Sherman CT Real Estate

Sherman Old Store The scenic town of Sherman is located in the Housatonic Valley at the northern end of Candlewood Lake, north of Danbury on the border of New York. Sherman is a rural community of 23.4 square miles with a historic downtown listed on the National Register of Historic Places. With a population of 4,106, it is the least populous and northern-most town in Fairfield County. The town is accessed by state routes 39, 37 and 55, and is approximately 70 miles from New York City.

>> Learn more about the town of Sherman, CT

Properties in Sherman

Contact The Matthews Group at 860-868-0511 with any questions or to schedule a private tour.

Time Saving Tip: Sign up for a free account to save your favorite listings and get notified when new properties match your criteria.

44 Briggs Hill Sherman CT 06784

Price$7,999,000

Est. Mortgage: $/month

MLS Number 170110849

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 47.25

S & L Farm is one of the ultimate equestrian properties in the Northeast & certainly among the best in the country. This horse-owners paradise, with unsurpassed views, is owned by an iconic fashion design couple w/over 50 years of experience with horses & building the best of equestrian horse farms across the U.S. The property is being sold with all equipment to run the farm! Every detail has been carefully planned: Beautifully renovated 5 bedroom antique Colonial w/a pool, tennis court & fire pit; 5 car barnwood garage w/Gym & guest quarters above; a 20 stall stable w/wash stalls, grooming stalls, his/hers baths, tack & feed rooms & a lovely lounge/party room on the second level w/views out over the outdoor riding ring. The over-sized outdoor riding ring, surrounded by mature hedges, has state-of-the-art footing, a sprinkler system and un-matched views! There are fenced paddocks ranging in size for all uses- the larger pastures have run-in sheds. The indoor riding ring has custom footing as well. There are an additional 25 stalls surrounding the indoor ring on 3 sides. There is a separate barn building for tractor and equipment storage. A grand prix derby field was created w/every natural jump that a rider will find at the highest level of competition including banks, water jumps, ditches an& a grob. Ride from the farm into the extensive trail system for hours. If a rider has dreams of reaching the Olympics or owning the best, S & L Farm is it! Additional land available.

Listing Courtesy of Douglas Elliman of Connecticut

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

55 Briggs Hill Sherman CT 06784

Price$6,000,000

Est. Mortgage: $/month

MLS Number 170134360

  • Land
  • Acreage 101

101 acres situated off scenic country road with unparalleled views over conservation property, hills and ever-changing colors! Over 100 mile views! Property comprised of huge fenced pastures and includes a small, renovated cottage and tennis court. Adjacent to miles of riding trails with complete tranquility. Listing includes 55 Briggs Hill Rd (30 acres) and 65 Briggs Hill Rd (71.04 acres) .

Listing Courtesy of Douglas Elliman of Connecticut

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Sherman CT 06784

Price$1,899,000

Est. Mortgage: $/month

MLS Number 170196107

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 7
  • Acreage 6.19

This lovely shingle style home is located in Candlewood Lakes premier gated lake community, Mill Pond Farm Estates. It is beautifully sited on a 6+ acre lot that has been lovingly landscaped and has room for a pool. The home is perfect for entertaining with a large gourmet kitchen and open floor plan. The rooms are light filled with glass doors leading outside from almost every main level room. Overnight guests, not a problem with 4 en-suite bedrooms plus a studio apartment with full bath and kitchen. Take the party outside to the expansive blue stone patio. The tennis court and beach is close by with available boat slip, changing room and lockers at the beach. Bring your motor boat, canoe or kayak. Do not forget your bathing suit and fishing pole. Once a 330 acre Boy Scout Camp, there are hiking trails throughout the woods. Experience country living at its best on the largest Connecticut Lake only 90 minutes from NYC! Metro North trains are 15 minutes away. Enjoy luxury living in a country setting. Exclusions apply.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

