Litchfield County CT Homes for Sale with Pool

/36
$4,750,000
- 5 Beds
- 5.5 Baths
- 9,165 Sq Ft
51 Ferry Bridge Rd, Washington, CT 06793

Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period. Updated and

Maria Taylor Klemm Real Estate Inc

51 Ferry Bridge Rd, Washington, CT 06793
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/38
$349,000
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
174 Ledge Dr, Torrington, CT 06790

Welcome to The Ledge: a home for every season, offering elegant Adirondak-style living in a serene setting surrounded by majestic pines & lush perennial landscaping. The exterior & interior have been newly updated & freshly painted, giving the entire property a fresh, modern look while retaining its timeless charm. Step inside & be greeted by a beautifully remodeled kitchen, featuring high-end

Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

174 Ledge Dr, Torrington, CT 06790
/32
$610,000
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
421 E Hyerdale Dr, Goshen, CT 06756

Welcome to an exceptional opportunity to experience Woodridge Lake living. This four-bedroom, two-and-a-half-bath home is ideally situated on a desirable second-tier lot, offering tranquil lake views and a private, wooded backdrop. The main level of the home is designed for comfort and convenience, featuring a primary suite complete with a walk-in closet and a spacious ensuite bath, ensuring a

Samantha Behm William Pitt Sotheby's Int'l

421 E Hyerdale Dr, Goshen, CT 06756
/40
$995,000
- 3 Beds
- 2.5 Baths
- 3,373 Sq Ft
182 Magnolia Hill Rd, Bethlehem, CT 06751

Welcome to your dream retreat in the picturesque Litchfield Hills! This stunning chateau-style home is nestled on 5 acres, seamlessly blending security, serenity and sustainability. Picture yourself enjoying unobstructed views of pastoral fields, where vibrant sunsets paint the sky each evening. The inviting swimming pool, surrounded gardens, is perfect for relaxation or entertaining guests year

Jeff Boucher Drakeley Real Estate, Inc.

182 Magnolia Hill Rd, Bethlehem, CT 06751
/37
$1,160,000 New Construction
- 5 Beds
- 4 Baths
- 3,350 Sq Ft
68 Paxton Ct, Goshen, CT 06756

Welcome to 68 Paxton Court, a stunning new construction completed in 2025 and tucked on a quiet cul-de-sac in the Woodridge Lake community. This modern farmhouse blends contemporary design with timeless New England character, offering 3,350 sq ft, 5 bedrooms, and 4 full baths. Step inside to soaring ceilings, wide-plank hardwood floors, and oversized windows that flood the home with natural

Jasen Meto William Pitt Sotheby's Int'l

68 Paxton Ct, Goshen, CT 06756
/39
$595,000
- 4 Beds
- 2.5 Baths
- 3,003 Sq Ft
21 Long Meadow Rd, Bethlehem, CT 06751

This wonderful 4 bedroom cape with a master on the first floor and the second if preferred has been updated, located on a cul-de-sac, open floor plan, 2 fireplaces, gorgeous level backyard with a small storage building, wrap around porch, deeded access to long meadow pond, beautiful family room in the lower level with a fireplace with approximately 1164 additional sq. feet. Plenty of privacy.

Joyce Drakeley Drakeley Real Estate, Inc.

21 Long Meadow Rd, Bethlehem, CT 06751
/9
$199,900
- 2 Beds
- 2 Baths
- 1,154 Sq Ft
274 Cliffside Dr Unit 274, Torrington, CT 06790

Welcome to 274 Cliffside Avenue, Torrington - a beautifully updated 2-bedroom, 2 full bath condo offering comfort, style, and an impressive array of amenities. This move-in-ready unit features a brand-new kitchen with modern finishes and new flooring throughout, creating a clean and contemporary feel. The open living and dining area is bright and inviting, perfect for everyday living or

Michael Monteiro Ascend Realty LLC

274 Cliffside Dr Unit 274, Torrington, CT 06790
/38
$8,875,000
- 6 Beds
- 8 Baths
- 8,334 Sq Ft
406 Wells Hill Rd, Lakeville, CT 06039

