Recently Viewed Properties
See This Home
Save This Listing
Close

$665,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,477 Sq. Ft.
  • 2 Car Garage
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, wide-plank knotty pine floors run throughout the main level, 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 walk-up attic allows for easy storage, and the unfinished basement offers excellent storage potential and 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

  • Sold For: $665,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24171993
  • Added to Site: 108 day(s) ago

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
Sold by Century 21 Bette Real Estate, Desiree Knowles Darby

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

Date
Details
Price
Change
Source
7/08/2026
Sold
$665,000
3.92%
MLS
5/07/2026
Listed
$639,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Keller Williams Realty, Kim Kendall
Sold by Century 21 Bette Real Estate, Desiree Knowles Darby

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.

16 Larkey Rd, Oxford, CT 06478 - Photo 1
$699,000

16 Larkey Rd  Oxford, CT 06478

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,158
    Sq. Ft.
Listed by RE/MAX Right Choice
527 Putting Green Lane, Oxford, CT 06478 - Photo 1
$650,000

527 Putting Green Lane  #527  Oxford, CT 06478

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,008
    Sq. Ft.
Listed by All Connecticut Realty
521 Putting Green Lane, Oxford, CT 06478 - Photo 1 Just Listed
$675,000
Open House

521 Putting Green Lane  #521  Oxford, CT 06478

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,735
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
106 Bates Rock Rd, Southbury, CT 06488 - Photo 1
$665,000

106 Bates Rock Rd  Southbury, CT 06488

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,265
    Sq. Ft.
Listed by Keller Williams Realty

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.

39 Hard Hill Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$695,000
Open House

39 Hard Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,970
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
229 Bacon Pond Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$194,900

229 Bacon Pond Rd  #351  Woodbury, CT 06798

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 913
    Sq. Ft.
Listed by Drakeley Real Estate, Inc.
138 Minortown Rd, Woodbury, CT 06798 - Photo 1 Just Listed
$1,600,000

138 Minortown Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,122
    Sq. Ft.
Listed by Re/Max Rise
8 Woods Way, Woodbury, CT 06798 - Photo 1 Just Listed
$309,000

8 Woods Way  #8  Woodbury, CT 06798

  • Townhouse
  • Active
  • Updated 18 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,467
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.

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.

153 Old Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$50,100 (-6.68%)
$699,900

153 Old Sherman Hill Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,658
    Sq. Ft.
Listed by Heather Weber (203) 232-5483
40 Sherman Hill Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$2,000 (-16.67%)
$10,000

40 Sherman Hill Rd  Woodbury, CT 06798

  • Commercial Lease
  • Active
Listed by William Raveis Real Estate
819 Main St N, Woodbury, CT 06798 - Photo 1 Price Reduced
-$125,000 (-7.94%)
$1,450,000

819 Main St N  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 18 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,992
    Sq. Ft.
Listed by Klemm Real Estate Inc
24 Yale Ave, Middlebury, CT 06762 - Photo 1 Price Reduced
-$25,100 (-6.69%)
$349,900

24 Yale Ave  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,469
    Sq. Ft.
Listed by Ken Viele (203) 605-4251

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.

101 Overton Farm Rd, Southbury, CT 06488 - Photo 1 Sold
$740,500

101 Overton Farm Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,881
    Sq. Ft.
Listed by Great Estates, CT
Sold by Century 21 AllPoints Realty
201 Skyview Dr, Southbury, CT 06488 - Photo 1 Sold
$675,000

201 Skyview Dr  Southbury, CT 06488

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,588
    Sq. Ft.
Listed by Houlihan Lawrence
Sold by Better Living Realty, LLC
94 Fox Run Dr, Southbury, CT 06488 - Photo 1 Sold
$650,000

94 Fox Run Dr  Southbury, CT 06488

  • Single Family
  • Closed
  • Updated 3 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,360
    Sq. Ft.
Listed and Sold by Social & Co Realty
1128 Southford Rd, Southbury, CT 06488 - Photo 1 Sold
$615,000

1128 Southford Rd  Southbury, CT 06488

  • Single Family
  • Closed
  • Updated 10 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,263
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Century 21 Bette Real Estate

148 Homestead Road, Southbury, CT 06488 (MLS# 24171993) is a Single Family property that was sold at $665,000 on July 08, 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.