Stylish Cedar Shingle House with In-Law Apartment

Stylish Cedar Shingle House with In-Law Apartment

Private Listing, For Sale


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Property ID :


Sq Ft
7858 Sq Ft
Year Built
20.92 Acres

About the Property

Stylish Cedar Shingle House with In-Law Apartment

Sweet dreams are made of this! It won’t be easy to click out of vacation mode in this exceptionally stylish home designed by iconic architects Demetriades & Walker, whose approach to modernism and site integration is spirited by the rich architectural traditions of the past.

Characterized by smart, quality finishes, the 7,700-sqft home with in-law apartment takes its place on 20 tranquil acres edged by stone walls along one of Connecticut’s finest roads. Privately accessed by a graveled drive with motorized entry gate, the 6-bedroom home is enveloped in light and comfort while providing a generosity of space for entertaining, indoor and out. Crisp white walls, walnut flooring and custom millwork throughout create an ambiance of luxury and easy living with every high-end comfort one can imagine.

Interior highlights include a spacious great/room lounge with double-height ceilings, bluestone wood-burning fireplace, grand-scale windows with motorized shades, wet bar with walnut cabinetry and 2 Sub Zero beverage refrigerators. The spacious chef’s kitchen features walnut cabinetry, white marble countertops, large dining area, and French doors to covered deck with full outdoor kitchen for al fresco dining. Among the designer appliances are 2 Sub Zero refrigerators, Miele dishwasher, all Wolf appliances including: 6-burner double oven with custom vent hood, Wall Oven, 2 warming drawers, built-in deep fryer, built-in steamer, and microwave. A walk-in pantry boasts Sub Zero refrigerator, Freezer, Ice Maker, and Miele Dishwasher.

Additional ground level rooms comprise a family room, sitting room with custom shelving and hidden TV wall, office, laundry room with double Bosch washer/dryers, wash basin, and dog bath, mud room with Porcelain flooring, and two powder rooms with Nublado marble countertops and bibs.

The second level features a grand master suite, with 2 dressing rooms and 5-piece bath including a 2-person walk-in shower, Waterworks standalone tub, marble tiles, heated floors, and access to balcony. Two Guest bedroom suites each offer a walk-in shower, marble tiles, stone countertop, mahogany cabinetry, linen closet with hamper. Two children’s bedrooms share a bath with tub shower.

An attached in-law apartment has a loft-style layout with full bath and bedroom with walk-in closet. A partially finished basement features a wine cellar, extra storage room and safe room.

Outside, the verdant 20-acre property offers a myriad of places from which to soak up the sun and sights and sounds of the private grounds. Exterior amenities comprise an in-ground heated pool with motorized solar/safety cover, custom field stone walls, IPE wood decking, built-in irrigation and garden lighting. A covered porch houses an outdoor kitchen with bluestone gas fireplace, concealable TV, ceiling fans and heaters, a grill/smoker/rotisserie, ice maker, beer tap, sink, refrigerator, and gas stovetop.

Fitted with multi-camera video surveillance system, Lutron lighting, Savant audio/visual system with speakers throughout, multi-zoned HVAC, central vacuum, lightning rods, cedar shingle exterior & roofing, copper gutters and accents, and a 3-car heated garage.

This house exemplifies the personality and taste of those accustomed to the best in quality design, finishes and lifestyle. Be prepared to fall in love. Once you see it you’ll want to own it. Full feature list available.

To request an information packet or to arrange a personalized tour of the home and property, please email Mark Madonna and Jeffrey Phillips at or call/text 860.800.3344.

Exterior Features:

  • Cedar Shingle Exterior & Roofing, Copper Gutters & Accents, Field Stone Wall, Custom Walnut Front Door, Lightning Rods, Custom Garage Doors, Goshen Stone Steps

Outdoor Features:

  • Code Access Motorized Gate, Built-in Garden Lighting
  • Sprinkler System and Water Storage Tanks, IPE Wood Decking
  • Stone Pavers
  • In-Ground Heated Pool with Motorized Solar/ Safety Cover, Custom Field Stone Walls
  • Custom Kitchen & Covered Porch: Kalamazoo Grill/ Smoker/ Rotisserie & Hood Vent, Perlick Ice Maker, Sink, Kalamazoo Refrigerator, Kalamazoo Beer Tap, Single Gas Stovetop, Blue Stone Countertop, Custom Cedar Cabinetry, Blue Stone Gas Fireplace, Ceiling Fans & Ceiling Outdoor Heaters, Concealable Outdoor Television

Features Throughout House:

