**PLEASE SUBMIT ANY OFFERS BY 12PM TUESDAY 6/16** Nestled in a serene woodland setting, this charming raised ranch offers the perfect blend of classic shoreline character and modern upgrades throughout over 2,000 square feet of finished living space. The home immediately impresses with its warm cedar shingle exterior and brick facade, gorgeously framing a home that is as sturdy as it is stylish. Inside, the heart of the home is a spectacular, sun-drenched kitchen featuring dramatic vaulted wood-plank ceilings, premium granite countertops, and a custom stone backsplash-a true chef's delight. The main level is anchored by a spacious primary bedroom featuring a private en-suite bath and custom closets designed for effortless organization. Enjoy ultimate, permanent privacy as this property directly borders 4.28 acres of protected Madison Land Conservation Trust open space. Meticulously maintained and updated for modern comfort, recent improvements include a 2021 propane conversion for heating and cooling, recent AC condenser and water heater replacements (2024), and enhanced attic insulation (2023). Ideally located just minutes from Madison's pristine beaches, town center, and commuting routes, this home is a move-in-ready gem.
Under contract
$565,000
221 Duck Hole Road, Madison, CT 06443
3beds
2,068sqft
Single Family Residence
Built in 1969
1.07 Acres Lot
$-- Zestimate®
$273/sqft
$-- HOA
What's special
- 8 days |
- 2,202 |
- 163 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Bailey Mannix (617)460-0124,
Sunset Creek Realty, LLC 203-453-2145
Source: Smart MLS,MLS#: 24181933
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Laundry
Primary bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Features: Full Bath, Tile Floor
- Level: Main
Bathroom
- Features: Full Bath, Tile Floor
- Level: Main
Bathroom
- Features: Full Bath
- Level: Lower
Dining room
- Features: Sliders, Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Hardwood Floor
- Level: Lower
Kitchen
- Features: Remodeled, Vaulted Ceiling(s), Granite Counters, Pantry, Sliders, Tile Floor
- Level: Main
Living room
- Features: Bookcases, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Sun room
- Features: Ceiling Fan(s), Sliders, Hardwood Floor
- Level: Main
Heating
- Baseboard, Forced Air, Electric, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Basement: Partial,Heated,Partially Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,068
- Total interior livable area: 2,068 sqft
- Finished area above ground: 1,420
- Finished area below ground: 648
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Enclosed, Porch, Deck, Patio
- Exterior features: Rain Gutters, Lighting
Lot
- Size: 1.07 Acres
- Features: Secluded, Few Trees, Borders Open Space
Details
- Parcel number: 1157838
- Zoning: RU-2
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Brick, Cedar
- Foundation: Concrete Perimeter, Raised
- Roof: Shingle
Condition
- New construction: No
- Year built: 1969
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Basketball Court, Golf, Health Club, Library, Park, Playground, Private School(s), Public Rec Facilities
- Security: Security System
- Subdivision: Hammonasset
HOA
- Has HOA: No
Location
- Region: Madison
Financial & listing details
- Price per square foot: $273/sqft
- Tax assessed value: $268,900
- Annual tax amount: $6,031
- Date on market: 6/10/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/17/2026 | Pending sale | $565,000$273/sqft |
Source:  Smart MLS #24181933 Report a problem | ||
| 6/12/2026 | Listed for sale | $565,000+13.5%$273/sqft |
Source: Smart MLS #24181933 Report a problem | ||
| 11/11/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 11/9/2023 | Price change | $3,200-8.6%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/27/2023 | Listed for rent | $3,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/28/2023 | Listing removed | -- |
Source: Smart MLS #170593747 Report a problem | ||
| 9/18/2023 | Contingent | $498,000$241/sqft |
Source: Smart MLS #170593747 Report a problem | ||
| 9/11/2023 | Price change | $498,000-3.3%$241/sqft |
Source: Smart MLS #170593747 Report a problem | ||
| 9/5/2023 | Price change | $514,900-1.9%$249/sqft |
Source: Smart MLS #170593747 Report a problem | ||
| 8/26/2023 | Listed for sale | $525,000+52.2%$254/sqft |
Source: Smart MLS #170593747 Report a problem | ||
| 8/20/2007 | Sold | $345,000+112.3%$167/sqft |
Source: Smart MLS #M9104786 Report a problem | ||
| 10/22/1992 | Sold | $162,500$79/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,031 +1.9% | $268,900 |
| 2024 | $5,916 -2.7% | $268,900 +32.6% |
| 2023 | $6,078 +1.9% | $202,800 |
| 2022 | $5,964 +1.9% | $202,800 |
| 2021 | $5,851 +0% | $202,800 |
| 2020 | $5,851 +1.8% | $202,800 |
| 2019 | $5,749 +2.8% | $202,800 +1.7% |
| 2018 | $5,594 +2.7% | $199,500 |
| 2017 | $5,446 +3% | $199,500 |
| 2016 | $5,285 +2.8% | $199,500 |
| 2015 | $5,139 -15.6% | $199,500 -17.6% |
| 2014 | $6,091 +23.4% | $242,000 |
| 2013 | $4,934 +3.1% | $242,000 |
| 2012 | $4,784 +2.6% | $242,000 +0.2% |
| 2010 | $4,665 +3.7% | $241,600 |
| 2009 | $4,499 +4.4% | $241,600 |
| 2008 | $4,310 +1.7% | $241,600 +33% |
| 2007 | $4,240 +6.8% | $181,600 +1.9% |
| 2006 | $3,970 +4.9% | $178,200 |
| 2005 | $3,783 +11.2% | $178,200 +0.1% |
| 2003 | $3,402 +17.1% | $178,000 +60.9% |
| 2001 | $2,904 | $110,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06443
Nearby schools
GreatSchools rating
- 10/10J. Milton Jeffrey Elementary SchoolGrades: K-3Distance: 1.8 mi
- 9/10Walter C. Polson Upper Middle SchoolGrades: 6-8Distance: 1.9 mi
- 10/10Daniel Hand High SchoolGrades: 9-12Distance: 2.1 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- New Haven County
- Madison
- 06443
- 221 Duck Hole Road
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