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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

7 Sunset Ter, Sherman
$1,375,000
4 Beds ⋅ 5 Baths ⋅ 24213489 MLS
Sexy on Sunset! Stunning, 2-year-old Modern Contemporary set on over 3 secluded acres with breathtaking western views and spectacular sunsets! Custom-built by its craftsman owner with exceptional attention to detail, this architectural beauty offers 3,200 sq. ft. of finished living space across 3 levels, with 4 bedrooms, 3 full and 3 half baths. Soaring ceilings and walls of glass flood the home with natural light while framing magnificent views. The open-concept main level features a private primary suite, media room, and expansive deck capturing sunshine by day and sunsets by night. Upstairs, 3 spacious bedrooms include flexible space with custom barn doors and access to a GIANT rooftop terrace overlooking the western horizon! The finished lower level offers a recreation room, half bath, and cleverly concealed storage. Designed with the future in mind, the home is solar power and energy system ready, offering exciting potential for enhanced efficiency. A gated circular pebble driveway welcomes you to this private retreat, complete with a detached 4-car garage/workshop and potential pool site. Minutes from Sherman Center and downtown New Milford, yet a world away from the everyday. Whether your full-time residence or weekend escape, this extraordinary property delivers privacy, craftsmanship, dramatic architecture, and unforgettable sunsets!

7 Sunset Ter, Sherman

20 Mauweehoo Hl, Sherman
$799,000
4 Beds ⋅ 3 Baths ⋅ 24210881 MLS
Discover the perfect blend of space, privacy, and refined country living in this impressive four- bedroom, three-bath residence offering approximately 3,588 square feet on two serene acres in sought-after Sherman, CT. Privately situated on a peaceful cul-de-sac, the home features generously proportioned rooms designed for comfortable living and effortless entertaining. The beautifully updated kitchen is appointed with stainless steel appliances, abundant cabinetry, and a welcoming breakfast bar. An expansive additional living space provides the ideal setting for entertaining, gathering with loved ones, or simply relaxing and lounging in comfort. Outdoors, a spacious deck and swimming pool create your own private retreat, ideal for summer entertaining and enjoying the tranquil surroundings. Complete with a two-car garage, expansive grounds, and access to Sherman's highly regarded schools, this exceptional property offers the space and serenity of country living with convenient proximity to the New York border.

20 Mauweehoo Hl, Sherman

34 Hardscrabble Rd, Sherman
$699,999
4 Beds ⋅ 4 Baths ⋅ 24211155 MLS
Welcome home to this exceptional 4-bedroom, 3.5-bath Custom Colonial nestled on 4.5 scenic acres in sought-after Sherman. Featuring an expansive wraparound covered porch, a beautifully updated kitchen with stone countertops, and an inviting den with a fireplace, every space is designed for comfortable living and effortless entertaining. Upon entering, you'll find a flexible main-level suite that serves perfectly as a fourth bedroom, guest quarters, au pair setup, or an amazing family room. Upstairs, you'll discover three spacious bedrooms, a convenient laundry area, and two additional full baths. The primary suite is a true retreat, featuring a walk-in closet with custom built-ins, a luxurious soaking tub, and a separate stand-up shower. An unfinished basement provides endless possibilities for future living space, a home gym, media room, workshop, or whatever your vision may be. Enjoy low Sherman taxes and a peaceful setting just 10 minutes from New Fairfield, 12 minutes from downtown Pawling, NY, moments from Candlewood Lake, Quaker Hill Country Club, several equestrian facilities and Great Hollow Nature Preserve. Offering privacy, flexibility, and a serene country setting, this property is more than a home, it's a true getaway.

