Homes with Pools for Sale in Litchfield County, CT

640 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
This stunning 2,299 sq ft log cabin-inspired Beaver Mountain home on 4.42 private acres in North Canaan has been meticulously cared for by its original owners. Built in 2005, this exceptional property showcases rustic charm with modern comfort while delivering breathtaking panoramic views across the rolling Litchfield Hills. Featuring 2 bedrooms, den, loft, 2.5 baths, soaring timber details, and expansive windows that frame the ever-changing vista like living artwork. The thoughtful siting maximizes optimal views from multiple vantage points throughout the property. Located in North Canaan's peaceful setting with ultimate privacy, you're perfectly positioned for small-town charm while remai

$679,000

2 beds2.5 baths2,299 sq ft

19 Ryan Ave, Canaan, CT 06018

Private acres • Expansive windows • Sunrun solar panels

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
A Legacy Estate Where Natural Beauty and Serenity Meet Sophisticated Living. Discover an extraordinary private retreat where nature's magic meets world-class refinement. Once owned by mineral magnate Ferdinand Julius Fohs and later donated to establish a camp for underprivileged NYC youth, this 100-acre sanctuary with 15-acre private lake and over 23,000 sq ft of living space has been extensively renovated to create today's remarkable haven. This estate features multiple residences designed for multi-generational living while preserving privacy-from the grand 8,500 sq ft Georgian Manor to charming guest houses and authentic lakeside lodges. In addition to the spectacular and unrivaled outdo

$8,200,000

6 beds8 baths8,457 sq ft

62 Big Bear Hill Rd, New Milford, CT 06776

Multiple residences • 15 acre private lake • 101.12 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
This Tambour Cottage located at the edge of the historic village of Norfolk, CT, offers classic New England charm and versatile potential. The property includes two large barns, ideal for storage, hobbies, creative use or collections. The home features a welcoming front porch, foyer, formal living and dining room, a large kitchen, and full bath on the main level. The second floor offers four bedrooms and a half bath, with a walk-up attic providing additional space for storage or future use. The basement includes laundry and mechanicals. Ready for its next chapter, this property provides an opportunity to restore and personalize a charming period home in a village setting. Convenient to loca

$425,000

4 beds1.5 baths2,528 sq ft

21 Shepard Rd, Norfolk, CT 06058

Tambour cottage • Walk-up attic • Historic library

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
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 hall that flows onto a stone terrace spanning the rear facade. Sunlight illuminates the grand living room, where French doors lead outside to a western-facing, glass-enclosed sunroom that overlooks the manicured boxwood garden and dining pavilion. The richly paneled library provides a private retre

$8,875,000

6 beds6.5 baths8,334 sq ft

406 Wells Hill Rd, Lakeville, CT 06039

Stone terrace • Dining pavilion • 71.56 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Warm & Welcoming! This choice, beautifully maintained home in sought-after Carlson Ridge offers a perfect blend of comfort & luxury. Two main-level BRs & baths make this floor plan exceptional. As beautiful as it is practical, the design features walls of oversized windows, 9-ft ceilings & lovely accent molding. The defined, yet open foyer, LR & DR offer great space & versatility; some hardwood floors; coffered ceiling and lovely mill work. There's a big, bright PBR with spacious bath, oversized walk-in shower, double vanity/sinks, Corian counters & walk-in closet. Steps away, the LR, with center FPL, opens to a lovely private deck. A sunny breakfas

$510,000

2 beds2 baths1,931 sq ft

77 Carlson Ridge Rd #77, New Milford, CT 06776

Private deck • Breakfast room • Granite counter

Property at 33 Nodine Pasture Rd, Kent, CT 06757, 6 beds, 7.5 baths

$8,000,000

6 beds7.5 baths8,933 sq ft

33 Nodine Pasture Rd, Kent, CT 06757

Property at 279 Main St, Torrington, CT 06790, 3 beds, 1 bath

$249,900

3 beds1 bath1,697 sq ft

279 Main St, Torrington, CT 06790

Property at 182 Magnolia Hill Rd, Bethlehem, CT 06751, 3 beds, 2.5 baths

$1,095,000

3 beds2.5 baths3,373 sq ft

182 Magnolia Hill Rd, Bethlehem, CT 06751

Property at 22 Park St, Thomaston, CT 06787, 4 beds, 3 baths

$389,900

4 beds3 baths1,629 sq ft

22 Park St, Thomaston, CT 06787

Property at 109 Cannon Ridge Dr #109, Watertown, CT 06795, 2 beds, 1.5 baths

$285,000

2 beds1.5 baths1,740 sq ft

109 Cannon Ridge Dr #109, Watertown, CT 06795

Property at 127 Old Goshen Rd, Norfolk, CT 06058, 7 beds, 6.5 baths

$2,900,000

7 beds6.5 baths4,824 sq ft

127 Old Goshen Rd, Norfolk, CT 06058

Property at 4 Upper Main St #3, Sharon, CT 06069, 2 beds, 2 baths

$325,000

2 beds2 baths1,206 sq ft

4 Upper Main St #3, Sharon, CT 06069

Property at 50 Beardsley Rd, New Milford, CT 06776, 5 beds, 3.5 baths

$790,000

5 beds3.5 baths2,870 sq ft

50 Beardsley Rd, New Milford, CT 06776

Property at 7 Church St N, New Hartford, CT 06057, 4 beds, 2 baths

$349,900

4 beds2 baths2,248 sq ft

7 Church St N, New Hartford, CT 06057

Property at 80 Perry Dr, New Milford, CT 06776, 3 beds, 2.5 baths

$569,900

3 beds2.5 baths2,253 sq ft

80 Perry Dr, New Milford, CT 06776

Property at 38 W Mountain Ln, Roxbury, CT 06783, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths2,336 sq ft

