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The Matthews Team

Sherman CT Luxury Homes for Sale

Find the latest luxury homes for sale in Sherman. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. You may also be interested in viewing luxury real estate listings in Litchfield County.

Luxury Homes in Sherman Connecticut

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6 Hoyt Road Sherman CT 06784

Sherman, CT6 Hoyt Road

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170448888

  • Single Family
  • Square Feet 1,933
  • Bedrooms 3
  • Year Built 1803
  • Bathroom 2

Welcome to Black Dog Farm, the entrancing treasure of artist Elaine Voghelle. One-of-a-kind, exquisite rebuilt and curated storybook estate. "Beyond renovated” 1803 Antique Eyebrow Colonial Farmhouse. 4.6ac (on Appalachian Trail) NY border of Dutchess County, neighboring Kent. Sprawling multi buildings, 3-lev cottage, garage, sauna/spa & enormous paddock with water/elec. Brought to life by Elaine's remarkable talent, a museum quality home. White Oak HW flrs batched from the MOMA, with almost no grain, ultra-clean palette and rare, as are most materials and the execution of appointments thru out home. Custom handmade Mahogany windows w/mouth blown imported wavy German glass w/state of the art Argon gas. Bronze Metal roofs, snow guards, copulas protect & adorn all structures (new windows,hw flrs,stairs,doors). Chefs' kitchen w/gnarled brass pulls, leather limestone marble & gold counters. Perrin & Rowe faucets. Basement jacked, repointed, trenched. Massive French drain runs length of farm. Meticulous boxwoods line stone walls, walkways, private garden & sauna. Eloquent, pristine, polished retreat designed by the artist in Blackwood Forest, Gustavian style. More uses for buildings w/cathedral ceilings (hobby, working farm) Architecturally alluring, MUST see! A chance to live in perfection. Indescribable true artistic masterpiece & retreat. More pics/videos avail. Extensive upgrade sheet. Crafted with materials intended to outlast another 200 yrs. Located in Fairfield County.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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43 Route 37 South Sherman CT 06784

Sherman, CT43 Route 37 South

Price$1,399,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170381377

  • Single Family
  • Square Feet 3,250
  • Bedrooms 4
  • Year Built 1940
  • Bathroom 7

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 or caretakers quarters/office/hobby rooms. Perfect for car enthusiast. 90 minutes from Manhattan, low Sherman taxes

Listing Courtesy of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 Wagon Wheel Road Sherman CT 06784

Sherman, CT23 Wagon Wheel Road

Price$1,375,000

Est. Mortgage: $/month

MLS Number 170456949

  • Single Family
  • Square Feet 2,462
  • Year Built 2022
  • Bedrooms 4
  • Bathroom 3

Premier local builder. Five hundred feet of direct waterfront on Squantz Pond with 3.55 acres of land at the end of a quiet country road. "To be built" gorgeous contemporary farmhouse design with lake views. Open floor plan concept includes kitchen with center island and pantry, large great room with fireplace and generous dining area, leading to rear covered porch. The mud room and laundry area are located at garage entry. The master suite is located on the main level and there is an additional bedroom that can be used as either a bedroom or an office on the main floor. The upper level features two more bedrooms w/jack & jill bath. Optional bonus room that can be used as an additional bedroom, recreation room or simple storage. Main floor offers 12 foot ceilings. At the waterfront, there is an existing structure that can be grandfathered in as a small waterfront shed w/dock. House plans can be modified to your specifications! Generous allowance for kitchen cabinets, appliances, lighting fixtures and landscaping.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

Sherman, CT32 Long River Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170372914

  • Single Family
  • Square Feet 3,200
  • Property Style Ranch
  • Bedrooms 4
  • Bathroom 4