34 Hardscrabble Rd, Sherman

1 Eagles Nest Dr, Sherman
$850,000
3 Beds ⋅ 4 Baths ⋅ 24209808 MLS
Experience the perfect blend of architectural character, thoughtful updates, and peaceful surroundings in this beautifully refreshed mid-century modern home. Soaring ceilings, an open floor plan, and 12 skylights fill the interior with natural light, creating a bright and inviting atmosphere throughout the day. The remodeled kitchen offers updated style and functionality, while the loft provides an inspiring space ideal for creative pursuits, a home office, or quiet retreat. Recent improvements include a new roof, new septic system installed in 4/26, new furnace, new boiler, fresh interior and exterior paint on the house, deck, and doors, updated sink fixtures, and two striking spiral staircases that enhance the home's unique design. Outside, the private garden setting creates a serene escape surrounded by nature, while the pool has been thoughtfully updated with a brand-new liner, new filter system, new water pump, fresh water, and a conversion to saltwater for easier maintenance. The pool offers the perfect place to relax, entertain, and enjoy lasting memories for years to come.

1 Eagles Nest Dr, Sherman

6 Brinsmade Ln, Sherman
$1,099,000
5 Beds ⋅ 4 Baths ⋅ 24207822 MLS
Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private estate combining recreation, history, and natural beauty-all with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6 Brinsmade Ln, Sherman

9 Ashley Ln, Sherman
$3,400,000
5 Beds ⋅ 6 Baths ⋅ 24208088 MLS
This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a two-story foyer and an expansive, open-concept main level. At its center is a sunken living room with a floor-to-ceiling fieldstone fireplace and dramatic walls of windows. The adjoining dining room and kitchen both provide direct access to the wraparound deck. Also on the main level are a heated three-car garage, powder room, and spacious en-suite bedroom. Upstairs, a second primary suite offers exceptional flexibility and includes a generously sized bathroom, office area, dressing room with two walk-in closets and a sink, sauna, and sliding glass doors opening to a private deck overlooking the rolling hills. Two additional bedrooms and a Jack-and-Jill bathroom complete the upper floor. Designed for both entertaining and relaxation, the lower level includes a large family room, reading nook, gym area, laundry room, two bedrooms, and two full bathrooms. Sliding glass doors open to a pathway leading directly to the freeform pool, which was fully restored this summer to be enjoyed for years to come.

9 Ashley Ln, Sherman

32 Leach Hollow Rd, Sherman
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24208909 MLS
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.

32 Leach Hollow Rd, Sherman

150 Rte 39 S, Sherman
$399,000
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

201 Rte 37 S, Sherman
$1,295,000
6 Beds ⋅ 6 Baths ⋅ 24202896 MLS
Tucked back from the road behind a privacy screen of mature evergreens on almost an acre and a half of level property, is the c. 1862 Charles A. Briggs House-famously known as the Timber Trails Inn of the early 1900s. This historic Sherman landmark has been thoughtfully modernized to pair 19th-century soul with 21st-century luxury. Antique wide-board floors, authentic exposed beams, and original working fireplaces are perfectly juxtaposed by modern upgrades, including a new steam boiler and newly installed multi-zone HVAC system with heat pump technology-painstakingly fitted to preserve historical details-and a new 26kw whole house standby generator. A timeless center-hall colonial with over 4,200 square feet of living space, this 6-bedroom, 5 1/2-bath home has all the classic features you'd expect to find, from the oversized living room, private study, double staircases and formal dining room to the original blown glass windows, ornate trim, and cast-iron radiators. But you'll be pleasantly surprised to also discover a modern chef's kitchen outfitted with premium appliances, not one, but two en-suite bedrooms, a large main-level media/rec room, and a heated/cooled, semi-finished walk-up attic-the perfect art studio, workout space, or storage haven. A wall of windows in the open-concept kitchen/sunroom overlooks a backyard oasis featuring a bluestone patio, outdoor shower, and a heated saltwater Gunite pool with an automatic cover and new propane heater.

