Charming 3-Bedroom Split-Level Home in a Quiet, Established Neighborhood Welcome to your new home! This lovingly maintained split-level residence combines comfort, style, and functionality-perfect for those seeking a peaceful retreat. This home features 3 bedrooms, 2 full bathrooms, and a warm, inviting living area. Step into a bright living room filled with natural light from a large front window, complemented by hardwood floors and a cozy wood-burning fireplace. The adjacent dining area flows seamlessly into the kitchen, which offers a convenient breakfast bar and plenty of cabinet space. The primary bedroom overlooks the private backyard, while the additional bedrooms offer flexibility for a home office, or guest space. The lower level provides even more versatile living space-ideal for a family room, home gym, or office-with its own fireplace, direct access to the garage, a workshop area, and a charming three-season porch. A second full bathroom and laundry area are also located on this level for added convenience. Enjoy outdoor living in the spacious, fenced-in backyard-perfect for relaxing, gardening, or entertaining. Additional features include a 2-car garage, central A/C, and a prime location in a well-established neighborhood close to parks, schools, shopping, and major commuter routes. Don't miss this opportunity-schedule your private showing today!
Sold for $440,000
$440,000
18 Deepwood Drive, Madison, CT 06443
3beds
1,975sqft
Single Family Residence
Built in 1962
0.94 Acres Lot
$448,700 Zestimate®
$223/sqft
$4,610 Estimated rent
Home value
$448,700
$399,000 - $503,000
$4,610/mo
Zestimate® history
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List your homeWhat's special
Cozy wood-burning fireplaceCharming three-season porchFamily roomSpacious fenced-in backyardVersatile living spaceHardwood floors
Zillow last checked:
Listing updated:
Listed by:
Alison Shaheen (203)641-4497,
Sand Harbor Real Estate LLC 203-800-5020
Bought with:
Carol Gonzalez, RES.0822038
Re/Max Valley Shore
Source: Smart MLS,MLS#: 24132646
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 154 Square Feet
- Dimensions: 11 x 14
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 121 Square Feet
- Dimensions: 11 x 11
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 11 x 12
Dining room
- Features: Built-in Features
- Level: Main
- Area: 90 Square Feet
- Dimensions: 10 x 9
Family room
- Features: Fireplace, Wall/Wall Carpet
- Level: Lower
- Area: 546 Square Feet
- Dimensions: 21 x 26
Kitchen
- Features: Breakfast Bar, Ceiling Fan(s), Tile Floor
- Level: Main
- Area: 130 Square Feet
- Dimensions: 10 x 13
Living room
- Features: Bay/Bow Window, Fireplace
- Level: Main
- Area: 208 Square Feet
- Dimensions: 13 x 16
Other
- Level: Lower
- Area: 216 Square Feet
- Dimensions: 9 x 24
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Electric Range, Microwave, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Wired for Data
- Basement: Full
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 1,975
- Total interior livable area: 1,975 sqft
- Finished area above ground: 1,202
- Finished area below ground: 773
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Levels: Multi/Split
- Patio & porch: Deck
Lot
- Size: 0.94 Acres
- Features: Level
Details
- Parcel number: 1159981
- Zoning: RU-1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Split Level
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1962
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy generation: Solar
Community & neighborhood
Location
- Region: Madison
Price history
| Date | Event | Price |
|---|---|---|
| 12/24/2025 | Pending sale | $465,000+5.7%$235/sqft |
Source:  Smart MLS #24132646 Report a problem | ||
| 12/22/2025 | Sold | $440,000-5.4%$223/sqft |
Source: Smart MLS #24132646 Report a problem | ||
| 10/9/2025 | Listed for sale | $465,000+132.5%$235/sqft |
Source: Smart MLS #24132646 Report a problem | ||
| 5/31/2002 | Sold | $200,000$101/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,101 +2% | $272,000 |
| 2024 | $5,984 +5.9% | $272,000 +44.3% |
| 2023 | $5,649 +1.9% | $188,500 |
| 2022 | $5,544 +1.9% | $188,500 |
| 2021 | $5,438 0% | $188,500 |
| 2020 | $5,438 +1.8% | $188,500 |
| 2019 | $5,344 +0% | $188,500 -1% |
| 2018 | $5,342 +2.7% | $190,500 |
| 2017 | $5,201 +3.1% | $190,500 |
| 2016 | $5,046 +2.8% | $190,500 |
| 2015 | $4,907 -19.9% | $190,500 -21.7% |
| 2014 | $6,124 +23.4% | $243,300 |
| 2013 | $4,961 +3.1% | $243,300 |
| 2012 | $4,810 +2.4% | $243,300 |
| 2010 | $4,698 +3.7% | $243,300 0% |
| 2009 | $4,532 +4.4% | $243,400 |
| 2008 | $4,342 +7.1% | $243,400 +40.1% |
| 2007 | $4,056 +4.8% | $173,700 |
| 2006 | $3,870 +4.9% | $173,700 |
| 2005 | $3,688 +11.1% | $173,700 |
| 2003 | $3,319 +7.8% | $173,700 +48.2% |
| 2001 | $3,078 | $117,200 |
Find assessor info on the county website
Neighborhood: 06443
Nearby schools
GreatSchools rating
- 10/10Kathleen H. Ryerson Elementary SchoolGrades: K-3Distance: 0.9 mi
- 9/10Walter C. Polson Upper Middle SchoolGrades: 6-8Distance: 3.7 mi
- 10/10Daniel Hand High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- High: Daniel Hand
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
- New Haven County
- Madison
- 06443
- 18 Deepwood Drive
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