$29,500 per month
- 4 Beds
- 2.5 Baths
- 2,360 Sq Ft
- House for Rent
126 River Rd, Washington Depot, CT 06794
126 River Rd, Washington Depot, CT 06794
52
Litchfield County, CT Homes for Rent with Community Pool
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$19,500 per month
- 3 Beds
- 2 Baths
- 2,021 Sq Ft
- House for Rent
203 Brick School Rd, Warren, CT 06754
203 Brick School Rd, Warren, CT 06754 -
$6,000 per month
- 3 Beds
- 2 Baths
- 1,410 Sq Ft
- Townhouse for Rent
355 Ledge Dr, Torrington, CT 06790
355 Ledge Dr, Torrington, CT 06790 -
$20,000 per month
- 4 Beds
- 2 Baths
- 2,165 Sq Ft
- House for Rent
594 Skiff Mountain Rd, Kent, CT 06757
594 Skiff Mountain Rd, Kent, CT 06757Spend you summer atop Skiff Mountain with a jaw-dropping views, hidden privacy a poolside paradise! Situated at over 1300 feet of elevation and beside expansive hay fields, this is the spot only the envied get to enjoy. Generations have enjoyed these breathtaking views from sunrise to sunset. Relax and take in the pastoral setting over a 10 acre hayfield that expands to miles of viewshed across
Chris Garrity Bain Real Estate
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$3,200 per month
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
- House for Rent
36 Washington Ave, Woodbury, CT 06798
36 Washington Ave, Woodbury, CT 06798Charming 2BR,2BA Home, located on a private 1/2 acre lot is available in the Heart of Woodbury, and just 90 minutes away from the hustle and bustle of NYC. This home offers almost 1300 sf of living space featuring a modern, updated kitchen, a cozy living room with FP, a large dining area perfect for entertaining, 2 generous bedrooms and 2 full, updated bathrooms. In addition, there is LL Bonus
Sharon Rinaldi Showcase Realty, Inc.
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$2,400 per month
- 2 Beds
- 1 Bath
- 1,025 Sq Ft
- House for Rent
123 Willow Springs Unit 123, New Milford, CT 06776
123 Willow Springs Unit 123, New Milford, CT 06776Welcome to this immaculate and sun-drenched 2 br ground-floor condo, nicely updated to offer a "brand-new" feel and ready for occupancy as soon as May1st. This bright and airy unit features a seamless open-concept layout, a modern kitchen with a convenient breakfast bar, and the essential comforts of in-unit laundry and additional storage. Both spacious bedrooms are equipped with private sliding
Gregg Leonard William Raveis Real Estate
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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 06777This historic Victorian home in the New Preston section of Washington is now available to rent after a tasteful top to bottom renovation, and the addition of a heated saltwater pool and hot tub. The main level of the home 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
Matt McElhone William Pitt Sotheby's Int'l
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$28,000 per month
- 4 Beds
- 3 Baths
- 3,593 Sq Ft
- House for Rent
87 Beaver Dam Rd, Salisbury, CT 06068
87 Beaver Dam Rd, Salisbury, CT 06068Experience an exceptional seasonal retreat in the coveted Taconic section of Salisbury, CT. This beautifully appointed home offers a seamless blend of elegance and comfort, featuring an open-concept kitchen and living space with three sets of French doors that open onto a charming stone courtyard-ideal for summer entertaining and outdoor dining. The main residence includes four spacious bedrooms
Elyse Morris Elyse Harney Real Estate
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$6,000 per month
- 4 Beds
- 3 Baths
- 3,593 Sq Ft
- House for Rent
87 Beaver Dam Rd, Salisbury, CT 06068
87 Beaver Dam Rd, Salisbury, CT 06068Experience an exceptional seasonal retreat in the coveted Taconic section of Salisbury, CT. This beautifully appointed home offers a seamless blend of elegance and comfort, featuring an open-concept kitchen and living space with three sets of French doors that open onto a charming stone courtyard-ideal for summer entertaining and outdoor dining. The main residence includes four spacious bedrooms
Elyse Morris Elyse Harney Real Estate
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$40,000 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 06777This historic Victorian home in the New Preston section of Washington is now available to rent after a tasteful top to bottom renovation, and the addition of a heated saltwater pool and hot tub. The main level of the home 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
Matt McElhone William Pitt Sotheby's Int'l
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$25,000 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 06750Summer at The Bantam Barn begins outdoors-by the heated, Gunite pool and spa, surrounded by nearly five private acres of lawn and woodland set high on a hill with distant views of the rolling Litchfield Hills. Tucked at the end of a winding, tree-lined road, the property offers rare privacy and a peaceful escape. Originally a 19th-century barn, the home has been beautifully reconstructed as a
