Litchfield, CT Homes

• 

  

  

  /22

  $650,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,204 Sq Ft

  61 Ridgedale Way, Bethlehem, CT 06751

  ** Highest and Best by 6PM on 7/20/25 ** Set on an impressive 14-acre parcel at the end of a cul-de-sac, this rare 3200' two family duplex offers a harmonious blend of privacy and functionality. Each side of the duplex features 2 spacious bedrooms, hardwood floors, plenty of natural light and is perfect for multi-generational living or rental income. The duplex features an attached 2 car garage

  

  Susan Woodfield

  Showcase Realty, Inc.

  (203) 806-9458

  61 Ridgedale Way, Bethlehem, CT 06751
• 

  

  

  /9

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  44 Sunny Ridge Rd, Bethlehem, CT 06751

  Beautiful 3-bedroom ranch on over 2 acres for rent!

  Jason Arcuri eXp Realty

  44 Sunny Ridge Rd, Bethlehem, CT 06751
• 

  $397,000 Sold Aug 15, 2025

  • 2,496 Sq Ft
  • $159/SF
  • 103 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  44 Gros Rd, Bethlehem, CT 06751

  Country living with an abundance of privacy! Located on a secluded quiet road, this property has much to offer! Within walking distance of Long Meadow Pond, you can bring the kayaks and canoes and get out on the water for the summer! Enjoy the peace and quiet of this charming small town with all the major conveniences just a few minutes away. This property features 3 bedrooms, a beautifully

  Katherine Parlato Drakeley Real Estate, Inc.

  44 Gros Rd, Bethlehem, CT 06751
• 

  Est $951,085 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  68 Nettleton Hollow Rd, Bethlehem, CT 06751

  68 Nettleton Hollow Rd, Bethlehem, CT 06751
• 

  

  

  /34

  $480,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  9 Nettleton Hollow Rd, Bethlehem, CT 06751

  Welcome home to this beautifully maintained raised ranch nestled on a peaceful corner lot in the desirable town of Bethlehem! Set on just under 3 acres, this property offers a serene retreat with a peaceful stream running along the rear of the lot and a picturesque backyard perfect for relaxing or entertaining. Inside, you'll find 3 spacious bedrooms and 2.5 baths, including a private ensuite in

  

  Matthew Egan

  Regency Real Estate, LLC

  (203) 457-6082

  9 Nettleton Hollow Rd, Bethlehem, CT 06751
• 

  

  /14

  $2,400 per month

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  88 Thomson Rd, Bethlehem, CT 06751

  Unique opportunity to enjoy a beautiful view without having to buy! Single family home for rent with 1 very large bedroom and all utilities included!

  Jason Arcuri eXp Realty

  88 Thomson Rd, Bethlehem, CT 06751
• 

  $555,000 Sold Aug 13, 2025

  • 2,176 Sq Ft
  • $255/SF
  • 45 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2004

  108 Wood Creek Rd, Bethlehem, CT 06751

  Nestled on 1.64 acres of serene, private land, this expansive 2,100+ sq. ft. ranch sits at the end of a winding driveway & welcomes you w/ a charming front porch that sets the tone for the entire property. Beautifully crafted masonry steps & stone walls, framed by mature landscaping, enhance the home's curb appeal. Sought-after open-concept layout features a sun-drenched living room w/ hardwood

  Taylor O'Keefe Drakeley Real Estate, Inc.

  108 Wood Creek Rd, Bethlehem, CT 06751
• 

  Not Listed For Sale

  • 3 Beds
  • 1,794 Sq Ft

  311 Main St S, Bethlehem, CT 06751

  311 Main St S, Bethlehem, CT 06751
• 

  

  /33

  $1,200,000

  • 3 Beds
  • 3 Baths
  • 3,794 Sq Ft

  319 Main St S, Bethlehem, CT 06751

  "BLUE RIBBON BOARDING KENNEL AND DAY CARE" Represents a Singular Opportunity to Reside on a Park Like Lot in Bethlehem, Ct, where there are no Zoning Ordinances while Operating a Highly Respected "Turn Key" Commercial Business which has been in Constant Operation for more than 47 Years! Today, the Kennel's Base of Support Sustains just under 3900-Clients with their Day Care at Capacity with

  

  Janice Cashell

  Coldwell Banker Realty

  (203) 689-7670

  319 Main St S, Bethlehem, CT 06751
• 

  

  /13

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • House for Rent

  32 Lakeview Dr, Bethlehem, CT 06751

  Lake life is ready for you! Beautifully remodeled two bedroom 1 full bath home within walking distance of Long Meadow Pond. Open concept living with great natural light and seasonal views of the lake. Neat and clean home featuring hardwood floors throughout, recessed lighting, and remodeled bath. Quiet community in a rural setting. Absolutely no pets. Available September 1, good credit a must.

