Recently Viewed Properties
See This Home
Save This Listing
Close

$950,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,473 Sq. Ft.
  • 3 Car Garage
  • Updated 4 days ago
See This Home
Save This Home
See This Home
Save This Home
Versatility, and multi-generational living opportunities available with this exceptionally beautiful colonial offering endless living possibilities with its ample space! Located on a secluded cul-de-sac. The main house boasts three spacious bedrooms, complemented by a separate, two-bedroom, two-level in-law suite. Beautiful professionally landscaped grounds, featuring a paved driveway and a three-car garage. The outdoor amenities are exceptional, including a heated in-ground saltwater pool with pool house, a wooded walking trail, storage shed and firepit. Entire perimeter of the property is fenced. The main primary kitchen is masterfully designed to accommodate sizeable gatherings, equipped with dual Frigidaire Gallery refrigerators, a gas cooktop, double wall ovens, luxurious granite countertops, and a large center island. Windows frame picturesque views of the private backyard and pool, providing access to an expansive deck. Adjacent to the kitchen is the formal dining room. The upper level of the main house comprises a grand primary bedroom, a secondary bedroom, and additional bedroom or office. Plus, two full baths. The main level also contains a living/den accented by a paneled wood-burning fireplace, and a half bath. The in-law suite features a dramatic two-story stone fireplace in the family room, elegant primary and gorgeous marble ensuite bath. Includes 2nd floor bedroom or office and a full bath. A must see!

Full Property Details for 188 Settlers Hill Rd

General

  • Sold For: $950,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24165581
  • Added to Site: 102 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Laundry Room, Workshop
  • Interior Features: Auto Garage Door Opener
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Cooktop, Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Lower Level
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Pool House, Salt Water, In Ground Pool

Exterior

  • Exterior Features: Shed, Awnings, Deck, Garden Area
  • Color: Light Green

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 6
  • Parking: Under House Garage, Driveway

Location

  • County: New Haven
  • Driving Directions: Per GPS

School Information

  • Elementary School: Longmeadow Elementary School
  • Middle School: Memorial Middle School
  • High School: Pomperaug

Heating & Cooling

  • Cooling Type: Attic Fan, Central Air, Split System
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,473
  • Above Ground: 4,473 Sq. Ft.
  • Year Built: 1978

Lot Features

  • Lot Size (Acres): 3.89
  • Driveway/Sidewalk: Paved
  • Zoning: R-60
  • Lot Description: Secluded, Lightly Wooded, Sloping Lot, On Cul-De-Sac, Professionally Landscaped, Rolling

Financial Considerations

  • Assessment Amount: $572,440
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1331389

Meet the listing agent

Meet the listing agent
— 188 Settlers Hill 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 188 Settlers Hill Rd

School District:Regional School District 15
NameGradesDistance
Long Meadow Elementary School
65 North Benson Road, Middlebury, CT 06762
PK-52.4 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-86.5 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-122 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 188 Settlers Hill Rd

Date
Details
Price
Change
Source
8/10/2026
Sold
$950,000
-1.55%
MLS
6/07/2026
Price Reduced
$965,000
-2.53%
MLS
5/08/2026
Listed
$990,000
—
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 188 Settlers Hill Rd

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

84 Lum Lot Rd, Southbury, CT 06488 - Photo 1
$999,900

84 Lum Lot Rd  Southbury, CT 06488

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,286
    Sq. Ft.
Listed by Showcase Realty, Inc.
31 Cedar Grove Rd, Southbury, CT 06488 - Photo 1
$985,000

31 Cedar Grove Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,808
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
83 Elk Dr, Southbury, CT 06488 - Photo 1 Just Listed
$900,000
Open House

83 Elk Dr  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,598
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
253 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1
$895,000

253 Bacon Pond Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,283
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Just Listed near 188 Settlers Hill Rd

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

229 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$219,900

229 Bacon Pond Rd  #312  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 913
    Sq. Ft.
Listed by Joseph Rohinsky (203) 254-7100
153 Old Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$750,000

153 Old Sherman Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,658
    Sq. Ft.
Listed by Heather Weber (203) 232-5483
24 Scuppo Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$825,000

24 Scuppo Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 3 days ago
  • 6
    Beds
  • 4
    Total Baths
  • 5,815
    Sq. Ft.
Listed by Century 21 AllPoints Realty
13 Hill View Ln, Woodbury, CT 06798 - Photo 1 Just Listed
$650,000
Open House

13 Hill View Ln  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,773
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.

Price Reduced near 188 Settlers Hill Rd

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

62 Heritage Dr, Woodbury, CT 06798 - Photo 1 Price Reduced
-$30,000 (-3.75%)
$769,900

62 Heritage Dr  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,223
    Sq. Ft.
Listed by Pinto Real Estate Group LLC
348 Hoop Pole Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$50,000 (-7.69%)
$599,900

348 Hoop Pole Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,972
    Sq. Ft.
Listed by W. Raveis Lifestyles Realty
339 Main St S, Woodbury, CT 06798 - Photo 1 Price Reduced
-$149,600 (-17.61%)
$699,900

339 Main St S  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,700
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
10 Curtis Rd, Middlebury, CT 06762 - Photo 1 Price Reduced
-$5,000 (-0.74%)
$670,000
Open House

10 Curtis Rd  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,484
    Sq. Ft.
Listed by Showcase Realty, Inc.

Recent Sales near 188 Settlers Hill Rd

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

126 Sunset Ridge, Southbury, CT 06488 - Photo 1 Sold
$850,000

126 Sunset Ridge  Southbury, CT 06488

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 6,183
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by William Raveis Real Estate
445 Dublin Rd, Southbury, CT 06488 - Photo 1 Sold
$995,214

445 Dublin Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 4,163
    Sq. Ft.
Listed by Maryanne Betso
Sold by William Pitt Sotheby's Int'l
112 Southridge Rd, Southbury, CT 06488 - Photo 1 Sold
$950,000

112 Southridge Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,861
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Crystal Realty, LLC
227 Dublin Hill Rd, Southbury, CT 06488 - Photo 1 Sold
$1,000,000

227 Dublin Hill Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 2
    Beds
  • 4
    Total Baths
  • 5,256
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by eXp Realty

188 Settlers Hill Road, Southbury, CT 06488 (MLS# 24165581) is a Single Family property that was sold at $950,000 on August 10, 2026. This property was listed by Michele Pierce from our New Milford Office.Want to learn more about 188 Settlers Hill Road? Do you have questions about finding other Single Family real estate for sale in Southbury? You can browse all Southbury real estate or contact a Coldwell Banker agent to request more information.