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5 Upland Pastures Rd, Sherman
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 24153961 MLS
A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 BD, 4 BA, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing a split staircase w/sleek stainless-steel cabling and an open balcony above. The ML is defined by soaring 9-foot ceilings, reclaimed wood beams, wide-plank white oak floors, and expansive windows and doors that invite natural light into every corner. The open-concept design seamlessly connects the great room to a chef's kitchen outfitted w/premium stainless-steel appliances, a waterfall island & bright breakfast area. The adjoining dining room, anchored by a floor-to-ceiling stone fireplace and access to a side patio, offers flexibility as either a formal gathering space or a relaxed family room. A music room w/tray ceiling provides an ideal setting for a home office or formal dining space. 1st floor primary suite is a private retreat, complete with dual walk-in closets and a spa-like bath featuring a soaking tub and walk-in shower. A powder room & expansive mudroom w/custom cabinetry connect effortlessly to the attached two-car garage, crowned w/a classic cupola. The UL continues to impress with a well-balanced layout. BDRM#2 enjoys an ensuite bath, while BDRMS #3 and #4 share a full BA.

5 Upland Pastures Rd, Sherman
5 Stone Wall Ln, Sherman
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 24083075 MLS
Introducing an unparalleled residence crafted by a luxury builder as their sanctuary in Southern Sherman, where every detail reflects quality and design. Step into a foyer that leads to an expansive open-concept living area. The space features vaulted 12-foot ceilings adorned with craftsman trim work. Natural light bathes it, highlighting the rich maple hardwood floors and a striking floor-to-ceiling brick gas fireplace. Designed for culinary excellence, the kitchen boasts three handcrafted copper sinks, dual islands, premium granite countertops, top-of-the-line appliances, and radiant heat. Adjacent to the kitchen is a sunroom, currently utilized as a dining area, with expansive windows that frame breathtaking views of the surrounding landscape. The main level hosts a luxurious primary bedroom suite with a spa-like bathroom featuring a soaking tub, an oversized shower, and his-and-hers walk-in closets. Large bedroom suite upstairs with walk-in storage space while two generously sized bedrooms on the lower level share a Jack-and-Jill bathroom, providing comfort and privacy for family members/guests. The family room with a wood stove invites relaxation, while the gym caters to fitness enthusiasts with a spa bath. The outdoor area is an entertainer's dream with a covered patio, a stunning fireplace, a kitchen, a newly installed saltwater pool, hot tub all set within meticulously designed stonework and sound. Detached garage /barn for your extra toys and parties. Luxury awaits!

5 Stone Wall Ln, Sherman
2 Sail Harbour Dr, Sherman
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24161436 MLS
Majestic Sail Harbour Home, in this premier Candlewood Lake community, on 2 sprawling, level acres has it all! Elegant 2 story marble foyer w/circular stair welcomes you, flanked by a formal living & dining room in this classic plan. An expansive kitchen w/bay dining area, offers open views of the family room, tiled 4 season sunroom, in ground pool & masterfully created gardens. A grand primary suite offers an expansive walk-in closet with additional attic storage beyond, a newly updated spa bath & ultimate privacy. A secluded guest suite, accessible by a back staircase, offers multiple closets & a full bath. Two more, well appointed bedrooms share an updated full bath w/ double sinks. ideal space for family & guests alike. A super plus is found in the 3rd floor game room with media center, pool table & more! The glorious, light filled sunroom and adjacent Rutt Kitchen offers a modern take on this classic home. Light, bright, airy and renovated this hime is an exceptional find in this private lake community. Relax & enjoy idyllic & picturesque gardens, surrounding a 42 ft Gunite pool & spa, private dock at community marina (already paid for the season), a game of tennis or pickleball at the community courts & sunbathe at the private sand beach & clubhouse! Just 70-75 minutes to New York city yet a world apart. Enjoy lake living at its finest in Candlewood Lake's premier community of Sail Harbour. Come for a visit ....stay for a lifetime!

