Winchester CT Real Estate

MLS Number 99138617

• Single Family
• Property Style Colonial
• Bedrooms 6
• Bathroom 6
• Acreage 1.71

This extraordinary lake/island property is among the most beautiful and unique in Connecticut. A 1.7 acre private island with docks and boat launch on the largest lake in Connecticut. The causeway brings you to your own Shangri-La. The two car detached garage has a studio above with a half bath. The lower level has a over sized family room with full equipped wet bar, wine cellar,half bath, and extra large screen home theater. Three french doors take you out to a dock and boat launch. The cooks kitchen on the main floor opens out to the great-room with its over 20 foot high ceiling and central fireplace. Outside has a full cooks area, 2 cabanas with an outside heated shower.The lake is known as a fisherman's paradise.

Listing Courtesy of The Higgins Group

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 554 West Wakefield, Winchester, CT 06098(# 99138617)

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MLS Number 99148614

• Single Family
• Property Style Colonial
• Bedrooms 6
• Bathroom 7
• Acreage 1.03

This spectacular 3 structure compound has a main house of 6800 sq.ft with a wrap around balcony that offers a view of the lake. The large master suite has a walk in closet and luxurious bathroom. The open style kitchen and dining room opens to the balcony and back yard for entertaining. The large bedrooms, music room, game room, living room, sun rooms, and more make it a great family house. It also boasts a 2 and 3 car garage, plus parking for 15 additional cars. The first of two on the lake houses has two bedrooms, a balcony and deck, dock, 1.5 bath, full kitchen and living room. The second has a loft bedroom, 1.5 bath, kitchen,2 decks, balcony, kitchen, storage, and 2 docks with a boat lift. Combined they have 250 ft. of lakefront.

Listing Courtesy of The Higgins Group

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 211 West Wakefield, Winchester, CT 06098(# 99148614)

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MLS Number D10187306

• Single Family
• Property Style Colonial
• Bedrooms 5
• Bathroom 4
• Acreage 1.03

This spectacular 3 structure compound has a main house of 6800 sq.ft with a wrap around balcony that offers a view of the lake. The large master suite has a walk in closet and luxurious bathroom. The open style kitchen and dining room opens to the balcony and back yard for entertaining. The large bedrooms, music room, game room, living room, sun rooms, and more make it a great house. It also boasts a 2 and 3 car garage, plus parking for 15 additional cars. The first of two on the lake houses has two bedrooms, a balcony and deck, dock, 1.5 bath, full kitchen and living room. The second has a loft bedroom, 1.5 bath, kitchen,2 decks, balcony, kitchen, storage, and 2 docks with a boat lift. Combined they have 250 ft. of lakefront.

Listing Courtesy of The Higgins Group

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 211 West Wakefield, Winchester, CT 06098(# D10187306)

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MLS Number L10219080

• Single Family
• Property Style Barn,Ranch
• Bedrooms 5
• Bathroom 3
• Acreage 5.4

Water Haven II incorporates an additional home to the Water Haven listing. In addition to the main house with 3 bedrooms and 2 1/2 baths, soaring ceilings, stunning waterfront and views there is an additional 2 bedroom and 2 bath cottage with fireplace on a separate deed allowing for a family compound, retreat or rental.The options are endless. As a rental, waterfront access can be granted allowing year round waterfront living or a summer rental which is in great demand. Water Haven can be sold separately or together with the cottage. The cottage will not be sold alone. This property offers complete privacy and tranquil living on Winchester's Park Pond. Water Haven sold alone: MLS# L10207327

Listing Courtesy of Elyse Harney Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 125 Ashley, Winchester, CT 06094(# L10219080)

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MLS Number G10234290

• Single Family
• Property Style Victorian
• Bedrooms 3
• Bathroom 2
• Acreage 0.86

Rare opportunity to own one of highland lakes gems. Pine knoll is an amazing and classic, updated turn key waterfront home located on the crested area of a peninsula. Beautiful views from every window, most with water view. Sale includes private island, 2 docks, extensive landscaping, most furnishings and water toys including boats. Plenty of room to expand if needed in walk-up attic area. Recent updates include kitchen with granite, spa quality full bath on the first floor, hardwood, and beautiful mill work on exterior windows. Enjoy long lazy summer days on the expansive wraparound deck and sweeping covered front porch. One look and your home all you need to do is unpack.