201 Rte 37 S, Sherman

2 Anderson Rd W, Sherman
$998,000
4 Beds ⋅ 3 Baths ⋅ 24204129 MLS
FALL in Love- In every season this home doesn't disappoint. Set on 2.2 acres overlooking picturesque lawns and pastures at the end of a quiet road. Distinctive architecture, abundant natural light, and a strong connection to the outdoors define this home. Cathedral ceilings, large windows, sliders, skylights, and a semi-open floor plan create a light , spacious interior. The welcoming foyer opens to the vaulted family room, to the inviting living room to the right. French glass-paneled doors connect the foyer, living, and dining rooms, allowing the flow of natural light, creating a comfortable setting for everyday living and entertaining. Hardwood floors and two fireplaces add warmth, including a new wood-burning fireplace insert framed by a floor-to-ceiling brick surround. The home's silo-inspired design, with rounded walls in the stairways, creates a unique connection between levels. An open upper-level landing serves as a bridge between the primary suite and three additional bedrooms, adding a sense of openness. The primary suite has a relaxing deck, spacious bathroom with double sinks, shower, and jacuzzi tub. The recently renovated lower level, has new flooring, good-sized windows, abundant storage, and sliders to a side deck and access to the side yard. Recent updates include, new roof, sky lights, wood fireplace insert, heat/AC pump upper level and fresh paint. Enjoy Sherman's low taxes, elementary school, library, market and rural charm, all 90 minutes from NYC

2 Anderson Rd W, Sherman

97 Long River Rd, Sherman
$275,000
24204536 MLS
Build Your Dream Home in River Oaks Golf Course Living. Gated Privacy. An Exceptional Setting. Imagine stepping out your front door and looking directly onto the 18th hole of River Oaks, with beautiful golf course views and a large pond creating a truly spectacular backdrop. This privately situated homesite offers a rare opportunity to build your dream home in Sherman's premier gated golf and country club community, River Oaks. With approximately 200 feet of road frontage, golf course views, and convenient access for construction, this property provides an ideal canvas for creating a spectacular custom residence in a championship-caliber community. Enjoy the tranquility and privacy of a gated setting while being just 8 minutes from the Wingdale Train Station and approximately 75 minutes from New York City. And with Sherman's attractive property taxes, this is an opportunity to enjoy an exceptional lifestyle without sacrificing convenience. The property also includes deeded rights to optional membership at River Oaks Golf Club. Membership is available for an additional fee and offers access to an impressive array of amenities, including: Championship golf course, Tennis courts, Club pool, Clubhouse & Restaurant, Fitness center/gym, Pro shop, Social activities & more Whether you envision a sophisticated golf retreat, a year-round luxury residence, or a peaceful weekend escape, this is your opportunity to create something truly special.

97 Long River Rd, 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

41 Long River Rd, Sherman
$299,000
24200446 MLS
This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities, including an 18-hole, par-70 golf course, tennis courts, a heated swimming pool, fitness center, and both fine and casual dining options. Located just 60 miles from NYC, 45 miles from White Plains, and only minutes to the Wingdale Metro-North station, this property combines serenity with convenience. Enjoy Sherman's charming town center nearby, offering a library, parks, sandy beach, town boat slips, and easy access to Candlewood Lake. A builder is available to discuss custom home designs that integrate seamlessly with this stunning setting.

41 Long River Rd, Sherman

6 Fox Run, Sherman
$935,000
3 Beds ⋅ 3 Baths ⋅ 24197741 MLS
Nestled on nearly 5 acres of picturesque countryside, this 3-bedroom, 2.5-bathroom home delivers the rare and coveted balance of dense, private woodlands and big-sky pastoral meadow views. Offering approximately 2,445 square feet of light-filled living space, this sanctuary provides a seamless blend of everyday comfort, natural beauty, and thoughtful accessibility. Step inside to an inviting layout where warm interior spaces frame panoramic vistas of the surrounding landscape. The heart of the main living area features a cozy woodstove-perfect for crisp evenings and adding timeless rustic charm to the open, airy atmosphere. The well-appointed layout includes spacious main-level living, complemented by thoughtful wheelchair accessibility features that ensure effortless flow and long-term convenience throughout the home. Outside, the 4.92-acre grounds are a true high point. Enjoy sun-drenched pastoral acreage perfect for gardening, outdoor entertaining, or simply taking in the open skies, while the mature woodland backdrop ensures total tranquility and privacy. Additional highlights include a spacious 2-car attached garage with direct entry and ample storage. Meticulously situated to capture the best of country living without sacrificing comfort-schedule your private tour to experience this countryside retreat firsthand.