2 Sail Harbour Dr, Sherman
1 Cloverleaf Farm S, Sherman
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 24088896 MLS
Experience the epitome of modern luxury in this expansive contemporary home with captivating long-range southerly VIEWS! This architectural masterpiece is designed with an open plan that seamlessly integrates living, dining and kitchen spaces, creating an environment perfect for sophisticated entertaining and comfortable daily living. Culinary adventures await in the state-of-the-art kitchen, equipped with s/steel appliances, sleek cabinetry, double islands and ample counter space - perfectly positioned to capture the views. The heart of the home is the great room with vaulted ceilings and large windows which flood the room with natural light. Adjacent to this area is the formal dining room and across the foyer music enthusiasts will delight in the dedicated music room, where melodies can soar freely towards the barreled ceiling! Throughout the home you'll find it has been beautifully appointed with hardwood floors, high-end finishes & meticulous attention to detail, underpinning its contemporary elegance. Main level primary suite and several luxuriously appointed bedrooms/bathrooms along with a separate guest wing ensure comfort for all. Retreat to the spacious recreation area or media room for the ultimate cinematic experience. For those who value fitness & wellness, there is a gym and dedicated yoga loft. Enjoy the nearby Tennis Court & skating pond or the Sherman town beach for access to Candlewood Lake. The home also features a 4-car garage with space to house a boat.

1 Cloverleaf Farm S, Sherman
105 Rte 39 N, Sherman
$1,575,000
3 Beds ⋅ 5 Baths ⋅ 24150804 MLS
Beautifully sited on a gentle rise, this striking Contemporary commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, three full and two half baths, a main-level study, and a dramatic living/dining space with vaulted ceilings and a stone-faced, double-sided bio-ethanol fireplace. The sleek kitchen includes quartz countertops, bar seating, a walk-in pantry, and top-tier SS appliances. The main level's polished concrete floors and walls of oversized windows frame stunning front and rear views, filling the home with natural light. Upstairs are two en suite bedrooms with a large, shared sitting/playroom. Additional features include a walk-up attic with excellent expansion potential, radiant heat throughout the home and three-car garage, plus a separate laundry room. Outdoor living is equally inviting with an eight-person hot tub overlooking the rolling countryside and French doors opening to a covered patio with an outdoor fireplace. There is also your own golf tee! Freshly stained exteriors and newly painted interiors create an elegant, turnkey, move-in-ready residence. Ideally located just 90 minutes from Manhattan and minutes to NYC trains.

105 Rte 39 N, Sherman
4 Pond View Ln, Sherman
$1,518,000
5 Beds ⋅ 5 Baths ⋅ 24173967 MLS
New construction 5 bedroom 4.5 bath modern farmhouse colonial in gated upscale golf community. River Oaks offers private 18 hole golf course under new ownership. Lots of upgrades to the clubhouse, restaurand/bar, and the course. River Oaks also has a community pool and tennis courts. The custom home has 2 primary bedrooms, one on the main level and one upstairs. 3 car attcahed garage. 9 Ft ceilings. Efficient propane fired heat and central air. 4 inch select red oak hardwod floors throughout. Amazing center island kitchen with quartz counters. Fireplace. Awesome versatile layout with large rooms and gathering space. This is an amazing lovel lot with pond, mountain and golf course views. Farmhouse front porch with metal roof. Even more potential in the walkout lower level that opens to huge patio. Still time to customize some things so hurry!!