Joseph Lorino Klemm Real Estate Inc
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$8,500 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 06750Academic or yearly rental. Tucked at the end of a winding, tree-lined road, the property offers rare privacy and a peaceful Litchfield County escape. Originally a 19th-century barn, the home has been beautifully reconstructed as a warm, design-forward retreat. Reclaimed barnwood, hand-hewn beams, and wide-plank floors preserve its character, while soaring ceilings and modern finishes create
Joseph Lorino Klemm Real Estate Inc
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$7,000 per month
- 2 Beds
- 3 Baths
- 2,091 Sq Ft
- House for Rent
112 Chestnut Land Rd, New Milford, CT 06776
112 Chestnut Land Rd, New Milford, CT 06776This antique Saltbox home blends modern comforts with the timeless charm of 18th-century New England architecture, and offers a rare opportunity to secure a summer rental with an in-ground pool at an attractive price point.. The grounds present a wonderful atmosphere for summertime relaxation. A bluestone patio sits beside a babbling brook and is equipped with a hammock, grill, and outdoor dining
Matt McElhone William Pitt Sotheby's Int'l
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$5,750 per month
- 3 Beds
- 3.5 Baths
- 2,066 Sq Ft
- House for Rent
3 Lilac Ln, Sharon, CT 06069
3 Lilac Ln, Sharon, CT 06069Academic rental. Summer pricing is $25k/month. Lilac Cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own
Joseph Lorino Klemm Real Estate Inc
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$25,000 per month
- 3 Beds
- 3.5 Baths
- 2,066 Sq Ft
- House for Rent
3 Lilac Ln, Sharon, CT 06069
3 Lilac Ln, Sharon, CT 06069Available June and August. Lilac Cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own new bath. Large
Joseph Lorino Klemm Real Estate Inc
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$3,100 per month
- 3 Beds
- 1.5 Baths
- 1,776 Sq Ft
- Townhouse for Rent
234 Willow Springs Unit 234, New Milford, CT 06776
234 Willow Springs Unit 234, New Milford, CT 06776Welcome to comfortable and convenient living in beautiful New Milford. This 3-bedroom, 1.5-bath townhouse offers 1,776 sq ft of bright and functional living space with an open layout and high ceilings that create an airy, welcoming feel throughout the home.*The kitchen and dining area provide plenty of room for everyday living and entertaining, with abundant cabinet storage.*Upstairs, the primary
Burcin Kaya Keller Williams Realty
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$22,500 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 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 and full bath on the 1st
Joseph Lorino Klemm Real Estate Inc
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$8,000 per month
- 5 Beds
- 3 Baths
- 3,428 Sq Ft
- House for Rent
38 Strawberry Ridge, Warren, CT 06777
38 Strawberry Ridge, Warren, CT 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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$15,000 per month
- 3 Beds
- 2 Baths
- 1,679 Sq Ft
- House for Rent
63 Cemetery Hill Rd, West Cornwall, CT 06796
63 Cemetery Hill Rd, West Cornwall, CT 06796"Olive Farm" will soon feature a 38' x 20' in-ground saltwater pool - just in time for summer! The home sits on 6 fully-fenced acres and is positioned for long-range Western sunset views of the Housatonic River Valley. Hardwood flooring, built-ins, and great natural light are present throughout. Enter into the kitchen equipped with black walnut countertops, a gas range stove and breakfast bar
Matt McElhone William Pitt Sotheby's Int'l
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$6,500 per month
- 4 Beds
- 3.5 Baths
- 4,010 Sq Ft
- House for Rent
107 Lime Rock Rd, Lakeville, CT 06039
107 Lime Rock Rd, Lakeville, CT 06039Summer in the Litchfield Hills! Experience expansive sunrise to sunset views from this stunning property with a pool. Summer Rental Available: 06/01/2026 $6,500.00, July $10,000 Perched high amongst rolling hills, with endless pastoral and mountain views, this Sprawling Furnished 4-Bedroom Ranch style home is newly renovated. A Master Suite with Fireplace and Twin Bedroom en-suite are located on
Colleen Vigeant Elyse Harney Real Estate
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$25,000 per month
- 4 Beds
- 5.5 Baths
- 5,258 Sq Ft
- House for Rent
66 Westwoods 2 Rd, Sharon, CT 06069
66 Westwoods 2 Rd, Sharon, CT 06069Available at $25k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth area of Sharon. Open Floor Plan with high ceiling, bright
Kathryn Clair William Pitt Sotheby's Int'l
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$25,000 per month
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
- House for Rent
76 North St, Roxbury, CT 06783
