169

Litchfield County, CT Homes for Rent

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  • 187 Old Mount Tom Rd, Bantam, CT 06750
    187 Old Mount Tom Rd, Bantam, CT 06750
    187 Old Mount Tom Rd, Bantam, CT 06750
    /40

    $8,500 per month

    • 3 Beds
    • 2.5 Baths
    • 3,290 Sq Ft
    • House for Rent

    187 Old Mount Tom Rd, Bantam, CT 06750

    Academic-Year Rental | September-June | $8,500/month | Fully Furnished At the end of a winding country drive, where tall pines rise like quiet sentinels and sunlight filters through branches, the Bantam Barn reveals itself-set high on a hill, completely hidden from view. This exceptional long-term rental blends the soul of a 19th-century barn with the ease and elegance of modern living, offering

    Angelica VonDrak Houlihan Lawrence

    187 Old Mount Tom Rd, Bantam, CT 06750
  • 111 Todd Hill Rd, Morris, CT 06763
    111 Todd Hill Rd, Morris, CT 06763
    111 Todd Hill Rd, Morris, CT 06763
    /30

    $5,500 per month

    • 3 Beds
    • 1.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    111 Todd Hill Rd, Morris, CT 06763

    Escape 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

    111 Todd Hill Rd, Morris, CT 06763
  • 264 Twin Lakes Rd, Salisbury, CT 06068
    264 Twin Lakes Rd, Salisbury, CT 06068
    264 Twin Lakes Rd, Salisbury, CT 06068
    /15

    $7,000 per month

    • 6 Beds
    • 3 Baths
    • 3,144 Sq Ft
    • House for Rent

    264 Twin Lakes Rd, Salisbury, CT 06068

    Available: May 26, 2025 through September 30, 2025 - Twin Lakes Lodge - Twin Lakes Lodge is a Landmark building located next to O'Hara's Marina. Features of this rental include a primary suite on the first and second floor, living room with a wood burning fireplace and a recently renovated kitchen. Enjoy entertaining or relaxing on the wrap around porch there is also a boat slip available to use

    KATHLEEN DEVANEY Elyse Harney Real Estate

    264 Twin Lakes Rd, Salisbury, CT 06068
  • 23 Cook St, Washington Depot, CT 06794
    23 Cook St, Washington Depot, CT 06794
    23 Cook St, Washington Depot, CT 06794
    /39

    $7,000 per month

    • 3 Beds
    • 3 Baths
    • 1,602 Sq Ft
    • House for Rent

    23 Cook St, Washington Depot, CT 06794

    This 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

    23 Cook St, Washington Depot, CT 06794
  • 2951 Winsted Rd, Torrington, CT 06790
    2951 Winsted Rd, Torrington, CT 06790
    2951 Winsted Rd, Torrington, CT 06790
    /19

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 4,176 Sq Ft
    • House for Rent

    2951 Winsted Rd, Torrington, CT 06790

    1,200 sq feet of living space! Freshly painted 2 bedrooms with study, sunroom, and full pantry conveniently located in the Burrville section of Torrington. Away from it all, with a babbling brook that runs next to the property and close to everything you need in this Second Floor Unit that is close to Sue Grossman Trail, Lakeridge, the waterfall and site of Torrington's 1st Condensed Milk factory

    Travis Lipinski W. Raveis Lifestyles Realty

    2951 Winsted Rd, Torrington, CT 06790
  • 108 S Kent Rd, Kent, CT 06785
    108 S Kent Rd, Kent, CT 06785
    108 S Kent Rd, Kent, CT 06785
    /35

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,975 Sq Ft
    • House for Rent

    108 S Kent Rd, Kent, CT 06785

    Charming Litchfield County Escape- Short term stays considered. Perfect weekend or seasonal retreat just over the NY border. This 2013 home offers granite & stainless kitchen, hardwood floors throughout, and a spacious cobblestone patio ideal for entertaining. Main-level primary suite with double sinks and walk in closet. Two cozy bedrooms and a full bath upstairs, plus a finished lower level

    Mary Ann Bennett Drakeley Real Estate, Inc.