Listing Courtesy of BHHS New England Properties

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 512 West Wakefield, Winchester, CT 06098(# G10234290)

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MLS Number L10224999

• Single Family
• Property Style A-Frame,Chalet
• Bedrooms 6
• Bathroom 6
• Acreage 0.7

This beautiful, stately, A frame chalet was custom built by the owner as his retirement home. With 6 bedrooms, 4 full baths and 2 half baths it is truly a lake house for your whole family. The totally private main suite is on the upper level and features a detached sitting room with balcony overlooking the living area. There is also an additional suite on the main floor. The home has an open, airy feeling with 9 foot ceilings throughout, a cathedral ceiling in the dining/living room and a floor to ceiling fieldstone fireplace. A large composite deck overlooks the water and was designed with an integrated handicap ramp. There is a heated two plus car garage completely equipped with retractable reel style compressed air and water drops, generator hookup as well as a half bath . The heating/air conditioning system features a multi fuel boiler with 4 zones and dual A/C compressor units. All smart home functions including security with indoor/outdoor recording infrared cameras, home temperature control and outdoor sprinkler system can be controlled remotely via most devices. Add a professionally landscaped yard and a beautiful cobblestone patio area. The private waterfront is equipped with electricity, water, sound, two sheds for storage, boat launch area and a permanent concrete pier style composite dock with slide and diving board.

Listing Courtesy of Northwest CT Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 51 East Lake, Winchester, CT 06098(# L10224999)

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MLS Number D10228700

• Single Family
• Property Style Colonial
• Bedrooms 3
• Bathroom 4
• Acreage 0.6

Recently expanded and beautifully remodeled colonial with hardwood floors and high end finishes throughout; enjoying expansive views of the lake from all three levels of living space. The pictures/slide show only tells part of the story. This house was carefully designed with a focus on entertaining for family and friends with an open floor plan and abundance of light. A true feature of the house and statement piece are the two folding glass doors merging the lake and large deck with the living room. The finished basement room with half bath enables full use of the backyard, hot tub, and waterfront dock. The dock house offers a relaxing shelter right on one of the largest lake frontages. An additional feature is the boating inlet next to the dock house; making launching of kayaks, canoes, jet skis, and other small boats easy. Just minutes from town and shopping, the house is conveniently situated.

Listing Courtesy of The Higgins Group

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 129 East Lake, Winchester, CT 06098(# D10228700)

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MLS Number L10205624

• Single Family
• Property Style Contemporary
• Bedrooms 3
• Bathroom 3
• Acreage 0.57

Privacy, views and 350' +/- of waterfrontage-Contemporary lakehouse with 2250 SF. Great floor plan for entertaining. Boathouse, dock, swimming area, stone walls, vinyl decking, patios, expansive lawns and nicely landscaped property. A large, sunny, level parcel (over half acre) which is rare find at Highland Lake! The house features a large kitchen w/breakfast bar, granite countertops, tile floors; hardwood floor in LR w/cathedral ceiling and stunning lake views. DR has coffered ceiling. All bedrooms have walk in closets plus three full baths; separate laundry room; walk up attic; family room w/tile floors and antique wood stove w/access to patio area. Additional room used as office/exercise area. Stone stairs access the swimming area. Owner/Agent

Listing Courtesy of Northwest CT Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 504 W. Wakefield, Winchester, CT 06098(# L10205624)

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MLS Number L10207327

• Single Family
• Property Style Barn
• Bedrooms 3
• Bathroom 3
• Acreage 3

"WATER HAVEN" Yankee Barn Home, open and spacious, soaring ceilings, water views form virtually every room. 3 bedrooms, 2.1 baths, 2 fireplaces. Totally private on 3 park like acres on Park Pond Lake with 250 feet of beautiful stone bulkhead, waterfront and dock. Unbelievable space for car buffs with a "major Garage" Decks and terrace overlooking water. This is the quiet lake in the area. Guest quarters with separate kitchen, perfect for multiple uses.This home has solar panels with lease agreement in place.

