Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island Sound from the second floor. Filled with character and reminiscent of a 1920s seaside cottage, the sun-filled main house features iconic fir floors, generous living spaces, and abundant natural light. The spacious 26' x 13' living room is ideal for entertaining, while the private 17' x 10' family room provides a cozy retreat. A first-floor bedroom and adjacent full bath offer flexibility for guests or single-level living. Upstairs are three additional bedrooms, a full bath, and a walk-up attic for storage. Adding exceptional versatility is the detached carriage guest house, built in 2012. This charming space features vaulted ceilings, built-in cabinetry and bookshelves, a trundle bed, a beautifully remodeled full bath, and a delightful kitchen with granite countertops and a breakfast bar.The expansive deck overlooks a stunning tidal marsh and winding serpentine river, creating a spectacular setting for relaxing, entertaining, and enjoying coastal wildlife. Ospreys, egrets, and other shorebirds are frequent visitors.Ideal as a year-round residence, vacation home, investment property, or multi-generational retreat, this exceptional shoreline offering captures the best of Madison's coastal lifestyle.
For sale
$2,150,000
153 Middle Beach Road, Madison, CT 06443
4beds
2,251sqft
Single Family Residence
Built in 1928
0.7 Acres Lot
$2,149,000 Zestimate®
$955/sqft
$-- HOA
What's special
- 8 days |
- 1,246 |
- 39 |
Zillow last checked:
Listing updated:
Listed by:
Sheila Tinn Murphy (203)915-7530,
Berkshire Hathaway NE Prop. 203-245-3100
Source: Smart MLS,MLS#: 24164243
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Softwood Floor
- Level: Upper
- Area: 281.4 Square Feet
- Dimensions: 10.5 x 26.8
Bedroom
- Features: Beamed Ceilings, Ceiling Fan(s), Softwood Floor
- Level: Main
- Area: 179.58 Square Feet
- Dimensions: 12.3 x 14.6
Bedroom
- Features: Softwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 14 x 10
Bedroom
- Features: Softwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 14 x 10
Bathroom
- Features: Stall Shower
- Level: Main
- Area: 49.68 Square Feet
- Dimensions: 9.2 x 5.4
Dining room
- Features: Softwood Floor
- Level: Main
- Area: 239.08 Square Feet
- Dimensions: 13.9 x 17.2
Family room
- Features: Softwood Floor
- Level: Main
- Area: 174.73 Square Feet
- Dimensions: 10.1 x 17.3
Kitchen
- Features: Skylight, Vaulted Ceiling(s), Balcony/Deck, Dining Area, Softwood Floor
- Level: Main
- Area: 161 Square Feet
- Dimensions: 9.2 x 17.5
Living room
- Features: Beamed Ceilings, Built-in Features, Fireplace, Softwood Floor
- Level: Main
- Area: 341.91 Square Feet
- Dimensions: 13.1 x 26.1
Other
- Features: Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Ceiling Fan(s), Granite Counters, Full Bath
- Level: Upper
- Area: 738 Square Feet
- Dimensions: 18 x 41
Heating
- Forced Air, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Open Floorplan, In-Law Floorplan
- Basement: Crawl Space
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 2,251
- Total interior livable area: 2,251 sqft
- Finished area above ground: 2,251
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Detached, Driveway
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Deck
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water, Water Community
Lot
- Size: 0.7 Acres
- Features: Level, In Flood Zone
Details
- Additional structures: Guest House
- Parcel number: 1154157
- Zoning: R-4
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1928
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Health Club, Library, Medical Facilities, Playground, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: Madison
Financial & listing details
- Price per square foot: $955/sqft
- Tax assessed value: $1,282,900