    108 S Kent Rd, Kent, CT 06785
  • 41 Milton Rd, Litchfield, CT 06759
    41 Milton Rd, Litchfield, CT 06759
    41 Milton Rd, Litchfield, CT 06759
    /21

    $3,900 per month

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    41 Milton Rd, Litchfield, CT 06759

    Located just a short walk (1/2 mile) from the heart of Litchfield, this charming and fully furnished 2-bedroom, 1-bath home offers a warm and stylish retreat in the Litchfield Hills. The inviting interior features hardwood floors, thoughtful decor, and an open-concept layout with great natural light. Step outside to enjoy the private HOT TUB, perfect for relaxing evenings year-round. The back

    Emma Fehr William Raveis Real Estate

    41 Milton Rd, Litchfield, CT 06759
  • 31 Cedar Hill Rd, Gaylordsville, CT 06755
    31 Cedar Hill Rd, Gaylordsville, CT 06755
    31 Cedar Hill Rd, Gaylordsville, CT 06755
    /40

    $6,500 per month

    • 3 Beds
    • 3 Baths
    • 3,334 Sq Ft
    • House for Rent

    31 Cedar Hill Rd, Gaylordsville, CT 06755

    Situated on approximately 6.6 acres of lush, landscaped grounds, this three-bedroom (potentially four-bedroom), three-bathroom, fully furnished home offers an abundance of space, privacy and natural light. The approximately 3,334 square feet of living space features hardwood floors throughout, creating a warm and inviting atmosphere. The spacious layout includes a bright and airy living room

    Raymond Poppe Coldwell Banker Realty

    31 Cedar Hill Rd, Gaylordsville, CT 06755
  • 116 Wellers Bridge Rd, Roxbury, CT 06783
    116 Wellers Bridge Rd, Roxbury, CT 06783
    116 Wellers Bridge Rd, Roxbury, CT 06783
    /25

    $7,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,236 Sq Ft
    • House for Rent

    116 Wellers Bridge Rd, Roxbury, CT 06783

    Mid-Century single-level in a convenient Roxbury location. Cool mad-men vibe with floor to ceiling windows, exposed beams, vaulted ceilings, stone and wood floors, and wood paneling. Throughout the house the many windows pour natural light in and give fabulous views over the private and manicured grounds. The home has multiple versatile rooms giving a choice of layout to fit your needs. The

    Claudine McHugh Klemm Real Estate Inc

    116 Wellers Bridge Rd, Roxbury, CT 06783
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /10

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 533 Sq Ft
    • House for Rent

    Unlisted Address

    Completely 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

    Unlisted Address
  • 33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    /40

    $55,000 per month

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft
    • House for Rent

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • 321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    /38

    $8,500 per month

    • 6 Beds
    • 5 Baths
    • 3,450 Sq Ft
    • House for Rent

    321 W Shore Rd, New Preston Marble Dale, CT 06777

    Available Nov 11, 2025-May 25, 2026 @ $8,500 per month. Inquire about custom terms, more time or annual terms. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a welcoming open floor plan. Media/Game Room with Ping Pong. and

    Stacey Matthews W. Raveis Lifestyles Realty

    321 W Shore Rd, New Preston Marble Dale, CT 06777
  • 321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    /38

    $15,000 per month

    • 6 Beds
    • 5 Baths
    • 3,450 Sq Ft
    • House for Rent

    321 W Shore Rd, New Preston Marble Dale, CT 06777

    Aug 1- Sept 8 2025 @ 19,500 total. Inquire about custom terms, more time or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a

    Stacey Matthews W. Raveis Lifestyles Realty

    321 W Shore Rd, New Preston Marble Dale, CT 06777
  • 141 Geer Mountain Rd, South Kent, CT 06785
    141 Geer Mountain Rd, South Kent, CT 06785
    141 Geer Mountain Rd, South Kent, CT 06785
    /33

    $12,500 per month

    • 6 Beds
    • 4 Baths
    • 4,698 Sq Ft
    • House for Rent

    141 Geer Mountain Rd, South Kent, CT 06785

    Enjoy country living in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the

    Sharon McGuire William Pitt Sotheby's Int'l

    141 Geer Mountain Rd, South Kent, CT 06785
  • 283 Woodbury Rd, Washington, CT 06793
    283 Woodbury Rd, Washington, CT 06793
    283 Woodbury Rd, Washington, CT 06793
    /31

    $35,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,066 Sq Ft
    • House for Rent

    283 Woodbury Rd, Washington, CT 06793

    Single 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

    283 Woodbury Rd, Washington, CT 06793
  • 49 Prospect Mountain Rd, Salisbury, CT 06068
    49 Prospect Mountain Rd, Salisbury, CT 06068
    49 Prospect Mountain Rd, Salisbury, CT 06068
    /15

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    49 Prospect Mountain Rd, Salisbury, CT 06068

