment. This location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for
Maria Taylor Klemm Real Estate Inc
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$4,000 per month
- 2 Beds
- 2 Baths
- 1,436 Sq Ft
- House for Rent
3 Perkins Rd, New Preston Marble Dale, CT 06777
3 Perkins Rd, New Preston Marble Dale, CT 06777Escape to this incredibly charming Lake Waramaug cottage offering exceptional views from every window. This idyllic retreat features an open-concept kitchen, dining, and living room perfect for gathering with family and friends, plus a spacious main bedroom. All total there are 2 BR and 2.5 BA. The property includes shared use (with landlord) of a cozy boathouse with private dock for direct lake
Austin Farmer W. Raveis Lifestyles Realty
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$3,275 per month
- 3 Beds
- 2.5 Baths
- 1,764 Sq Ft
- House for Rent
60 Connelly Rd, New Milford, CT 06776
60 Connelly Rd, New Milford, CT 06776Perfection in Action - Renovated & Ready! Welcome to a truly turn-key home in the desirable Northville section of New Milford. This beautifully renovated 3-bedroom, 2.5-bath gem sits on a quiet 1.27-acre lot, offering peace, privacy, and high-end finishes throughout. Step inside to an open floor plan with gleaming oak hardwood floors, ceramic tile, and custom maple cabinetry. The kitchen stuns
Todd Sargent Coldwell Banker Realty
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$5,500 per month
- 3 Beds
- 3.5 Baths
- 2,871 Sq Ft
- House for Rent
205 Arch Bridge Rd, Bethlehem, CT 06751
205 Arch Bridge Rd, Bethlehem, CT 06751Discover a beautifully renovated country retreat featuring stunning views of Woodbury and the Litchfield County Hills. This furnished home is filled with abundant natural light, thanks to multiple picture windows throughout the spacious living areas. Enjoy your morning coffee on the covered porch, perfect for catching up on emails or simply soaking in the fresh air. Accommodating 10 to 12 guests
Jeff Boucher Drakeley Real Estate, Inc.
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$14,000 per month
- 5 Beds
- 7 Baths
- 6,763 Sq Ft
- House for Rent
293 Lake Rd, Warren, CT 06777
293 Lake Rd, Warren, CT 06777Annual furnished rental with stunning long southern and western views of Lake Waramaug and the Litchfield Hills! 16 acre, 5 bedroom estate located minutes from the lake with access to Warren Town Beach, hiking trails at Steep Rock or the Warren Land Trust. Village of New Preston is only minutes away for dinning and shopping. Less than 30 minutes to skiing at Mohawk Mtn. 5 large bedrooms with 3
Pels Matthews W. Raveis Lifestyles Realty
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$4,900 per month
- 3 Beds
- 2.5 Baths
- 2,587 Sq Ft
- House for Rent
75 Church Hill Rd, New Milford, CT 06776
75 Church Hill Rd, New Milford, CT 06776Academic year rental available 8/15/25 -6/15/25 @ $4,900 per month. Enchanting 1930's European style stone home attached by a light-filled breezeway to a cozy wing that began as a local printing press - "Shiver Mountain". Character and charm throughout this 2 or 3 bedroom 2.5 bath home. Private ensuite primary separated from guest wing with additional bedrooms. Impressive Great Room with vaulted
Jacki Hornish W. Raveis Lifestyles Realty
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$5,000 per month
- 3 Beds
- 2.5 Baths
- 3,356 Sq Ft
- House for Rent
170 Rabbit Hill Rd, New Preston Marble Dale, CT 06777
170 Rabbit Hill Rd, New Preston Marble Dale, CT 06777Long drive leads you to this private and pristine cape that sits just below the pinnacle in Warren, giving amazing southern views to the far hills. With over 3,300 sq ft of living space, the home has 3/4 bedrooms, 2.1 bath and living/dining room combination with fireplace, lovely updated kitchen, study and family room. All rooms are nicely sized and the primary with walk-in closet and full bath
Claudine McHugh Klemm Real Estate Inc
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$40,000 per month
- 5 Beds
- 8 Baths
- 8,145 Sq Ft
- House for Rent
247 Roxbury Rd, Washington, CT 06793
247 Roxbury Rd, Washington, CT 06793Luxury summer rental with inground Gunite pool in the beautiful Litchfield Hills of Washington. It's long gracious driveway leads you to the formal yet comfortable country house privately set on the property for peaceful enjoyment. This location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for
Maria Taylor Klemm Real Estate Inc
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$20,000 per month
- 3 Beds
- 2.5 Baths
- 3,290 Sq Ft
- House for Rent
187 Old Mount Tom Rd, Bantam, CT 06750
187 Old Mount Tom Rd, Bantam, CT 06750At the end of a winding, tree-lined road, hidden from sight by towering pines and the gentle curve of the landscape, a clearing opens and the Bantam Barn comes into view. Set high atop a hill and surrounded by nearly five acres of quiet woodland and lawn, this remarkable home is not merely a place to stay, but a place to exhale. Originally a 19th-century barn, the structure has been lovingly
Angelica VonDrak Houlihan Lawrence
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$5,500 per month
- 3 Beds
- 1.5 Baths
- 2,112 Sq Ft
- House for Rent
111 Todd Hill Rd, Morris, CT 06763
111 Todd Hill Rd, Morris, CT 06763Escape and unwind in this exquisitely restored 1741 saltbox colonial-the oldest home in Morris, CT! This 3-bedroom jewel is offered as an annual rental and comes fully furnished with sophisticated, timeless, and comfortable interiors. Set on more than four acres of carefully landscaped gardens, mature trees, classic stone walls and an outdoor entertaining terrace, this property offers a perfect
Pels Matthews W. Raveis Lifestyles Realty
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$6,000 per month
- 2 Beds
- 1.5 Baths
- 1,088 Sq Ft
- House for Rent
14 New Preston Hill Rd, New Preston Marble Dale, CT 06777
14 New Preston Hill Rd, New Preston Marble Dale, CT 06777Just outside the village of historic New Preston with shops and dining. Quaint 2 bedrooms and 1.5 baths charmer with large front porch. Cozy and comfortable with a private back yard. Stroll into town or to Lake Waramaug that is just around the corner. Enjoy the Washington Town Beach for summer.
