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.

33 Orchard Rest Road Sherman CT 06784

Sherman, CT33 Orchard Rest Road

Price$2,795,000

Est. Mortgage: $/month

Active With Contract

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: 6.95% last updated on Jun 13, 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: 6.95% last updated on Jun 13, 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 Island View Drive Sherman CT 06784

MLS Number 24007120

  • Single Family
  • Square Feet 4,000
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1900

Your lakehouse retreat in Deer Run Shores, Sherman is the perfect blend of modern and comfort. Panoramic lake views can be enjoyed from almost every room in this renovated, private home. The open floor plan on the main level, complete with 8" oak plank floors walks out to a wraparound deck from the dining area, living room, and main level on-suite bedroom whose wall to ceiling windows provide year-round vistas of sunrises at Candlewood Lake. The main level's kitchen offers culinary comforts and opens to the dining area with brand new walnut mid-century style bar and flows seamlessly into the living space complete with floor to ceiling stone fireplace. Additionally, the office and second tv/flex space room (featuring cork floor for sound protection) with an adjacent second full bath on the main level are perfect for working from home or a tucked away oasis from the busyness of life. All four bathrooms have been totally renovated. Moving upstairs the entire upper level is a primary bedroom with private deck, bathroom with large soaking tub, standing shower, and an expansive walk in cedar closet. The lower level offers three large bedrooms that open to a house-length fieldstone patio and screened-in porch which boasts a gas fireplace and access points leading down to the lake. Lakeside you find another deck and dock perfect for summer swimming in the calm waters of the cove just off the main lake. This bucolic setting with many mature plantings, is the perfect lakeside retreat.

Listed by Kevin Donovan III of Compass Connecticut,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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$2,185,000

Est. Mortgage: $/month

MLS Number 170619005

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

Exquisite Country Estate with Breathtaking Mountain Views - Discover an unparalleled country retreat in the heart of Sherman, Connecticut. This impeccably maintained and renovated landmark property boasts awe-inspiring mountain views that stretch over picturesque farmland. As you pass through the gated entrance, prepare to be enchanted by the magical setting that unfolds before you. The estate is adorned with charming stone walls, inviting terraces, and meticulously landscaped perennial gardens, epitomizing the essence of a quintessential New England country estate. The main residence showcases a refined elegance, with nearly 10-foot ceilings gracing both floors, beautifully preserved antique hardwood floors, and the warmth of 5 wood-burning fireplaces. Screened-in porch and outdoor bluestone patio to enjoy the pastoral views. In addition to the main house is the warmth of the post & beam 3,500 sq ft., the Carriage house/barn offers versatile space for guest quarters, a home office, or a caretaker's apartment. The apartment can also be a fabulous option for those seeking a rental income opportunity. In addition to the apartment, the lower level features a gym, kitchenette, full bath, and changing room, and washer/ dryer providing the perfect retreat for relaxation and fitness. Step outside to the expansive bluestone patio and enjoy the heated gunite pool. (New pool heater 2024)

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: 6.95% last updated on Jun 13, 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

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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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37 Anderson Road Sherman CT 06784

Sherman, CT37 Anderson Road, North End

Price$1,595,600

Est. Mortgage: $/month

MLS Number 24004788

  • Single Family
  • Square Feet 2,650
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2024

Privately tucked away on 5+ Acres - an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Sophisticated New Construction, open-concept design and incomparable craftsmanship to be built by SHERMAN BUILDING DESIGN, hands on Architecture/Builder. This Modern Barn floor plan caters to the active and evolving needs of today's busy life styles and diverse contemporary life stages. You will love the elements that are available that compromise the clean lines, modern features and warm essence of your new home. Tailor plans with unlimited aesthetic & material options available based on your needs. $ TBD with budget of $400 per sq ft. Ease & proximity 5M-Metro North Train Station/5M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 6M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

Listed by Kathleen A. Harrison and Joe Chemero of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

MLS Number 24000159

  • Single Family
  • Square Feet 3,200
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2023

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: 6.95% last updated on Jun 13, 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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21 Holiday Point Road Sherman CT 06784

Sherman, CT21 Holiday Point Road

Price$1,449,000

Est. Mortgage: $/month

MLS Number 24016488

  • Single Family
  • Square Feet 4,854
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1987

[ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill, safely tucked away from the road and features everything a family may desire: boat dock, large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate dining room, 4 bedrooms, 3.5 baths, huge laundry room, custom built office, 2 car garage + access to tennis courts and Sherman School with it's very small class sizes, close to Pawling MetroNorth station and an hour from NYC by car separates this house from anything else on the market. Experience the better way to live on Candlewood Lake (with a boat dock, sandy beach, kayak rack, clubhouse and amazing Atchison Cove neighbors).

Listed by Jorge Zea A. Zea of Blue Lighthouse Realty,Inc

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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/ potential 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: 6.95% last updated on Jun 13, 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 Old Hickory Lane Sherman CT 06784

MLS Number 24014338

  • Single Family
  • Square Feet 3,940
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2005

Stunning Colonial in the serene and picturesque community of Timber Trails on the New Fairfield/ Sherman border. An short commute to NY and Metro North. The magnificent country kitchen is the heartbeat of this home including professional grade Wolf appliances, large granite island and custom cabinetry. Notice the hardwood floors throughout the home and custom millwork including specialty beveled glass French doors. Large primary suite with 2 walk in custom closets. One en suite bedroom, 2 additional large bedrooms, a full bathroom and large laundry room complete the second floor! Beautiful stone work, lovely mature plantings and patio with views of the pond. This home has all the high end finishings you've been looking for with the low taxes of Sherman. If you are looking for a pool, an engineered plan has already been done and is ready for you to put one in! Welcome home!

Listed by Cory Neumann and Trish McFadden of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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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