Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$639,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,477 Sq. Ft.
  • 2 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 5/9 1:00 PM - 3:00 PM

148 Homestead Road,Southbury, CT 06488

148 Homestead RoadSouthburyCT06488

Get directions
See This Home
Save This Home
See This Home
Save This Home
Beautifully maintained 4-bedroom, 2.5-bath Saltbox Colonial set on a private, picturesque lot surrounded by nature. This inviting home offers a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features a spacious formal living room and an elegant dining room, perfect for hosting gatherings. The kitchen includes a separate casual dining area and provides direct access to a stunning two-tiered deck-an ideal space for outdoor entertaining or relaxing while enjoying the serene surroundings. The cozy family room is highlighted by a wood-burning fireplace, creating a warm and welcoming atmosphere. A convenient laundry room and generously sized powder room complete this level. Rich knotty pine floors run throughout, adding warmth and character. Upstairs, the home offers a large primary suite with its own private full bath, along with three additional well-sized bedrooms and a full hall bath. The unfinished basement provides excellent storage potential and offers easy access to the attached two-car garage. A perfect blend of charm, comfort, and privacy-this home is a must-see!

Full Property Details for 148 Homestead Rd

General

  • Price: $639,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24171993
  • Updated: Today (5/7/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Wall/Wall Carpet, 19 x 14, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 13 x 10, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, 14 x 12, Upper
  • Bedroom 3: Bedroom - Wall/Wall Carpet, 15 x 12, Upper

Other Rooms

  • Living Room: Living Room - Wide Board Floor, 19 x 13, Main
  • Family Room: Family Room - Beams, Fireplace, Wide Board Floor, 20 x 13, Main
  • Kitchen: Kitchen - Breakfast Nook, Granite Counters, Island, Sliders, Wide Board Floor, 17 x 13, Main
  • Dining Room: Dining Room - Wide Board Floor, 13 x 12, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Gutters
  • Color: Light Green

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: Route 67, Bucks Hill to Homestead, bear right, house on right.

School Information

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

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Unfinished, Sump Pump, Storage, Garage Access, Interior Access, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,477
  • Above Ground: 2,477 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 2.08
  • Zoning: R-60
  • Lot Description: Lightly Wooded, Level Lot, On Cul-De-Sac

Green Features

  • Energy Features: Generator, Programmable Thermostat

Financial Considerations

  • Assessment Amount: $321,620
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1333059

Listed by Keller Williams Realty, Kim Kendall

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 148 Homestead Rd —

  • Kim Kendall

    Keller Williams Realty

Agent Contact: (203) 948-5226 Office Contact: (203) 438-9494

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 148 Homestead Rd

School District:Regional School District 15
NameGradesDistance
Long Meadow Elementary School
65 North Benson Road, Middlebury, CT 06762
PK-51.7 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-85.7 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-121.4 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 148 Homestead Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$639,900
64.08%
MLS
7/01/2016
Sold
$390,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 148 Homestead Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,783
3%
$321,620
—
2023
$7,590
5%
$321,620
—
2023
$7,236
5%
$321,620
34%
2022
$6,863
-2%
$239,620
—
2021
$7,021
—
$239,620
—
2020
$7,021
1%
$239,620
—
2019
$6,973
—
$239,620
—
2018
$6,949
-17%
$239,620
-17%
2017
$8,413
2%
$287,130
—
2016
$8,269
1%
$287,130
—
2015
$8,154
3%
$287,130
—
2014
$7,925
5%
$287,130
—
2011
$7,580
—
$287,130
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 148 Homestead Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty, Kim Kendall

Similar Properties near 148 Homestead Rd

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

105 Quaker Farms Rd, Southbury, CT 06488 - Photo 1
$609,900

105 Quaker Farms Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 10 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,301
    Sq. Ft.
Listed by Re/Max Rise
3 Brookside Dr, Middlebury, CT 06762 - Photo 1
$599,900

3 Brookside Dr  #3  Middlebury, CT 06762

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 4,200
    Sq. Ft.
Listed by S Factor Realty Group LLC
3 Brookside Dr, Middlebury, CT 06762 - Photo 1
$599,900

3 Brookside Dr  #3  Middlebury, CT 06762

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 4,200
    Sq. Ft.
Listed by S Factor Realty Group LLC
2 Judd Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$599,900

2 Judd Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,470
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.

Just Listed near 148 Homestead 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
$145,000

229 Bacon Pond Rd  #453  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 913
    Sq. Ft.
Listed by Deborah Snopkowski (860) 488-4800
2 Judd Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$599,900

2 Judd Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,470
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.
8 Curtiss Meadows, Woodbury, CT 06798 - Photo 1 Just Listed
$949,900

8 Curtiss Meadows  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,865
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.
43 Bethwood Ln, Woodbury, CT 06798 - Photo 1 Just Listed
$499,900

43 Bethwood Ln  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,750
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.

Price Reduced near 148 Homestead Rd

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

43 Woodbury Hl, Woodbury, CT 06798 - Photo 1 Price Reduced
-$60,000 (-10.02%)
$539,000

43 Woodbury Hl  #43  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 16 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,986
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.
54 Clubhouse Dr, Woodbury, CT 06798 - Photo 1 Price Reduced
-$10,990 (-3.55%)
$299,000
Open House

54 Clubhouse Dr  #54  Woodbury, CT 06798

  • Townhouse
  • Active
  • Updated 16 hours ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,916
    Sq. Ft.
Listed by Keller Williams Realty
54 Mountain Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$10,000 (-2.99%)
$325,000

54 Mountain Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,089
    Sq. Ft.
Listed by BHGRE Shore & Country
229 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$10,100 (-6.31%)
$149,900

229 Bacon Pond Rd  #312  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 913
    Sq. Ft.
Listed by William Raveis Real Estate

Recent Sales near 148 Homestead Rd

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

919 Strongtown Rd, Southbury, CT 06488 - Photo 1 Sold
$590,000

919 Strongtown Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,570
    Sq. Ft.
Listed by EG Group Realty LLC
Sold by Showcase Realty, Inc.
28 Oakcrest Rd, Oxford, CT 06478 - Photo 1 Sold
$675,000

28 Oakcrest Rd  Oxford, CT 06478

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,022
    Sq. Ft.
Listed by Carbutti & Co., Realtors
Sold by Drakeley Real Estate, Inc.
795 Old Waterbury Rd, Southbury, CT 06488 - Photo 1 Sold
$550,000

795 Old Waterbury Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,440
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Century 21 Scala Group
20 Lantern Park Ln S, Southbury, CT 06488 - Photo 1 Sold
$565,000

20 Lantern Park Ln S  Southbury, CT 06488

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,317
    Sq. Ft.
Listed by Joseph Bette REALTORS Inc
Sold by BHGRE Gaetano Marra Homes

148 Homestead Road, Southbury, CT 06488 (MLS# 24171993) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 148 Homestead Road is currently listed for $639,900 and was received on May 07, 2026. Want to learn more about 148 Homestead 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.

Tour this property