4 Pond View Ln, Sherman
Sherman
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 24124576 MLS
Modern country elegance is displayed at this residential retreat in Sherman CT. Sited amid 10 acres of preserve-like land, a distinctive blend of timeless character and architectural prescience unites the original construction with a striking 2014 addition. There are generous spaces, refined details, and seamless indoor-outdoor living. German designed Leitch cabinetry and white quartz countertops are sleek in both quality and use. Professional-grade Thermador appliances including a six-burner gas cook-top, double ovens, and wine cooler are to Chef's standard. An adjoining dining area opens to a large deck, while a gracious living room and sun-filled family room with fireplace and walls of glass create inviting spaces for gatherings. The primary suite serves as a private retreat with abundant closets and a spa-inspired bath featuring a tiled shower, double vanity, and soaking tub. Three additional guest bedrooms-each offering private baths access-provide comfort and privacy. Natural light enriches every room, complemented by a large foyer, mudroom, and full laundry. The corner office with lovely views of nature. Modern amenities include central air, mini-splits, 200-amp electrical service, central vacuum, and a whole-house security system. An expansive deck overlooks the fabulous pool and landscaped grounds of mature native trees, ancient stone walls and babbling brook. It offers an exceptional lifestyle of charm, comfort, and sophistication enveloped in nature's serenity.

Sherman
8 Ledgewood Dr, Sherman
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24083711 MLS
DIRECT WATERFRONT on Candlewood Lake - DEER RUN SHORES, a private Lake community. Water's Edge PRIVATE DOCK. NOTE-this is a double lot! Community Amenities include POOL, clubhouse and beach boat & guest parking. Contemporary Light and Air w/open floor plan. Great Room/Dining Area with 2-story stone fireplace, built ins & walls of sliders to oversized entertaining wrap around Deck. YEAR ROUND VIEWS of Water & Mountain Vistas. Spacious Main Level Primary Suite w/fireplace & slider to Deck. Totally updated Bath. Fantastic renovation to Kitchen (granite/stainless). Main level Laundry & Half Bath. Spiral staircase to upper-level loft OFFICE. Spiral staircase to lower level hosts 3 Bedrooms and 2 full BA w/walk out access to yard. Split systems (AC) in the main living area and all bedrooms(5 total). Breezeway from Kitchen to 2 Car Detached Garage. 2 M to quaint town center, Community Pickle Ball/Tennis, jogging path, basketball court, ball field, Pavilion & Beach on Candlewood Lake. 45M to White Plains/60M to Manhattan. 20M to Metro North Train Station. Extreme Southern Sherman for easy access to NYC. A PERFECT WEEKEND OR FULL TIME GETAWAY!

8 Ledgewood Dr, Sherman
12 Fox Run, Sherman
$1,300,000
6 Beds ⋅ 7 Baths ⋅ 24097310 MLS
Motivated Seller! Bring an offer! Soar with the eagles! The climb to the top is never easy, but the prize is worth it! Private Gated Entrance leads up the driveway to this 15 acre sanctuary. Glorious views of hills, valleys, Candlewood Lake and stunning sunsets take your breath away! Architecturally innovative home blends beautifully with the surrounding natural landscape. The interior offers functional, exciting living space combining granite/marble/tile/wood providing an elegant, relaxing lifestyle. Open concept design offers walls of windows and sliders bringing the staggering views of Candlewood Lake and the surrounding hills into the home. Features include sleek Chef's Kitchen and butler's pantry, Euro wine cave, Thermador & Gaggenau appliances. Vaulted living room with 2-story stone fireplace. Romantic, main-level primary suite with fireplace plus 35x25 dressing area & spa bath plus sauna. Relax on the second floor library balcony enjoying a favorite book. Three upstairs bedrooms each with an attached full bathroom. Oversized office, recreation area or bedroom has built-ins, storage and balcony! The walk out lower level has another bedroom, bathroom and entertaining area. Perfect home to host a small get together or throw a huge fiesta! Large, attached three car garage and a detached barn with three additional garage spaces. Barn/Garage w/electric & loft area. Home has 400 AMP service/6 zone heat. Easy drive to NYC or take the short ride to Metro North in nearby NY.

