Sherman

Sherman, Fairfield County’s northernmost town, is known for its traditional, New England charm while being easily accessible via several major state routes including routes 55, 37 and 39. Sherman has lovely beaches and offers lakefront residences along the shores of Candlewood Lake, as well as historic farm houses tucked away on expansive lots surrounded by open fields and dense wooded areas. The real estate market here reveals stunning contemporary homes as well as quaint summer cottages and traditional permanent residences – many with unrivaled lakefront views. The beautifully maintained Greek Revival-style Sherman Playhouse, home to the renowned Sherman Players, is a place of pride for residents looking to enjoy first-rate theater productions in a magnificent setting. The town is also home to numerous performing arts and civic organizations. There is an excellent K-8 school, and high school students have a choice of four area schools to attend.

11 Sherwood Hill Road Sherman CT 06784

Sherman, CT11 Sherwood Hill Road

Price$2,875,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170617696

  • Single Family
  • Square Feet 7,674
  • Bedrooms 6
  • Bathroom 9
  • Year Built 2002

Simply remarkable!! Rare opportunity to own this majestic home with one of the most picturesque Candlewood Lake views of Sherman CT. Strategically nestled atop nearly 5 lush, elevated acres. Custom built & designed to enjoy the panoramic sight of the lake and mountains from just about every location within the stunning 7,500+ square feet of living space. The interior features high end finishes, quality craftsmanship and attention to detail that exude a warm yet sophisticated style. A two story stone fireplace accented by soaring wood beams, floor to ceiling windows from which to marvel at the views, state of the art chef's kitchen, 6 large bedrooms, 4 full BA's, 5 half BA's, radiant heated floors, indoor basketball, billiards, game room, 3 garages for 6 cars are just some of its highlights. Unquestionable thought has been given to outdoor enjoyment too. Amenities include a regulation beach sand volley ball court, lighted tennis & basketball court, heated, pool, hot tub, & 50 X 15'8 deck with retractable awning, all overlooking the lake! Dock & Boat slip too. True paradise & an ideal home for entertaining & fun outdoor activities for all. This sprawling home also sports an attached cottage with it's own separate entrance & 2 car garage. Great as an in-law setup or visiting family & friends. This delightful space offers identical workmanship as the main home & includes Lndry Rm, 1 bedroom, 1.5 baths, upscale EIK, LR with SGD to private deck & same magnificent Views. Come Home!!

Listed by George Muniz and Dylan Muniz of Keller Williams NY Realty

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Sail Harbour Drive Sherman CT 06784

Sherman, CT5 Sail Harbour Drive

Price$2,795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170600033

  • Single Family
  • Square Feet 6,366
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1989

INCREDIBLE REDUCTION -Extreme Waterfront Value & Many Updates Being Made! Sail Harbour Club, showcases this 6400 SF Waterfront w/an In-Ground,Salt Water Pool & Spa, rolling lawn to lake, with a private dock & pristine views of Deer Island & the hills beyond. An expansive lawn, great for garden parties & double tiered outdoor living offers a bluestone terrace & covered Trex deck, viewing the lake. A grand plan flows from a vaulted living room to an adjacent dining groom w/tray ceiling & recessed lighting. The family room w/stone fireplace & wet bar opens to the canopied deck through walls of windows & sliders. The adjacent remodeled kitchen includes bench seating, stainless appliances, granite center island & large dining area viewing the lake. A mail level, owner's suite hosts double walk-in closets and an updated spa bath with soaking tub, triple vanities & porcelain with marble accented tile floors. The main level also offers 2 powder rooms and large laundry/mudroom. Three spacious bedrooms plus 2 updated full baths, one Jack & Jill, complete the upper level. Hardwood floors & 2 fireplaces accent the main 2 levels. The lower level walks out to the spacious yard & pool includes a gym, theater room, game room, summer kitchen & full bath. Retreat to the relaxation of lake living sunning alongside your salt water pool & spa and stroll down a few steps to your private dock. Enjoy the amenities of Sail Harbour with Tennis, Pickleball, Clubhouse, private marina & more!

