Sherman CT Real Estate

Sherman Old Store in Connecticut View in Sherman CTThe 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. Named the “best small town in Connecticut” 3 times by Connecticut Magazine, 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, with access to the Appalachian Trail that goes through the Northern end of Sherman. 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.

1 Glen Brook Farm Sherman CT 06784

MLS Number 170279944

  • Single Family
  • Property Style Contemporary
  • Bedrooms 6
  • Bathroom 7
  • Acreage 75

75 acres of verdant fields and woods with breathtaking views, Sherman CT, Additional acres available upon request @ $8.5M asking. THE RESIDENCE: Perched atop the sprawling grounds is a newly constructed, modern loft farm residence whose exterior and interior architecture marry elegantly a sophisticated home and the surrounding pastorale outdoors. Soaring cathedral ceilings, floor to ceiling picture windows that perfectly frame the sublime country vista outside, and the abundance of natural stone, wood and steel finishes throughout the interior lend this 7,000 sq. ft.mansion its bucolic atmosphere, airiness and warmth. The home consists of six luxurious bedrooms, seven sumptuous full marble baths, a recreation/family room, and a theater room. The open floor plan allows unencumbered flow between the double-height living room, the spacious dining, and a handsome, modern, gourmet kitchen with custom walnut millwork, Miele appliances, exquisite yellow marble peninsula and granite countertop. The 7” wide-floors and trim are made of white oak. Enormous sliding glass walls in the great room and main level bedroom open onto the Grand Terrace on the main level, while the glass walls of two bedrooms &the recreation room on the lower level provide access to a lower level terrace. All overlook the grand lawn with breathtaking open countryside views, and the resplendent stable and quaint modular staff quarters in the periphery. Taxes roughly $20,000 annually

Listing Courtesy of Classiques Modernes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

22 & 27 Cedar Sherman CT 06784

Sherman, CT22 & 27 Cedar Lane

Price$2,795,000

Est. Mortgage: $/month

MLS Number 170321384

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 2.73

The answer to your waterfront dream! Escape to the shores of CT's Pristine Lake Candlewood. Intriguing new construction opportunity. Build form the ground up. Still time to customize the design. Proposing a 4100 SF , 4 Br, 4.5 Bath organic modern design, on 2 separate panels with an amazing 2.73 acres, Waterfront property with dynamic views from nearly every room, in the quiet lakeside town of Sherman, CT. Just a short jaunt form New York city, in 1 hour, you can enjoy swimming, boating, fishing or just relaxing on your multi-level decks and stone terraces. Sunbathe on your private dock with amazing views and serene surroundings. Enjoy lake and mountain views. morning sunrises and evening sunsets on this lightly treed site. Property is large enough to accommodate a pool complex with cabana , tennis courts or a barn at the top of the larger parcel plus lakeside patios, gazebo or cabana lakeside. Don't miss this rare and exciting opportunity. Two parcels have been joined to create this lakeside setting. One of the last great waterfront parcels offered with a premier waterfront builder!

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

11 Sail Harbour Sherman CT 06784

Sherman, CT11 Sail Harbour Drive

Price$2,100,000

Est. Mortgage: $/month

MLS Number 170307653

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.92

Stunning waterfront contemporary, in Sail Harbour Club, on Candlewood Lake showcases idyllic privacy, on a 2 ac. pristine lakefront site, offering lofty views from the custom 2 tiered covered porches that wrap the lake side of this stunning waterfront! An enticing open plan, draws you into a two story great room w/walls of windows, out to the covered porches reminiscent of a southern plantation. A formal dining area opens to the great room for entertaining ease. The Chef's kitchen is ideal for staging large gatherings or for dining in, w/center island, granite counters, raised panel custom Navajo white cabinetry & a spacious dining area. An eclectic mix of modern & traditional makes this one of a kind home a special choice for the discerning lake buyer. The main level also hosts a spacious office surrounded by windows for ideal natural light, a cozy family room warmed by a wood burning fireplace w/stone detail plus a dramatic loft overlooking the great room. A spectacular master suite w/coffered ceilings, walk-in California closets & glamorous, renovated master bath offering soaking tub, frameless glass shower & double sinks, is the perfect owner's retreat. Three bedrooms including a separate guest suite & 2 full, updated baths complete the floor plan. Special features of the lake side dream home are the dual wrap porches offering 2000 SF of view filled, open air entertaining space, 3 car attached garage, lake side patio with professional landscape & Sherman low taxes.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