76 North St, Roxbury, CT 06783Available Month of August through Labor Day at $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 suite 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
Kathryn Clair William Pitt Sotheby's Int'l
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$6,500 per month
- 4 Beds
- 4.5 Baths
- 3,376 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressSept 2026-May 2027 Only. Utterly Charming Colonial on a Tranquil Road Just Minutes from the Village and Metro North. This beautifully Updated Home Blends Timeless Elegance with Modern Convenience. 4 Bedrooms & 3.5 Baths, Including a Fully Renovated, Spa-like Primary Bathroom. Virtually Brand-New, High-End Eat-in Kitchen, Perfect for Both Everyday Living & Entertaining. Breathtaking Pastoral,
Graham Klemm Klemm Real Estate Inc
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$13,000 per month
- 3 Beds
- 2 Baths
- 1,282 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressA rare summer retreat: a thoughtfully updated former schoolhouse, rich in history and beautifully positioned in one of Litchfield County's most desirable and quiet river corridors, with direct Lake Lillinonah frontage and a privately set gunite pool-just 90 minutes from Manhattan. This idyllic location in a charming village with a great market/cafe, parks, and walking trails offers easy access to
WENDY WESTCOTT W. Raveis Lifestyles Realty
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$22,500 per month
- 3 Beds
- 2.5 Baths
- 2,933 Sq Ft
- House for Rent
151 Treasure Hill Rd, South Kent, CT 06785
151 Treasure Hill Rd, South Kent, CT 06785AVAILABLE August 1, 2026 - Labor Day. Complete privacy with remarkable distant views from this immaculate South Kent property on 16+/- acres. 3 bedroom main house plus 1-2 bedroom guest house. Incredible long views from open Living Room-Dining Room-Kitchen with stainless steel cabinets and appliances. Fabulous stone fireplace in Living Room. Gunite heated pool directly off house. Just minutes to
Pels Matthews W. Raveis Lifestyles Realty
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$65,000 per month
- 4 Beds
- 3 Baths
- 2,366 Sq Ft
- House for Rent
40 Salmon Kill Rd, Lakeville, CT 06039
40 Salmon Kill Rd, Lakeville, CT 06039Salisbury Getaway: Experience the ultimate summer retreat in this stunning seasonal rental, located on one of Salisbury's most coveted streets in the heart of town. This elegant home offers a perfect escape for enjoying the beauty and adventure of summer in Salisbury. This property features four spacious bedrooms and three beautifully appointed bathrooms, providing ample space and comfort for
KATHLEEN DEVANEY Elyse Harney Real Estate
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$35,000 per month
- 4 Beds
- 6 Baths
- 3,996 Sq Ft
- House for Rent
34 Old Roxbury Rd, Roxbury, CT 06783
34 Old Roxbury Rd, Roxbury, CT 06783Available @ $35K for August 6-Sept 7, 2026. Also avail $15,000/mo for school year 2026/2027. Gunite Heated Pool being installed in April 2026 and will be ready for August tenant. Enjoy Modern Luxury in Connecticut's Countryside. The meticulously renovated 4-bedroom residence seamlessly blends the original mid-century architecture with contemporary sophistication. Enter on the main level with 2
Stacey Matthews W. Raveis Lifestyles Realty
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$25,000 per month
- 3 Beds
- 3 Baths
- 2,144 Sq Ft
- House for Rent
49 Benton Hill Rd, Sharon, CT 06069
49 Benton Hill Rd, Sharon, CT 06069**Available 8/1/2026-9/7/2026**Nestled in the Litchfield Hills, this stunning, recently renovated, modern farmhouse, in Sharon CT, with magnificent northerly views of The Berkshires offers 3-bedrooms and 3+1 1/2 baths, along with a spacious open floor plan, including a chef's kitchen, and scullery, large dining area opens to the kitchen, living-room with wood burning fireplace, den, mudroom with
Colleen Vigeant Elyse Harney Real Estate
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$30,000 per month
- 3 Beds
- 2.5 Baths
- 3,282 Sq Ft
- House for Rent
28 Leavenworth Rd, Woodbury, CT 06798
28 Leavenworth Rd, Woodbury, CT 06798STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a
Diana Bisselle William Pitt Sotheby's Int'l
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$10,000 per month
- 3 Beds
- 2.5 Baths
- 4,126 Sq Ft
- House for Rent
35 Northrop St, Bridgewater, CT 06752
35 Northrop St, Bridgewater, CT 06752All-inclusive ANNUAL furnished rental. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of
Diane Stevens William Pitt Sotheby's Int'l
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$7,500 per month
- 4 Beds
- 2.5 Baths
- 2,378 Sq Ft
- House for Rent
8 Chester Rd, Warren, CT 06754
8 Chester Rd, Warren, CT 06754Academic/winter rental with negotiable terms at this private nature retreat overlooking a picturesque 10-acre pond featured in Connecticut Cottages & Gardens. Tucked away at the end of a long driveway, the property offers exceptional privacy and a true sense of peaceful seclusion. The home features a new, expansive gourmet & eat-in kitchen that opens to a large screened porch, perfect for dining,