Nestled in the rolling hills of Connecticut along the Housatonic River, you will find the area's premier Golf Course Community. River Oaks is a quiet gated community with magnificent homes and properties situated around an 18 hole golf course with captivating views year-round. Just 65 miles north of NYC, River Oaks offers the relaxed experience of a country neighborhood combined with all amenities of a luxury lifestyle close by. Leave the stress behind you as you pass through the gates of this desirable, private residential community. The Prescott is a custom 3200 sf Ranch Style home that features 4 bedrooms, 3.5 baths, Gourmet Kitchen, 3 car attached garage, and sprawling backyard. This new home will allow you to indulge in all that country living has to offer with views overlooking the mountains and 7th fairway of an amazing championship golf course. The Club at River Oaks offers golf memberships for a signature 18-hole private course and social memberships providing tennis, gym, pool, restaurant and so much more. Just one of the many conveniences of the community is the short scenic walk down the road to the luxurious clubhouse full of amenities for all ages. Venture outside of the neighborhood and visit nearby Candlewood Lake, Sherman Town Beach, Bull's Bridge, Kent Falls, Mohawk Ski Mountain, Appalachian Trail, Restaurants and Shopping. Easy 90-minute commute to NYC or minutes to nearby Metro-North train.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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73 Long River Road Sherman CT 06784

Sherman, CT73 Long River Road

Price$1,225,000

Est. Mortgage: $/month

MLS Number 170335863

  • Single Family
  • Square Feet 6,600
  • Property Style Ranch
  • Bedrooms 4
  • Year Built 2021

READY FOR IMMEDIATE OCCUPANCY!! Spend you holidays with views of the Litchfield Hills. Home is located in the the Club at River Oaks, a full service golf community, the only of its kind,. Total 4500 square feet above grade. 3300 heated, 300 unfinished roughed for bath above garage. 900 sq feet of covered porches. Come to the Club at River Oaks in beautiful Sherman, Connecticut. Social membership entitles use of all the amenities you can wish for nestled in the picturesque Litchfield Hills. This home is very private and the back patio has seasonal views of the river. There is room for your own pool or use the one at the club house. Spend your days playing tennis or golf or visit the nearby quaint town of Kent. Beautiful club house with full service bar and restaurant. Outdoor dining on the patio overlooking the golf course. Use of golf course for an additional membership fee. World Class Fly fishing on the Housatonic River is just steps away. Boating, water skiing and swimming on Lake Candlewood just minutes away. Truly living in a vacation area year round. Easy commute to NYC. Agent related to builder.

Listing Courtesy of Ridgefield Homes Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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$1,199,000

Est. Mortgage: $/month

MLS Number 170336044

  • Single Family
  • Square Feet 3,650
  • Year Built 2021
  • Property Style Colonial
  • Bathroom 4

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.

Listing Courtesy of Ridgefield Homes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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201 Route 37 South Sherman CT 06784

MLS Number 170459832

  • Single Family
  • Square Feet 4,258
  • Bathroom 5
  • Property Style Colonial, Antique
  • Bedrooms 6

Formerly The Old Timber Trails Inn, this splendid residence is an absolute dream for the ardent devotee of historically significant antique homes. Situated harmoniously on 1.4 perfectly level private acres, minutes to routes down county or NYC, with wide board chestnut & white pine floors, 2 staircases, a walk-up attic for the writer, artist, au pair and the pool ... oh yes the salt water, Gunite, heated, inground pool includes an outdoor shower and auto cover. The main level floor plan is generous but not overwhelming & perfectly designed for your family needs, entertaining or working from home - don't forget the additional space in the walk-up attic! The HVP kitchen is tastefully updated reflecting today's demands while retaining all the charm of yesterday - soapstone counters, upgraded appliances, stained cabinetry, original fireplace, walk-in pantry/laundry room w wine cellar. Some original light fixtures are included. Combination steam/hot air heat Weil McLean & generator hookup. Oodles of nooks and crannies, built-ins, terrific attic space, lovely grounds, view of the valley lake/pond, ideal location for the commuter and plenty of space for those working from home. Very low Sherman taxes, too!