2 Hubbell Ridge Sherman CT 06784

Price$1,750,000

Est. Mortgage: $/month

MLS Number L10238272

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 5

MILL POND FARM. This architecturally significant residence has it all. It is reminiscent of another era of gracious living. Sited perfectly on five acres with forever views from all rooms of the Litchfield Hills and complete privacy. The property is abundant with Mountain Laurel, the state flower of Connecticut which dazzles with its white blossoms in spring. The floor plan offers wonderful flexibility and is perfect for all family pursuits. A charming formal living room with stone, wood burning fireplace is the perfect place to gather. The dining room with French doors on both sides offers stunning views and access to a blue stone terrace for summer dining and a sweeping lawn offering a desirable pool site. The library has the second fireplace. The kitchen is a chef's dream. The master suite offers complete privacy with stunning bath and sitting room/office. A tower room with 180 degree views is the icing on the cake. Lake access with boat dock and tennis, too!!!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

32 Briggs Hill Sherman CT 06784

Price$1,499,900

Est. Mortgage: $/month

MLS Number 170167378

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 20.31

A setting like no other; 32 Briggs Hill resembles your regional premier country club, sited strategically in the heart of 20+ rolling acres located in western Sherman. This serene retreat offers it all - conveniently located 75mins outside of NYC, upon approach become enchanted with the scenic surround of Sherman's beautiful rural mountains and neighboring equestrian properties. Turn into the driveway and journey down the manicured, long drive through the vast acreage which features picturesque ponds, perennials, mature trees, meadows, 360 degree exposure with rear barn, stone walls, brooks, infinity pool, stone patios, and circular front driveway. Oozing with charm, this 4k square ft+ boutique Colonial home welcomes you and your guest w/ a large wrap around porch - graciously providing exposure to all views/angles of the home. Custom designed & built w/ sophisticated fashion; The main level features soaring 17' vaulted ceilings, custom mill work, Brazilian Cherry floors, 2 fireplace's, a library & guest en-suite. A breathtaking kitchen w/ SS appliances inc. Wolf 6-burner gas stove, custom cherry cabinetry, built-in wine rack & natural entertaining flow into the rest of the home. The UL features the Master suite and 3 add'l BRs. LL Summer Kitchen and Home Theater. This quite and private setting it truly one of a kind, with an outdoor Kitchen, patio w/ pergola, storybook views, gunite hot tub, infinity pool, and 3 private ponds. Unmatched to anything on the market.

Listing Courtesy of Neumann Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Sail Harbour Sherman CT 06784

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170090938

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 2.12
  • Square Feet 6,564

A majestic 2+ ac. private setting, enhanced by professional landscape, showcases this Sail Harbour Club lake home! Dramatic Appointments & over 1 million dollars in updates, offers a grand open plan, designed for the Entertainer. Over 6500 SF of luxurious appointments showcase 10 ft ceilings, custom-built-ins, Mahogany floors, quality millwork with the most exquisite details! An elegant foyer flows to a spacious great room with warming fireplace & built in wet bar. Great Room opens to a Chef's kitchen topped with granite and appointed with stainless appliances, Dual Subzeros, Gas Range and quality cabinetry. A gracious formal dining room, vaulted sunroom & a spiral stair to an upper level observatory as well as a main level office with custom cabinetry complete an intricate modern design with classic appointments. A private owner's retreat is found in a chic main level master w/dual WICs, spa-like marble bath w/separate shower, dual sinks & whirlpool. Three upper level bedrooms, 2 with balconies w/lake views & private baths a loft and an easy access walk=in attic that makes storage a breeze. The lower level boasts game room w/wet bar, media center, exercise room, steam shower, craft center & additional bedroom suite with full bath. A 4 car gar, 30 Ft deck, deeded dock at marina plus community tennis, beach & clubhouse! The Ultimate in Privacy & Luxury on Candlewood Lake! Just 70 min to NY city yet a world apart.The ultimate in lake living can be found in Sail Harbour!

