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Sherman CT Real Estate

Sherman Old Store in Connecticut View in Sherman CTNestled in the Housatonic Valley at the northern edge of Candlewood Lake, Sherman is a scenic town situated just north of Danbury on the New York border. It has been awarded the title of "best small town in Connecticut" three times by Connecticut Magazine. Covering 23.4 square miles, this rural community features a historic downtown listed on the National Register of Historic Places.

Despite its small size, Sherman offers a rich cultural experience with a population of 4,106 residents. As the least populous and northernmost town in Fairfield County, it provides access to the Appalachian Trail that traverses through its northern end. The town can be reached via state routes 39, 37, and 55 and is approximately 70 miles from New York City.

If you're searching for a peaceful retreat with plenty of charm and character, browse our listings below to explore all available real estate and homes for sale in Sherman, CT.

>> Learn more about the town of Sherman, CT

Properties in Sherman

Contact the William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

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Narrow Your Search: Luxury Homes | Homes with Land | Single Family Homes | Land

26 Wanzer Hill Sherman CT 06784

Sherman, CT26 Wanzer Hill, Candlewood Lake Estates

Price$585,000

Est. Mortgage: $/month

MLS Number 170573046

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,316
  • Acreage 1

Fall in love with this beautiful and spacious Cape Cod residence featuring an amazing chef's kitchen, bright sunroom, main-level master suite, 3 full baths, central air, full basement offers great storage or expansion. Enjoy a cup of coffee or glass of wine on your own covered front porch! This home is turn key with many recent updates and shows true pride in ownership. The property is terrific with great curb appeal and private rear yard while also close to nearby Squantz Pond and Candlewood Lake! One look is all it will take.

Listed by Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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18 Church Sherman CT 06784

Sherman, CT18 Church

Price$549,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170570079

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,427
  • Acreage 10

Build it and they will come! Over the stream and through the woods is this rustic log cabin situated on 9.5 acres of total privacy. With an open floor plan, the cabins original design was meant for a 3 bedroom home, but the wall was eliminated to make it two bedrooms and can easily be converted back to a 3 bedroom home. A large loft area over looking the living room can be a fourth bedroom, and the cabin has 2 baths including a primary bedroom bath that has a jetted tub. Living room features vaulted ceiling with stone fireplace, partially finished lower level with a wet bar and large wood burning stove with vents to heat main level. Large lower level workshop and storage area, 2 car detached garage located as you enter the property. Expansive deck and oversized fenced in area perfect for gardening or pet containment. Take a walk on the wild side on your own nature preserve as you stroll along the lush property you can pick an assortment of berries to enjoy! First time on the market so dont miss this opportunity to get off the grid with civilization a few miles away!

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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34 Hardscrabble Sherman CT 06784

Sherman, CT34 Hardscrabble

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170570314

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,488
  • Acreage 4

Custom Colonial with gorgeous views of Great Hollow Preserve in CT and The Ciaiola Conservancy in NY! Open plan layout for Kitchen / Dining / Living. Chef's Kitchen is beautifully appointed with S/S appliances incl 6 burner range and built-in microwave; oversized center island and stylish granite countertops. Wood burning brick fireplace is architecturally designed to retain heat! Formal dining room leads to the massive covered porch, perfect for entertaining. The Great room is currently laid out as a living room but it features an ensuite full bath and walk in closet so that it could be used as a main floor bedroom. Hardwood oak flooring with black walnut inlay throughout! A large office, mudroom and half bath complete the main level. Upstairs: laundry space and two bedrooms share a full bath. The large primary bedroom comprises a walk in closet and unfinished bathroom which is plumbed & wired so that you can customize it for your needs. Sufficient space for double vanities, tub AND walk-in shower. 220volt wiring in place should you want radiant heating / steam shower / jacuzzi tub. Unfinished basement has lots of storage and hookup for wood/pellet stove. 2 car garage and outside shed for further storage. 2 small lots in NY with additional acreage will also be included in the sale. Low Sherman taxes, access to residents beach at Candlewood Lake and miles of trails direct from your door - this property feels like a true escape!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Sherman CT 06784

Sherman, CT32 Long River

Price$1,595,000

Est. Mortgage: $/month

MLS Number 170567904

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,200
  • Acreage 2

Welcome home to an exceptionally beautiful place in a gated community and on the areas most elite 18 hole Golf Course. This 4 bedroom, 3200 sq. ft. sprawling one level home on the Sherman River Oaks Golf Course, is all you will ever need for family, entertainment and quality living. Enjoy the beautiful scenery from you back porch while having your morning coffee or evening delights!! Quality hard wood floors throughout with stainless appliances and premium choice modern cabinetry in kitchen. Master bedroom has 2 walk in closets, a beautiful bathroom with rain head shower and sliders out to the huge deck overlooking the course. Spacious and bright bedrooms and 2 other full baths. 3.5 baths total. Beautiful views from every room in the house. There is also an optional fee for the clubhouse/golf course amenities which includes use of restaurant, pool, tennis, workout room and terrace. And different tier options for golf. 10 minutes to the New York border on Rt. 55 and right on the Housatonic River!