Listed by Barbara L. Sivba of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Orchard Rest Road Sherman CT 06784

Sherman, CT33 Orchard Rest Road

Price$2,795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170624046

  • Single Family
  • Square Feet 4,328
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1979

Looking for that Dream Candlewood Lake Waterfront, this is it! Discover panoramic, protected waterfront vistas, easy lake access, deep water harbor & a fabulously renovated waterfront home with a decorator inspired design & architectural flair. A 40 ft, vaulted great room with custom tile fireplace, leads through a wall of 2 story windows & doors to the expansive PT deck w/wide lake views. Paired with a 40 ft covered deck on the lower level affords ideal entertaining indoors to out. This quality build showcases a custom oak kitchen with honed marble counters, an island bar & stainless appliances. A main level laundry & mudroom with stunning limestone floors, offer access from the att. 2 car garage. ascend to a private owner's suite w/vaulted oak paneled walls & ceiling, dramatic lighting & spa bath with double sinks, marble counters & glass enclosed shower. A main level suite with private full bath & two additional bedrooms, on the lower level, that share a full bath, are ideal for family & guests! The 40 ft family room with sliders to an expansive deck mirroring the upper level pressure treated cedar deck, offer more incredible views! Professional landscape, lakeside cabana for lake toys, double docks lakeside, wide plank Oak floors, storage shed by garage, 2022 paved driveway w/extensive drainage, outdoor shower, low taxes & an easy NY commute (Just 1 hour to NY city)! Don't Miss this exciting lake find, fully renovated & rebuilt in 2019! Not to be missed!

Listed by Barbara L. Sivba of Coldwell Banker Realty

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%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Mill Pond Road Sherman CT 06784

Sherman, CT4 Mill Pond Road

Price$2,700,000

Est. Mortgage: $/month

MLS Number 170577474

  • Land
  • Acreage 163.99
  • MLS Status Active
  • Zoning RES
  • Subdividable

Build your own dream home! Located in a private gated community on Candlewood Lake only 1.5 hours from NYC in Sherman, Connecticut. These approved sites with over 163 acres is situated in the most natural surroundings and tranquil atmosphere. Gentle slopes lead to gorgeous waterfront with vistas that include lake views or gorgeous privacy and woods. Tennis court, dock/marina tot lot along with kayak storage are some of the amenities offered. The property's prime location provides easy access to the conveniences of modern life while maintaining a sense of seclusion and privacy. The vibrant town center is just a short drive away, offering a range of local shops, restaurants, and amenities to cater to your daily needs.

Listed by Emily K. Lyon of Douglas Elliman of Connecticut

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Route 39 North Sherman CT 06784

Sherman, CT108 Route 39 North

Price$2,345,000

Est. Mortgage: $/month

MLS Number 170619005

  • Single Family
  • Square Feet 4,074
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1806

Country Compound With Commanding Views - Landmark Property, impeccably maintained and renovated with stunning mountain views over farmland. Drive into this gated estate to find the view and setting nothing short of magical. Stone walls, terraces, and perennial gardens make this the quintessential New England country estate. The main house has nearly 10-foot ceilings on both floors, beautiful antique hardwood floors, a chef's kitchen, 5 wood-burning fireplaces, and a 1000+ bottle wine cellar. A sophisticated renovation to please the most discriminating buyer. As if that isn't enough, there is a 3,500 sq ft Carriage house with guest quarters/office, a caretaker's or rental apartment, and a cabana for the heated gunite pool with gym, kitchenette, full bath, and changing room. Just over an hour from Manhattan makes this the perfect getaway or full-time residence.

Listed by Elyse Harney Morris and Liza C. Reiss of Elyse Harney Real Estate

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23 Spring Lake Road Sherman CT 06784

Sherman, CT23 Spring Lake Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 170594864

  • Single Family
  • Square Feet 5,936
  • Bedrooms 6
  • Bathroom 7
  • Year Built 1963

Discreetly hidden off one of Sherman's most beautiful roads is this stunning interpretation of a classic mid-century home, offering 5,936 square feet of exciting living space on 6.36 park-like grounds. Exquisite minimalist interiors blend art with light and design to create a gated sanctuary of quiet, calm and beauty. Two expansive additions in 1988 and 1997, designed by renowned architect David Specter, include a private primary bedroom suite and a spacious 2-bedroom/2 bath guest house. The former is accessed through an architecturally striking semi-circular staircase and encompasses a bedroom, sitting room, and his and hers bathrooms and walk-in closets. A second primary bedroom suite can be found on the main level, along with two further bedrooms and several stunning living, dining, and entertainment spaces. The elegantly proportioned rooms and outdoor spaces meld into each other seamlessly and are integral parts of the aesthetic of this beautiful country residence. The streamlined in-ground swimming pool has an adjoining spa and a concrete patio surround, setting the pool off brilliantly against the glorious garden backdrop. A Har-Tru tennis court near the house allows for easy access and enjoyment, and a temperature-controlled outbuilding provides many possible uses. The professionally-landscaped grounds encompass hundreds of dogwood trees, flowering shrubs, rose garden, a magnificent hemlock hedge for added privacy, and an enchanting all?e/grove of 25 river birch trees.