12 Fox Run, Sherman
32 Long River Rd, Sherman
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24148218 MLS
Welcome home to this exceptionally beautiful modern ranch style property, in a gated community and on one of the areas most elite 18 hole Golf Courses. This sprawling 4 bedroom, 3121 sq. ft. floorplan, on one level and located in the Sherman River Oaks Golf Course, is all you will ever need for family, entertainment and quality living. (whether weekend or year round) Enjoy the beautiful scenery from you covered back porch while having your morning coffee or evening delights!! Quality throughout! Hardwood floors. Center island kitchen with stainless appliances and premium choice modern cabinetry. Large vaulted living room with fireplace. Master bedroom has 2 walk in closets, a beautiful bathroom with rain head shower and sliders out to the huge deck overlooking the course. Spacious and bright bedrooms and 2 other full baths. 3.5 baths total. 3 car attached garage with high ceilings. Huge unfinished walkout lower level, roughed for future bathroom and plenty of extra additions. Beautiful views from every room in the house. Paved driveway and nicely landscaped. There is also an optional membership for the clubhouse/golf course amenities which includes use of restaurant, pool, tennis, workout room and terrace.(Under new management). And different tier options for golf. 10 minutes to the New York border on Rt. 55 and right on the Housatonic River! Just under two hours from New York City and minutes from boating on Candlewood Lake. Look no further!!

32 Long River Rd, Sherman
27 Smoke Ridge Dr, Sherman
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 24171840 MLS
A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, with a stand out one-of-a-kind oversized six car garage which easily adapts for, car collections, workspace, or recreational needs. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A welcoming columned entry opens to bright, versatile living spaces designed for today's lifestyle, anchored by an oversized great room with vaulted ceilings-perfect for everyday living or entertaining. Hardwood floors span the main level, which features a large open-plan kitchen with casual dining, and a dining room for more formal gatherings, and deck access from kitchen-creating effortless indoor-outdoor flow. Just off the great room a substantial studio/workshop offers exceptional space for hobbies, home office/schooling or running a business. The main-level primary suite includes a remodeled bath, private deck access, and a walk-in cedar closet. Upstairs, a spacious multi-room second primary suite is complemented by two additional bedrooms-one with multiple flexible spaces-ideal for family or guests. . The large basement offers great storage. Outdoors, enjoy the expansive grounds, greenhouse, firepit area it is ready for your customized retreat.maybe a pool or tennis/pickleball court. Over $115,000 in recent improvements, whole-house generator and smart technology add true value.

27 Smoke Ridge Dr, Sherman
2 Autumn Dr, Sherman
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 24116452 MLS
Tucked away on a private enclave of homes in desirable Southern Sherman, just minutes from the NY line, this stunning residence offers the perfect blend of seclusion, luxury and convenience for year-round living, weekend and summer escapes from the city. A very special property interior designed and decorated by AlvinYorkDesign of NYC, this is nothing short of exceptional, blending comfort with timeless sophistication. Offered furnished, this one-of-a-kind home and property is move-in-ready and perfectly suited for luxurious living, year round. Set back from the newly paved road and fenced in with materials that blend in with the natural surroundings and mature landscape, this custom designed home boasts over 4,500 sf in total of refined living space featuring four bedrooms, three full and one half baths. Inside, rich hardwood floors run throughout, complementing elegant spaces including the library/den with access to the wrap-around garden porch, formal dining room, granite kitchen with SubZero and propane cooking with spacious dining area and beautiful living room with fireplace. Main level laundry with access to the outdoor living space and half bath make entertaining by the pool and clean-up easy. The upper level bedrooms are exquisitely decorated and furnished creating very special spaces to end fun-filled days at the pool and Candlewood Lake. The finished lower level offers fun for everyone with a media room, game room, in-home gym, full bath and ample storage.