26 Fox Sherman CT 06784

Sherman, CT26 Fox Run

Price$2,085,000

Est. Mortgage: $/month

MLS Number 170198939

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 24.77

The heart, soul and beauty of this Shingle & Stone, 3-Story Lodge are found perched atop 25 ACRES on nature's doorstep.Experience unobstructed VIEWS of the Litchfield Hills Mtn Range & a rich blend of harmony between earth & sky.Serene & stylish yet country casual, COPPER MOUNTAIN LODGE, is a perfect destination for weekends or year round living w/its mesmerizing 180 degree Views.Relax on the 1700+sq ft wrap Deck w/that morning cup of coffee while soaking in a post card view or literally soak in the hot tub while enjoying the intoxicating Views by night.Budding w/confidence find mature colorful landscape & lush rolling lawns.A short stroll to the inground gunite pool compliments the setting.With its outer glow you enter a home w/inner peace that will leave a handsome impression.Walls of glass marry open interiors to the beauty of the natural surroundings from all rooms.Slate & Wood Floors thruout.Sunken LR w/stone Frplc is open to Dining where Views take the stage.FR open to enormous Chef's Kitchen w/slab & honed granite,custom cabinets & walkin pantry.ML Master Suite w/sumptuous BA.UL loft/library,another Master Suite,3rd BD & separate Guest Suite w/full BA.Even the finished walk out LL offers easy unique space to suite your personal needs & preferences along w/unending Views.All levels accessed by state-of-the-art Elevator.A superb location, miles away from your cares & concerns yet only 2M to quaint town center, community tennis,park,boat slips & beach on Candlewood Lake.

Listing Courtesy of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

8 Hubbell Ridge Sherman CT 06784

Sherman, CT8 Hubbell Ridge Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number 170268511

  • Single Family
  • Property Style European
  • Bedrooms 2
  • Bathroom 5
  • Acreage 21.31

Dramatic panoramic VIEWS of distant hills and Candlewood Lake reminiscent of an Austrian Hunting lodge overlooking the Danube This European inspired custom built home sits high atop the hills on 21 acres in Mill Pond Farms,a private gated Candlewood Lake community offering tennis court, beach and boat docks. The stone, stucco and wood shingled home was built with superior craftmanship in every detail. Custom interior window shutters,moldings, heated floor, wood parque floors,3 gas fireplaces,sauna,elevator, generator,3 car garage, heated gunite pool and glass Conservatory.Main level living with a wonderful opportunity to expand 2 more bedrooms and baths on the upper level.4 bedroom septic. IMMEDIATE OCCUPANCY

Listing Courtesy of Collins-Morrow Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

24 Fox Sherman CT 06784

Sherman, CT24 Fox Run

Price$1,750,000

Est. Mortgage: $/month

MLS Number 170336901

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 26.41

Sensational Home on over 26 acres of gorgeous property with the best views in town. 3 minute drive to Sherman town beach and Marina. Main house with 4 bedrooms, formal dining, kitchen that walks out to pool surround for entertaining. Center island kitchen with large butler's pantry with French doors to the views. Large outdoor entertaining area features bar, built in grill, and fabulous salt water Gunite pool with massive blue stone terrace for Summer fun. Master suite with private balcony, fireplace and amazing luxury bath. 2300 sq ft. walk up attic for storage finish for addl sq footage. Unfinished basement with pool table. 5 year old roof on the main house and brand new roof on the carriage house. Long, private driveway with stone walls. Carriage house with workshop and studio apartment above (caretake and housekeeper live here and can come with if desired). Extensive landscaping and exterior lighting. Geothermal heating AND 44 solar panels create a super efficient low maintenance home with Sherman's low taxes. Privacy with forever views!! Buyers must have proof of funds or mortgage pre qual letter.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

2 Hubbell Ridge Sherman CT 06784

Sherman, CT2 Hubbell Ridge Road

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: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