Listing Courtesy of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

5 Shelter Cove Sherman CT 06784

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170155767

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 2.11

One of the most architecturally striking and beautifully-appointed homes in Sail Harbour - Candlewood Lake's premier lake community, presenting a stylish resort-like lifestyle in the country. Custom designed for no-holds-barred entertaining, relaxing and luxury living, with impeccable state-of-the-art interior finishes and gracious living areas, including a 2-story great room with a floor-to-ceiling stone fireplace and adjoining sun room. The gourmet kitchen offers a breakfast bar, dining area and butler's pantry and leads to an elegant stone patio with free-standing stone fireplace, waterfall and adjoining Ipe deck creating one's own garden oasis. Main level formal dining room and library, plus a luxurious master bedroom with en suite Bath that features a custom stone gas fireplace and stone surround. The upper level encompasses a guest suite, 2 additional bedrooms and a bonus room. A well-appointed private wing over the second garage offers a potential in-law suite or in-home office. Relax or entertain from the 10-seat lower level horseshoe bar, billiards room and dedicated in-home cinema. There are his and her garages for 5 cars, a 700-bottle redwood walk-in wine cellar, a circular drive and stone parking court. Low utility bills through geothermal heating and cooling system. Smart home technology and professional internet network. Premier Sail Harbour luxury amenities, including private boat slip, clubhouse, beach and tennis courts - all within strolling distance.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

30 Route 37 Sherman CT 06784

Price$1,325,000

Est. Mortgage: $/month

MLS Number 170189776

  • Single Family
  • Property Style Bungalow, Log
  • Bedrooms 4
  • Bathroom 3
  • Acreage 10.47

Welcome to Blue Bell Farm. This well-maintained equestrian property is ideally situated abutting over 200 acres of conservation land with endless miles of trails and next to White Silo Winery. The 9-stall facility has been completely remodeled with the equestrian in mind. The horse barn has a huge 12x20 heated tack room, bathroom w/laundry, wash stall w/hot & cold water and all stalls have water and electric. The hayloft has room for 3,000 +/- bales and with roughed in plumbing & electric has the potential to be converted to an apartment. Outside, you'll find a 100x200 riding ring with mirrors and Travel Right Footing that your horses will love. Plus, 11 expansive, flat grass pastures with sheds, two dry lots and 6 frost free hydrants to make watering easy. Don't let the unique log exterior of both the home and barn deceive you! The interior of the home consists of white walls, high ceilings, white marble in the kitchen and dark beams and dark floors for a dramatic contrast. The 1st floor of the home features a master bedroom, two stunning stone fireplaces, full bath and laundry. The 2nd floor has an additional bedroom, office area and full bath. Lastly, the finished basement can be accessed via its own private entrance and is complete with full kitchen, bath and two bedrooms, making it ideal space for in-laws, teen suite or farm help. One of a kind and can function as a boarding facility or private barn.

Listing Courtesy of Equine Homes Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2 Chapel Hill Sherman CT 06784

Price$1,275,000

Est. Mortgage: $/month

MLS Number 170183709

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 8
  • Bathroom 5
  • Acreage 9.77

Private, country estate located in the quintessential town of Sherman and only 90 minutes from Manhattan. Known as the Briggs-Evans House and built in 1802, this period home has been meticulously expanded and recently restored with the charm and sophistication of yesteryear and conveniences of today. One-of-a-kind property boasts 8 bds, 5.5 ba, 5 fireplaces, multiple staircases, 4 zone, heated gunite pool, carriage barns and blueberry orchard. Idyllic retreat set on 9+ acres and perfect for a full-time residence, country vacation/weekend retreat, B & B, or equestrian property. Minutes to Candlewood Lake and NY boarder.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

40 Hubbell Mountain Sherman CT 06784

Price$1,225,000

Est. Mortgage: $/month

MLS Number 170134555

  • Single Family
  • Property Style Farm House
  • Bedrooms 5
  • Bathroom 3
  • Acreage 10.08