2 Autumn Dr, Sherman
7 Anderson Rd E, Sherman
$1,155,000
3 Beds ⋅ 3 Baths ⋅ 24161160 MLS
Welcome to 7 Anderson Hill Rd - a serene retreat set on over 7 acres of beautifully landscaped grounds, featuring specimen trees and vibrant perennial gardens that create a true sense of peace and privacy. A charming stone gravel driveway leads you to this stunning contemporary home offering 3 bedrooms, 2.5 baths, and a detached, heated 2-car garage. Inside, the dramatic two-story living room makes an immediate impression with its soaring ceilings, freestanding fireplace, and expansive walls of windows that flood the space with natural light. The cozy den provides the perfect spot to relax with a book or enjoy your favorite shows. The open-concept kitchen flows seamlessly into the dining and living areas, making entertaining effortless. It features granite countertops, slate floors, a double wall oven, electric cooktop, dishwasher, and abundant windows that add warmth and character. The dining room, with its wide-plank hardwood floors and wall of windows, is ideal for hosting or simply enjoying your morning coffee while overlooking the scenic property. Upstairs, you'll find two generously sized bedrooms, an oversized walk-in closet, and a shared full bath. The private primary suite is thoughtfully set apart, offering its own fireplace, a large walk-in closet, full bath, and a tranquil private deck nestled among the trees-perfect for starting your day in nature. The finished basement provides valuable additional living space and includes a California walk-in closet.

7 Anderson Rd E, Sherman
15 Brinsmade Ln, Sherman
$1,050,000
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
153 Green Pond Rd, Sherman
$960,000
2 Beds ⋅ 3 Baths ⋅ 24192148 MLS
Hard to find direct waterfront cottage on a small pristine spring fed lake. Green Pond also known as Emerald Lake is widely regarded as one of the cleanest natural waters in Ct. Additionally, this property is in a gated community and has access to 2 beaches on Candlewood Lake. The 2 bedroom 3 full bath home has amazing lake views and is light and bright with lots of character. Fireplace. Hardwood floors. Central air. Unique land with lots of rock outcroppings. Lots of decking to entertain while enjoying the tranquil lake views. There is a winding path down to the gazebo and your own private dock. Over 200 feet of direct water frontage. Green Pond is a 30 acre lake with no motor boats. Amazing swimming, canoeing, paddle boarding, etc. 2 year old septic. This is a unique offering!!

153 Green Pond Rd, Sherman
29 Farm Rd, Sherman
$930,000
3 Beds ⋅ 3 Baths ⋅ 24161255 MLS
Nestled on a quiet cul-de-sac in the highly desirable Sherman subdivision, this beautifully remodeled country contemporary offers over 2,700 square feet of inviting living space. Designed to capture natural light, the home features an open floor plan with dramatic floor-to-ceiling windows and stunning views of Happy Acres Farm, delivering breathtaking sunsets every evening. At the heart of the home is a striking floor-to-ceiling fieldstone fireplace, perfectly complementing the warm and airy interior. Two sets of sliding doors lead to a spacious deck, ideal for relaxing or entertaining while overlooking the private, park-like yard. The upper level boasts a serene primary suite with vaulted ceilings, skylights, and a tastefully updated en-suite bath. Two additional bedrooms and a versatile home office, easily adaptable for overnight guests, and supported by the four-bedroom septic, complete this level. The lower level offers a generous recreation room, with luxury vinyl flooring, perfect for gatherings and play, along with a workshop, ample storage, and additional garage space. Surrounded by mature trees and perennial gardens, the property provides exceptional privacy in a picturesque setting. Conveniently located just minutes from schools, shopping, dining, and recreational amenities including walking tracks, tennis courts, and Sherman Town Beach on Candlewood Lake. Commuters will appreciate easy access to nearby Metro-North trains, all while benefiting from low taxes, too!

29 Farm Rd, Sherman
2 Hollow Brook Rd, Sherman
$925,000
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
6 River Bend Ln, Sherman
$922,500
3 Beds ⋅ 4 Baths ⋅ 24157144 MLS
A spacious contemporary located in a resort quality setting. Located above the fairway of the 13th hole of the Club at River Oaks, an 18 hole golf course masterfully designed around the meandering contours of the Housatonic River on beautifully rolling farmland. The home site boasts mountain valley and seasonal river views and is equipped with a heated gunite, infinity edge pool with attached gunite spa & waterfall, designed and constructed by award winning Dobson Pool Co. The home design features a first floor primary suite, flowing and open floorplan combining the living and dining areas with cathedral ceilings. The walls of glass seamlessly connecting the interior and exterior spaces while inviting the surrounding viewscapes into the home. The lower level provides a large family with a second wood burning fireplace, a separate laundry room, and access to two additional private bedrooms, two full baths, all with walk-out french door access to expansive stone terraces, pool, spa and recreation and entertaining areas.