6 Fox Run, 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

40 Sunset Dr, Sherman
$1,880,000
2 Beds ⋅ 2 Baths ⋅ 24195480 MLS
Rare opportunity to own a unique waterfront home in the desirable Candlewood Lake Estates. Loved by the same family for over 50 years, this mid-century was designed in the 1960s as a passive solar home and offers amazing lake views from nearly every room. While currently listed as a two bedroom, an addition in the 1970's added rooms and increased the size of the home to approximately 3,345 sq ft. 310 feet of direct shoreline, a private dock and a spacious grassy area...perfect for relaxing, entertaining and enjoying lake life!! Access to two private beaches on Green Pond and two private beaches on Candlewood Lake. Close to shops and restaurants. Easy access to Westchester, 75 miles from NYC and low taxes. Bring your vision and make this special property your own!

40 Sunset Dr, Sherman

30 Cozier Hill Rd, Sherman
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 24187861 MLS
Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages.

30 Cozier Hill Rd, Sherman

10 Candleview Dr, Sherman
$669,000
3 Beds ⋅ 2 Baths ⋅ 24183870 MLS
CANDLEWOOD LAKE LIVING WITH BOAT SLIP! Welcome to 10 Candleview Drive, a beautifully renovated home in the highly sought-after Deer Run Shores community on Candlewood Lake. Thoughtfully updated from top to bottom, this move-in-ready property offers the perfect blend of modern luxury, lake living, and convenient access to New York City. Step inside to discover a stunning new designer kitchen featuring premium finishes, custom cabinetry, stone countertops, and high-end appliances. The home also boasts two fully renovated bathrooms, updated lighting, and a bright, open floor plan ideal for both everyday living and entertaining. Set on a private, wooded lot, the home offers nearly 2,000 square feet of comfortable living space with spacious gathering areas, generous bedrooms, and seamless indoor-outdoor flow. As a resident of Deer Run Shores, you'll enjoy access to one of Candlewood Lake's most desirable private communities, featuring a private beach, boat slip with direct access to Candlewood Lake, swimming area, clubhouse, pool, boating, kayaking, fishing and summer days right at your fingertips. Located approximately 90 minutes from Manhattan, this property is ideal as a full-time residence, weekend retreat, or vacation home. Rarely does a fully renovated, turnkey home with lake access become available in this price range. Also look at the possibility to expand on this spacious lot! Experience the best of Candlewood Lake living-just bring your boat and start enjoying summer.

10 Candleview Dr, Sherman

35 Skyline Dr, Sherman
$995,000
3 Beds ⋅ 2 Baths ⋅ 24180962 MLS
Incomparable Views! Drastically reduced for quick sale! BOMK due to Buyer default on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Set in the Lake community of Candlewood Lake Estates, this unique Contemporary, set on a private acre plus an additional lot (.82 acs), at the end of a cul-de-sac, is just waiting for your customization. This incredible setting hosts a 3 bedroom,2.5 bath custom home w/multilevel wrap decks & balconies plus an oversized bonus room for great family fun center or studio for the artist. An open plan showcases. slate floors, custom built-in cabinetry plus a great room open to dining room & efficient galley kitchen topped with granite. A 2nd floor primary suite offers a walk-in closet, loft sitting area with desks & bookcases, full bath w/marble counters, half bath, balcony w/ ultimate views! Stone walls encircle the home site & meandering paved drive plus additional parking area that can house 10 -12 cars, room for a pool, 2 sheds & even a chicken coup. An idyllic, setting in the sought after lake community of Candlewood Lake Estates w/ scenic beaches on Candlewood Lake and swim in crystal clear Green Pond.Close to town center, New Milford shopping & easy NY commute! Come & discover this unique lake front retreat! Opportunity to expand, upgrade & add on to make it the home of your dreams! Low taxes, privacy, close to shopping & train. 75 min to NY city!