    Idyllic 3-Story Guest House with Views -$5,500/month: July & August 2025 - $4,500/month: September & October 2025 - This stunning contemporary cottage, set on a peaceful country road with breathtaking mountain views, is now available for summer and fall. The first floor features a cozy sitting room that leads to an en-suite bedroom, complete with a washer and dryer and access to a charming

    William Melnick Elyse Harney Real Estate

    49 Prospect Mountain Rd, Salisbury, CT 06068
  • 34 Old Roxbury Rd, Roxbury, CT 06783
    34 Old Roxbury Rd, Roxbury, CT 06783
    34 Old Roxbury Rd, Roxbury, CT 06783
    /27

    $15,000 per month

    • 4 Beds
    • 6 Baths
    • 3,996 Sq Ft
    • House for Rent

    34 Old Roxbury Rd, Roxbury, CT 06783

    Available for $15,000/mo for 2025/26 school year and $75,000 for Summer 2026. 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 bedrooms and 2 full baths, sauna, foyer, powder room and media room with large screen tv and bar.

    Stacey Matthews W. Raveis Lifestyles Realty

    34 Old Roxbury Rd, Roxbury, CT 06783
  • 24 Old Roxbury Rd, Roxbury, CT 06783
    24 Old Roxbury Rd, Roxbury, CT 06783
    24 Old Roxbury Rd, Roxbury, CT 06783
    /40

    $15,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,762 Sq Ft
    • House for Rent

    24 Old Roxbury Rd, Roxbury, CT 06783

    Available school year 2025/2026 at $15,000/mo and Summer 2026 at $25,000/mo. Perched high on a scenic Roxbury hillside, this new 3-bedroom home represents true luxury living. The architecture seamlessly integrates nature and light with huge walls of windows with retractable screens. The 2 embedded James Turrell light sculptures transform the living experience into an ever-changing meditation on

    Stacey Matthews W. Raveis Lifestyles Realty

    24 Old Roxbury Rd, Roxbury, CT 06783
  • 34 Old Roxbury Rd, Roxbury, CT 06783
    34 Old Roxbury Rd, Roxbury, CT 06783
    34 Old Roxbury Rd, Roxbury, CT 06783
    /29

    $25,000 per month

    • 4 Beds
    • 6 Baths
    • 3,996 Sq Ft
    • House for Rent

    34 Old Roxbury Rd, Roxbury, CT 06783

    Available @ $25K for AUGUST 4 SEPT 3 2025. $15,000/mo for 2025/26 school year. 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 bedrooms and 2 full baths, sauna, foyer, powder room and media room with large screen tv and bar.

    Stacey Matthews W. Raveis Lifestyles Realty

    34 Old Roxbury Rd, Roxbury, CT 06783
  • 25 Sandstrom Rd, New Preston Marble Dale, CT 06777
    25 Sandstrom Rd, New Preston Marble Dale, CT 06777
    25 Sandstrom Rd, New Preston Marble Dale, CT 06777
    /30

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft
    • House for Rent

    25 Sandstrom Rd, New Preston Marble Dale, CT 06777

    Have 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

    25 Sandstrom Rd, New Preston Marble Dale, CT 06777
  • 80 Upper Main St, Sharon, CT 06069
    80 Upper Main St, Sharon, CT 06069
    80 Upper Main St, Sharon, CT 06069
    /30

    $15,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • House for Rent

    80 Upper Main St, Sharon, CT 06069

    SUMMER RENTAL TERM: $15,000 for 6/1/2025 - 8/15/2025. Experience 2.5 months in the center of Sharon at the perfect fusion of timeless elegance and contemporary luxury in this stunningly renovated 1928 home. The entrance, now graced with new stone steps, welcomes you into a space where classic charm meets modern luxury. The home's layout includes a beautifully appointed living room with new 1/2

    Diana Bisselle William Pitt Sotheby's Int'l

    80 Upper Main St, Sharon, CT 06069
  • 172 Belgo Rd, Lakeville, CT 06039
    172 Belgo Rd, Lakeville, CT 06039
    172 Belgo Rd, Lakeville, CT 06039
    /24

    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,599 Sq Ft
    • House for Rent

    172 Belgo Rd, Lakeville, CT 06039

    Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre,

    Mimi Harson William Pitt Sotheby's Int'l

    172 Belgo Rd, Lakeville, CT 06039
  • 379 Lake Rd, Warren, CT 06777
    379 Lake Rd, Warren, CT 06777
    379 Lake Rd, Warren, CT 06777
    /37