  Katherine Parlato Drakeley Real Estate, Inc.

  32 Lakeview Dr, Bethlehem, CT 06751
• 

  $791,650 Sold Aug 01, 2025

  • 1,729 Sq Ft
  • $458/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  104 Long Meadow Rd, Bethlehem, CT 06751

  Discover the serenity of lakefront living in this rare ranch-style gem, nestled in the quaint and peaceful town of Bethlehem. Enjoy breathtaking year-round views from nearly every room or while relaxing on the expansive wraparound deck. Whether you prefer canoeing, paddleboarding, sailing, or fishing in the fully stocked pond, this property offers the perfect retreat to enjoy the beauty of Mother

  Holli Shanbrom Coldwell Banker Realty

  104 Long Meadow Rd, Bethlehem, CT 06751
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,849 Sq Ft

  49 Judson Ln, Bethlehem, CT 06751

  49 Judson Ln, Bethlehem, CT 06751
• 

  

  /40

  $474,900

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft

  25 W Shore Dr, Bethlehem, CT 06751

  INVESTORS!! Discover this rare generational home nestled on a tranquil cul-de-sac, offering the perfect blend of charm and modern luxury. This cottage is designed with high-end craftsmanship and features quality custom built-ins throughout. With 2 bedrooms and 2 bathrooms (town card lists 1 of each), this home boasts elegant ash wood floors throughout. The kitchen is a chef's dream, featuring

  

  Eric Bergers

  William Raveis Real Estate

  (475) 253-5702

  25 W Shore Dr, Bethlehem, CT 06751
• 

  $882,500 Sold Jul 28, 2025

  • 3,696 Sq Ft
  • $239/SF
  • 197 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2000

  403 Munger Ln, Bethlehem, CT 06751

  Tucked away in the little town of Bethlehem, on 9+acres you find this custom Brick Colonial. VERY detailed in and out (att addendum). A solid build that could not be replicated for this price. Enter thru the iron gates and patterned cobblestone drive to the stately Vestibule front entry. Use of reclaimed vintage doors, vanities, hardware and lighting are prominent throughout. 9' ceilings, a

  Mary Ann Bennett Drakeley Real Estate, Inc.

  403 Munger Ln, Bethlehem, CT 06751
• 

  Est $418,985 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  148 Weekeepeemee Rd, Bethlehem, CT 06751

  148 Weekeepeemee Rd, Bethlehem, CT 06751
• 

  /2

  $249,900

  • Land
  • 24 Acres
  • $10,553 per Acre

  6 Tulip Tree Ln, Bethlehem, CT 06751

  Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-6 additional home sites that are currently for sale. Maps attached!

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 587-3050

  6 Tulip Tree Ln, Bethlehem, CT 06751
• 

  $609,000 Sold Jul 23, 2025

  • 2,996 Sq Ft
  • $203/SF
  • 57 Days On Market

  • 8 Beds
  • 5.5 Baths
  • Built 1900

  61 East St, Bethlehem, CT 06751

  Rare 5-unit apartment house in center of Bethlehem. Very efficient investment property; tenants in all units. Meticulously maintained. Includes a studio, a 1-bedroom, and three 2-bedroom apartments. Three-season porches, rear deck, patio, hardwood floors. Large yard and ample driveway parking. Bethlehem has no zoning regulations. Seller is also real estate broker.

  Susan Vaill E.J. Murphy Realty

  61 East St, Bethlehem, CT 06751
• 

  Est $551,640 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,500 Sq Ft

  46 Crane Ln, Bethlehem, CT 06751

  46 Crane Ln, Bethlehem, CT 06751
• 

  /2

  $39,900

  • Land
  • 0.33 Acre
  • $120,909 per Acre

  0 Tulip Tree Village Unit 24086056, Bethlehem, CT 06751

  Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4 additional home sites that are currently for sale. This is a condo complex and Unit 7 is available

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 275-6753

  0 Tulip Tree Village Unit 24086056, Bethlehem, CT 06751
• 

  $465,000 Sold Jul 15, 2025

  • 1,418 Sq Ft
  • $328/SF
  • 37 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  90 Weekeepeemee Rd, Bethlehem, CT 06751

  Private Two-Family Property with Barn on Over 5 Acres in Bethlehem. Discover the perfect blend of privacy, space, and income potential with this unique two-family property set on five plus scenic acres. Perched high above the road, this parcel offers seclusion from neighbors while remaining conveniently close to town centers. The main home features one-or possibly two-charming one-bedroom

  Tim Drakeley Drakeley Real Estate, Inc.

