Sherman Homes under $600,000

Sherman Homes under $600,000

Welcome to Sherman, Connecticut—a hidden gem nestled in the picturesque Fairfield County. Known for its serene landscapes and small-town charm, Sherman offers a unique blend of tranquility and community spirit. With its rolling hills, pristine lakes, and lush greenery, this quaint town is perfect for those seeking a peaceful retreat from the hustle and bustle of city life.

Sherman boasts a rich history and a vibrant community, making it an ideal place for families, retirees, and anyone in search of a welcoming environment. The town is characterized by its beautiful homes, many of which reflect the classic New England architecture that residents cherish. Here, you can enjoy outdoor activities year-round, from hiking on scenic trails to fishing in the crystal-clear waters of Lake Candlewood.

For homebuyers, Sherman presents an incredible opportunity with a selection of charming homes available for under $600,000. Whether you’re looking for a cozy cottage, a spacious family home, or a contemporary retreat, you’ll find a variety of options that cater to diverse tastes and lifestyles. With its affordable real estate market, Sherman makes it easier to find your dream home without breaking the bank.

In addition to its beautiful homes, Sherman is conveniently located near major highways, providing easy access to nearby towns and cities while still maintaining its peaceful ambiance. Embrace the beauty of Sherman, where community, nature, and affordability come together to create a truly enchanting place to call home. Discover your perfect slice of Connecticut today!

Newest Sherman Homes under $600,000

101 Rte 39 S, Sherman
$308,000
1 Beds ⋅ 1 Baths ⋅ 24214214 MLS
Escape to your own personal treehouse in Sherman! This charming 1-bedroom, 1-bath home features a fabulous west-facing deck for enjoying spectacular sunsets, and a screened porch surrounded by nature. Inside, a cozy wood stove adds warmth and character, while a spacious loft provides abundant storage. The renovated kitchen features granite counters and a newer refrigerator; the updated bath includes a heated floor and towel warmer. Big-ticket improvements include 200-amp electric with sub panel for a generator, roof, bathroom plumbing, oil tank, water heater, and well pump. This home is ideal for weekend escapes or full-time living, with recreation in every season! Sherman residents enjoy Candlewood Lake access, including a sandy beach, pavilion, playground, and kayak racks. The town recreation area offers tennis courts, a walking path, playground, baseball fields, and a basketball court. Enjoy shopping and dining in nearby New Milford and Danbury, with NYC just 90 minutes away by car or train and the Berkshires 75 minutes away. Ski at Thunder Ridge, just 15 minutes away, or Mohawk Mountain, only 40 minutes away. Discover this special Sherman retreat. Schedule your private showing today!

101 Rte 39 S, Sherman
210 Rte 37 S, Sherman
$410,000
2 Beds ⋅ 2 Baths ⋅ 24214386 MLS
Set on 2+ acres, this single level 2 bed 1.5 bath home makes everyday living easy. The spacious, light filled living room is anchored by a wood burning stove, and the well laid out kitchen has views with a patio just outside the door. It's an easy spot for morning coffee or dinner outdoors. A fully fenced yard gives you secure outdoor space for pets, play, or garden plants, plus a nice swath of land in the front yard adds even more room to spread out. A garage and carport cover your vehicles, plus the walkout basement adds plenty of storage. The detached workshop, with its large windows, is brimming with potential. Picture a studio, hobby space, or workshop. Located in Sherman with a small corner of the parcel in New Fairfield, this home offers beach access on Candlewood Lake through both towns, a rare perk. Minutes to the charming town center w/ community amenities, hiking trails, library & playhouse. One level, loads of space, and a location that gives you the best of both towns - but the low taxes of Sherman! THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208.

210 Rte 37 S, Sherman
208 Rte 37 S, Sherman
$338,000
2 Beds ⋅ 1 Baths ⋅ 24214342 MLS
Built in the 1920s and wrapped in cedar shingles, this 2 bed 1 bath cottage was designed to harmonize with its surroundings. It sits right beside a protected land trust parcel, so your view stays green with privacy insured. Step onto the front deck and take in the mountain views with your morning coffee. Inside, the living room is cozy and full of character with custom built-ins and a wood burning stove for cold New England nights. The large eat-in kitchen is the heart of the home with a convenient laundry closet tucked to the side. Out back, a gravel patio and tiered backyard make a great spot for gardening, gathering, or a fire pit. A cabin/shed adds flexible space for a studio, workshop, or storage. The walkout basement has room to finish into a home gym or office. Charming, private, and full of potential! Located in Sherman just steps from the New Fairfield line, this is small-town Connecticut at its best. Residents enjoy access to Candlewood Lake through the Sherman Town Beach. Minutes to charming town center w/ community amenities, library & playhouse. Sherman is known for low taxes and K-8 school. And when you need more than country life offers, major shopping and routes in both CT & NY are only a short drive away. THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208