Joseph Lorino Klemm Real Estate Inc
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$11,000 per month
- 3 Beds
- 2.5 Baths
- 2,354 Sq Ft
- House for Rent
74 Tanner Hill Rd, Warren, CT 06777
74 Tanner Hill Rd, Warren, CT 06777*August available for $11,000* A rare opportunity to experience daily enjoyment of what many call "the best view in town". For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this
Matt McElhone William Pitt Sotheby's Int'l
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$7,000 per month
- 3 Beds
- 3 Baths
- 1,602 Sq Ft
- House for Rent
23 Cook St, Washington Depot, CT 06794
23 Cook St, Washington Depot, CT 06794This charming country Cape in the heart of Washington Depot is now available for rent after a considerable remodel. The home sits on just under 2 acres in a quiet setting, yet is walking distance from the center of town. Each of the main level's rooms are bright and well sized. The eat-in kitchen features marble counters, stainless steel appliances, a breakfast nook, and is adjacent to the dining
Matt McElhone William Pitt Sotheby's Int'l
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$12,500 per month
- 4 Beds
- 4 Baths
- 3,382 Sq Ft
- House for Rent
49 Christian St, New Preston Marble Dale, CT 06777
49 Christian St, New Preston Marble Dale, CT 06777Available September 1st, 2025- June 1st, 2026. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room,
Matt McElhone William Pitt Sotheby's Int'l
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$4,400 per month
- 2 Beds
- 1.5 Baths
- 1,611 Sq Ft
- House for Rent
2 Valley Rd, New Preston Marble Dale, CT 06777
2 Valley Rd, New Preston Marble Dale, CT 06777Enjoy this charming and private home on the Shepaug River! Every room in this house is welcoming and comfortable and offers incredible privacy. The views from the kitchen, living room, screened porch and bedrooms lead down to the river and up to the hills beyond. While enjoying the secluded setting, fire pit and river access you are also just minutes to Litchfield, New Milford, New Preston, Mt.
Mary Phelps William Pitt Sotheby's Int'l
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$2,500 per month
- 1 Bed
- 1 Bath
- 533 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressCompletely furnished one-of-a-kind retreat. Sits directly on a babbling brook with a beautiful outside sitting area. The home has high ceilings, a gorgeous stone shower and a fireplace. Ready to go.
Lisa Harrison E.J. Murphy Realty
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$35,000 per month
- 3 Beds
- 3.5 Baths
- 3,066 Sq Ft
- House for Rent
283 Woodbury Rd, Washington, CT 06793
283 Woodbury Rd, Washington, CT 06793Single level furnished home available from July 4th through Labor Day for $35,000. 3-4 bedrooms on a well maintained property, which includes tennis court and heated gunite pool. Attached 2 car garage and outdoor play set. Conveniently located in Washington with access to restaurants and shops as well as Steep Rock.
Pels Matthews W. Raveis Lifestyles Realty
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$5,500 per month
- 2 Beds
- 1 Bath
- 1,279 Sq Ft
- House for Rent
88 E Shore Rd, New Preston Marble Dale, CT 06777
88 E Shore Rd, New Preston Marble Dale, CT 06777Welcome to your own private sanctuary on the pristine shores of Lake Waramaug, a jewel of the Litchfield Hills. Perched above the water with breathtaking views, this two-bedroom, one-bath lakefront retreat has been thoughtfully renovated to blend modern sophistication with the serenity of nature. Designed to accommodate up to six guests, this resplendent hideaway is the perfect setting for
Brian Hastings Serhant Connecticut, LLC
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$6,000 per month
- 3 Beds
- 2 Baths
- 2,052 Sq Ft
- House for Rent
25 Sandstrom Rd, New Preston Marble Dale, CT 06777
25 Sandstrom Rd, New Preston Marble Dale, CT 06777Have yourself an easy breezy summer with this charming 3 bedroom/2 full bath Cottage within walking distance of Lake Waramaug! The house is perched on a knoll on a quiet country road with a beautiful patio for entertaining. An open floor plan on the main floor has a dining room and living room with a fireplace. Main floor also consists of the primary bedroom, renovated full bath, chef's kitchen
Judith Auchincloss Klemm Real Estate Inc
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$25,000 per month
- 3 Beds
- 3 Baths
- 3,071 Sq Ft
- House for Rent
379 Lake Rd, Warren, CT 06777
379 Lake Rd, Warren, CT 06777Avail @ $25,000/mo Summer 2026. This one of a kind Lake Waramaug property offers lake access with a dock and maintains complete privacy and tranquility on over 30 acres. The property features an antique barn, gracious lawns and is surrounded by land trust trails for hiking. It is situated just off the lake with a short level walk down the driveway to the dock and a short drive to the town beach.
