Litchfield County Homes with Split Level Style

Litchfield County Homes with Split Level Style

Welcome to Litchfield County, Connecticut, a picturesque region known for its charming towns, stunning natural landscapes, and rich history. Nestled within the foothills of the Berkshire Mountains, Litchfield County offers a delightful mix of rural tranquility and vibrant community life. With its lush green hills, serene lakes, and scenic hiking trails, this area is perfect for outdoor enthusiasts and families alike. The county is dotted with quaint villages, historic landmarks, and an array of local shops and eateries that embody the warm, inviting spirit of New England living.

Among the diverse architectural styles that grace Litchfield County, split-level homes stand out for their unique design and functionality. These homes typically feature multiple levels that are staggered, providing distinct living areas that maximize space and privacy. The split-level style is ideal for families, offering a seamless blend of communal areas and private retreats. Imagine enjoying family gatherings in the spacious living room, while the kids have their own play area just a few steps away. With large windows inviting natural light and often spacious backyards, split-level homes in this region are perfect for those who appreciate both comfort and style.

Whether you are looking for a charming family home or a peaceful retreat, Litchfield County has a variety of split-level options that cater to your needs. Explore this enchanting area and discover the perfect place to call home, where the beauty of nature meets the warmth of community. Your dream home awaits in Litchfield County!

Newest Litchfield County Homes with Split Level Style

15 Chatham Ct, Goshen
$549,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215512 MLS
Experience the ultimate lake community lifestyle in this beautifully updated 4 bed, 2 bath Contemporary Split-Level home offering over 2,000 sq ft of charm and modern living space. Situated on a private, nearly 1 acre lot on a cul-de-sac, this home combines thoughtful updates with serene natural surroundings just moments from the Woodridge Lake clubhouse, beach, and amenities. Step inside to an open and light filled floor plan featuring all new flooring, stylish new lighting fixtures, and tastefully updated bathrooms. The inviting main living area showcases a fireplace anchored by a new pellet-burning stove insert and a striking accent wall, perfect for cozying up after a day on the lake. The spacious bedrooms include plush, new carpeting and convenience being on the main floor and upstairs you'll find a loft currently office space with beautifully renovated primary bedroom and bathroom plus additional bedroom with new closet space and private balcony. Step outside to enjoy exceptional outdoor living: entertain on your expansive wraparound deck or relax in the screened in porch, ideal for 3-season enjoyment while taking in views of your private, wooded lot. Major mechanical and structural updates provide complete peace of mind, including a new roof and oil tank. An attached, under house 2 car garage provides convenience and extra storage space. Don't miss this rare opportunity to own a wonderfully renovated home in one of Goshen's most desirable lake communities.

15 Chatham Ct, Goshen
34 Pilgrim Trl, Woodbury
$420,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203216 MLS
Welcome to 34 Pilgrim Trail, a home thoughtfully cared for and enjoyed for 25.5 years. This peaceful Woodbury property features granite kitchen countertops, a tiled backsplash, stainless-steel appliances, and a ceramic kitchen floor. Solid pine doors throughout the home add warmth and character. The upstairs bathroom has been beautifully updated, including the tub and a solid-rock vanity countertop. The upper bedroom/closet offers flexible use and can easily be converted back to a bedroom. Additional improvements include updated closet systems, a refreshed closet near the upstairs bathroom, and a roof installed in 2011. The home is generator-ready, with the generator located outside. Enjoy the tranquility of the property while remaining just minutes from Main Street, shopping, and New Morning Market. Nearby schools and everyday conveniences make this a wonderful place to call home.

34 Pilgrim Trl, Woodbury
55 Taylor Ter, New Milford
$474,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200245 MLS
Well maintained 3 bedroom 2 bath split level home on level, private property. Living room with hardwood floors and fireplace. One car garage. Oversized two-tiered deck, great for entertaining. Some newer windows and doors. Newer roof. Shed. Vinyl siding. Low maintenance yard with nice landscaping. City water. Great location with easy access to charming downtown.

55 Taylor Ter, New Milford
190 Charter Oak Dr, Watertown
$695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186419 MLS
Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize garage, a covered front porch with a balcony above off the 2nd floor and a fabulous rear covered patio all done with a level of architectural detail and craftsmanship that the current market simply does not produce. The main level is organized for real life; a living room with a fireplace, a large dining room with a slider to the patio, a full bathroom, and an eat-in kitchen generous in every dimension with loads of cabinets and counter space & GE Profile appliances. The upper level has 3 good size bedrooms and 2 full bathrooms, one with a steam shower. The ground level 3 room in-law is a proper, fully realized suite - built into the home from the beginning, designed to be lived in with dignity and independence with a full kitchen with appliances and garage access. There is a full basement under the main house for plenty of storage area with an unheated finished rec room. Other amenities include underground utilities, 2 split air conditioning units, an automatic Generac generator, a Vigilant cast-iron stove in the foyer, custom brick work making this an inviting and carefree residence.

190 Charter Oak Dr, Watertown
119 Judge Ln, Bethlehem
$1,995,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179730 MLS
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem
325 New Milford Rd E, Bridgewater
$544,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183758 MLS
Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a sliding glass door leading to the deck overlooking the peaceful property. Upstairs features four bedrooms and two full baths, including a remodeled second bath with a new vanity, toilet, and mirror (2026). A walk-up attic provides excellent storage. The finished lower level includes a cozy family room with a wood-burning fireplace, laundry area, and direct access to the attached two-car garage. Enjoy privacy, space, and a convenient location just minutes from shopping, dining, and major commuting routes. A must-see home offering the perfect blend of comfort, updates, and country living.

325 New Milford Rd E, Bridgewater
3 Burger Rd, Plymouth
$599,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178339 MLS
Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding, updated lighting, new interior doors, trim, and custom finishes throughout. The show-stopping kitchens feature quartz countertops, elegant marble and mother of pearl mosaic backsplashes, and newer appliances. Recent improvements include a new Owens Corning roof with transferable warranty, new windows, doors, black seamless gutters, front walkway, oversized asphalt driveway, updated well water tanks and lines, &a new high efficiency HVAC system. Spray foam insulation in both the basement and attic provides year round comfort and impressive energy savings. The finished lower level with separate entrance provides additional living space to suit a variety of your needs, along with the addition of the converted garage to office space which allows for even more versatility. Outside, enjoy the newly installed patio, and private backyard perfect for entertaining. Every inch of this home has been thoughtfully updated, creating a truly move in ready property. Simply unpack and enjoy.

3 Burger Rd, Plymouth
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!