Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home features an updated kitchen with stainless steel appliances and granite countertops, a cozy living room with a stone wood-burning fireplace, and hardwood floors throughout. Even a fenced-in area for pups or a play area. 2022/2024 water heaters, upgraded 200 amp service in heated garage, Above the garage, the apartment offers its own bedroom, living space, updated kitchen, laundry and full bath-perfect for rental income especially adding a garage rental. Relax outside on the new 35' deck and stairs. This is a fantastic opportunity to build equity and generate income in Madison. The exterior offers so much including a 70x20 gravel pad for a boat. Opportunities like this don't come around often! Selling as-is. Conventional loans/cash please.
Accepting backups
Price cut: $10K (4/10)
$499,900
660 Opening Hill Road, Madison, CT 06443
4beds
1,688sqft
Single Family Residence
Built in 1944
2.57 Acres Lot
$496,800 Zestimate®
$296/sqft
$-- HOA
What's special
- 83 days |
- 122 |
- 3 |
Zillow last checked:
Listing updated:
Listed by:
Allie Hughes (203)361-1252,
William Raveis Real Estate 203-433-4387
Source: Smart MLS,MLS#: 24160743
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 170 Square Feet
- Dimensions: 10 x 17
Kitchen
- Features: Granite Counters
- Level: Main
- Area: 171 Square Feet
- Dimensions: 9 x 19
Kitchen
- Level: Upper
- Area: 126 Square Feet
- Dimensions: 9 x 14
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 276 Square Feet
- Dimensions: 12 x 23
Living room
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 242 Square Feet
- Dimensions: 11 x 22
Heating
- Forced Air, Electric, Oil
Cooling
- Ceiling Fan(s), Wall Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,688
- Total interior livable area: 1,688 sqft
- Finished area above ground: 1,688
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Detached
- Garage spaces: 3
Features
- Exterior features: Breezeway, Stone Wall
Lot
- Size: 2.57 Acres
- Features: Few Trees, Level
Details
- Parcel number: 1160021
- Zoning: RU-1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1944
Utilities & green energy
- Sewer: Septic Tank, Cesspool
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Madison
Financial & listing details
- Price per square foot: $296/sqft
- Tax assessed value: $277,900
- Annual tax amount: $6,233
- Date on market: 3/20/2026
Estimated market value
$496,800
$472,000 - $522,000
$3,203/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/10/2026 | Price change | $499,900-2%$296/sqft |
Source: | ||
| 3/23/2026 | Listed for sale | $509,900+56.9%$302/sqft |
Source: | ||
| 4/8/2021 | Sold | $325,000+62.5%$193/sqft |
Source: | ||
| 9/18/2020 | Listing removed | $2,000$1/sqft |
Source: Page Taft - Christie's IRE #170324441 Report a problem | ||
| 8/20/2020 | Listed for rent | $2,000$1/sqft |
Source: Page Taft - Christie's IRE #170324441 Report a problem | ||
| 12/31/2019 | Sold | $200,000$118/sqft |
Source: | ||
| 10/6/2019 | Pending sale | $200,000$118/sqft |
Source: William Pitt Sotheby's International Realty #170144752 Report a problem | ||
| 9/3/2019 | Price change | $200,000-20%$118/sqft |
Source: William Pitt Sotheby's International Realty #170144752 Report a problem | ||
| 3/27/2019 | Price change | $250,000-28.6%$148/sqft |
Source: William Pitt Sotheby's International Realty #170144752 Report a problem | ||
| 10/19/2018 | Listed for sale | $350,000+29066.7%$207/sqft |
Source: William Pitt Sotheby's International Realty #170144752 Report a problem | ||
| 12/7/2008 | Listing removed | $1,200$1/sqft |
Source: Prudential Connecticut Realty #M9113803 Report a problem | ||
| 11/23/2008 | Listed for sale | $1,200$1/sqft |
Source: Prudential Connecticut Realty #M9113803 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,233 +1.9% | $277,900 |
| 2024 | $6,114 +7.5% | $277,900 +46.5% |
| 2023 | $5,685 +1.9% | $189,700 |
| 2022 | $5,579 +1.9% | $189,700 |
| 2021 | $5,473 +27.2% | $189,700 +25% |
| 2020 | $4,301 -31.8% | $151,700 -31.8% |
| 2019 | $6,305 -5.6% | $222,400 -6.6% |
| 2018 | $6,676 +2.7% | $238,100 |
| 2017 | $6,500 +3.1% | $238,100 |
| 2016 | $6,307 +2.8% | $238,100 |
| 2015 | $6,133 -8.8% | $238,100 -10.9% |
| 2014 | $6,725 +23.4% | $267,200 |
| 2013 | $5,448 +3.1% | $267,200 |
| 2012 | $5,283 +2.4% | $267,200 |
| 2010 | $5,160 +3.2% | $267,200 -0.5% |
| 2009 | $5,001 +4.4% | $268,600 |
| 2008 | $4,792 +7.8% | $268,600 +41.1% |
| 2007 | $4,444 +4.8% | $190,300 |
| 2006 | $4,240 +5% | $190,300 |
| 2005 | $4,040 +1.1% | $190,300 -9% |
| 2003 | $3,998 +1.8% | $209,200 +39.8% |
| 2001 | $3,928 | $149,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 06443
Nearby schools
GreatSchools rating
- 10/10Kathleen H. Ryerson Elementary SchoolGrades: K-3Distance: 0.8 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- New Haven County
- Madison
- 06443
- 660 Opening Hill Road