Perched on more than seventy acres of rolling meadows and sculpted gardens, Linden Hill Farm stands as one of the most distinguished country estates in the region. A tree-lined allee of Linden trees leads to the Georgian Revival residence, built in 1929, where timeless architecture is seamlessly paired with modern luxury. The six-bedroom main residence opens with a dramatic double-height entrance

Elyse Morris Elyse Harney Real Estate

406 Wells Hill Rd, Lakeville, CT 06039
/25
$319,900
- 2 Beds
- 1.5 Baths
- 1,372 Sq Ft
29 Cannon Ridge Dr, Watertown, CT 06795

Welcome to 29 Cannon Ridge at the Artillery Hill community, a beautifully renovated 2-bedroom, 1.5-bath home offering modern updates and low-maintenance living. The main level features a bright, open layout with new flooring throughout and a brand-new kitchen complete with updated cabinets, granite countertops, and new appliances perfect for everyday cooking and entertaining. Upstairs are two

Derek Greene Derek Greene

29 Cannon Ridge Dr, Watertown, CT 06795
/36
$1,095,000
- 5 Beds
- 5 Baths
- 2,804 Sq Ft
286 South St, Roxbury, CT 06783

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

Kathryn Clair William Pitt Sotheby's Int'l

286 South St, Roxbury, CT 06783
/40
$779,000
- 5 Beds
- 4.5 Baths
- 4,648 Sq Ft
92 Shafer Rd, New Hartford, CT 06057

Priced to move. Welcome to 92 Shafer Road, a beautifully reimagined 5-bedroom, 4-bath colonial nestled in one of New Hartford's most peaceful settings. With 4,648 sq. ft. of finished living space, this home blends comfort, flexibility, and multi-generational appeal. The designer kitchen features quartz countertops and island seating, opening to both the cathedral-ceiling family room and

Derek Greene Derek Greene

92 Shafer Rd, New Hartford, CT 06057
/40
$7,400,000
- 7 Beds
- 7 Baths
- 6,844 Sq Ft
102 Melius Rd, Warren, CT 06754

Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

Andrew Gates Houlihan Lawrence, Inc.

102 Melius Rd, Warren, CT 06754
/30
$995,000
- 3 Beds
- 3.5 Baths
- 2,279 Sq Ft
109 Church Hill Rd, Washington Depot, CT 06794

A GOLDEN OPPORTUNITY! Gorgeous views from the deck can be yours with this 3 bedroom, 2.5 bath charming cape. An open floor plan with dining/living room replete with fireplace makes entertaining a breeze with French doors out to the newly rebuilt expansive deck. Two guest rooms with renovated full bath are on the main floor in addition to a cozy library/den. The eat-in kitchen with granite

Judith Auchincloss Klemm Real Estate Inc

109 Church Hill Rd, Washington Depot, CT 06794
/5
$239,000
- Land
- 1.2 Acres
- $199,167 per Acre
0 Brynmoor Ct Unit WL Lot 556, Goshen, CT 06756

This mostly level and lightly treed approved eastside building lot with gentle upward slope offers a bucolic setting for your next home. One of Woodridge Lake's larger lots (1.2 acres), it's located on a no-outlet street within walking distance to the Clubhouse and all its related amenities. The rear boundary abuts a privately owned 96+ acre parcel. The south side abuts a 100' long access to the

Ileana Santore Marrin Santore Realty LLC

0 Brynmoor Ct Unit WL Lot 556, Goshen, CT 06756
/31
$3,995,000
- 6 Beds
- 5.5 Baths
- 6,121 Sq Ft
79 Hilltop Rd, Sharon, CT 06069

1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both worlds.