  • Solid Hardwood Walnut Floors Throughout, Custom Millwork & Cabinetry Throughout,
  • Multi- Zone HVAC System
  • Multi- Camera Video Surveillance System
  • Lutron Lighting System
  • Savant Audio/Visual System, Speakers Throughout,
  • Ground Floor Central Vacuum
  • Toto Toilets

Room-per-Room Features

Ground Floor Utility Area:

  • Garage: 3-Car Heated Garage
  • Indoor Storage Room: Arhcitec Porcelain Tile Floors
  • Mudroom: Architec Porcelain Tile Floors, Custom Cabinetry/Closets, Walnut Bench
  • Powder Room One: Architec Porcelain Tile Floors, Duravit Sink, Waterworks Sconces, Custom Mirror
  • Laundry Room: Architec Porcelain Tile Floors, 2 Bosch Washers, 2 Bosch Dryers, Corian Countertops, Custom Stainless Steel Backsplash, Wash Basin, Custom Cabinetry, Dog Bath, Tiled Walls

Ground Floor Living Area:

  • Foyer: Custom Walnut Entry Door, Wooden Millwork
  • Office: Custom Cabinetry, Motorized Shade
  • Sitting Room: Custom Walnut Cabinetry and Shelving, Custom Millwork, Sliding Wall To Hide TV, Motorized Shade
  • Great Room: Double Height Ceilings, Custom Millwork, Blue Stone Wood-Burning Fireplace, Motorized Shades
  • Wet Bar: 2 Sub Zero Beverage Refrigerators, Stainless Sink, Walnut Cabinetry, Countertop and Shelves
  • Powder Room 2: Stained Oak Cabinetry, Nublado Marble Counter Top and Bib
  • Family Room: Custom Millwork
  • Kitchen:  Custom Painted and Walnut Cabinetry, Stellar White Marble Countertops, Tile Backsplash, Miele Dishwasher, Stainless Steel Sink, Wolf Microwave, Wolf Wall Oven, 2 Wolf Warming Drawers, Wolf Built-in Deep Fryer, Wolf Built-in Steamer, Double Oven Wolf Range with Six Burners and One French Top, Custom Vent Hood, 2 Sub Zero Refrigerators with Freezer Drawers, Motorized Shades
  • Pantry: Stainless Steel Sink, Miele Professional Dishwasher, Sub Zero Ice Maker, One Full Standing Sub Zero Refrigerator, One Full Standing Sub Zero Freezer, Custom Shelves and Cabinetry, Tiled Walls, Corian Countertop

Second Floor:

  • Guest Bedroom One: En- Suite Bathroom with Walk In Shower, Thassos Marble Tiles, Spa White Marble Tiles, Heart Pine Cabinetry and Countertop
  • Guest Bedroom 2: En- Suite Bathroom with Walk In Shower, Marble Tiles, Stone Countertop, Mahogany Cabinetry, Linen Closet with Hamper
  • 2 Children’s Bedrooms with Shared Bathroom: Tub Shower, Tile Floor and Walls, Custom Painted Cabinetry, Corian Countertop
  • Master Suite: 2 Dressing Rooms with Custom Cabinetry, Master Bedroom with Closet Space and Hidden Television, Custom Millwork, Access To Outdoor Balcony
  • Master Bath: 2 Person Walk In Shower, Custom Walnut Louvered Door To Toilet Room, Nublado Marble Tiles and Countertop, Walnut Wall and Cabinetry, Waterworks Stand Alone Tub, Heated Floors, Access To Outdoor Balcony

Mother- In- Law/ House Manager’s Apartment:

  • Solid Pine Floors
  • Loft Style Living, Dining, Kitchen Bathroom with Shower
  • Bedroom with Walk In Closet


  • Extra Storage Room Safe Room
  • Wine Cellar
  • Unfinished Basement

Designed by the architects Demetriades and Walker

Landscaped gardens designed by Kent Greenhouse and Gardens.

Related Press for 250 Upper Whittemore Rd Middlebury, CT

As featured in The New York Times Homes – September 13, 2018


As featured in Litchfield Magazine – December 2018


As featured in Litchfield Magazine – July 2018


As featured in Escape to the Hills – June 2018


As featured in Litchfield Hills Social Media – May 2018


Exclusively Listed with Madonna & Phillips Real Estate Group at Sotheby's Realty

Listing information is deemed reliable, but not guaranteed. No photo or description reuse without expressed written permission. Descriptions are subject to errors, omissions, unannounced price changes and/or availability. Care has been taken in preparing descriptions, but no warranty is intended or implied. Customers must satisfy themselves as to the correctness of all statements.

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