    $25,000 per month

    • 3 Beds
    • 3 Baths
    • 3,071 Sq Ft
    • House for Rent

    379 Lake Rd, Warren, CT 06777

    Avail @ $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

    379 Lake Rd, Warren, CT 06777
  • 23 Ravine Ridge Rd, Salisbury, CT 06068
    23 Ravine Ridge Rd, Salisbury, CT 06068
    23 Ravine Ridge Rd, Salisbury, CT 06068
    /17

    $40,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • House for Rent

    23 Ravine Ridge Rd, Salisbury, CT 06068

    Secluded Salisbury Rental With Private Pool & Riverside Charm - Escape to this tranquil 3-bedroom, 2.5-bath cottage nestled at the end of a private road in Salisbury, CT. Thoughtfully furnished and brimming with charm, this home features three fireplaces, rustic brick flooring, and a three-season sunroom perfect for unwinding. Step outside to a riverside patio, where you can sip your morning

    Elyse Morris Elyse Harney Real Estate

    23 Ravine Ridge Rd, Salisbury, CT 06068
  • 38 Strawberry Ridge, Warren, CT 06777
    38 Strawberry Ridge, Warren, CT 06777
    38 Strawberry Ridge, Warren, CT 06777
    /37

    $20,000 per month

    • 5 Beds
    • 3 Baths
    • 3,428 Sq Ft
    • House for Rent

    38 Strawberry Ridge, Warren, CT 06777

    Academic 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

    38 Strawberry Ridge, Warren, CT 06777
  • 38 Strawberry Ridge, Warren, CT 06777
    38 Strawberry Ridge, Warren, CT 06777
    38 Strawberry Ridge, Warren, CT 06777
    /15

    $6,500 per month

    • 5 Beds
    • 3 Baths
    • 3,428 Sq Ft
    • House for Rent

    38 Strawberry Ridge, Warren, CT 06777

    Strawberry 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

    38 Strawberry Ridge, Warren, CT 06777
  • 172 Belgo Rd, Lakeville, CT 06039
    172 Belgo Rd, Lakeville, CT 06039
    172 Belgo Rd, Lakeville, CT 06039
    /24

    $18,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,599 Sq Ft
    • House for Rent

    172 Belgo Rd, Lakeville, CT 06039

    Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre,

    Mimi Harson William Pitt Sotheby's Int'l

    172 Belgo Rd, Lakeville, CT 06039
  • 161 Cornwall Bridge Rd, Sharon, CT 06069
    161 Cornwall Bridge Rd, Sharon, CT 06069
    161 Cornwall Bridge Rd, Sharon, CT 06069
    /27

    $7,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft
    • House for Rent

    161 Cornwall Bridge Rd, Sharon, CT 06069

    Fabulous Summer Rental minutes to the center of Sharon. Enjoy this ultra-private French Country-inspired home approached by a long winding drive through the woods. Ideal as a short-term rental and only 2 minutes to the center of Sharon! Lovely hilltop home has a gracious entry leading to a living room with fireplace, and dining room. Open concept kitchen and breakfast room make for easy

    Diana Bisselle William Pitt Sotheby's Int'l

    161 Cornwall Bridge Rd, Sharon, CT 06069
  • 18 Old Sharon Rd, Sharon, CT 06069
    18 Old Sharon Rd, Sharon, CT 06069
    18 Old Sharon Rd, Sharon, CT 06069
    /31

    $10,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,642 Sq Ft
    • House for Rent

    18 Old Sharon Rd, Sharon, CT 06069

    ~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs,

    Diana Bisselle William Pitt Sotheby's Int'l

    18 Old Sharon Rd, Sharon, CT 06069
  • 18 Old Sharon Rd, Sharon, CT 06069
    18 Old Sharon Rd, Sharon, CT 06069
    18 Old Sharon Rd, Sharon, CT 06069
    /31

    $7,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,642 Sq Ft
    • House for Rent

    18 Old Sharon Rd, Sharon, CT 06069

    ~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs,

    Diana Bisselle William Pitt Sotheby's Int'l

    18 Old Sharon Rd, Sharon, CT 06069
  • 10 Sentry Hill Rd, Roxbury, CT 06783
    10 Sentry Hill Rd, Roxbury, CT 06783
    10 Sentry Hill Rd, Roxbury, CT 06783
    /22

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • House for Rent

    10 Sentry Hill Rd, Roxbury, CT 06783

    Upper three-bedroom, two bath now available from January 2026. 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

    Melinda Dubow Klemm Real Estate Inc

    10 Sentry Hill Rd, Roxbury, CT 06783
  • 74 Tanner Hill Rd, Warren, CT 06777
    74 Tanner Hill Rd, Warren, CT 06777
    74 Tanner Hill Rd, Warren, CT 06777
    /40