Listing Courtesy of Elyse Harney Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 123 Ashley, Winchester, CT 06098(# L10207327)

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MLS Number 170001024

• Single Family
• Bedrooms 6
• Bathroom 3
• Acreage 0.7
• Square Feet 3020

Enjoy Highland lake views from most rooms in this beautifully renovated ten room year round direct waterfront home. The cook's kitchen has custom shaker cabinetry, granite, all the bells and whistles and opens to the spacious dining room with built-in cabinetry, two bay windows and access to the upper level deck for outdoor dining. A stone fireplace is the focal point of the living room with access to a 3 season enclosed porch and more water views. A first floor bedroom with newer bathroom, family room and laundry complete the first floor. On the second level are five more bedrooms and two updated full baths all attractively done. Also a study or office on the second level with a large heated room that can be used for many things. Mechanically, the house has C/A multi-zone Buderis newer furnace & hot water heater. A whole house generator, newer roof and windows, well and public sewer are assets to this fine property. Not only is this home charming and updated, there are expansive views and sun all day on the desirable east side of this pristine 444 acre lake in the Berkshire Mountains of Litchfield County. The mahogany decks have lighting, outdoor speakers, 105 ft. of waterfront . Lots of privacy, beautiful perennials and great parking with its two garages. Enjoy ice fishing in the winter, boating in the summer and the beautiful foliage in the fall. Great skiing, hiking in nearby towns. Less than 2 hrs. to NYC. Come see "Lake Haus"-we have a seat on the deck for you!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 418 East Wakefield, Winchester, CT 06098(# 170001024)

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MLS Number G10203654

• Single Family
• Bedrooms 3
• Bathroom 2
• Acreage 0.46
• Square Feet 2501

Highland Lake Winchester CT, year round home on the tip of Bartons Point, one of the best points on the lake. This home is on Lake Drive , one of the few private roads on the lake. Very private level lot with fencing and professional landscaping, plus over 110 feet of lakefront with a permanent 40 foot dock. This home is completely done and the perfect entertainment waterfront paradise, ready to move in and enjoyed this summer. Included are indoor and outdoor bars with refrigerators, ice makers and TV's. Huge custom made awning over the outdoor bar that makes for three season entertaining. Built in outdoor grille and burners adjacent to bar with granite surface plus a large patio and a built in fire-pit. Inside there are three generous size bedrooms. The huge master has a commanding view of the lake and the spectacular sunsets. The large guest room can easily sleep four and has a separate entrance via a spiral staircase. There are two full bathrooms. The large open floor plan includes a great room with a beautiful fireplace, a wall of windows plus two large bow windows all overlooking the lake. The entrance and wet bar have cathedral ceilings with skylights, track lighting, plus beautiful pine walls and ceilings. Home is equipped with a new security system with four cameras, a wireless thermostat. All controlled by your smart phone. Hot tub, pool table, eight skylights, bar stools, Rheem tank less propane hot water heater, central AC, central Vac, plus much more.

Listing Courtesy of The Greene Realty Group

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 734 Lake, Winchester, CT 06098(# G10203654)

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MLS Number G10192293

• Single Family
• Property Style Antique,Victorian
• Bedrooms 5
• Bathroom 4
• Acreage 8.12

Huge price improvement! County living at its best! Enjoy the tranquility of this stately gentlemen's farm property in historical Winchester Center. This 5 bedroom Victorian, built in 1903, is perched high on 8+ beautifully landscaped and exquisitely manicured acres which lends itself to the perfect summer retreat, weekend get-away or year round living. The formal living room, perfect for entertaining, has a lovely open floor plan with fireplace and uniquely designed hardwood floors. Cozy den with fireplace and large formal dining room also boast their own hardwood floor designs. The 4 bedrooms on second floor are beautifully appointed with lovely hardwood floors, and third floor is a confortable bedroom suite with full bath and lots of storage and built-ins. The mudroom area includes the laundry room and half bath along with an office or media room or small bedroom on its second level. Once a dairy farm, this property can easily be converted to an equestrian property with plenty of space in the carriage house, oversized peg and dowel barn and shed.

Listing Courtesy of BHHS New England Properties

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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Your Questions & CommentsI have a question about the property at 118 Newfield, Winchester, CT 06098(# G10192293)

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