Recently Viewed Properties
See This Home
Save This Listing
Close

$616,000

  • Sold
  • Closed
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,726 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Good design is all about the detail and this the European inspired stucco home offers the perfect blend of casual and refined. Curated to perfection and offering desirable one floor living, spacious well-proportioned rooms blend seamlessly with the natural surroundings. Prominently set on 2.5 acres, natural stone steps lead to a warm and welcoming entrance. A light-filled entry foyer opens to the living room, centered around an impressive fireplace, and a casual dining area...ideal for everyday gatherings. Chef's will love the French country kitchen with its rustic charm and elegant, timeless design. Ideal for entertaining, French doors lead to a lovely screened-in porch overlooking park-like grounds. Two well-appointed en suite bedrooms, one opening to a private study with a cozy fireplace, feature plenty of closet space. The full basement offers ample storage & updated mechanicals are sure to give buyers peace of mind. This unique home is bordered by beautiful stone walls, pretty azaleas, colorful hydrangeas and mature rhododendrons...all woven into this magical landscape. Stately oaks, maples & specimen trees adorn the property and a charming potting shed is perfect for all your gardening needs. Whether you are looking for a full-time residence or the ideal weekend retreat, this precision-engineered home reflects the owners own signature style...providing the beauty of a traditional site-built home with the added benefits of modern home construction. Truly one of a kind!

Full Property Details for 16 Sypher Rd

General

  • Sold For: $616,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24170124
  • Added to Site: 105 day(s) ago

Interior

  • Number of Rooms: 5
  • Rooms/Areas: Laundry Room, Workshop
  • Interior Features: Auto Garage Door Opener, Central Vacuum, Humidifier, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 18.2 x 13.6, Main
  • Primary Bedroom 2: Primary Bedroom - Book Shelves, Full Bath, Hardwood Floor, 21.2 x 13.7, Main

Other Rooms

  • Living Room: Living Room - Cathedral Ceiling, Combination Liv/Din Rm, Fireplace, Hardwood Floor, 16.2 x 13, Main
  • Kitchen: Kitchen - Tile Floor, 13.1 x 13.7, Main
  • Dining Room: Dining Room - Cathedral Ceiling, Combination Liv/Din Rm, Fireplace, Hardwood Floor, 11.3 x 13, Main
  • Den: Den - Fireplace, Hardwood Floor, 12.11 x 14.8, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Terrace, French Doors, Patio, Underground Utilities, Shed, Deck, Garden Area, Stone Wall, Underground Sprinkler
  • Color: Yellow

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: Middlesex
  • Driving Directions: GPS Friendly. Follow West Main Street aka Route 148. Take a Left on Sypher Rd. House is on Right.

School Information

  • Elementary School: Chester
  • Middle School: Winthrop
  • High School: Valley

Heating & Cooling

  • Cooling Type: Ductless
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Stucco
  • Basement Desc.: Full, Storage, Garage Access
  • Roof: Other
  • Attic: Yes
  • Square Feet: 1,726
  • Above Ground: 1,726 Sq. Ft.
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 2.5
  • Zoning: R-2
  • Lot Description: Lightly Wooded, Professionally Landscaped

Green Features

  • Energy Features: Fireplace Insert, Generator, Thermopane Windows

Financial Considerations

  • Assessment Amount: $302,820
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 940614

Meet the listing agents

Meet the listing agents
— 16 Sypher Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Sypher Rd

School Districts:Chester School District, Regional High School District 04
NameGradesDistance
Chester Elementary School, Chester, CT
23 Ridge Road, Chester, CT 06412
K-64.6 mi
John Winthrop Middle School
1 Winthrop Road, Deep River, CT 06417
7-83.5 mi
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-123.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Sypher Rd

Date
Details
Price
Change
Source
7/14/2026
Sold
$616,000
5.3%
MLS
5/15/2026
Listed
$585,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 16 Sypher Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