35 Skyline Dr, Sherman

Rte 39 N, Sherman
$99,000
24179102 MLS
Escape the ordinary and build your dream retreat on this spectacular **5.86-acre canvas** in the quintessential New England town of Sherman. Perfectly positioned to offer the ultimate blend of pristine privacy and elevated living, this rare parcel of land boasts breathtaking, panoramic vistas overlooking the protected lush canopy of The Wimisink Preserve and rolling hills. The expansive acreage offers a private, natural sanctuary with the perfect backdrop for a striking architectural masterpiece or a classic country estate. While the property feels remarkably secluded, it places an outdoor enthusiast's paradise right at your doorstep. You are just minutes from the boating and fishing of **Candlewood Lake**, the iconic hiking of the **Appalachian Trail**, and scenic fly fishing along the **Housatonic River**. Offering true country living without sacrificing convenience, this exceptional lot is just a short drive from Sherman's charming town center and local amenities, yet sits within easy commuting distance to New York City. Bring your architect, bring your vision and claim this beautiful lot today.

Rte 39 N, Sherman

21 Holiday Point Rd, Sherman
$999,000
4 Beds ⋅ 4 Baths ⋅ 24179851 MLS
BRIMMING WITH POTENTIAL this contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite countertops, all new appliances, walk-in pantry and a generous dining/sitting area w/ cozy fireplace. Just off the kitchen is a half bathroom, large laundry room w/ cedar-lined closet, plus private home office perfect for remote work. The north wing highlights a dramatic library w/ soaring ceilings, floor-to-ceiling fireplace w/ wall of custom built-ins, alongside formal dining room and a convenient main level Primary Suite. The south wing is built entirely for recreation featuring a family room w/ cathedral ceilings, exposed beams and its own fireplace, plus a lofted game room complete with skylights. The formal dining room opens to an incredible 1,200 SF deck which overlooks a Gunite pool and large backyard. Upstairs provides ample space for family and guests, featuring a bedroom w/ ensuite bathroom, plus 2 additional bedrooms w/ full hallway bath. A truly unique property optimized for modern family living and grand-scale entertaining. Minutes to charming town center w/ community amenities, library & hiking trails. Sherman is known for low taxes and K-8 school. HOME SOLD AS-IS.

21 Holiday Point Rd, Sherman

Rte 39 South, Sherman
$850,000
24178993 MLS
Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location, this property affords easy access to the charming towns of Sherman and New Fairfield, ensuring that convenience and tranquility go hand in hand. The land's gentle slope reveals seasonal views of picturesque Squantz Pond, framing the horizon and providing a serene backdrop for future residences or a grand estate. The natural gradient of the terrain adds character to the landscape, ideal for homes with walk-out basements or terraced gardens that harmonize with the environment. This is more than just land; it's a canvas for your vision. With ample space for creativity and the promise of seasonal splendor, seize the chance to make a mark in an area known for its natural beauty and community spirit. Don't miss out on this superb opportunity to transform this sprawling acreage into something truly special.

Rte 39 South, Sherman

131 Rte 39 N, Sherman
$875,000
2 Beds ⋅ 2 Baths ⋅ 24177995 MLS
Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful Antique wide board wood floors and it really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The stall is built with I.P.E wood and the wash stall features hand painted Moroccan tiles. Antique brass fixtures. The potential use of this building is endless! The 2 car detached garage is a quick walk from the house and is actually pretty with Belgian Block floor so

131 Rte 39 N, Sherman

3 Partridge Trl, Sherman
$995,000
4 Beds ⋅ 3 Baths ⋅ 24167644 MLS
Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan features gleaming hardwood floors and an artistic flair throughout, French doors, and reproduction antique finishes. The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, and stainless steel high- end appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. A spacious living room, private home office, and powder room complete the main level. A spindle staircase leads upstairs to the primary sanctuary, featuring a walk-in closet and a luxurious marble bath with Edwardian-style console sinks and a soaking tub. Additional guest bedrooms offer generous closet space and ceiling fans, sharing a full bath that blends vintage architectural character with an airy aesthetic. A laundry room completes the upper level. Full walk-out lower level offers finishing potential and storage with 3 car garage. Equipped with a Generac generator. Just minutes to schools and Sherman Town Beach which is a town resident-only beach with pavilion. Must see!

3 Partridge Trl, Sherman

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