Listed by Irit R. Granger of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Meadow Lane Sherman CT 06784

Sherman, CT12 Meadow Lane

Price$1,800,000

Est. Mortgage: $/month

MLS Number 170583365

  • Single Family
  • Square Feet 4,486
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2017

SOUTHERN SHERMAN-established small cul-de-sac rural subdivision of country homes in desirable location less than 1M to NY Line.Extremely private area w/very little traffic. Custom Home by TERHAAR BUILDERS perched on 9+ ACRES w/magnificent Hydrangea bushes/trees,a blue stone covered front porch & outdoor space for al fresco dining,relaxing or hosting social events.Rear yard boasts an enormous covered porch w/vaulted beamed ceiling and TREX decking plus additional multi level deck w/Hot Tub & bench seating.Sophisticated yet easy living & thoughtful floor plan & architectural detail designed by owners to encompass comfortable living, a safe work environment & entertaining.Chef's Kitchen overlooks Great Room/Eat-In & Formal Dining. Versatile Den/Keeping Room.ML Primary Suite.Laundry & Powder Room round out ML.UL hosts 3 BD/2 Full BA.4 Zone Hydro Air/Propane Heat.Porcelain Heated Tile flrs.50 YR Roof.Andersen Windows/Doors.Recessed SMART Lighting.Motorized Shades.Tech Hub.Breezeway to spacious 3 Car Garage w/unfinished Media Room 14.5x33 w/sliders for future Juliet Balcony, rough plumbed for powder room. A short stroll to 835 ACRES DEER POND FARM SANCTUARY-Audubon Center w/its 20M of trails.2M to quaint Town Center/Community Park w/Basketball,Tennis & Pickle Ball Courts,jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE. 60M to NYC-a perfect weekend retreat or year round living.Room for Pool/Pickle Ball or Tennis Court.Pool sited by Litchfield Pools.

Listed by Kathleen A. Harrison of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Deer Run Trail Sherman CT 06784
Pending Continue to Show

MLS Number 170606632

  • Single Family
  • Square Feet 3,804
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1982

Nestled along 140 feet of pristine Candlewood Lake shoreline in the sought-after Deer Run Shores community, this residence offers an exquisite lakeside retreat. Step into the expansive living/dining area, graced by a vaulted ceiling, hardwood floors, and a charming corner fireplace. Floor-to-ceiling windows and sliding doors spill out onto a vast deck, providing sweeping eastern views of Candlewood Lake. The kitchen features granite countertops with seating for casual dining, and seamless integration with the living space, all while offering captivating lake panoramas. A spacious den/bedroom, complete with rustic barn doors, is adorned with built-in bookcases and its own full bath. The main level also has a primary bedroom suite with an accompanying full bath. Upstairs, two generously-sized bedrooms feature vaulted ceilings and share a full bath. The lower level hosts a family game room with carpeting, perfect for both entertainment and office space. This level also grants access to additional storage and another full bath. Outside, the private yard unfolds with breathtaking lake views, a private boat dock, and a rejuvenating hot tub. Residents of Deer Run Shores enjoy access to a community beach, clubhouse, lakeside inground pool, and boat slips. For those commuting to NYC, convenience is key, with easy access to Metro North and major highways. This is lakefront living at its finest, offering an exquisite blend of luxury, comfort, and natural beauty.

Listed by Ed Cavallo Jr of Hegarty & Co Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Pond View Lane Sherman CT 06784

Sherman, CT3 Pond View Lane

Price$1,599,000

Est. Mortgage: $/month

MLS Number 170336044

  • Single Family
  • Square Feet 3,650
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2021

Welcome to The Club at River Oaks in beautiful Sherman Connecticut. Wonderful golf course lot. Beautiful 5 bedroom custom home. Hardwood floors through out. Gourmet kitchen with granite counter tops. Deck overlooking the golf course. Social membership entitles you to all the amenities you could hope for. Nestled in the picturesque Litchfield Hills. Spend your days playing tennis and then take a dip in the pool Beautiful club house with full service bar and gourmet restaurant. Outdoor dining on the patio overlooking the signature 18 hole golf course. Use of golf course to additional membership fee. World class fly fishing in the Housatonic River just steps away. Enjoy boating water-skiing and swimming on nearby Lake Candlewood. Live in a vacation area year round, easy commute to NYC. Agent related to builder.