88 Winthrop Rd, Chester, CT 06412 - Photo 1
$650,000

88 Winthrop Rd  Chester, CT 06412

  • Single Family
  • Active
  • Updated 7 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,240
    Sq. Ft.
Listed by Re/Max Valley Shore
179 Route 81, Killingworth, CT 06419 - Photo 1
$575,000

179 Route 81  Killingworth, CT 06419

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,143
    Sq. Ft.
Listed by William Raveis Real Estate
38 Main St, Deep River, CT 06417 - Photo 1
$625,000

38 Main St  Deep River, CT 06417

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 2,560
    Sq. Ft.
Listed by RE/MAX on the Bay
73 Long Hill Rd, Deep River, CT 06417 - Photo 1
$635,000

73 Long Hill Rd  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,196
    Sq. Ft.
Listed by Kyle Hinding (860) 857-4219 and Peg Mitchel (860) 391-1701

Just Listed near 16 Sypher Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

16 Jones Ln, Deep River, CT 06417 - Photo 1 Just Listed
$329,900

16 Jones Ln  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,015
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
29 Union St, Deep River, CT 06417 - Photo 1 Just Listed
$684,900

29 Union St  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,126
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
17+21 Winter Ave, Deep River, CT 06417 - Photo 1 Just Listed
$289,900

17+21 Winter Ave  Deep River, CT 06417

  • Multi-Family
  • Active
  • Updated 6 days ago
  • 3
    Total Beds
Listed by Re/Max Valley Shore
49 Essex St, Deep River, CT 06417 - Photo 1 Just Listed
$399,900

49 Essex St  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,104
    Sq. Ft.
Listed by Re/Max Valley Shore

Price Reduced near 16 Sypher Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17&21 Winter Ave, Deep River, CT 06417 - Photo 1 Price Reduced
-$35,100 (-10.8%)
$289,900

17&21 Winter Ave  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,061
    Sq. Ft.
Listed by Re/Max Valley Shore
175 River Rd, Essex, CT 06426 - Photo 1 Price Reduced
-$1,294,000 (-16.4%)
$6,595,000

175 River Rd  Essex, CT 06426

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 5
    Total Baths
  • 4,664
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
17 Valley Ridge Dr, Haddam, CT 06441 - Photo 1 Price Reduced
-$40,000 (-9.09%)
$400,000
Open House

17 Valley Ridge Dr  Haddam, CT 06441

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,644
    Sq. Ft.
Listed by KW Legacy Partners
38 Briarcliffe Rd, East Haddam, CT 06415 - Photo 1 Price Reduced
-$10,999 (-2.75%)
$389,000

38 Briarcliffe Rd  East Haddam, CT 06415

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,070
    Sq. Ft.
Listed by Andrea Hayes (860) 573-7456

Recent Sales near 16 Sypher Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

226 Middlesex Ave, Chester, CT 06412 - Photo 1 Sold
$695,000

226 Middlesex Ave  Chester, CT 06412

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,029
    Sq. Ft.
Listed by Peg Mitchel and Kyle Hinding
Sold by Preston Roth
7 Hickory Hill Dr, Chester, CT 06412 - Photo 1 Sold
$549,000

7 Hickory Hill Dr  Chester, CT 06412

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,202
    Sq. Ft.
Listed by Re/Max Valley Shore
Sold by William Raveis Real Estate
172 Parker Hill Rd, Killingworth, CT 06419 - Photo 1 Sold
$535,000

172 Parker Hill Rd  Killingworth, CT 06419

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,815
    Sq. Ft.
Listed by Exceptional Real Estate LLC
Sold by Bishop, Edward & Roberts, LLC
112 Cedar Swamp Rd, Deep River, CT 06417 - Photo 1 Sold
$605,000

112 Cedar Swamp Rd  Deep River, CT 06417

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,969
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by William Raveis Real Estate

16 Sypher Road, Chester, CT 06412 (MLS# 24170124) is a Single Family property that was sold at $616,000 on July 14, 2026. This property was listed by Peg Mitchel from our Old Lyme/Old Saybrook/Essex Office.Want to learn more about 16 Sypher Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.