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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15 Hillside Sherman CT 06784

Sherman, CT15 Hillside, Holiday Point

Price$469,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170565930

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,416

**DIRECT WATERFRONT** CANDLEWOOD LAKE - HOLIDAY POINT** Sought After Lake Community!Welcome to this charming 3 bedroom 1.5 bath waterfront home, nestled in a serene and peaceful location in Holiday Point on Candlewood Lake in Sherman CT. The backyard meanders down to the waterfront (inquire about dock). This property boasts a sense of tranquility and relaxation.While the home is in need of some updating, it has been lovingly cared for by its one owner and is ready for new owners to make it their own. The interior of the home features a Living Room and 3 Bedrooms on the Main floor with a half bath. This is where you can take respite after a long day on the lake or work. Take a stairway down to the lower level where you will find the Kitchen which walks out to the stone side patio where you can enjoy morning coffee or an evening cocktail in a serene waterfront setting. The lower level also includes a dining room with views of the water and on the other side a cozy family room with a wood burning stone fireplace. There is a full bath adjacent to the kitchen.This property also includes an additional parcel of property across the street consisting of .25 acre with a 2 story garage with electric & a loft. The views are great from here too! Activities are endless in this area: boating, hiking, skiing, snowboarding, farm to table restaurants, as much or as little as you desire! Sherman is known for low taxes! Book a showing today & start living your best life!

Listed by Luks Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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13 Osborn Sherman CT 06784

Sherman, CT13 Osborn

Price$249,000

Est. Mortgage: $/month

MLS Number 170567034

  • Land
  • Acreage 2
  • Zoning RES

Breathtaking views of the rolling hills, direct western exposure to enjoy your sunsets from the entire back of the home that you can design and build. Don't have a builder? We have one for you! Grandfathered into the town as an approved building lot with 2.41 acres, this incredible property offers privacy and inspiration surrounded by the beauty that Sherman, CT has to offer. The approved septic plan is for a 3 bedroom home, and a survey is available for your information.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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

146/148 Route 37 South Sherman CT 06784

Sherman, CT146/148 Route 37 South, Mauweehoo Hill

Price$498,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170563959

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,092
  • Acreage 5

Charm, charm, charm. On a 3.2-acre lot once part of a 120-year-old family compound counting among its members a Shakespeare scholar, a Broadway star, and an Egyptologist, this 1931 cottage, still owned by a descendant, is rife with whimsical John Soane-inspired and ecclesiastical details including: an image of the Sistine chapel on the kitchen ceiling, columns, mirrored panels, painted trim throughout and inspiring Yeats and Eliot quotes stenciled up the stairwell. The house is rich with inspiration and cozy with its brick woodburning heatilator fireplace as the central anchor to the first floor. The living room lifts up through to the 2nd floor balcony/loft. A second bedroom and half bath complete the second floor. Outside the deck wraps around the back with a partial covering and then opens to the private garden brimming with forsythia, peony, iris, day lilies, tulips, and poppies. Discreet deer fencing wraps around the developed gardens. A garden shed and a 4-car garage with workbench of pegged post-and-beam 1996 construction is ideal for a car collector or artist's studio. Across the road is a sitting area at the edge of a beautiful swimmable lake.Building a dock is permissible. Adjacent to the main lot is an included buildable 2.1-acre lot currently providing a buffer and grounds for abundant wildlife. Shopping for daily needs is but 6 minutes away and the NYC train is 16 minutes to either the Pawling or Patterson stations.

Listed by Corcoran Country Living

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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46 Anderson Sherman CT 06784

Sherman, CT46 Anderson, North End

Price$80,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170560556

  • Land
  • Acreage 2
  • Zoning Res

Looking for a slice of tranquil country living in a quintessential small town? Look no further than this lovely 1.88 acre lot in the sought-after town of Sherman, right on the NY line. Tucked away on a serene country road, this prime location also offers easy commuting to White Plains (just 45 miles away) and New York City (just 60 miles away), as well as easy access to the charming town center, just 5 minutes away. There you'll find community amenities including library, parks, tennis courts, pavilion, a sandy beach, and even town boat slips on Candlewood Lake.Sherman is known for it's low taxes and great elementary school (with a choice of local high schools) thus making this location a rare gem! Plus, with year-round activities like skiing at Thunder Ridge, boating, kayaking, swimming or fishing on Candlewood Lake, biking on surrounding trails, hiking with easy access to the Appalachian Trail and numerous protected Naomi Land Trust properties, you'll never run out of things to do.This property is ready to go with an approved septic design plan for a 4-bedroom home with 1250-gallon tank. Don't miss your chance to design, clear, and build the home of your dreams in this one-of-a-kind location.