6 River Bend Ln, Sherman
45 Big Trl, Sherman
$915,000
2 Beds ⋅ 3 Baths ⋅ 24132328 MLS
Welcome to this impeccably remodeled, three-bedroom, three-bath turn-key home, boasting architectural spaces, trendy colors and sophisticated finishes. Custom millwork and wide plank hardwood floors add tons of style throughout. Designed with a flexible layout and generous entertaining spaces featuring walls of windows, vaulted ceilings and a wood burning stone fireplace in the living room. The kitchen is a chef's dream, with high end appliances and opens directly to the dining area. A bonus loft space is 'cute perfection' and could easily be used for guests / home office / den / arts & crafts. Each of the 3 bathrooms have been thoughtfully and meticulously presented with gorgeous, stylish tiling. The 3 bedrooms have generous closets, naturally. A huge deck is perfect for al fresco dining overlooking a serene, nature-filled yard filled with landscaped plantings. The garage is connected to the basement with ample storage. Nestled close to the tranquil Timber Trails and offering access to Sherman's town beach on Candlewood Lake, this home is a perfect escape. Sherman's quaint town center is nearby with shops, sports fields, tennis courts etc. Commuting is a breeze with easy access to Rte 37 placing you just 90 minutes from Manhattan or 20 mins to Metro North Trains. This is a MUST SEE property!

45 Big Trl, Sherman
12 Mauweehoo Hl, Sherman
$850,000
4 Beds ⋅ 3 Baths ⋅ 24172237 MLS
This 4-Bedroom/3-Bath Contemporary Ranch is privately set in desirable southern Sherman, bordering six acres of protected open space and offering a blend of comfort, style, and the convenience of single-level living. Surrounded by nature on a fully usable 2-acre property, the home's inviting L-shaped design fills the interior with natural light while seamlessly connecting indoor living spaces to the outdoors. At the heart of the property is a beautiful heated gunite pool with elegant fieldstone surround, complemented by lush perennial gardens, a fenced one-acre backyard, and expansive lawn areas ideal for recreation or entertaining. Inside, the spacious layout features bright and airy living and dining rooms, along with a large family room enhanced by heated tile flooring and one of two fireplaces. Maple hardwood floors run throughout the main level, adding warmth and continuity. The home offers two primary bedroom suites, including one in the finished walkout lower level-perfect for guests, extended family, or an in-law arrangement. The lower level provides approximately 1,600 square feet of finished space, offering flexibility for recreation, home office, fitness, or private guest quarters. The home underwent a full renovation in 2004, was stylishly remodeled in 2013, and many recent upgrades since. Ideally located in southern Sherman, this easy-living property offers privacy and tranquility while remaining highly convenient for commuters.

12 Mauweehoo Hl, Sherman
18 Fox Run, Sherman
$847,000
3 Beds ⋅ 3 Baths ⋅ 24139044 MLS
Peaceful & private, custom single family home tucked away on a cul-de-sac in the quaint town of Sherman. Enter through the dramatic 2 story Foyer or through the Bluestone floor mudroom on wet days. Spacious Living Room with Palladian window over working gas Fireplace and cozy window seat to bring in the outdoors. Formal Dining Room with tray ceiling, wainscoting and inlaid hardwood floor opens to back deck for entertaining. Massive Eat in Kitchen with two center islands, Bosch double oven, stainless steel appliances and breakfast nook with 3 skylights - a chef's dream. Convenient laundry room with abundant storage and 2nd refrigerator. First floor Primary Bedroom Suite, huge walk-in closet with built-ins and another window bench for reading and reflecting. En suite Bath with elegant free standing Jacuzzi tub, separate ceramic tiled shower with double vanity makes for a relaxing spa experience in your own home. 2 generous sized bedrooms with great closet space plus Den/Office and Full Bath on 2nd floor. Full walk-out basement for all your storage needs. Expansive deck for entertaining, fire pit and lovely green space for outdoor living. All with peek-a-boo mountain views that capture all the colors of a sunset. A must see for current buyers - come and fall in love!