    $6,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,354 Sq Ft
    • House for Rent

    74 Tanner Hill Rd, Warren, CT 06777

    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 charming Colonial home. Enter into the

    Matt McElhone William Pitt Sotheby's Int'l

    74 Tanner Hill Rd, Warren, CT 06777
  • 379 Lake Rd, Warren, CT 06777
    379 Lake Rd, Warren, CT 06777
    379 Lake Rd, Warren, CT 06777
    /37

    $7,500 per month

    • 3 Beds
    • 3 Baths
    • 3,071 Sq Ft
    • House for Rent

    379 Lake Rd, Warren, CT 06777

    Avail 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

    379 Lake Rd, Warren, CT 06777
  • 321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    321 W Shore Rd, New Preston Marble Dale, CT 06777
    /39

    $19,500 per month

    • 6 Beds
    • 5 Baths
    • 3,450 Sq Ft
    • House for Rent

    321 W Shore Rd, New Preston Marble Dale, CT 06777

    Available Aug 1- Sept 15 at 19,500. Inquire about custom terms, more time or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a

    Stacey Matthews W. Raveis Lifestyles Realty

    321 W Shore Rd, New Preston Marble Dale, CT 06777
  • 18 Bear Burrow Rd, Roxbury, CT 06783
    18 Bear Burrow Rd, Roxbury, CT 06783
    18 Bear Burrow Rd, Roxbury, CT 06783
    /17

    $7,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,026 Sq Ft
    • House for Rent

    18 Bear Burrow Rd, Roxbury, CT 06783

    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

    Maria Taylor Klemm Real Estate Inc

    18 Bear Burrow Rd, Roxbury, CT 06783
  • 23 Painter Hill Rd, Roxbury, CT 06783
    23 Painter Hill Rd, Roxbury, CT 06783
    23 Painter Hill Rd, Roxbury, CT 06783
    /25

    $18,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • House for Rent

    23 Painter Hill Rd, Roxbury, CT 06783

    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 $18,900/month; OFF-SEASON September -

    Peter Klemm Klemm Real Estate Inc

    23 Painter Hill Rd, Roxbury, CT 06783
  • 253 Tophet Rd, Roxbury, CT 06783
    253 Tophet Rd, Roxbury, CT 06783
    253 Tophet Rd, Roxbury, CT 06783
    /13

    $24,900 per month

    • 1 Bed
    • 2 Baths
    • 900 Sq Ft
    • House for Rent

    253 Tophet Rd, Roxbury, CT 06783

    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

    Peter Klemm Klemm Real Estate Inc

    253 Tophet Rd, Roxbury, CT 06783
  • 141 Melius Rd, Warren, CT 06754
    141 Melius Rd, Warren, CT 06754
    141 Melius Rd, Warren, CT 06754
    /8

    $13,900 per month

    • 1 Bed
    • 1.5 Baths
    • 995 Sq Ft
    • House for Rent

    141 Melius Rd, Warren, CT 06754

    Comfortable One-Bedroom Cottage on Warren's best farm walking, running, bike riding road near Warren Town Center. Set on a 20-acre site. Older shared tennis court. Close to Mohawk Skiing, Lake Waramaug Town and State Beaches, Washington. Kent and Litchfield Restaurants.SUMMER June - August $13,900/month; Memorial - Labor Day $34,900;OFF-SEASON September - May $6,900/month. If over 3 months,

    Peter Klemm Klemm Real Estate Inc

    141 Melius Rd, Warren, CT 06754
  • 143 Melius Rd, Warren, CT 06754
    143 Melius Rd, Warren, CT 06754
    143 Melius Rd, Warren, CT 06754
    /36

    $26,900 per month

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • House for Rent

    143 Melius Rd, Warren, CT 06754

    Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing. Main House:

    Peter Klemm Klemm Real Estate Inc

    143 Melius Rd, Warren, CT 06754
  • 253 Tophet Rd, Roxbury, CT 06783
    253 Tophet Rd, Roxbury, CT 06783
    253 Tophet Rd, Roxbury, CT 06783
    /25

    $24,900 per month

    • 3 Beds
    • 3.5 Baths
    • 1,469 Sq Ft
    • House for Rent

    253 Tophet Rd, Roxbury, CT 06783

    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 -

    Peter Klemm Klemm Real Estate Inc

    253 Tophet Rd, Roxbury, CT 06783

Showing Results 121 - 160, Page 4 of 5

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