Listed by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Pleasantview Sherman CT 06784

Sherman, CT4 Pleasantview

Price$434,000

Est. Mortgage: $/month

MLS Number 170566172

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,880

Views! ** Low Taxes! ** Walk to Private Beach! ** Immediate Availability!2 Level 1800+ sq/ft on .43 acres in Sherman on New Fairfield town line w/ possible in-law setup. Main floor has HW floors throughout, LR w/ vaulted ceiling & Western views of Squantz. Adjacent DR w/ sliders to large deck w/ Sunsetter awning, Kitchen has new countertops, fixtures, flooring and bow window overlooking the backyard and gardens. Primary Bdrm, Bdrm#2, Den/Guest room and Full Bath w/ 60" walk-in Shower complete this level. Lower level is accessible from both the main floor or via separate exterior doors. The finished portion features a flexible large living space including BDRM#3/Exercise/home office with water views, FR with propane fueled log set stove, Summer Kitchen, full bath, laundry & mechanicals. A house w/ C/A uncommon at this price point.Walk down to private beach on Squantz Pond or enjoy the lovingly maintained property featuring Perennial & Veg. gardens, flowering trees/shrubs, Storage Shed & addl. parking area for 2+ vehicles.Entertain Friends or Host Family Celebrations on the large deck off the DR or sit & enjoy views of sunsets over Squantz on the front patio.Minutes to both Sherman and New Fairfield town centers and all they have to offer. 20 Mins. to Danbury & Conveniently located for commutes via NY Rte 22, CT Rte 7, I84, I684 and 30 Mins to MTA Southeast Station to NYC.Investors take note: Property also listed for rent on MLS 170565533

Listed by Luks Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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10 Candleview Sherman CT 06784

Sherman, CT10 Candleview, Deer Run Shores

Price$529,000

Est. Mortgage: $/month

MLS Number 170559732

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,974
  • Acreage 1

GREAT OPORTUNITY IN DEER RUN SHORES! Three bedroom, 2 bath Split Level Contemporary in year round Lake Community with own Boat Slip, Community Clubhouse and Pool. Living room with brick fireplace with woodstove insert.. Sliders off Dining area to deck. Generously sized Family Room with attached Den which leads to screened in Porch below deck. Possibility for in-law apartment on Lower Level. Built in work bench, attached shelves stay with house as well as Refrigerator in Garage. Freshly painted and ready for your updates. House has some deferred maintenance and is being sold "AS IS". Subject to Probate Approval. Close to Town and Sherman School.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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

2 Nutmeg Sherman CT 06784

Sherman, CT2 Nutmeg

Price$2,475,000

Est. Mortgage: $/month

MLS Number 170562797

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,113
  • Acreage 21

Stunning distant views from this Architect designed home at the crest of a Ridgeline only 75 mins from NYC. Unusually, the house is discretely nestled into the landscape, creating an intimate feeling despite the extraordinary commanding views. Open plan living area comprises a well appointed Chef's kitchen with 6 burner cooktop, Miele & Subzero appliances, granite countertops, bespoke cabinetry and a butlers pantry off the dining room. The living room has an entire wall of windows which intentionally capture the sun from dawn to dusk. The light in this room can truly be appreciated at any time of the day. By night the wood burning stone fireplace makes this impressive room feel warm and cozy. Hardwood oak floors throughout, a further entertaining room also features a stone fireplace & leads to two bedrooms which share a full bath. The primary bedroom suite occupies the upper level, thoughtfully separated from the entertaining areas. Commanding distant views from the private balcony, there is also a wood burning fireplace together with several built-ins in the bedroom, a separate walk-in closet & spacious bathroom with double vanity, marble countertops, walk-in shower, jacuzzi tub, stylish gray slate floor & a deck with stairs leading to the yard. Two guest bedrooms share a full bath on a separate upper level. The screened-in porch features a vaulted ceiling & is generously proportioned for entertaining, leading to a large bluestone patio perfect for dining alfresco.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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

7 Cozier Hill Sherman CT 06784

Sherman, CT7 Cozier Hill

Price$1,150,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170561342

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,561
  • Acreage 5

Spectacularly sited Cape on a 4.75-acre open lot surrounded on three sides by 45 acres of protected hay fields, and across from 36 acres of dedicated green space. Located on a designated scenic road, this sprawling, quintessential New England home offers year-round beauty and privacy in a wide, open sky country setting. The main level encompasses a formal living room, dining room, library, sunroom, and a well-equipped kitchen (with adjoining family room) that will delight any chef or baker. Also on the main level is the primary bedroom suite and one guest bedroom and bath. Three further bedrooms are on the upper level. The detached barn offers two garage spaces, workshop, and space above for potential studio/office conversion and is already set up for heating and plumbing. The home's original architect was the same one who designed the house in the 1948 film, "Mr. Blandings Builds his Dream House." Additions were built in 2000 and 1980, respectively. The property was also once the home of a much-loved Sherman resident who changed the face of Sherman through her many gifts to the town. Recent updates include a new 1,500-gallon tank septic system, new red cedar roof w/copper flashing, new well water tank and pump, repainting of interiors and exteriors, repaving of driveway, new appliances and more. This is a rare opportunity to own a beautiful home with a special provenance. Nearby hiking trails, room for a pool, tennis court and/or horses, and located just 90 minutes from NYC.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2023 SmartMLS, Inc.