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Listing 35 out of 607
$2,550,000 For Sale

1386 Hillside Road
Fairfield, CT 06824

6 beds, 7 full, 1 partial baths | Single Family Home
6,949 sq ft; lot: 3.63 acres - MLS# 170122214
Property Photo


Perfect primary or weekend home.Modern appeal of high ceilings, open floor plan, combined with unique vintage vibe of wide board floors, fireplaces and legacy details. Long admired as THE house across from Greenfield Hill Green on 3 private acres, overlooking Long Island Sound. Effortless style and entertaining spaces. Six large bedroom (4 en suite) main house ~Panoramic views of landscaped property and Long Island Sound ~High ceilings ~Wide board floors in perfect condition ~Multiple entertaining spaces for all ages~Large kitchen with fireplace ~Master bedroom suite with his and her baths, closets and full dressing/sitting room ~Dining room with fireplace ~Flexible plan on third floor includes bedroom, full bath, play/media room, yoga/music areas~1000 bottle temp controlled wine cellar with tasting room ~Oversized windows and French doors provide natural light, views and access to exterior terraces and sweeping yard ~Custom Pool ~Completely renovated two bedroom, 1500 square foot, guest house, for au pair, in laws, long term guests or monthly income. Today's buyer will love the recent updates and open floor plan for easy living and entertaining inside and out. Too many unique and special features to list. Peaceful, sprawling property has gardens, bordered by native stonewalls Perfectly located 4.5 miles to beaches and vibrant Fairfield town center shops and restaurants. 8 minute/3.4 miles to train and 70 minute commute to NYC. Effortless style and entertaining, Please click on supplements for the Floor Plans, Property History, Updates and upgrades to the home & property


  • Property Type: Single Family Home
  • Sub Type: Single Family Home
  • Listing Status: Active
  • County/Area: Fairfield County
  • Zip Code: 06824
  • Year Built: 1834
  • Elementary School: Dwight
  • Middle School: Roger Ludlowe
  • High School: Ffld Ludlowe
  • Sq.Ft.: 6,949 sq ft
  • Style: Colonial
  • Total Rooms: 15
  • Bedrooms: 6
  • Full Baths: 7
  • Half Baths: 1
  • Basement: See Basement Details
  • Garage: Attached Garage,Paved, 4
  • Fireplace: 3, Living Room, Formal Dining Room, Eat-In Kitchen
  • Lot Size: 3.63 acres
  • Baths: 8
  • Pool or Spa: In Ground Pool, Yes
  • Waterfront: Beach Rights, View
  • Zoning: AAA
  • Area: All Areas
  • Appliances Included: Cook Top, Oven/Range, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Gas Dryer, Wine Chiller
  • Attic Description: Walk-Up, Finished, Heated
  • Attic YN: Yes
  • Basement Details: Full With Walk-Out, Partially Finished, Interior Access, Walk-Out, Liveable Space, Storage
  • Bedroom 1: x Upper-Level Balcony/Deck,Full Bath,Hardwood Floor
  • Bedroom 2: x Upper-Level Beams,Full Bath,Hardwood Floor,On 3rd Floor,Skylight
  • Bedroom 3: x Upper-Level Full Bath,Hardwood Floor
  • Bedroom 4: x Upper-Level Full Bath,Hardwood Floor
  • Bedroom 5: x Upper-Level Hardwood Floor
  • Color: White
  • Construction Description: Stone
  • Directions: Corner Of Hillside And Old Academy
  • Driveway Type: Private, Circular
  • Eat-In Kitchen: x Main-Level 9 ft+ Ceilings,Fireplace,Hardwood Floor,Pantry,Wide Board Floor
  • Energy Features: Generator, Storm Windows, Thermopane Windows
  • Exterior Features: Balcony, French Doors, Guest House, Gutters, Lighting, Patio, Porch, Terrace, Underground Sprinkler
  • Exterior Siding: Clapboard
  • Family Room: x Main-Level 9 ft+ Ceilings,Built-Ins,French Doors,Wide Board Floor
  • Formal Dining Room: x Main-Level 9 ft+ Ceilings,Fireplace,French Doors,Hardwood Floor
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: Non Applicable
  • Heat Fuel Type: Natural Gas
  • Heat Type: Radiator, Zoned
  • Home Automation: Thermostat(S)
  • Hot Water Description: Natural Gas
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Sauna, Security System
  • Laundry Room Location: 2nd Fl & Ll
  • Living Room: x Main-Level 9 ft+ Ceilings,Built-Ins,Fireplace,French Doors,Hardwood Floor,Wide Board Floor
  • Lot Description: Additional Land Avail., Water View, Corner Lot, Treed, Fence - Partial, Professionally Landscaped
  • MBR Suite: x Upper-Level Balcony/Deck,Dressing Room,Full Bath,Hardwood Floor,Marble Floor,Stall Shower
  • Mil Rate Base: 26.790
  • Mil Rate Total: 26.790
  • Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot, Public Transportation, Shopping/Mall, Tennis Courts
  • Office: x Main-Level French Doors,Wide Board Floor
  • Rec/Play Room: x Upper-Level Built-Ins,Hardwood Floor,On 3rd Floor,Vaulted Ceiling
  • Roof Information: Wood Shingle
  • Room Count: 12
  • Rooms Additional: Bonus Room, Breezeway, Foyer, Mud Room, Sauna, Sitting Room, Wine Cellar, Workshop
  • Sewage System: Septic
  • Sq Ft Est Heated Above Grade: 6949
  • Tax Year: July 2019-June 2020
  • Village: Greenfield Hill
  • Water Source: Public Water Connected
Courtesy of Houlihan/Lawrence

West Shore Realty, Inc.
Phone: (203)874-0523

Mike Tarantino
Cell: (203)627-7856
Email: mtarantino@westshorerealty.com

John Jaser
Cell: (203)605-5755
Email: jjaser@optonline.net

Kathy Czajkowski
Office: (203)874-0523 Ext 221
Email: ksullivan@westshorerealty.com

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Michael Tarantino  |  203-874-0523  |  Email Michael
West Shore Realty, Inc  |  844 East Broadway, Milford, CT 06460

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