Listing Courtesy of Luks Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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26 Long River Road Sherman CT 06784

Sherman, CT26 Long River Road

Price$1,184,999

Est. Mortgage: $/month

MLS Number 170336075

  • Single Family
  • Square Feet 3,350
  • Property Style Farm House
  • Bedrooms 4
  • Year Built 2021

READY FOR IMMEDIATE OCCUPANCY!! Spend the holdidays in Connecticut with views of the Litchfield Hills. 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: 3.56% last updated on Jan 20, 2022
* 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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6 Hardscrabble Road Sherman CT 06784

Sherman, CT6 Hardscrabble Road

Price$950,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170438742

  • Single Family
  • Square Feet 5,172
  • Bathroom 6
  • Bedrooms 3
  • Property Style Ranch

This one-of-a-kind architecturally designed home features high end appointments, top quality craftsmanship with special attention to detailing throughout. Warm and inviting entry Foyer. Amazing Great Room with a stone fireplace and plenty of windows for natural light. Gourmet Kitchen with granite counters and top of the line appliances. Awesome Dining Room. The main level Master Bedroom leads to luxurious Master Bath. Wonderful screened Porch with views. This rare find in set on 12+ tranquil and peaceful acres on the New Fairfield / Sherman line with close proximatey to the New York border. Very special!

Listing Courtesy of Neumann Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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30-32 Edmonds Road Sherman CT 06784

Sherman, CT30-32 Edmonds Road

Price$950,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170460282

  • Single Family
  • Square Feet 2,202
  • Year Built 1933
  • Bedrooms 3
  • Bathroom 2

Beautiful Country Mediterranean style home located at the end of a beautiful country road in scenic Sherman, Connecticut. This beautiful home is sited on 8.17 picturesque acres and offers an in-ground pool & spa, large Koi pond with beautiful sweeping grounds and gardens. The home offers an open floor plan with cozy Living Room & Dining Room with exposed hand-hewn beams throughout, three fireplaces and a fabulous four-season Sun Room with built-in barbecue/fireplace. The primary bedroom suite features a stone fireplace, private balcony and full bathroom with large stall shower. Just beyond the primary bedroom suite is a well-appointed office. There are two additional bedrooms and another full bathroom with gorgeous soaking tub encased in windows overlooking the beautiful grounds. The 8.17- acres is comprised of 30 and 32 Edmonds Road, encompassing the 2,202 s.f. home on 5 acres along with an adjacent 3.17-acre building lot. The home is located within walking distance to a 60-acre wildlife sanctuary, with trails, that is protected by the local land trust and which connects to over 100 acres of open space. The home is close to the quaint town center and private community beach on Candlewood Lake. A one of-a-kind house and property located just 1.5 hours from Manhattan and w/in 30 mins. to Metro North.

Listing Courtesy of Neumann Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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25 Hillside Drive Sherman CT 06784

MLS Number 170450530

  • Single Family
  • Square Feet 2,420
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1955

Rare find on Candlewood lake! This direct waterfront home, complete with heated in-ground pool and private dock (will fit a 26' boat) is the perfect escape. Located on a cul de sac this home has everything you need, from spacious living space to private setting both in and out. The main living room stretches from front to back, opening to the expansive deck that runs the length of the house. The full kitchen with eating area leads to the oversized living room, with custom-built fireplace. The main level offers a dining room and den, both with access to the extensive deck, whose crown jewel are gorgeous sunsets enjoyed in a walk-in hottub. Upstairs you find a massive main bedroom, complete with double height ceilings, a wall of glass, floor-to-ceiling stack stone fireplace, walk-in closet, and deck area. The main ensuite bathroom includes soaking tub, and double sinks. The second bedroom has a private deck and a loft space. The third bedroom is also located on the this level. The lower level provides more entertaining space with a second living area, a stone fireplace and wet bar. Ample storage, a large game room, and a full bathroom are also located here. Just past the extensive pool area you find the lovely lake access that seems something out of a woodland fairy tale, perfect for setting off on adventures at the lake. The home offers a one-car garage with storage and plenty of parking. Community amenities include picturesque picnic, swimming and beach area.

Listing Courtesy of Advanced Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

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