Nestled on 2 private, peaceful acres in a scenic cul-de-sac neighborhood, this 4-bedroom, 2.5-bath Colonial offers the perfect everyday retreat from the hustle and bustle. Meticulously maintained, this home boasts numerous updates to both its aesthetics and mechanical systems. Enjoy stunning curb appeal with professional landscaping and a lush, golf-course-like lawn. Sunlight floods the interior through generous windows offering leafy, tranquil views throughout. The spacious eat-in kitchen features a slider to a newer Trex deck-an ideal spot to unwind while taking in the private, serene, wooded backdrop. On warmer days, an automatic awning provides instant shade and comfort. The finished lower-level recreation room with French Doors open to a beautiful patio beneath the deck, complete with a thoughtfully designed gutter system that keeps the space dry and inviting year-round. Private yet not secluded, you'll love having nature at your doorstep-and you'll also be inheriting some of the best neighbors in town! Additional highlights include new roof, new well pump, new water softener, newer central air conditioning, new garage doors, EV charger & spacious shed with new roof. Conveniently located near I-84, Sandy Hook Village, and all the wonderful amenities Newtown has to offer. Don't miss the opportunity to make this your next home! Sleepy Hollow Rd is Newtown's best kept secret! Please see Home Feature List for additional details.
Sold for $860,000
$860,000
18 Sleepy Hollow Road, Newtown, CT 06482
4beds
3,520sqft
Single Family Residence
Built in 1996
2 Acres Lot
$921,200 Zestimate®
$244/sqft
$5,420 Estimated rent
Home value
$921,200
$829,000 - $1.03M
$5,420/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Diane Tyrrell 203-942-8099,
William Raveis Real Estate 203-426-3429
Bought with:
Rafael Monegro, RES.0815905
Keller Williams Realty
Co-Buyer Agent: Christopher Reid
Keller Williams Realty
Source: Smart MLS,MLS#: 24107901
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Exercise Room, Workshop
Primary bedroom
- Features: Bedroom Suite, Ceiling Fan(s), Full Bath, Stall Shower, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Built-in Features, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Sliders, Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Bar, Granite Counters, Dining Area, Sliders, Hardwood Floor
- Level: Main
Living room
- Features: Bookcases, Hardwood Floor
- Level: Main
Media room
- Features: Bookcases, French Doors, Patio/Terrace, Wall/Wall Carpet
- Level: Lower
Other
- Level: Lower
Rec play room
- Features: Dry Bar, French Doors, Patio/Terrace, Wall/Wall Carpet
- Level: Lower
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Doors: Storm Door(s)
- Basement: Full
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 3,520
- Total interior livable area: 3,520 sqft
- Finished area above ground: 2,520
- Finished area below ground: 1,000
Property
Parking
- Total spaces: 6
- Parking features: Attached, Paved
- Attached garage spaces: 2
Features
- Patio & porch: Deck, Patio
- Exterior features: Rain Gutters, Garden, Lighting
Lot
- Size: 2 Acres
- Features: Subdivided, Wooded, Level, Cul-De-Sac, Rolling Slope
Details
- Additional structures: Shed(s)
- Parcel number: 208347
- Zoning: Per Town
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Doors
Community & HOA
Community
- Features: Golf, Health Club, Lake, Medical Facilities, Park, Playground, Pool, Shopping/Mall
- Subdivision: Sandy Hook
HOA
- Has HOA: No
Location
- Region: Sandy Hook
Financial & listing details
- Price per square foot: $244/sqft
- Tax assessed value: $447,640
- Annual tax amount: $12,865
- Date on market: 7/3/2025
Price history
| Date | Event | Price |
|---|---|---|
| 9/3/2025 | Sold | $860,000+0%$244/sqft |
Source:  Smart MLS #24107901 Report a problem | ||
| 8/28/2025 | Pending sale | $859,900$244/sqft |
Source: Smart MLS #24107901 Report a problem | ||
| 7/9/2025 | Listed for sale | $859,900+140.2%$244/sqft |
Source: Smart MLS #24107901 Report a problem | ||
| 5/28/1999 | Sold | $358,000+15.5%$102/sqft |
Source: Smart MLS #98043190 Report a problem | ||
| 8/15/1996 | Sold | $309,900$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,865 +6.6% | $447,640 |
| 2024 | $12,073 +2.8% | $447,640 |
| 2023 | $11,746 +9.6% | $447,640 +44.8% |
| 2022 | $10,715 +0.1% | $309,060 |
| 2021 | $10,709 -0.3% | $309,060 |
| 2020 | $10,743 +5.8% | $309,060 +5.8% |
| 2019 | $10,158 +1.5% | $292,160 |
| 2018 | $10,004 -4.6% | $292,160 -5.7% |
| 2017 | $10,488 +2.4% | $309,660 |
| 2015 | $10,240 -0.7% | $309,660 |
| 2014 | $10,315 0% | $309,660 |
| 2013 | $10,318 +2.5% | $309,660 -24.5% |
| 2012 | $10,064 +0.7% | $410,090 |
| 2011 | $9,994 +1.5% | $410,090 |
| 2010 | $9,842 +2.4% | $410,090 |
| 2009 | $9,608 +1% | $410,090 |
| 2008 | $9,514 +10.9% | $410,090 +34.3% |
| 2007 | $8,581 +2.9% | $305,370 |
| 2006 | $8,337 +4.6% | $305,370 |
| 2005 | $7,970 +4.8% | $305,370 |
| 2004 | $7,604 +6.4% | $305,370 |
| 2003 | $7,146 +17.2% | $305,370 +59.2% |
| 2001 | $6,099 +7.8% | $191,800 |
| 2000 | $5,658 +5.7% | $191,800 |
| 1999 | $5,351 | $191,800 |
Find assessor info on the county website
Neighborhood: Sandy Hook
Nearby homes
- $825,7004 bd2 ba2.8k sqft16 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $856,6004 bd2 ba2.9k sqft17 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $827,9004 bd3 ba2.7k sqft19 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $845,5004 bd2 ba2.8k sqft20 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $886,9004 bd2 ba2.7k sqft25 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $832,4004 bd2 ba2.7k sqft12 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $887,6004 bd3 ba2.9k sqft15 Sleepy Hollow Rd, Sandy Hook, CT 06482Off Market
- $849,1004 bd3 ba2.8k sqft15 Sleepy Holw, Newtown, CT 06482Off Market
Nearby schools
GreatSchools rating
- 7/10Hawley Elementary SchoolGrades: K-4Distance: 1.4 mi
- 7/10Newtown Middle SchoolGrades: 7-8Distance: 1.5 mi
- 9/10Newtown High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Middle: Newtown,Reed
- High: Newtown
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Newtown
- 06482
- Sandy Hook
- 18 Sleepy Hollow Road
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