18 Fox Run, Sherman
7 Glenview Dr, Sherman
$830,000
4 Beds ⋅ 3 Baths ⋅ 24192388 MLS
Welcome to this Contemporary masterpiece nestled in the serene town of Sherman, CT. The home boasts incredible curb appeal with crisp white architectural siding, bold dark-trimmed windows, a grand stone-accented entryway, and a spacious attached 2-car garage. Step inside to discover a bright, beautifully updated interior anchored by a massive, sun-drenched living area. the fluid, open-concept floor plan features a magnificent floor-to-ceiling fieldstone fireplace with a raised hearth, pristine gleaming hardwood floors, and seamless transitions into the main living spaces. Large sliding glass doors lead to a private back deck, perfect for indoor-outdoor entertaining. The heart of the home is the chef's kitchen, seamlessly connected to the living room, featuring an expansive quartz island with casual seating, custom white cabinetry with modern black hardware, premium stainless steel appliances, and a stunning tile backsplash. Offering 4 spacious bedrooms, 4 bathrooms, and fluid open-concept living spaces, this home perfectly blends modern luxury with everyday functionality. Situated on a private lot in a highly desirable neighborhood, this turnkey property is ready to welcome its next owners.

7 Glenview Dr, Sherman
3 Taber Rd, Sherman
$815,000
3 Beds ⋅ 3 Baths ⋅ 24160344 MLS
Beautifully sited, this striking Contemporary Cape commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, 3 full baths, main-level office, a dramatic living room space w/vaulted ceilings & a gas log fireplace. The sleek kitchen includes granite countertops, bar seating, & an abundance of cabinet space. The main level also features hdwd floors & walls of oversized windows with stunning front.side & rear views, filling the home with natural light. The upstairs en suite bdrm can also be used as a sitting/playroom & guest quarters or primary bdrm suite. Additional features include a 2.5 car garage, full bsmt just waiting to be finished. Outdoor living is equally inviting with the in-ground pool overlooking the rolling countryside. A four-season sunroom leading out to a newly refurbished deck. Freshly painted exterior & interior, Gas Generac generator, newer roof, new front porch w/slider, new garage doors & front driveway, newer solar panels for energy efficiency! (See Features Sheet for more updates) Enjoy the charm & tranquility of Sherman with beach rights to picturesque Candlewood Lake. Ideally located just 90 minutes from Manhattan & min to NYC train. Come experience the exceptional beauty & peaceful views this special home has to offer!

3 Taber Rd, Sherman
12 Sunny Ln, Sherman
$775,000
4 Beds ⋅ 3 Baths ⋅ 24125099 MLS
Welcome to this charming 4 Bedroom, 2.5 Bath Colonial tucked away in the desirable pastoral town of Sherman, offering both comfort and versatility. Inside, you'll find a bright and inviting layout with spacious living areas, a well-appointed kitchen, and a cozy family room perfect for gatherings. The primary suite includes a private bath, while three additional bedrooms provide space for family, guests, or a home office. The basement is fully finished to create whatever your need might be, media room, rec room, office etc... What truly sets this property apart is the separate 1,200 sq. ft. barn - a dream for the car collector, woodworking enthusiast, or anyone in need of a workshop or creative studio. With endless potential, it's the ideal space to bring your passions to life. Set on a peaceful lot on cul de sac road, this home offers the best of country living with easy access to local amenities, Candlewood Lake, and commuter routes. 75 minutes to NYC, close to NY-22 for NYC & Metro North trains. This is truly a turnkey home, Move in and enjoy! ** New Roof, Vinyl Shake siding & Driveway 2019. New Trex Deck, Refrigerator & washing machine June 2025 **