208 Rte 37 S, Sherman
8 Rte 55 W, Sherman
$550,000
3 Beds ⋅ 3 Baths ⋅ 24213711 MLS
Magical setting and so much character, uniqueness and potential! 3 bedroom 3 bath 3 fireplace contemporary home on private 2 plus acre lot with inground pool and ponds. 2 car detached garage. Living room with vaulted ceilings, hardwood floors, beams, walls of glass and fireplace. Vaulted eat in kitchen with skylite and brick floor and breakfast bar. Super cool den with fireplace, loft, brick floor and great windows. Primary bedroom with distressed pine floors, walk in closet and full bath. 2 sets of stairs to the lower level (one spiral) where you will find an awesome family room/gameroom with slate floors, fireplace and bar plus 3rd bedroom. The outside has indefinite potential and character. Spring fed ponds with patios and walking bridges and dock. Perfect weekend retreat or year round paradise! Great schools and low taxes and minutes to the train station!!

8 Rte 55 W, Sherman
150 Rte 39 S, Sherman
$384,000
2 Beds ⋅ 1 Baths ⋅ 24202184 MLS
Welcome home to this charming 2-bedroom, 1-bath Cape Cod overflowing with character in the desirable Candlewood Echoes community of Sherman, CT. Nestled along the tranquil northern shores of Squantz Pond near New Fairfield, this private beach neighborhood offers an idyllic lifestyle with direct beach access for year-round swimming, kayaking, paddleboarding, fishing, and winter ice sports. Inside, a generous wide-open floor plan seamlessly connects the living and family room spaces to a dining area with custom built-ins and a corner curio and space for an in-home office. The spacious eat-in kitchen features ample cabinetry, a pantry, and rustic vaulted wood ceilings, stepping out to a covered small side porch that leads to a sprawling backyard with a firepit. The main level boasts a serene primary bedroom and an updated full bath with a glass-enclosed brick-tiled shower, wainscoting, and newer fixtures. The upper-level loft bedroom offers built-in drawers and under-eaves storage. Downstairs, the unfinished walk-out lower level includes laundry and abundant storage with direct access to the back lawn. Complete with parking just steps up from the front door, major updates including a brand-new well pump, new hot water heater, and newer asphalt roof, plus low HOA fees and low taxes, this Cape home is just 60 minutes from Manhattan with easy highway and Metro-North access. Efficient oil heat, gravel driveway parking, super value with large open floor plan, just minutes to beach!

150 Rte 39 S, Sherman
33 Rte 55 W, Sherman
$399,000
3 Beds ⋅ 1 Baths ⋅ 24197820 MLS
PRICE ADJUSTMENT! Bring your vision and make this home your own! Priced to reflect the need for cosmetic updates, this property offers a great opportunity for buyers ready to refresh, reimagine, and personalize a home to suit their style. If LOW TAXES are high on your wish list, this one deserves a look! Set back from the road on a little over 3 acres of park-like property, the home offers plenty of open space, a deck for entertaining, and privacy. With Deer Pond Farm Sanctuary bordering the rear of the property, enjoy a peaceful natural setting with no development directly behind you. Inside, the easy one-level layout features cathedral ceilings and plenty of natural light throughout the open-concept kitchen and living room. A pellet stove adds warmth and coziness during the winter months, while a newer roof allows you to focus your energy on putting your personal stamp on the interior. Bring your ideas and unlock the possibilities! Enjoy summers at Sherman Town Beach, available exclusively to residents, along with a convenient location for commuting to New York and easy access to the charming downtowns of Kent and New Milford. Opportunity, privacy, acreage, and potential...come see what you can create!

33 Rte 55 W, Sherman
158 Rte 39 S, Sherman
$579,000
3 Beds ⋅ 3 Baths ⋅ 24202669 MLS
Exceptional Opportunity in Southern Sherman! Tucked away on a scenic 1.84-acre parcel, this spacious 2,700 square foot custom-built home offers incredible upside for end users, builders, and investors alike. Bring your vision to life-all of the major items are already in place. Featuring a newer roof, top-of-the-line European Buderus boiler, hot water heater, Roth double-wall oil tank, and a premium well system with pump, pressure tank, and water treatment system. Hardwood oak floors and quality Andersen windows throughout. The interior highlights include an open concept layout with a dramatic two-story living room anchored by a fireplace, an expansive front-to-back living and dining space, and a versatile floor plan offering 3 to 4 bedrooms with flexible home office/guest suite options. A massive full walkout lower level with soaring ceilings offers tremendous potential for additional finished area. Outside, a huge deck overlooks a beautiful lot with mature trees and seasonal lake views. Just minutes to Squantz Pond, Candlewood Lake, and commuter lines. A solid, well-built home with excellent core systems-simply bring your finishing touches and make it your own. Owner is a licensed agent.