Stacey Matthews W. Raveis Lifestyles Realty
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$20,000 per month
- 5 Beds
- 3 Baths
- 3,428 Sq Ft
- House for Rent
38 Strawberry Ridge, Warren, CT 06777
38 Strawberry Ridge, Warren, CT 06777Academic or winter rental. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is a 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace. Flooded with light the living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream. Office/5th bedroom
Joseph Lorino Klemm Real Estate Inc
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$6,500 per month
- 5 Beds
- 3 Baths
- 3,428 Sq Ft
- House for Rent
38 Strawberry Ridge, Warren, CT 06777
38 Strawberry Ridge, Warren, CT 06777Strawberry Ridge Chalet is nestled between two pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is the 4 to 5 bedroom home. Eat in kitchen with seating area and stone fireplace. Living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream. Office/5th bedroom and full bath complete the 1st floor. The 2nd floor
Joseph Lorino Klemm Real Estate Inc
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$13,000 per month
- 3 Beds
- 2.5 Baths
- 4,572 Sq Ft
- House for Rent
141 Shearer Rd, Washington, CT 06793
141 Shearer Rd, Washington, CT 06793Monthly summer: July 15 through August or August at $13k per month. $3500. per week. Possibly additional short-term available. Inquire with agent. Great rental near the Mayflower and town for event! Peaceful setting in a beautiful, tranquil area surrounded by other fine homes and estates, nature walks along the Shepaug River on the old rail bed, close to Private Schools, easy access to the Depot,
WENDY WESTCOTT William Raveis Real Estate
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$19,000 per month
- 5 Beds
- 3.5 Baths
- 4,247 Sq Ft
- House for Rent
108 W Morris Rd, Washington Depot, CT 06794
108 W Morris Rd, Washington Depot, CT 06794Available August. Sunny, bright, and clean with a gorgeous heated spa/pool. The rear deck overlooks the pool, patio, and expansive lawn, which leads out to the old rail bed for peaceful walks along the Bantam River. Private, tucked away but central to both Washington and Bantam and Litchfield's restaurants, shops, and conveniences. Become acquainted with the lifestyle of Litchfield County and
WENDY WESTCOTT William Raveis Real Estate
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$4,000 per month
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
- House for Rent
10 Sentry Hill Rd, Roxbury, CT 06783
10 Sentry Hill Rd, Roxbury, CT 06783Upper three-bedroom, 2 bath now available from September 30, 2025. 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
Melinda Dubow Klemm Real Estate Inc
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$8,500 per month
- 3 Beds
- 2.5 Baths
- 2,354 Sq Ft
- House for Rent
74 Tanner Hill Rd, Warren, CT 06777
74 Tanner Hill Rd, Warren, CT 06777A rare opportunity to experience daily enjoyment of what many call "the best view in town". For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this charming Colonial home. Enter into the
Matt McElhone William Pitt Sotheby's Int'l
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$7,500 per month
- 3 Beds
- 3 Baths
- 3,071 Sq Ft
- House for Rent
379 Lake Rd, Warren, CT 06777
379 Lake Rd, Warren, CT 06777Avail thru May 15, 2025 @ $7,500 per month. This one of a kind Lake Waramaug property offers lake access with a dock and maintains complete privacy and tranquility on over 30 acres. The property features an antique barn, gracious lawns and is surrounded by land trust trails for hiking. It is situated just off the lake with a short level walk down the driveway to the dock and a short drive to the
Stacey Matthews W. Raveis Lifestyles Realty
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$7,500 per month
- 4 Beds
- 2.5 Baths
- 3,026 Sq Ft
- House for Rent
18 Bear Burrow Rd, Roxbury, CT 06783
18 Bear Burrow Rd, Roxbury, CT 06783Charming 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
Maria Taylor Klemm Real Estate Inc
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$24,900 per month
- 1 Bed
- 2 Baths
- 900 Sq Ft
- House for Rent
253 Tophet Rd, Roxbury, CT 06783
253 Tophet Rd, Roxbury, CT 06783Large 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
Peter Klemm Klemm Real Estate Inc
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$24,900 per month
- 3 Beds
- 3.5 Baths
- 1,469 Sq Ft
- House for Rent
253 Tophet Rd, Roxbury, CT 06783
253 Tophet Rd, Roxbury, CT 06783Restored 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 -
Peter Klemm Klemm Real Estate Inc
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