Carolyn Morrison William Pitt Sotheby's Int'l

79 Hilltop Rd, Sharon, CT 06069
/36
$2,650,000
- 4 Beds
- 4.5 Baths
- 4,832 Sq Ft
96 Kinney Hill Rd, New Preston Marble Dale, CT 06777

Private oasis in a coveted estate area with turn-key residence, salt water pool and guest house. Set on 10+ park-like acres, the main house includes 4 bed/4.5 baths, wrap around porch and a desirable open floorplan for modern living. The great room and eat-in kitchen flow seamlessly and host a stone fireplace, newly refinished flooring, dining room, and a media room/office. Renovated kitchen with

Stacey Matthews W. Raveis Lifestyles Realty

96 Kinney Hill Rd, New Preston Marble Dale, CT 06777
/33
$1,630,000
- 3 Beds
- 2.5 Baths
- 2,440 Sq Ft
85 Good Hill Rd, Roxbury, CT 06783

At the end of a long, winding private driveway, this exceptional Roxbury estate offers total seclusion & tranquility-surrounded entirely by protected land trust. Just 2 miles from Roxbury Center and a scenic 2-hr drive from NYC, this rare property is the perfect country escape or full-time residence. The main home is in impeccable, move-in condition, featuring dramatic vaulted ceilings in both

Pat Lahoud William Pitt Sotheby's Int'l

85 Good Hill Rd, Roxbury, CT 06783
/40
$225,000
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
389 Trailsend Dr, Torrington, CT 06790

Hearthstone model with beautifully remodelled kitchen. Hardwood flooring & recessed lighting throughout the main level. Living room has a wood burning stone fireplace surrounded by cabinetry, perfect for books, tv, etc. The dining room, open to living room & kitchen has an upgraded slider to large expanded deck. The kitchen has a breakfast bar and a peninsula with additional storage. Upstairs,

MARY CLANCEY William Pitt Sotheby's Int'l

389 Trailsend Dr, Torrington, CT 06790
/32
$300,000
- 3 Beds
- 3 Baths
- 1,612 Sq Ft
239 Ledge Dr, Torrington, CT 06790

This expanded Tanglewood model has extra space on both the main and upper level. The living room has a wood burning field stone fireplace and is open to the dining room and kitchen. The dining room has a french door to the expanded deck, perfect for outdoor entertaining. The kitchen has both wood and glass fronted cabinets and stainless appliances. It also has a breakfast bar and additional

MARY CLANCEY William Pitt Sotheby's Int'l

239 Ledge Dr, Torrington, CT 06790
/27
$215,000
- 2 Beds
- 1 Bath
- 1,150 Sq Ft
126 Sherman Hill Rd Unit B12, Woodbury, CT 06798

This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA Includes

Tiffany Clark RE/MAX Right Choice

126 Sherman Hill Rd Unit B12, Woodbury, CT 06798
/18
$214,000
- 2 Beds
- 2 Baths
- 1,154 Sq Ft
207 Ledge Dr, Torrington, CT 06790

Adorable 2-bedroom Hideaway model full of light. Living area opened up with vaulted ceiling and two large skylights. Corner stone fireplace has been fitted with an electric fireplace. Bedroom and full bathroom on main level. The primary, with vaulted ceiling, has a walk in closet and full bath. The entrance has been enclosed with side window and storage closet. The deck has been super enlarged

MARY CLANCEY William Pitt Sotheby's Int'l

207 Ledge Dr, Torrington, CT 06790
/40
$1,300,000
- 4 Beds
- 3 Baths
- 6,673 Sq Ft
595 Town Hill Rd, New Hartford, CT 06057

Welcome to Trinita Retreat Center! Nestled in the serene town of New Hartford, this extraordinary 123-acre property, known as "A Light on the Hill" for 101 years, offers a rare opportunity to own a cherished sanctuary. For over a century, this special place has been a home to the Sisters and a beacon of peace and reflection.The charming farmhouse-style home features a welcoming porch leading to

Josephine Ligato Berkshire Hathaway NE Prop.

