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$440,000
3 Beds 1 Baths 24197820 MLS
Are LOW TAXES and privacy your priority? Buyers, this is a great opportunity to bring your vision and create your perfect home! Set back from the road and situated on a little over 3 acres of park-like property, this home offers open space, a deck for entertaining, and exceptional privacy. With Deer Pond Farm Sanctuary bordering the back of the property, no one can build behind you. Inside, you'll find an easy one-level layout with no stairs, cathedral ceilings, and plenty of natural light throughout the open-concept kitchen and living room. The pellet stove keeps the home warm and cozy all winter long. A newer roof means you can focus your attention on updating the interior to match your style and preferences. Enjoy lake life all summer at Sherman Town Beach, available exclusively to residents. Conveniently located for commuting to New York and just a short drive to the charming downtowns of Kent and New Milford. Don't miss this opportunity, schedule your showing today!

33 Rte 55 W, 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

$998,000
4 Beds 3 Baths 24204129 MLS
Distinctive architecture, abundant natural light, and a strong connection to the outdoors define this unique home. Set on 2.2 acres at the end of a quiet road, overlooking picturesque lawns and pastures. Cathedral ceilings, large windows, sliders, skylights, and a semi-open floor plan create a light filled, spacious interior. A welcoming foyer opens to the vaulted family room, with an inviting living room off to the right. French glass-paneled doors connect the foyer, living, and dining rooms, allowing natural light to flow throughout, 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 incorporated into the stairways, creates a unique connection between levels. An open upper-level landing serves as a bridge between the private 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 versatile lower level, has new plank 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

$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

$599,900
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.

158 Rte 39 S, 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

$1,180,000
3 Beds 1 Baths 24199717 MLS
DIRECT WATERFRONT, rarely available, LAKEFRONT HOME ON CANDLEWOOD LAKE - SHERMAN, CT Experience the best of lakefront living in this charming 3-bedroom, 1 bath home nestled on a private .43- acre lot. An adjacent .63-acre wooded, sloping lot is included. New kitchen with new appliances and new bathroom. New washer and dryer and hot water tank. Located on a cul-de-sac and next to Orchard Beach. This property has a deep-water dock and mooring. Access to Green Pond and Candlewood Lake Community beaches. Excellent opportunity for a seasonal getaway or full-time lakefront living. Located in the picturesque town of Sherman, just minutes from local shops, dining and an easy drive from Westchester and New York City

18 Orchard Beach Rd, 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

$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

$450,000
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

$749,000
4 Beds 4 Baths 24195796 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

$629,000
4 Beds 4 Baths 24196187 MLS
Golden opportunity awaits in one of Sherman's most sought-after neighborhoods. This spacious and private home is ready for your personal touch and offers exceptional potential inside and out. Featuring four generously sized bedrooms plus a versatile bonus room ideal for a gym, studio, playroom, home office, or guest space, the layout provides flexibility for today's lifestyle. The kitchen opens seamlessly to the inviting living room, where vaulted ceilings, hardwood floors, skylights, and sliding glass doors create a bright and airy atmosphere. Step outside to an expansive deck overlooking a peaceful natural setting-perfect for relaxing, entertaining, or enjoying a quiet retreat. A full unfinished basement offers even more opportunity to expand and customize the home to suit your needs. Bring your vision and make this property the home of your dreams. Just 90 minutes from New York City, it is an ideal choice for year-round living or a weekend escape.

21 Farm Rd, Sherman

$900,000
3 Beds 2 Baths 24196377 MLS
Mid-Century Modern Ranch on 4.4 Private Acres in Sherman, CT. Minutes from town center and Candlewood Lake, and just a scenic 90-minute drive from NYC. This one-of-a-kind home delivers style, privacy and serious entertaining space. A newly renovated kitchen (2023) features Bertazzoni appliances, Moroccan terrazzo flooring and leather-finished granite counters. The primary suite offers a fireplace and spa-like bath with heated terrazzo floors, heated towel rack, Kohler double vanity and deep soaking tub. A sun-filled living room and foyer anchor the home, flowing to the primary suite on one side and 2-3 additional bedrooms on the other for guest privacy. Outdoor living shines with a screened porch outfitted with a Forza Forni stucco wood-fired pizza oven and stainless outdoor kitchen workbench, plus a resurfaced gunite saltwater pool (2022). A 720 SF workshop/studio/party barn with 3 skylights and epoxy floors, adds year-round flexibility for work or play. The park-like grounds include dwarf peach and apple trees, kousa dogwood, blackberry and raspberry patches, and abundant wild mushroom foraging: morels, chanterelles, and golden oysters. Recent updates: New roof (2019), full home generator (2019), new oil tank (2019), porch re-screen (2021), repainted exterior & new gutters (2024).

