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!
Sold for $602,500
$602,500
88 Sleepy Hill Road, Southbury, CT 06488
4beds
2,629sqft
Single Family Residence
Built in 1983
2.56 Acres Lot
$612,900 Zestimate®
$229/sqft
$3,523 Estimated rent
Home value
$612,900
$545,000 - $686,000
$3,523/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$3,523/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$3,523/mo
Rent Zestimate®
Refinance and save
$3,617/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$3,617/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: October 30, 2025 at 10:19am
Listed by:
Kathy Hamilton 203-417-2167,
Berkshire Hathaway NE Prop. 203-426-8426
Bought with:
Connie Widmann, RES.0767271
William Raveis Real Estate
Source: Smart MLS,MLS#: 24120176
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 240.12 Square Feet
- Dimensions: 17.4 x 13.8
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 131.08 Square Feet
- Dimensions: 11.3 x 11.6
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 156.6 Square Feet
- Dimensions: 13.5 x 11.6
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 131.67 Square Feet
- Dimensions: 9.9 x 13.3
Primary bathroom
- Features: Remodeled, Quartz Counters, Full Bath, Stall Shower, Tile Floor
- Level: Upper
- Area: 107.31 Square Feet
- Dimensions: 7.3 x 14.7
Bathroom
- Features: Skylight, Vaulted Ceiling(s), Full Bath, Tub w/Shower
- Level: Upper
- Area: 89.06 Square Feet
- Dimensions: 7.3 x 12.2
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 150.8 Square Feet
- Dimensions: 11.6 x 13
Family room
- Features: Vaulted Ceiling(s), Built-in Features, Wet Bar, Fireplace, Sliders, Wall/Wall Carpet
- Level: Main
- Area: 510.6 Square Feet
- Dimensions: 22.2 x 23
Kitchen
- Features: Remodeled, Quartz Counters, Dining Area, Pantry
- Level: Main
- Area: 225.4 Square Feet
- Dimensions: 11.5 x 19.6
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 324.3 Square Feet
- Dimensions: 13.8 x 23.5
Heating
- Baseboard, Hot Water, Oil
Cooling
- Whole House Fan, Window Unit(s)
Appliances
- Included: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Entrance Foyer
- Basement: Full,Unfinished,Storage Space,Garage Access,Interior Entry,Concrete
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,629
- Total interior livable area: 2,629 sqft
- Finished area above ground: 2,629
Property
Parking
- Total spaces: 3
- Parking features: Attached, Paved, Off Street, Driveway, Private, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio
- Exterior features: Awning(s), Rain Gutters, Stone Wall
- Has private pool: Yes
- Pool features: Auto Cleaner, Fenced, Vinyl, Above Ground
- Fencing: Partial
Lot
- Size: 2.56 Acres
- Features: Subdivided, Wooded, Level, Landscaped, Rolling Slope
Details
- Additional structures: Shed(s)
- Parcel number: 1330855
- Zoning: R-60
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Community
- Community features: Golf, Medical Facilities, Park, Pool, Shopping/Mall, Stables/Riding
Location
- Region: Southbury
- Subdivision: Sleepy Hill Estates
Price history
| Date | Event | Price |
|---|---|---|
| 10/30/2025 | Sold | $602,500-3.6%$229/sqft |
Source:  Smart MLS #24120176 Report a problem | ||
| 9/28/2025 | Pending sale | $625,000$238/sqft |
Source: Smart MLS #24120176 Report a problem | ||
| 9/10/2025 | Contingent | $625,000$238/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24120176 Report a problem | ||
| 9/3/2025 | Price change | $625,000-3.8%$238/sqft |
Source: Smart MLS #24120176 Report a problem | ||
| 8/22/2025 | Listed for sale | $650,000+56.6%$247/sqft |
Source: Smart MLS #24120176 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,771 +2.5% | $362,440 |
| 2024 | $8,554 +4.9% | $362,440 |
| 2023 | $8,155 +4.2% | $362,440 +32.6% |
Find assessor info on the county website
Neighborhood: 06488
Nearby schools
GreatSchools rating
- 7/10Pomperaug SchoolGrades: PK-5Distance: 2.7 mi
- 7/10Rochambeau Middle SchoolGrades: 6-8Distance: 0.9 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 4 mi
Schools provided by the listing agent
- Elementary: Pomperaug
- Middle: Rochambeau
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$612,900
2% more
+$12,258
With Zillow Showcase(estimated)
$625,158
- Connecticut
- New Haven County
- Southbury
- 06488
- 88 Sleepy Hill Road