One of Sherman's Finest Historic Landmark Properties w/Classic New England Character steeped in history-THE ATCHISON FARM a/k/a/MT. PLEASANT VIEW FARM on the summit of Hubbell Mtn Rd. The earliest part of the farmhouse dates back to pre-revolutionary times w/barns, additions & other outbuildings built by the Atchisons. Well known for their prize winning Holstein/Friesian dairy cows, prevalent in today's milking herds. The post & beam barn w/silo was brought up from Leach Hollow when Candlewood Lake was first flooded and built on it's new foundation. Today find 10 peaceful tree-lined acres of flat useable lawn accented by mature specimen trees, manicured grounds and outlined by a picturesque white fence. An adorable 500 sq ft Stone Poolhouse overlooks the heated gunite pool. Not included in the sq ft of the Main House is a newly converted & totally restored 2BD/1.5 BA 1200 sq ft sophisticated country Pied a Terre (Barn accessory apartment generates $30000 in income) Barn also accommodates 5 cars.

Listing Courtesy of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

28 Farm Sherman CT 06784

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170105044

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 4.38
  • Square Feet 3,644

PICTURE POSTCARD VIEWS from Every Room! Wake to the Splendors of each Season. Best view in town w/Views of Happy Acres, a working Farm w/it's famous Red Barns and rolling foothills of New England. Entertain, roast marshmallows on the fire pit, or star gaze from the Hot Tub on the terrace. Geothermal (no oil/low energy cost) home w/4+ very private acres. Huge 32 x 48' 2 Story Barn (no columns & high ceiling)w/2nd floor artist studio/apartment potential! House has attached 3 car main level Garage (no columns). Lg Mud/Laundry rm. Enjoy gardens from Front porch. Get the "WOW" effect from the Front door entry's magnificent view through the Great rm 2 story windows. Main level master ensuite w/tray ceiling, 2 huge walk-in closets, & private deck. Jetted steam showers & double sinks. 2nd fl master ensuite too! Huge Bonus Rm. Views from huge, bright Walk out Basement w/Radiant heated floor, Pellet Stove, & Surround Sound. Propane Hot Water, 20kw Auto-Transfer Generac Generator- EXTREMELY ENERGY EFFICIENT home! 2 miles from Lake/Beach/Boat Launch/Groceries/Tennis & Parks. Great cell service! 10min to NYC/GC trains! Must see to believe!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

11 Deer Run Sherman CT 06784

Price$1,195,000

Est. Mortgage: $/month

MLS Number 170154488

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.99

Amazing Waterfront Renovation - 4 Bedroom, 4 Bath direct waterfront in the charming lakefront community of Deer Run Shores. Interior and exterior reveal a casually elegant, contemporary open plan with dramatic vaulted ceilings and walls of windows bringing the incredible lake views in! The exterior has been redone to include a covered porch entry with stone columns and sunning wood entry door. The entry opens to an expansive combination Great room/dining room with vaulted ceilings, corner fireplace, wide plank floors and 2 story windows with sliders to an amazing 28 ft deck w/custom rails. The vaulted white kitchen w/quartz & leather granite counters, views the great room over an island bar with chairs for extra dining space. Main level master bedroom with hardwood floors & adjacent full bath and a spacious den with barn doors that access the great room or close for privacy and additional sleeping space offers wide plank floors & built in bookcases with bench seating & 2nd full bath. Two additional spacious bedrooms with vaulted ceilings & shared bath and a fin. lower level offers family room /game room, office, bedroom & additional full bath. A scenic acre with sweeping lake views, privacy & level yard lakeside. Sherman low taxes. Just 65-70 min to NY city this is an ideal lake retreat. Community beach, clubhouse and pool lakeside are some of the sought after amenities of Deer Run Shores! Also available turnkey!

Listing Courtesy of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.