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: 4.45% last updated on Jan 10, 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: 4.45% last updated on Jan 10, 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

9 Hoyt, Sherman, CT 06784

Price$1,900,000

Est. Mortgage: $/month

MLS Number 170148505

  • Single Family
  • Property Style Log
  • Bedrooms 3
  • Bathroom 2
  • Acreage 32

An incredible opportunity to own the equestrian facility that was once the venue for a historic rodeo show in Wingdale, NY, just over the Sherman border. Two parcels, one in CT and one in NY, create this idyllic setting featuring approximately 32 acres of mostly open land contained by 8 paddocks framed by a dramatic mountain backdrop. This fine equestrian facility includes a most impressive 100' x 200' indoor riding ring with FootingFirst TravelRight dust-free footing, a PA system, and heated second floor viewing room with lounge. The attached barn makes for year round training with 8 matted stalls, heated feed & tack rooms, hot & cold wash stalls, hay loft, lounge & bathrooms totaling 24,000 SF. A detached barn with 6 stalls with water & electric, lighted outdoor riding ring, 4 bay tractor shed, manure pit & multiple run-in sheds across the 8 paddocks. Complete this package with a 3 bedroom, 2 bath 1,736 SF rocking chair front porch log cabin. This property abuts the Appalachian Trail to the west and to the east, the CT border. Zoned RC, explore all of the permitted and special uses permitted. Many options if you want to build a grand estate or family compound on either the NY or CT side. For the avid collector or hobbyist, the indoor riding ring can be altered to suit your specific needs.

Listing Courtesy of McGrath Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 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

Sherman, CT 06784

Price$1,899,000

Est. Mortgage: $/month

MLS Number 170107118

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

This beautiful and stately cedar shingle Colonial is located within a private gated enclave of custom lake homes, offering its residents their own private beach and individual docks on Candlewood Lake. The elegant 6,120 square foot home is situated on 6.19 park-like acres that can be enjoyed from either the large curved bluestone patio, the adjacent covered loggia or from the nine sets of glass doors leading outdoors from every main level room. There are four en suite bedrooms, five full Baths, two half Baths, and wonderful garden views from every vantage point. Living spaces include a marble-tiled foyer, large open chef's kitchen, family and living rooms, a master suite and several bonus spaces, including a studio/in-law suite on the upper level with private access, full bath and kitchen. The sophisticated and light-filled floor plan also includes a butler's pantry, three fireplaces, two staircases and several sitting rooms, yet the spacious layout offers an intimate, refreshing and open ambiance, ideal for both comfortable daily living and lavish entertaining. Excellent potential site for pool and walking distance to private dock, stunning beach and beachside cabana. The community also offers its residents a private tennis court. Located just 90 minutes from Manhattan and 15 minutes to Metro North trains.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 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 gem reminiscent of another era with glorious Circa 1900 architectural references combing history and stylishness in this sun filled home perfect for gracious country living. Litchfield Hills views capturing the spectacular seasons and all that is truly beautiful in these significant mountains.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 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$1,600,000

Est. Mortgage: $/month

MLS Number 170083833

  • 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: 4.45% last updated on Jan 10, 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

40 Hubbell Mountain, Sherman, CT 06784

Price$1,550,000

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: 4.45% last updated on Jan 10, 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$1,495,000

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: 4.45% last updated on Jan 10, 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

7 Wagon Wheel, Sherman, CT 06784

Price$1,295,000

Est. Mortgage: $/month

Open House

MLS Number 170149989

  • Single Family
  • Next Open House: Sun 20th 1:00 pm - 3:00 pm
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 4

This Squantz Pond waterfront property is now available just for you! Tucked away on 1.40 acres sits this breathtaking 3,000+ sq. ft home with over 500 ft of private water frontage. This cape cod dream exemplifies elegant lake living, giving you privacy, luxury detail, and craftsmanship you have dreamed of. Exterior amenities shine with an 18x36 heated gunite salt-water pool complete with shed/cabana, outdoor shower, hot tub, bluestone patios, & private boat ramp with 2 docks. Enjoy the addition of a four-wheeler and two jet skis, included w/ the purchase! Appreciate breathtaking views from your spacious outdoor patio that flow effortlessly inside to the open concept floor plan via French doors. Kitchen is steps away with a large granite center island, granite countertops, cherry cabinets, oven range w/ hood, and exposed beam work. Hardwood floors flow through the charming living room space, which is complete with floor to ceiling brick fireplace and vaulted ceiling. The master bedroom suite boastfully finishes off the main floor w/ a private balcony, luxury bath complete with jacuzzi, stand-up shower, built-in sauna, and double sink. Upstairs, find 3 spacious bedrooms, full bathroom, and seating nook. Unique features of this home are the additional 1200 sq. ft. carriage house, perfect for studio space, play area, or additional storage space! Located only 1.5 miles from town w/ easy access to local amenities, New York City & White Plains, this property can be perfect for you!

Listing Courtesy of Executive Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 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$1,295,000

Est. Mortgage: $/month

MLS Number 170154488

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.99

Amazing Waterfront Renovation - 4/5 Bedroom, 3 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: 4.45% last updated on Jan 10, 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

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: 4.45% last updated on Jan 10, 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

3 Echo, Sherman, CT 06784

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170057450

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.45
  • Square Feet 3,635

125' DIRECT LEVEL WATERFRONT-Western Exposure w/intoxicating Views by night & inspiring mtn vistas by day. Security Gate w/state of art interior/exterior home automation system.A stone-lined babbling brook in side yard leads to magical place of sunlight & shadows, shimmering leaves & bubbling water. The 600 sq ft bluestone patio w/full outdoor kitchen w/pergola, double thick granite counters overlooks a sprawling lawn (irrigation system w/remotes), colorful professional landscape & path to oversized custom cool surface Dock & swim platform w/2 sets of stone steps from sea wall to lake.Style & sophistication w/open floor plan for modern living. One BRIGHT idea after another is used in this energy efficient home w/a touch of classic New England character.Designed for easy living & entertaining in & out.Majestic windows allows light to stream into Great Room & Open Dining Areas. Kitchen is an epicurean's delight. Main level Office can double as an additional Bedroom. UL hosts Private Guest Wing, Bonus Room and Master Suite w/its fitted walk-in wardrobe & sumptuous spa bath including whirlpool tub, steam shower & sauna. Finished LL w/game room & private entry walkout allows for additional living space or bedroom. 5" white oak floors/Radiant heated flrs on ML & UL.Lutron electric shades thruout. Heated Garage w/rubber floor.HydroAir-5 zone w/Buderous burner/20KW generator.A property for people who know & want quality!

Listing Courtesy of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 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

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.