158 Rte 39 S, Sherman
8 Pinewood Shrs, Sherman
$599,000
3 Beds ⋅ 3 Baths ⋅ 24199443 MLS
Beautifully maintained, move-in ready +1890 sf raised ranch with a deeded boat dock and private sandy beach in desirable Pinewood Shores at Squantz Pond! Enjoy the best of water-community living with a gorgeous, level yard surrounded by perennial plantings & a spacious deck perfect for outdoor entertaining, dining alfresco or simply relaxing after a day on the water. Light and bright throughout, this inviting home features hardwood floors throughout most of the main level. The spacious living room offers a ceiling fan and flows into the dining room with sliders opening to the deck and backyard. The eat-in kitchen features white cabinetry, granite counters, tile flooring, ceiling fan and a comfortable dining area. The main level offers two spacious bedrooms with hardwood floors and ceiling fans, a full hall bath with tub/shower combination, and a lovely primary bedroom with hardwood flooring, ceiling fan, two closets and private full bath with tile floor and shower. The finished lower level provides additional living space with a family room featuring tile flooring and a wood-burning fireplace-perfect for movie nights, entertaining or relaxing by the fire. A half bath, laundry room and large walk-in storage/pantry area add convenience, with direct access to the two-car garage. Central air and zoned electric heat make it easy to control the temperature throughout the home. Beautifully cared for inside and out, this home offers wonderful curb appeal & a peaceful country setting.

8 Pinewood Shrs, Sherman
8 Terrace Dr, Sherman
$429,900
3 Beds ⋅ 1 Baths ⋅ 24197493 MLS
Welcome to your private retreat nestled on a scenic wooded lot with distant views of Green Pond. Located in a quiet gated community, this charming 3-bedroom, 1-bath ranch offers a peaceful layout designed for relaxed living and effortless indoor-outdoor connection. Step inside to discover a bright, expansive sunroom wrapped in wall-to-wall windows that fill the home with natural light and frame beautiful views of the surrounding trees. Off the back, two spacious decks provide the perfect setting for morning coffee, evening relaxing, or outdoor entertaining. The primary level offers single-story convenience, while the walk-out basement presents fantastic potential to be finished into extra living space, a media room, or a home gym. Enjoy access to Green Pond, a pristine 30-acre private lake where you can spend your weekends kayaking, paddleboarding, and swimming in total tranquility-no motorboats allowed. Combining privacy, natural beauty, and lakeside amenities, this property is a rare find ready for your personal touch.

8 Terrace Dr, Sherman
123 Rte 37 S, Sherman
$310,000
2 Beds ⋅ 1 Baths ⋅ 24189208 MLS
This 1890 Cape-style residence in Sherman, CT, offers a combination of historic charm and updated features. The interior includes hardwood floors throughout and two fireplaces. The kitchen is equipped with granite countertops, an updated dishwasher, and a modern range. The property features double-insulated windows in both the home and the expansive garage. Climate control is managed by forced oil hot air heat and central air conditioning. The primary bedroom includes built-in storage solutions. The garage provides remote access. Den offering views of the surrounding natural landscape. Additionally, the garage has dry storage space underneath. Located approximately one mile from Sherman town center, the home offers convenient access to community tennis courts and beach access to Candlewood Lake. The backyard features a fire pit. The property also benefits from low property taxes. Charming!!!

123 Rte 37 S, Sherman
38 Cedar Ln Extension, Sherman
$535,000
3 Beds ⋅ 2 Baths ⋅ 24169288 MLS
Unique and open mid century modern at end of cul de sac. Great curb appeal. Updated Kitchen with stainless appliances. 3/4 bedrooms and 2 full baths. Primary with 2 closets and private bathroom. Mini split for AC. Crown moldings. 2 car heated attached garage plus 1 car detached. Hardwood floors. Front and rear decks for relaxing and entertaining. Added potential in the unfinished basement. Generator hook up. New septic installed August 2026!

38 Cedar Ln Extension, Sherman
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!