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$602,500

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,629 Sq. Ft.
  • 2 Car Garage
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Introducing 88 Sleepy Hill Road in Southbury, a captivating Colonial residence boasting 4 bedrooms and 2.5 bathrooms, nestled on a tranquil 2.56-acre parcel within a cul-de-sac subdivision. This idyllic neighborhood offers a perfect setting for leisurely strolls and a peaceful ambiance. The property showcases a semi-inground pool with a concrete pool deck, enveloped by natural stone accents, custom-built stone walls, and a safety fence for added peace of mind. The exterior highlights include a meticulously landscaped front yard with custom plantings, a storage shed, and a fenced backyard, thoughtfully separated from the pool area. Notable upgrades encompass a remodeled kitchen and primary bath, a 200 amp electrical panel upgrade, generator-ready electrical rewiring + portable generator, chimney cap installation, newer windows, siding, gutters, shed addition, and a modern front door. Step inside to discover the remodeled kitchen seamlessly flowing into a spacious great room featuring a wood-burning fireplace and a built-in wet bar. Access the outdoor entertainment deck from the great room or laundry area, offering a seamless indoor-outdoor living experience. Upstairs you will find 4 spacious bedrooms, a secondary full bath with vaulted ceiling and skylight and the remodeled primary bath with new vanity, new flooring and new shower with custom tiling. Welcome to your serene retreat at 88 Sleepy Hill Road!

Full Property Details for 88 Sleepy Hill Rd

General

  • Sold For: $602,500
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24120176
  • Added to Site: 188 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Foyer
  • Interior Features: Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Remod, 14.7 x 7.3, Upper
  • Full Bath: Skylight, Vaulted Ceiling, Full Bath, Tub w/Shower, 12.2 x 7.3, Upper

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Bedroom Suite, Full Bath, Wall/Wall Carpet, 13.8 x 17.4, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 11.6 x 11.3, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 11.6 x 13.5, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 13.3 x 9.9, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 23.5 x 13.8, Main
  • Family Room: Family Room - Vaulted Ceiling, Built-Ins, Wet Bar, Fireplace, Sliders, Wall/Wall Carpet, 23 x 22.2, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Quartz Counters, Dining Area, Pantry, 19.6 x 11.5, Main
  • Dining Room: Dining Room - Hardwood Floor, 13 x 11.6, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Auto Cleaner, Safety Fence, Vinyl, Above Ground Pool

Exterior

  • Exterior Features: Shed, Awnings, Deck, Gutters, Stone Wall, Patio
  • Color: Grey

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 3
  • Parking: Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: New Haven
  • Subdivision: Sleepy Hill Estates
  • Driving Directions: From I-84 Exit 14: Georges Hill Rd to North Georges Hill Rd. Take left onto Bullet Hill Rd and then left onto Sleepy Hill Rd. #88 is on the right. GPS Friendly.

School Information

  • Elementary School: Pomperaug
  • Middle School: Rochambeau
  • High School: Pomperaug

Heating & Cooling

  • Cooling Type: Whole House Fan, Window Unit
  • Heating Type: Baseboard, Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Vinyl Siding
  • Basement Desc.: Full, Unfinished, Storage, Garage Access, Interior Access, Concrete Floor
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 2,629
  • Above Ground: 2,629 Sq. Ft.
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 2.56
  • Driveway/Sidewalk: Private, Paved, Asphalt
  • Zoning: R-60
  • Lot Description: Fence - Partial, In Subdivision, Treed, Level Lot, Professionally Landscaped, Rolling

Green Features

  • Energy Features: Generator Ready

Financial Considerations

  • Assessment Amount: $362,440
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1330855

Listed by Berkshire Hathaway NE Prop., Kathy Hamilton
Sold by William Raveis Real Estate, Connie Widmann & Team, Connie Widmann

Listing agent

— 88 Sleepy Hill Rd —

  • Kathy Hamilton

    Berkshire Hathaway NE Prop.

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 88 Sleepy Hill Rd

School District:Regional School District 15
NameGradesDistance
Pomperaug School
607 Main Street North, Southbury, CT 06488
K-52.7 mi
Rochambeau Middle School
100 Peter Road, Southbury, CT 06488
6-80.9 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-124 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 88 Sleepy Hill Rd

Date
Details
Price
Change
Source
10/30/2025
Sold
$602,500
-3.6%
MLS
9/03/2025
Price Reduced
$625,000
-3.85%
MLS
8/22/2025
Listed
$650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Berkshire Hathaway NE Prop., Kathy Hamilton
Sold by William Raveis Real Estate, Connie Widmann & Team, Connie Widmann

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88 Sleepy Hill Road, Southbury, CT 06488 (MLS# 24120176) is a Single Family property that was sold at $602,500 on October 30, 2025. Want to learn more about 88 Sleepy 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.