  90 Weekeepeemee Rd, Bethlehem, CT 06751
• 

  Est $336,913 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,422 Sq Ft

  20 Highland Rd, Bethlehem, CT 06751

  20 Highland Rd, Bethlehem, CT 06751
• 

  

  /3

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  13 Tulip Tree Ln Unit 7, Bethlehem, CT 06751

  **Brand-New Construction Coming in 2025!** Be the first to own this charming, thoughtfully designed cape-style home. Featuring an open-concept layout, a convenient first-floor primary suite, and a spacious family room perfect for entertaining. Enjoy hardwood flooring throughout the main level, tiled bathrooms, and two versatile upstairs rooms ideal for bedrooms, a home office, or both. The

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 651-8482

  13 Tulip Tree Ln Unit 7, Bethlehem, CT 06751
• 

  $440,000 Sold Jun 27, 2025

  • 1,960 Sq Ft
  • $224/SF
  • 84 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1973

  67 Harrison Ln, Bethlehem, CT 06751

  Welcome to charming Bethlehem, CT! This 2,000 sq. ft. tri-level property boasts a picturesque, park-like backyard, ideal for those seeking tranquility and space. The oversized three-car detached garage provides ample room for vehicles, a tractor, and additional storage, perfect for car enthusiasts or hobbyists. The main floor features an open-concept living and dining area with a large picture

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  67 Harrison Ln, Bethlehem, CT 06751
• 

  Est $671,518 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,182 Sq Ft

  160 Lake Dr, Bethlehem, CT 06751

  160 Lake Dr, Bethlehem, CT 06751
• 

  

  /40

  $849,900

  • 4 Beds
  • 3 Baths
  • 2,065 Sq Ft

  319 Nonnewaug Rd, Bethlehem, CT 06751

  Peacefully situated on 19 private acres in picturesque Bethlehem, this extraordinary Tudor style split-level home has been completely reimagined inside and out offering the perfect blend of modern luxury and serene country living. Outdoor adventures await with walking trails, bike trails and flowing streams--and you never have to leave your property to experience them. The home itself has been

  Stephanie Oliver Dave Jones Realty, LLC

  319 Nonnewaug Rd, Bethlehem, CT 06751
• 

  $772,000 Sold Jun 25, 2025

  • 4,116 Sq Ft
  • $188/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1991

  198 Town Line Hwy S, Bethlehem, CT 06751

  Beautiful property situated on 3.95 acres of rolling hills enhanced with fruit trees and a private spring fed pond. Numerous tiered stone walls and terrace created a lovely oasis. Several barns et paddock add to the rustic charm of this property. The main residence features 4 bedrooms and 2 full baths. One bedroom is on the main floor. The spacious renovated kitchen open with french doors on a

  Florence DeDampierre W. Raveis Lifestyles Realty

  198 Town Line Hwy S, Bethlehem, CT 06751
• 

  Est $936,430 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,548 Sq Ft

  56 Sky Meadow Rd, Bethlehem, CT 06751

  56 Sky Meadow Rd, Bethlehem, CT 06751
• 

  

  /37

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  202 Crane Hollow Rd, Bethlehem, CT 06751

  UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional

  Danielle Rownin Keller Williams Realty

  202 Crane Hollow Rd, Bethlehem, CT 06751
• 

  $835,000 Sold Jun 23, 2025

  • 3,324 Sq Ft
  • $251/SF
  • 164 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2022

  95 Todd Hill Rd, Bethlehem, CT 06751

  BIG SKY VIEWS AND SUNSETS! Every oversized window has a view - views clear to the distant hills of Washington from the rear and from the huge front porch over to the hills of Watertown. Come in from the covered front porch with Trex deck and enter into the living room which showcases a floor to TWO story ceiling fireplace built with stones harvested locally. A coffered ceiling with wooden inlay

  Mary Ann Bennett Drakeley Real Estate, Inc.

