Litchfield Homes with Cottage Style

Litchfield Homes with Cottage Style

Welcome to Litchfield County, Connecticut, a picturesque region that seamlessly marries natural beauty with charming small-town allure. Nestled in the northwest corner of the state, Litchfield County is renowned for its breathtaking landscapes, rolling hills, and scenic lakes. With a rich history dating back to the 18th century, the area boasts a vibrant cultural scene, offering everything from artisanal shops to delightful local eateries.

One of the most enchanting features of Litchfield County is its collection of cottage-style homes. These delightful abodes evoke a sense of warmth and nostalgia, often characterized by their quaint architecture, inviting porches, and lush gardens. Imagine sipping your morning coffee on a sun-drenched porch, surrounded by the vibrant colors of seasonal blooms, or curling up with a good book in a cozy nook by the fireplace. Cottage-style homes in this region are designed to offer comfort and charm, making them ideal retreats for families, couples, or anyone seeking a peaceful escape.

The community here is tight-knit, with friendly neighbors and a plethora of outdoor activities to enjoy, from hiking the scenic trails of the Litchfield Hills to exploring the pristine waters of Lake Waramaug. Whether you’re drawn to the allure of a rustic cottage nestled among the trees or a charming home with a view of rolling meadows, Litchfield County offers a variety of options that cater to diverse tastes and lifestyles. Discover the magic of this enchanting region, where every cottage tells a story and every neighborhood feels like home.

Newest Litchfield Homes with Cottage Style

$289,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24202928 MLS
Welcome to this relaxing seasonal cottage, situated high above road level and offering breathtaking panoramic views of the 444-acre Highland Lake. Enter through the oversized screened porch, where you can unwind with family or friends while taking in the beautiful perennial plantings and natural surroundings. This charming cottage features two bedrooms, a loft, one full bath, an open-concept kitchen, dining area, and living room. For your comfort, oil heat and a mini-split unit provide heat and air conditioning. Additionally, there's a rear deck area perfect for outdoor dining & grilling. An extra outdoor shower is available to refresh after spending time on the lake.

347 W Wakefield Blvd, Winchester
$5,250,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24201909 MLS
The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully composed landscapes ensure every season reveals a new perspective. Two parcels define the property's flexibility. The principal Sharon homesite occupies a commanding elevation and includes architectural design plans by architect, Scot Samuelson, AIA, NCARB for a 5,000+ sq ft residence. The 2nd parcel is in Kent & Sharon, reached by its own private drive. It rests quietly on the edge of a woodland above the brook and in the meadow below the principal Sharon site. Throughout the estate, thoughtful infrastructure has been integrated into the landscape, while historic woodland roads, stone walls, specimen trees, perennial gardens, fountains, scenic overlooks, and a distinctive 40 tree orchard create a landscape of exceptional beauty and permanence. Convenient access to NYC by car or train.

Sharon
$3,495,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24201025 MLS
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.

35 Schoolhouse Rd, Roxbury
$249,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24201042 MLS
Come check out this amazing opportunity in the private neighborhood of haviland road. Amazing opportunity for investors, fix and flippers, or DIYers looking for a summer home! This house has deeded lake rights and comes with a boat slip! right across the street from beautiful Candlewood Lake!

1 Haviland Rd, New Milford
$239,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24198969 MLS
Remodeled one-bedroom home set on a quiet lot in Thomaston. Updates include a new kitchen with granite countertops, a remodeled bathroom, new flooring throughout, and fresh interior paint. The property sits on a nice-sized lot surrounded by trees and natural scenery, giving it a peaceful, almost nature-preserve feel. Located in a quiet neighborhood with a comfortable amount of privacy, this is a simple, move-in-ready home with a lot of character and a great setting. A few finishing touches and minor items are still in the process of being completed. Seller is also providing a $2,000 credit toward the purchase of a new refrigerator and stove.