38 W Mountain Ln, Roxbury, CT 06783

Property at 19 Hemlock Ln, Salisbury, CT 06068, 3 beds, 3 baths

$2,045,000

3 beds3 baths3,777 sq ft

19 Hemlock Ln, Salisbury, CT 06068

Property at 274 Cliffside Dr #274, Torrington, CT 06790, 2 beds, 2 baths

$199,900

2 beds2 baths1,154 sq ft

274 Cliffside Dr #274, Torrington, CT 06790

Property at 169 E Shore Rd, Morris, CT 06763, 3 beds, 2.5 baths

$2,200,000

3 beds2.5 baths3,012 sq ft

169 E Shore Rd, Morris, CT 06763

Property at 50 Main St, Salisbury, CT 06039, 4 beds, 3.5 baths

$2,345,000

4 beds3.5 baths3,058 sq ft

50 Main St, Salisbury, CT 06039

Property at 431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790, 3 beds, 2.5 baths

$289,000

3 beds2.5 baths1,978 sq ft

431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790

Property at 163 Dublin Rd, Falls Village, CT 06031, 2 beds, 2 baths

$925,000

2 beds2 baths1,784 sq ft

163 Dublin Rd, Falls Village, CT 06031

Property at 107 Island Trl, Morris, CT 06763, 1 bed, 2 baths

$725,000

1 bed2 baths992 sq ft

107 Island Trl, Morris, CT 06763

Property at 336 South St, Roxbury, CT 06783, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,556 sq ft

336 South St, Roxbury, CT 06783

Property at 168 Cobble Rd, Kent, CT 06757, 4 beds, 4.5 baths

$1,795,000

4 beds4.5 baths3,790 sq ft

168 Cobble Rd, Kent, CT 06757

Property at 333 Hillside Ave Apt 10, Torrington, CT 06790, 2 beds, 1 bath

$199,900

2 beds1 bath1,152 sq ft

333 Hillside Ave Apt 10, Torrington, CT 06790

Property at 405 Hunter Dr #405, Litchfield, CT 06759, 3 beds, 3.5 baths

$549,000

3 beds3.5 baths2,004 sq ft

405 Hunter Dr #405, Litchfield, CT 06759

Property at 110 Sharon Rd, Lakeville, CT 06039, 4 beds, 4 baths

$2,295,000

4 beds4 baths3,114 sq ft

110 Sharon Rd, Lakeville, CT 06039

Property at 159 Merryall Rd, New Milford, CT 06776, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,796 sq ft

159 Merryall Rd, New Milford, CT 06776

Property at 4 Bayview Cir, Watertown, CT 06795, 3 beds, 2 baths

$647,900

3 beds2 baths2,288 sq ft

4 Bayview Cir, Watertown, CT 06795

Property at 174 Ledge Dr #174, Torrington, CT 06790, 3 beds, 2 baths

$349,000

3 beds2 baths1,612 sq ft

174 Ledge Dr #174, Torrington, CT 06790

Property at 11 Old Creamery Rd, Colebrook, CT 06021, 3 beds, 2 baths

$499,000

3 beds2 baths2,186 sq ft

11 Old Creamery Rd, Colebrook, CT 06021

Property at 21 Perry St, Lakeville, CT 06039, 3 beds, 3 baths

$1,045,000

3 beds3 baths2,113 sq ft

21 Perry St, Lakeville, CT 06039

Property at 24 West Lakeview Rd, Plymouth, CT 06782, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths2,000 sq ft

24 West Lakeview Rd, Plymouth, CT 06782

Property at 31 Hickory Ln, Roxbury, CT 06783, 4 beds, 4 baths

$1,795,000

4 beds4 baths6,169 sq ft

31 Hickory Ln, Roxbury, CT 06783

Property at 29 Quarry Ridge Rd #29, New Preston, CT 06777, 2 beds, 2.5 baths

$515,000

2 beds2.5 baths1,810 sq ft

29 Quarry Ridge Rd #29, New Preston, CT 06777

Property at 4 Judge Rd, Roxbury, CT 06783, 3 beds, 2 baths

$3,200,000

3 beds2 baths1,974 sq ft

4 Judge Rd, Roxbury, CT 06783

Property at 35 Quarry Ridge Rd #35, New Preston, CT 06777, 2 beds, 2.5 baths

$650,000

2 beds2.5 baths1,708 sq ft

35 Quarry Ridge Rd #35, New Preston, CT 06777

Property at 1 Tall Oaks Dr, New Milford, CT 06776, 2 beds, 2.5 baths

$699,900

2 beds2.5 baths3,076 sq ft

1 Tall Oaks Dr, New Milford, CT 06776

Property at 785 Main St, Plymouth, CT 06782, 3 beds, 1 bath

$277,300

3 beds1 bath1,175 sq ft

785 Main St, Plymouth, CT 06782

Property at 537 Main St, New Hartford, CT 06057, 4 beds, 2.5 baths

$459,900

4 beds2.5 baths2,363 sq ft

537 Main St, New Hartford, CT 06057

Viewing page 7 of 9

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Litchfield County

There are currently 640 homes with pools for sale in Litchfield County at a median listing price of $485K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Litchfield County stay on the market for 63 days and receive 3 offers. This map is refreshed with the newest listings in Litchfield County every 15 minutes.

In the past month, 215 homes have been sold in Litchfield County. In addition to houses in Litchfield County, there were also 130 condos, 0 townhouses, and 49 multi-family units for sale in Litchfield County last month. Find your dream home in Litchfield County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Litchfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Litchfield County. If you're looking to sell your home in the Litchfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Litchfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Litchfield County, CT

Nearby Counties

Cities

Nearby Counties with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Litchfield County, CT

How to buy a house in Litchfield County, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.