  95 Todd Hill Rd, Bethlehem, CT 06751
• 

  Est $470,042 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,920 Sq Ft

  597 Main St S, Bethlehem, CT 06751

  597 Main St S, Bethlehem, CT 06751
• 

  

  /40

  $1,000,000

  • 4 Beds
  • 2 Baths
  • 3,418 Sq Ft

  18 East St, Bethlehem, CT 06751

  The bucolic Town of Bethlehem is at the crossroads of Washington, Litchfield and Woodbury. Complimenting the scenic beauty are natural and historic attractions, restaurants and boutiques that draws diners and shoppers from several counties. Bethlehem is also well known for its thriving arts and culture scene. The town is home to several art galleries and studios, as well as the Bethlehem

  William Piccirillo BHGRE Gaetano Marra Homes

  18 East St, Bethlehem, CT 06751
• 

  $152,500 Sold Jun 05, 2025

  • 913 Sq Ft
  • $167/SF
  • 13 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1940

  6 Highland Rd, Bethlehem, CT 06751

  Great condo alternative looking for its new owner! This wonderful 1 Bed 1.5Bath is just waiting for you to come put in some work and make it home. Being sold as-is. No FHA

  Derek Greene Derek Greene

  6 Highland Rd, Bethlehem, CT 06751
• 

  Est $500,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft

  34 Woodland Rd, Bethlehem, CT 06751

  34 Woodland Rd, Bethlehem, CT 06751
• 

  

  /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
• 

  $425,000 Sold May 21, 2025

  • 1,456 Sq Ft
  • $292/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  277 Main St N, Bethlehem, CT 06751

  10+ Acres in Bethlehem! Cape style home minutes from the center of town. Main floor has been completely gutted with mostly hardwood floors throughout, large kitchen and dining area overlooking wooded backyard; living room and family room with double-sided fireplace, full bath, and two spacious bedrooms. Framed second floor with two spacious bedrooms, full bath, and attic access. Recent

  Taylor O'Keefe Drakeley Real Estate, Inc.

  277 Main St N, Bethlehem, CT 06751
• 

  Est $398,751 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  15 Burritt Hill Rd, Bethlehem, CT 06751

  15 Burritt Hill Rd, Bethlehem, CT 06751
• 

  

  /29

  $549,900

  • 3 Beds
  • 1 Bath
  • 844 Sq Ft

  217 Main St S, Bethlehem, CT 06751

  Escape to the Beautiful Litchfield Hills Country Town of Bethlehem for relaxed living. Ride up Route 61 through Woodbury and cross into this beautiful hamlet. You will come upon a circa 1900 blue country house. Upgrades include a remodeled kitchen with New Appliances. New Bathroom, Refinished Hardwood Floors, Freshly Painted Interior and Exterior, and New Interior Wood Trim Work. Energy Efficient

  Marshall Cohen Cohen Agency

  217 Main St S, Bethlehem, CT 06751
• 

  $650,000 Sold Apr 25, 2025

  • 3,580 Sq Ft
  • $182/SF
  • 206 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  96 Deerwood Dr, Bethlehem, CT 06751

  Welcome home to a beautifully secluded Colonial nestled in a highly desirable cul-de-sac that offers the utmost in privacy and tranquility! Step into the meticulously updated chef's kitchen, featuring high-end appliances and a convenient island microwave, perfect for any culinary enthusiast! The main level features a spacious and tastefully finished office. Multiple cozy living areas with the

  Matthew Egan Regency Real Estate, LLC

  96 Deerwood Dr, Bethlehem, CT 06751
• 

  Est $606,669 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  33 Hard Hill Rd N, Bethlehem, CT 06751

  33 Hard Hill Rd N, Bethlehem, CT 06751
• 

  

  /39

  $1,225,000

  • 3 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  189 Crane Hollow Rd, Bethlehem, CT 06751

  Private and spacious 3 bedroom colonial in a beautiful setting. As you drive in you pass the pond with a dock equipped with fishing pole holders, and a bench to sit and enjoy the view of the lily pads and the reflections in the pond. Once you enter the home you will find a large well appointed kitchen with plenty of cabinet space, a 6 burner gas cooktop on the island, and a built in deep fryer.

  SUSAN SMITH Klemm Real Estate Inc

  189 Crane Hollow Rd, Bethlehem, CT 06751

Showing Results 1 - 40, Page 1 of 18