12 Sunny Ln, Sherman
172 Rte 37 S, Sherman
$770,000
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
33 Skyline Dr, Sherman
$700,000
3 Beds ⋅ 3 Baths ⋅ 24195001 MLS
Welcome to 33 Skyline Dr in Sherman CT. Located at the northern end of Candlewood Lake in the gated community of Candlewood Lake Estates. Included in the sale is Boat Slip #8 located on Orchard Beach. These slips are limited and carry a value! This year round house offers privacy, wonderful views of the lake and distant mountains. Open floor plan with the living space,(Great room, Dining room, Country Kitchen and half bath) on the upper level to optimize the views and the natural light with so many windows & the vaulted ceilings. Beams & two sided stone fireplace & wide plank pine flooring enhance the rustic charm. The country kitchen is equipped with stainless steel appliances, large deep sink, granite counters, a large island, plenty of seating space & views from both sides of the room. A real pleasure for everyday living & entertaining. The Great room has access to a large deck. Also, vaulted ceilings with beams. The fireplace is a good focal point separating the Great room from the Dining room. The lower level consists of a large primary bedroom with full bath and plenty of closet space. There are two other good sized bedrooms, a laundry room and another full bath. The crawl space basement houses twin oil tanks, the electric water heater & furnace. The house does have central air / warm air heat.

33 Skyline Dr, Sherman
21 Farm Rd, Sherman
$690,000
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
172 Rte 37 S, Sherman
$690,000
5 Beds ⋅ 3 Baths ⋅ 24109810 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 living room with a beautiful newly faced 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. 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
7 Ridge Rd, Sherman
$670,000
3 Beds ⋅ 4 Baths ⋅ 24135016 MLS
Don't be fooled by first glances, When you pull into the driveway you will see a sweet log home in a peaceful and private landscape, what you don't see is the large newer thoughtful Architect designed addition on the north side of the house. This is the heart of Sherman, a short walk to the store, school, park and library. Charm and character through out ! There is a country kitchen with lots of light, it is a joyful space to create and dine in. The great room, also filled with light, has a soaring stone fireplace. The screen sun porch is the perfect place for a lazy summer nap and for warm weather entertaining. There is a mud room/coat area tucked behind the great room. The large master has an ensuite bath and walk in closet decked out with drawers and shelving. The second bedroom also has an ensuite bathroom. And the third bedroom has a door directly into a bathroom.The basement is HUGE, lots of room for storage and a workshop. The seasonal mountain views are inspiring!

7 Ridge Rd, Sherman
12 Quaker Ridge Rd, Sherman
$650,000
4 Beds ⋅ 3 Baths ⋅ 24160836 MLS
Tucked away on a quiet cul-de-sac just 1/2 mile from the New York state line, this home offers an appealing blend of privacy and convenience on two level acres in a tranquil, natural setting. The main level features generously sized rooms, including an eat-in kitchen with sliders to an exterior deck - ideal for indoor-outdoor living. The dining room and family room flank the kitchen, with the family room offering a cozy fireplace and leading to an expansive 26' living room with a striking stone fireplace. Bright spacious interiors create inviting spaces for both everyday living and entertaining. A welcoming foyer, full bath, and combined laundry/mudroom complete the main level. Upstairs, the primary bedroom suite is accompanied by three additional bedrooms, providing ample space for family and guests. Hardwood floors and abundant natural light on the inside, and mature specimen trees and plantings on the outside, enhance the home's appeal. While the home might benefit from updates, its exceptional floor plan, peaceful setting, and prime location offer tremendous upside potential. Sherman residents enjoy access to a town park with tennis courts, jogging track, playground, and beach on Candlewood Lake. Conveniently located just 90 minutes from Manhattan and minutes to the train, this home offers the perfect balance of country charm and commuter accessibility. Subject to probate approval and offered in "as is" condition. A wonderful opportunity to make it your own.

12 Quaker Ridge Rd, Sherman

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