Listed by Cynthia Szentkuti of Ridgefield Homes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41 Long River Road Sherman CT 06784

MLS Number 170615277

  • Single Family
  • Square Feet 5,559
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2024

Craft your dream home from the ground up with this rare built-to-suit offering set on a sprawling 5.46 acre lot on Long River Road in River Oaks Country Club, a private gated golf course community in Sherman, CT. This 4 bd / 4.5 bath / 3,759 sq.ft. open-concept residence with main level master seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views (optional POOL can be added). Club River Oaks features an 18-hole, par-70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming pool, fitness facilities, fine or casual dining, Golf Pro for private lessons and summer golf camp for kids. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town boat slips on Candlewood Lake. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school, making this location a rare gem. Pictures are for reference, home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional property where every detail mirrors your unique taste and individuality. Land only MLS 170615535

Listed by Donna Kennedy of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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32 Long River Road Sherman CT 06784
Open House

MLS Number 24000159

  • Single Family
  • Next Open House: Sun 03/3 12:00 pm. to 3:00 pm.
  • Square Feet 3,200
  • Bedrooms 4
  • Bathroom 4

Surrounded by breathtaking panoramic views, this newley home offers the ultimate retreat for golf enthusiasts. This single-level residence in the prestigious community of Club River Oaks boasts a variety of amenities tailored to enhance your experience. The generous gourmet kitchen provides the perfect setting for post-game gatherings. Unwind in the open-concept, spacious living areas, where a cozy fireplace and gorgeous views offer the ideal backdrop for relaxation and camaraderie. The main level primary bedroom is designed for comfort with two walk-in closets and a generous bathroom, complete with standing soaking tub. The sprawling deck enhances the allure of this home with lush views of the gently rolling fairway. With direct access to the golf course, every day is an opportunity to hone your skills and indulge in the sport you love. Club River Oaks features an 18-hole, par-70 golf course and amenities include tennis courts, a heated swimming pool, fitness facilities, and dining options ranging from fine to casual. The club also provides access to a Golf Pro for private lessons and hosts a summer golf camp for kids. With various membership options available, there's something for everyone. This is an unparalleled location. Enjoy boating on nearby Candlewood Lake, fly fishing on the Housatonic, and hiking on the Appalachian Trail, all just minutes away from your piece of paradise. This residence offers the perfect blend of tranquility and convenience at your doorstep

Listed by Kevin Donovan III of Compass Connecticut,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Chapel Hill Road Sherman CT 06784

Sherman, CTChapel Hill Road

Price$1,399,000

Est. Mortgage: $/month

MLS Number 170625908

  • Land
  • Acreage 54
  • MLS Status Active
  • Subdivision Chapel Hill Estates
  • Other Amenities Golf, Tennis

Discover a vast 54-acre canvas of unparalleled natural beauty in southern Sherman, CT, just 1 hr 15 min from NYC. This dynamic property presents various possibilities, whether you envision a SPRAWLING PRIVATE ESTATE, a FAMILY COMPOUND, or take advantage of the APPROVED 13-LOT SUBDIVISION options. The D-shaped property features a unique layout, partially bordered by Glen Brook flowing through Land Conservancy holdings which embrace the property and provides a 35-acre buffer of open space. At the heart of the land lies a level hilltop, ideal for an astounding home site w/ commanding views. Situated in a sparsely developed community with a country estate vibe, the property boasts old stone walls and game trails crisscrossing the pristine landscape. The approved subdivision not only provides development options but also strategic opportunities for donating or conserving lots, offering flexible tax benefits into the future. This property is not just a land investment; it's a chance to create a private major estate or sub-division within easy reach of NYC. Enjoy access to Candlewood Lake from the Sherman Town Beach. A quick jaunt to Pawling, NY and a mere 15 minutes to the vibrant village of Kent, CT. 5 mins to 350 stunning acres of hiking trails at Deer Pond Farm. Multiple golf courses and fishing spots in close proximity add to the appeal of this offering. A visit to this remarkable lot is sure to leave you smitten with its undeniable beauty and potential!

Listed by Donna Kennedy of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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