595 Town Hill Rd, New Hartford, CT 06057
/35
$599,000
- 3 Beds
- 3 Baths
- 2,227 Sq Ft
105 Minortown Rd, Woodbury, CT 06798

NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the

Sindy Butkus Klemm Real Estate Inc

105 Minortown Rd, Woodbury, CT 06798
/36
$1,375,000
- 5 Beds
- 4.5 Baths
- 4,021 Sq Ft
8 Sherbrook Dr, Goshen, CT 06756

Steps to an association beach and minutes to the clubhouse, this turnkey Woodridge Lake home delivers space, function, and four-season amenities. The main floor offers easy living with a first-floor primary suite and a dedicated office separate from the main living areas. An updated kitchen and double height fire-placed living room open to a newly rebuilt entertaining deck. Upstairs are four

Pels Matthews W. Raveis Lifestyles Realty

8 Sherbrook Dr, Goshen, CT 06756
/40
$1,985,000
- 4 Beds
- 5 Baths
- 5,537 Sq Ft
8 Bobcat Ln, Warren, CT 06754

Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone

Steve Pener William Pitt Sotheby's Int'l

8 Bobcat Ln, Warren, CT 06754
/22
$1,045,000
- 3 Beds
- 3 Baths
- 2,113 Sq Ft
21 Perry St, Lakeville, CT 06039

Step into a world where timeless farmhouse architecture meets modern sophistication. This fully renovated residence offers a rare blend of in-town convenience and country serenity, complete with a private pool for refined indoor-outdoor living. Every detail has been meticulously curated to elevate comfort and style, from sunlit living spaces to thoughtfully restored character elements that honor

Jusztina Paksai Elyse Harney Real Estate

21 Perry St, Lakeville, CT 06039
/34
$3,595,000
- 4 Beds
- 5.5 Baths
- 7,063 Sq Ft
11 Ravenrock, Roxbury, CT 06783

A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

Maria Taylor Klemm Real Estate Inc

11 Ravenrock, Roxbury, CT 06783
/40
$4,199,000
- 8 Beds
- 9.5 Baths
- 10,516 Sq Ft
184 Fern Ave, Litchfield, CT 06759

Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then

Florence DeDampierre W. Raveis Lifestyles Realty

184 Fern Ave, Litchfield, CT 06759
/39
$8,750,000
- 5 Beds
- 4.5 Baths
- 8,240 Sq Ft
841 Winchester Rd, Norfolk Historic District, CT 06058

Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural

Jennifer Leahy Compass Connecticut, LLC

841 Winchester Rd, Norfolk Historic District, CT 06058
/20
$289,000
- 3 Beds
- 2.5 Baths
- 1,978 Sq Ft
431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790

Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball,

MARY CLANCEY William Pitt Sotheby's Int'l

431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790
/38
$5,995,000
- 7 Beds
- 8.5 Baths
- 6,351 Sq Ft
85 W Church Hill Rd, Washington Depot, CT 06794

Stunning uber luxe retreat built to the highest standards in premier location. 7 bedrooms, 8 Full and 1 half Waterworks bathrooms. Long driveway. Combined Living/Dining with wood burning fireplace, steel French doors to outdoor stone terrace. Eat-in Kitchen. Enclosed screened porch with fireplace. Library/Home Office with vaulted ceiling, antique beams, built-in bookshelves and wood burning

Peter Klemm Klemm Real Estate Inc

85 W Church Hill Rd, Washington Depot, CT 06794
/19
$499,000
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
360 Old Sherman Hill Rd, Woodbury, CT 06798

Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the

Levi Judqin Brass Moon Realty

360 Old Sherman Hill Rd, Woodbury, CT 06798
/40
$825,000
- 3 Beds
- 3 Baths
- 3,334 Sq Ft
31 Cedar Hill Rd, Gaylordsville, CT 06755

This three-bedroom (possibly four bedroom), three-bathroom home sits on approximately 6.6 acres of land (originally three building lots). The home offers approximately 3,334 square feet of living space. The primary bedroom features an en-suite bathroom and provides ample space for a seating area or home office. The two additional bedrooms are well-proportioned and have access to the hallway

Raymond Poppe Coldwell Banker Realty

31 Cedar Hill Rd, Gaylordsville, CT 06755
/25
$4,000,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,285 Sq Ft
31 June Rd, Washington, CT 06777

This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a unique opportunity for luxurious living on the serene shores of Lake Waramaug, nestled in the charming village of New Preston. Known for its pristine waters, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Presented by Viridian Custom Homes and Lindal Cedar Homes, the house is a

Jonathan Cape William Pitt Sotheby's Int'l

31 June Rd, Washington, CT 06777

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