43 Route 37 Sherman CT 06784

Sherman, CT43 Route 37 South

Price$1,599,000

Est. Mortgage: $/month

MLS Number 170324235

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 7
  • Acreage 5.42

Rare opportunity to own one of the most special and unique properties available on the market anywhere! Secluded yet convenient, this gated 5.42 acre property boasts a historic main residence, guest house and detached, heated 6 car garage with guest quarters/office space. You'll find secret gardens, stone path to a guest house with brook fed swimming hole, mesmerizing brook with water falls, renovated Gunite pool, horseshoe pits and stonewalls, Over $500k of improvements include chef kitchen, bathrooms, windows, doors, blinds, electrical, floors, decks, patio, chimney, metal roofing, siding, fencing, HVAC, electric entry gate, stone walls, walks, bridge, and pool. Main House: 2 en-suite bedrooms, family/media room, 2 half baths. chef kitchen with fireplace, massive living room with vaulted ceilings, unique fireplace finished with Moravian tile and stone, wide plank wood floors, working elevator and wet bar. Hand carved spiral staircase leads to loft and third bedroom. Guest House: Peaceful retreat with bedroom, kitchen, living room and full bath with deck overlooking Glen Brook with swimming hole and water fall. Detached, heated garage: Room for 6+ cars, upstairs guest quarters/office/hobby rooms. Perfect for car enthusiast. 90 minutes from Manhattan, low Sherman taxes

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

3 Stone Wall Sherman CT 06784
Under Contract, Show

MLS Number 170336417

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 6
  • Acreage 2.08

Absolutely beautiful and pristine 4 BR/5.5 Bath Custom Contemporary - just 6 years young - offering single level living, striking sunrise views, high end finishes, coffered ceilings and wood flooring throughout. Airy, spacious and light-filled rooms present an atmosphere of calm and beauty. All bedrooms offer ensuite baths. The gourmet kitchen features an oversized island, dining area, wraparound deck and adjacent family room. A wonderfully-finished second floor offers 1,500 square feet of additional office, recreation, sleeping and overflow space, and features an entertainment center, wet bar, custom craft room, built-in trundle beds, full bath and a 1,000+ bottle temperature-controlled wine cellar. A partially-finished walkout lower level features a custom gym. The chlorine-free, heated San Juan fiberglass swimming pool, with lights and water features, boasts a carefree clear water system that uses ionization to filter pool water. Expansive outdoor patios offer beautiful stonework, plantings, an outdoor pizza oven and fire pit. There is a 3-car garage with a Tesla charging station, 9' doors and 10' ceilings. Professionally-landscaped grounds and valley views combine with the home's many amenities to create a resort-like country retreat. Located at the end of a picturesque cul de sac - just 10 minutes to NYC trains and a 90 minute drive to Manhattan.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

3 Pond View Sherman CT 06784

Sherman, CT3 Pond View Lane

Price$1,249,000

Est. Mortgage: $/month

MLS Number 170336044

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 1.93

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.

Listing Courtesy of Ridgefield Homes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

8 Sail Harbour Sherman CT 06784

Sherman, CT8 Sail Harbour Drive

Price$1,195,000

Est. Mortgage: $/month

MLS Number 170336733

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

Best Value in Sail Harbour on Candlewood Lake, this grand home was completely renovated in last 10 years, boasts exclusive, quality appointments and over 1 million dollars in updates! A grand open plan, designed for the Entertainer, hosts 5 bedrooms, 4 full & 2 half baths and over 6800 SF of luxurious appointments. Showcasing 10 ft ceilings, custom-built-ins, Mahogany floors, quality millwork and exquisite details throughout! An elegant foyer flows to a spacious great room with warming fireplace & built in wet bar. The Great Room opens to a Chef's kitchen, 2-tone cabinetry, topped with granite and appointed with stainless appliances, Dual Subzeros, Gas Range and expansive breakfast bar that seats 8. 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, 2 full baths, a loft and a walk-in attic w/ample storage. The lower level has game room w/wet bar, media center, exercise room, steam shower & 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! Just 70 min to NY city yet a world apart.Lake Lving At It's Best!

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk A QuestionMore Details

21 Long River Sherman CT 06784

Sherman, CT21 Long River Road

Price$999,000

Est. Mortgage: $/month

MLS Number 170336075

  • Single Family
  • Property Style Farm House
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.49

Contemporary farm house on beautiful lot located in the Club at River Oaks in Sherman, Connecticut. Located in the rolling hills of Litchfield County, the Club at River Oaks has a signature 18 hole golf course, beautiful club house with a full service bar, gourmet restaurant. tennis courts and a pool. A socail membership entitles you to all the amenities you could hope for, an additional fee allows golf course membership as well. The contemporary farm house has an open floor plan, 9+ ceilings on the first floor, hardwood floors throughout and a gourmet kitchen. Buy now while there is still time to customize and make it your own. Gated community call for access.

Listing Courtesy of Ridgefield Homes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 TourAsk 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.