- Annual tax amount: $28,775
- Date on market: 6/4/2026
Estimated market value
$2,149,000
$2.04M - $2.26M
$3,841/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Price change | $18,000-10%$8/sqft |
Source: | ||
| 6/4/2026 | Listed for rent | $20,000+433.3%$9/sqft |
Source: | ||
| 2/18/2026 | Listing removed | $2,400,000$1,066/sqft |
Source: | ||
| 1/16/2026 | Listed for sale | $2,400,000$1,066/sqft |
Source: | ||
| 12/29/2025 | Listing removed | $2,400,000$1,066/sqft |
Source: | ||
| 10/2/2025 | Listed for sale | $2,400,000+74.5%$1,066/sqft |
Source: | ||
| 8/1/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 6/18/2024 | Listed for rent | $3,750$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/17/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 4/26/2024 | Listed for rent | $3,750+1.4%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/26/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 5/15/2023 | Listed for rent | $3,700+15.6%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/9/2021 | Listing removed | -- |
Source: | ||
| 3/5/2021 | Listed for rent | $3,200+10.3%$1/sqft |
Source: | ||
| 5/6/2020 | Listing removed | $2,900$1/sqft |
Source: William Pitt Sotheby's International Realty #170279657 Report a problem | ||
| 3/9/2020 | Price change | $2,900-81.9%$1/sqft |
Source: William Pitt Sotheby's International Realty #170279657 Report a problem | ||
| 1/9/2020 | Listed for rent | $16,000+451.7%$7/sqft |
Source: William Pitt Sotheby's International Realty #170262185 Report a problem | ||
| 5/25/2019 | Listing removed | $2,900$1/sqft |
Source: William Pitt Sotheby's International Realty #170165384 Report a problem | ||
| 2/27/2019 | Listed for rent | $2,900-80.7%$1/sqft |
Source: William Pitt Sotheby's International Realty #170165384 Report a problem | ||
| 9/30/2014 | Listing removed | $15,000$7/sqft |
Source: Madison #M9142938 Report a problem | ||
| 6/10/2014 | Price change | $15,000+500%$7/sqft |
Source: BHHS #M9142938 Report a problem | ||
| 5/26/2014 | Price change | $2,500-7.4%$1/sqft |
Source: BHHS #M9142938 Report a problem | ||
| 8/16/2013 | Price change | $2,700-10%$1/sqft |
Source: Madison #M9141041 Report a problem | ||
| 5/28/2013 | Listed for rent | $3,000$1/sqft |
Source: Prudential Connecticut Realty #M9141041 Report a problem | ||
| 6/17/2009 | Sold | $1,375,000-34.5%$611/sqft |
Source: | ||
| 10/26/2005 | Sold | $2,100,000+276.3%$933/sqft |
Source: Public Record Report a problem | ||
| 10/3/2000 | Sold | $558,000$248/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,775 +2% | $1,282,900 |
| 2024 | $28,224 +4.9% | $1,282,900 +42.9% |
| 2023 | $26,904 +1.9% | $897,700 |
| 2022 | $26,401 +1.9% | $897,700 |
| 2021 | $25,899 +0% | $897,700 |
| 2020 | $25,899 +1.8% | $897,700 |
| 2019 | $25,450 -17.6% | $897,700 -18.5% |
| 2018 | $30,897 +2.7% | $1,101,900 |
| 2017 | $30,082 +3.1% | $1,101,900 |
| 2016 | $29,189 +2.8% | $1,101,900 |
| 2015 | $28,385 +16.3% | $1,101,900 +13.6% |
| 2014 | $24,405 +23.4% | $969,600 |
| 2013 | $19,770 +3.1% | $969,600 |
| 2012 | $19,169 +2.4% | $969,600 |
| 2010 | $18,723 +3.8% | $969,600 +0.1% |
| 2009 | $18,041 +4.4% | $968,900 |
| 2008 | $17,285 +28.7% | $968,900 +68.4% |
| 2007 | $13,431 +4.8% | $575,200 |
| 2006 | $12,815 +8% | $575,200 +2.9% |
| 2005 | $11,863 +25.9% | $558,800 +13.3% |
| 2003 | $9,423 +54.1% | $493,100 +111.7% |
| 2001 | $6,116 | $232,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: Madison Center
Nearby schools
GreatSchools rating
- 10/10J. Milton Jeffrey Elementary SchoolGrades: K-3Distance: 2.2 mi
- 9/10Walter C. Polson Upper Middle SchoolGrades: 6-8Distance: 2.3 mi
- 10/10Daniel Hand High SchoolGrades: 9-12Distance: 2.2 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
- Madison Center
- 153 Middle Beach Road