15 Brinsmade Ln, 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 square footage beyond what is shown in the listing. 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

$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

$329,999
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

$349,000
24189297 MLS
Exceptional opportunity to purchase a three-lot package totaling 9.62 acres in the gated community of The Club at River Oaks in Sherman, CT. The offering includes 4 River Oaks Lane (3.12 acres), 10 River Oaks Lane (3.07 acres), and 12 River Oaks Lane (3.42 acres), all bordering the 9th green of the community's 18-hole, par-70 golf course. Lot 12 includes a 4-bedroom septic design and offers frontage on the Housatonic River. The Club at River Oaks consists of 66 home sites on approximately 350 acres and offers amenities including an 18-hole golf course, driving range, putting green, pro shop, 26,000-square-foot clubhouse with locker rooms and bag storage, tennis courts, heated swimming pool, fitness center, Mahogany Bar & Grille Room, banquet facilities, and an outdoor terrace overlooking the 18th green. The combined assessment for the three lots is $202,500 with annual property taxes of $3,313. Located approximately 10 minutes from the Wingdale Metro-North station and close to the Appalachian Trail and the Berkshires. Buyer is responsible for all due diligence regarding permits, approvals, deed restrictions, memberships, fees, utilities, and building requirements

12 River Oaks Ln, Sherman

$685,000
3 Beds 3 Baths 24187138 MLS
Welcome to Deer Run Shores, one of Candlewood Lake's most sought after lake communities! Situated on just under an acre, this beautifully maintained Colonial offers 3 bedrooms plus a private office that can easily serve as a fourth bedroom, 2.5 bathrooms, and a thoughtfully designed floor plan perfect for everyday living and entertaining. The main level features gleaming hardwood floors, a formal living room, a formal dining room with custom built-ins, and a spacious family room with a cozy fireplace that opens to the well-appointed kitchen with ample cabinetry and a sunny breakfast nook. A first floor laundry room and powder room add convenience. Upstairs, the spacious primary suite offers upgraded carpeting, a walk-in closet, and a beautifully updated en suite bath with a stunning floor to ceiling stone and tile shower. Two additional bedrooms, a full bath, and a private office provide flexible living space, while the lower level offers bonus space for storage and more. Enjoy the private fenced backyard with a deck and patio, plus a charming butterfly garden accented by a stone retaining wall. The property also includes a deeded boat slip, with direct access to Candlewood Lake. Residents enjoy a private beach, dock, pool, and easy access to boating, fishing, kayaking, paddleboarding, and swimming. Whether you're looking for a full-time residence or a weekend escape with an easy commute to New York City, this low tax property offers the best of Candlewood Lake living!

19 Candleview Dr, Sherman

$799,000
5 Beds 3 Baths 24186663 MLS
Welcome to this sprawling 5 bedroom Antique Colonial in the beautiful town of Sherman. The property invites you with many gardens, flowers and a serene coy pond. Plenty of parking for year round entertainment. Separate heated and cooled detached garage has been converted to a studio or home office. Can also be converted back to garage if that suits your needs. As you enter the large open foyer, you will see that this home has been tastefully upkept with tons of charm. Enter the newly remodeled living room with beams and beautiful fireplace to keep you nice and warm in the months of winter wonderland. Super versatile layout has option for private master bedroom wing or inlaw/au-pair on Oppposite side of the house. Tons of parking. Brand new septic. Fenced yard. Has its own well plus access to community water if necessary. Great Southern Sherman location for New York commute and directly across from large pond for row boating/fishing. This is great value and a must see. Low taxes

172 Rte 37 S, Sherman

$735,000
4 Beds 3 Baths 24179323 MLS
Welcome to this extra large raised ranch set on a beautifully private lot, offering the perfect combination of space, comfort, and relaxation. This well-maintained home features 4 generously sized bedrooms and 3 full bathrooms, providing plenty of room for family, guests, and work-from-home needs. The heart of the home is the oversized eat-in kitchen, offering abundant cabinet and counter space, making it ideal for everyday living and entertaining. The bright and inviting layout flows seamlessly into the main living areas, creating an open and comfortable atmosphere throughout. The spacious lower level provides additional living space with endless possibilities for a family room, recreation area, home office, or guest suite. Outside, enjoy the tranquility and privacy of the expansive lot, surrounded by mature landscaping and plenty of room for outdoor activities, gardening, or relaxing. This house also has a two car detached garage. Conveniently located yet tucked away in a peaceful setting, this exceptional property offers the space and privacy you've been searching for. A rare opportunity to own a truly spacious home in a desirable location!