Joseph Lorino Klemm Real Estate Inc
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$25,000 per month
- 4 Beds
- 2.5 Baths
- 2,378 Sq Ft
- House for Rent
8 Chester Rd, Warren, CT 06754
8 Chester Rd, Warren, CT 06754Summer 2026 Rental - Warren, Connecticut Negotiable rental terms for Summer 2026 at this private nature retreat overlooking a picturesque 10-acre pond featured in Connecticut Cottages & Gardens. Tucked away at the end of a long driveway, the property offers exceptional privacy and a true sense of peaceful seclusion. The home features a new, expansive gourmet & eat-in kitchen that opens to a large
Joseph Lorino Klemm Real Estate Inc
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$8,600 per month
- 2 Beds
- 2.5 Baths
- 2,500 Sq Ft
- House for Rent
55 Still Meadow Rd, Sharon, CT 06069
55 Still Meadow Rd, Sharon, CT 06069Fabulous Converted Barn Rental Available Memorial Day Weekend through Labor Day Weekend 2026. This beautifully converted barn offers a peaceful and luxurious retreat on 40 private acres at the end of a quiet, dead end road. Ideally located with easy access to the village of Sharon and near Lakeville, Salisbury, Kent, Cornwall, Warren, Millbrook, and Millerton. Close to Washington, Litchfield,
Ann Stettner Neil Charles Real Estate
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$25,000 per month
- 3 Beds
- 3 Baths
- 4,769 Sq Ft
- House for Rent
11 Longview Rd, South Kent, CT 06785
11 Longview Rd, South Kent, CT 06785Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this Summer to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy
Steve Pener William Pitt Sotheby's Int'l
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$30,000 per month
- 6 Beds
- 4 Baths
- 9,396 Sq Ft
- House for Rent
141 Geer Mountain Rd, South Kent, CT 06785
141 Geer Mountain Rd, South Kent, CT 06785TIME TO PLAN YOUR SUMMER VACATION! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and
Sharon McGuire William Pitt Sotheby's Int'l
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$8,500 per month
- 5 Beds
- 3.5 Baths
- 4,184 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressYour Ultimate Winter Retreat - Embrace the magic of a Connecticut winter at this impeccably designer-furnished seasonal escape in the heart of Litchfield County's premier winter playground. This stunning 5-bedroom, 3.5-bath home offers over 4,100 square feet of sophisticated living space with spectacular views and unparalleled access to world-class winter recreation. Winter Sports Paradise Mohawk
Phil Fox William Pitt Sotheby's Int'l
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$5,500 per month
- 4 Beds
- 2.5 Baths
- 3,338 Sq Ft
- House for Rent
28 Dugway Rd, Falls Village, CT 06031
28 Dugway Rd, Falls Village, CT 06031SEASONAL RENTAL - LAKEVILLE ESTATE - October 20th - April 1st Experience the timeless elegance of this 1827 antique home on a spectacular 22-acre private estate. This sensational property blends historic charm with modern convenience in the coveted Lakeville/Lime Rock area. Throughout, you'll find ample windows providing radiant natural sunlight, and stunning, wide-plank hardwood floors that
Karen Grimaldi William Pitt Sotheby's Int'l
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$6,500 per month
- 4 Beds
- 5.5 Baths
- 5,225 Sq Ft
- House for Rent
4 Juniper Ledge Ln, Lakeville, CT 06039
4 Juniper Ledge Ln, Lakeville, CT 06039Elegant Seasonal Estate in Lakeville, CT Available November to May | Fully Furnished - Set amid 3.9 beautifully landscaped and fenced acres, this exquisitely decorated Colonial offers a rare opportunity for refined seasonal living. From the moment you enter, you'll experience warmth and sophistication. Prepare your favorite meal in the sun drenched chef's kitchen, outfitted with top-of-the-line
Karen Grimaldi William Pitt Sotheby's Int'l
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$34,900 per month
- 3 Beds
- 6 Baths
- 4,166 Sq Ft
- House for Rent
45 Calhoun St, Washington Depot, CT 06794
45 Calhoun St, Washington Depot, CT 06794Magnificent country home, pool, and spa on coveted Calhoun Street. 15 private acres of stone terraces, gardens, fruit trees, fields, extraordinary views, only 1 mile from town. Close to New Preston and Lake Waramaug. 4-6 bedroom Dutch Colonial with LR, DR, Library, Chef's Kitchen with large dining area, Large Pantry, Den and 3 full and 3 half bathrooms, 4 Fireplaces, 2-Car Garage. SUMMER June -
Peter Klemm Klemm Real Estate Inc
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$6,000 per month
- 3 Beds
- 3 Baths
- 2,384 Sq Ft
- House for Rent
40 Camps Flat Rd, South Kent, CT 06785
40 Camps Flat Rd, South Kent, CT 06785Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a
Vanessa Henderson William Pitt Sotheby's Int'l
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