786 High St Ext, Thomaston
$660,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24196861 MLS
A must see! This classic property captures the essence of the Candlewood Lake Club (CLC) experience. As one of the few remaining original cabins, it offers a rare blend of historical charm and authentic lake-living nostalgia, perfectly complemented by the privacy of a quiet, flat lot surrounded by mature landscape. The thoughtful layout-featuring three bedrooms and two full baths on a single level, a sun-drenched enclosed porch, and the timeless warmth of original knotty pine and vaulted ceilings-makes this a quintessential retreat for those seeking the character of the community's roots. Enjoy elite club amenities: golf, tennis, pickleball, marina, and beach. A lake lover's dream-all just 90 minutes from NYC. Membership to CLC is optional (note: one time $15,000 initiation fee with Annual Club Dues $5,200 + CT State Tax Mandatory Roads ($475) and water fees ($600) are mandatory for all owners.

6 Mountain View Ln, New Milford
$475,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194914 MLS
Presenting a rare and wonderful opportunity to own two utterly charming antique cottages-each featuring 2 bedrooms and 1 bath, and situated on its own separately deeded parcel. This unique setup offers tremendous flexibility to offset your living costs: live in one while renting the other, maximize your income by renting both, or keep one and sell the other. Significant capital improvements have been made over the last few years, including a new shared drilled well, extensive tree clearing, a new septic system for one cottage and structural work where needed. There are new kitchens and updated bathrooms. Both homes are filled with historic character, boasting cozy wood-burning fireplaces and airy cathedral ceilings. Located in the heart of the Lime Rock section of Salisbury, the Airbnb, VRBO, and long-term rental potential here is exceptional. You are close to the historic Lime Rock Park racetrack, three prestigious area private schools, and endless year-round cultural and outdoor activities.

And10 Forge Ln, Salisbury
$475,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24189536 MLS
Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while remaining close to everything Kent has to offer. A spacious deck welcomes you into a bright, open-concept main level featuring generous living and dining areas, ideal for entertaining or relaxing. Upstairs you'll find a large primary bedroom and two additional bedrooms, all served by a full bathroom. Whether you're searching for a full-time residence, a weekend getaway, or an investment property, this home offers endless possibilities to make it your own. Major improvements provide peace of mind, including a year old roof, new windows, well, and septic system. Enjoy the convenience of walking to Kent's charming shops, restaurants, Kent Center School, and the renowned Kent School. Metro-North train service to New York City is just minutes away making this an ideal country retreat with easy access to the city. Don't miss this opportunity to own a home in one of Litchfield County's most sought-after communities.

39 Johnson Rd, Kent
$895,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183209 MLS
Fabulous 1920's cottage style home formerly part of Avalon Farm. Vaulted living room with fireplace, paneled media/library, eat in kitchen, 4 bedrooms, 2 full baths, oversized laundry/mud room and screened breezeway from 2 car garage. Lovey gentle slope from house to cabana/writers cabin overlooking pond and grounds. located at the entrance to a dead end road, yet only minutes from Bantam, New Preston and all that Litchfield County has to offer. Very close to Mt Tom State Park for swimming and hiking. Owner has done some work to subdivide into 2 lots if desired. Please call for details.

12 Old Forge Hollow Rd, Litchfield
$825,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173167 MLS
Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend retreat from the city or a charming permanent residence. Set on a sprawling 3.68-acre lot, the property offers a rare level of privacy and serves as a true blank canvas for your future lifestyle. The interior radiates a bright, airy energy, featuring contemporary lines and thoughtful details that honor the home's original character. Outside, the vast grounds invite you to explore, garden, or simply soak in the quietude of Litchfield County. The location is a dream for outdoor enthusiasts and foodies alike. You are just moments away from the shimmering waters of Bantam Lake for summer recreation and the expansive trail systems of White Memorial Conservation Center for year-round hiking and exploring. When it's time to head into town, the iconic Litchfield Green is a short drive away, offering world-class restaurants, artisanal shops, and gourmet food markets. Whether you are looking for a minimalist haven or a stylish home base to enjoy the best of Northwest Connecticut, 72 Hickory Hill Road is a masterclass in modern country living.

72 Hickory Hill Rd, Morris
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