2 Leach Hollow Rd, Sherman

$679,900
3 Beds 2 Baths 24183870 MLS
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, non-deeded boat slip with direct access to Candlewood Lake, swimming area, clubhouse, pool, boating, kayaking, fishing, and waterfront recreation without the expense of direct waterfront ownership. 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. Experience the best of Candlewood Lake living-just bring your boat and start enjoying summer.

10 Candleview Dr, Sherman

$1,100,000
5 Beds 4 Baths 24183159 MLS
Impeccably maintained home in desirable Southern Sherman on 3.8 private, flat acres, right along the CT/ NY border. Welcome to 2 Hollow Brook Road! A rare find where every major mechanical, structural and cosmetic update has already been expertly handled. Truly turn-key and ready for its next chapter. This meticulously updated home blends smart infrastructure with a resort-style backyard. Inside find fresh paint, new interior doors and a stunning chef's kitchen with premium GE Cafe appliances. The primary suite is a true sanctuary with new hardwood floors, a completely remodeled spa-like bath with a walk-in glass shower, spacious walk-in closet and a large office that could also be used as a dressing room. Upstairs features new carpets while the finished basement boasts a private 5th bedroom with full bath - 600 SF of space that could also function as an in-law suite, gym or playroom. Outside is an entertainer's dream: a bluestone patio with a built-in grill, heated salt water pool with new LED lighting and a Sundance hot tub, all framed by professional landscaping & irrigation. Mechanicals are top-tier: 2-year-old roof & solar system, 5 new ductless mini-splits, Nest-controlled heating, epoxy-floor garage, constant-pressure well pump, UV water system and a whole-home alarm. There is nothing left to do but move in and enjoy your private country oasis! Sherman boasts a town beach on Candlewood Lake with boat slips. Easy commutes: 45 min to White Plains, 60 miles to NYC.

2 Hollow Brook Rd, Sherman

$1,100,000
3 Beds 2 Baths 24180962 MLS
It's All About the Views! REDUCED TO SELL on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Client say make Set in the Lake community of Candlewood Lake Estates, this stately 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 desi&ed home w/multilevel wrap decks & balconies & 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 large, walk-in closet, loft sitting area with desks & bookcases, full bath w/marble counters, another 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 with scenic beaches on Candlewood Lake and swim in crystal clear Green Pond. Optional dock available for an extra fee. 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 NYC

35 Skyline Dr, Sherman

$899,000
3 Beds 4 Baths 24181073 MLS
Turnkey Candlewood Lake Luxury in Deer Run Shores! Experience the perfect blend of modern luxury and lakeside living in this 2900 sq ft contemporary situated on a rare, private 1 acre lot. Extensively expanded and completely renovated in 2022. This 3/4 bedroom 3.5 bath home offers flawless, move in ready sanctuary just a short, flat few minute walk to the community clubhouse, beach, and your own private dock. The main level welcomes you with a bright open foyer and a coat closet, leading into a magnificent new custom kitchen, featuring premium cabinetry, a dedicated keeping room pantry, gleaming hardwood floors, quartz counters and new appliances. The main living room serves as an elegant gathering space, complete with custom window seats, built in bookcases, and a cozy heat-later electric fireplace. Step out onto the vaulted 3 season porch finished with premium double pane Anderson Windows to enjoy seamless indoor/outdoor living and peaceful views of your professionally re-landscaped grounds. The architecturally brilliant lower level is a true standout, masterfully zoned for maximum privacy. A strategic isolation door creates self contained luxury guest suite, featuring a spacious family room centered around a classic wood burning fireplace, and a new full bathroom. A separate home office and an oversized 2 car garage complete the lower level. High efficiency mechanicals and structural integrity during the 2022 overhaul. New roof, siding and more.

3 Ledgewood Dr, Sherman

$119,900
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

$1,100,000
4 Beds 4 Baths 24179851 MLS
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 seamlessly 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, brimming with potential. Minutes to charming town center w/ community amenities, library & hiking trails. Sherman is known for low taxes and K-8 school.

21 Holiday Point Rd, 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

$975,000
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

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