166 Middle Beach Rd
Madison, CT 06443
Madison Center
6 Beds
4.5 Baths
3,784 sqft (on 0.50 acres)
6 Beds
4.5 Baths
3,784 sqft
(on 0.50 acres)
Local Information
- Map ViewExplore the area around 166 Middle Beach Rd.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1919
Lot Size
0.5 acres
Living Area
3,784 sqft
Price/Sqft
$1,005
Parking
Garage
About this House
A rare opportunity to enjoy a recently updated L.I.Sound waterfront with a 3 car garage and two bedroom Guest House. A state-of-art kitchen that enjoys plenty of storage and a unique breakfast nook with round teak table and spectacular views. The bright and cheerful Dining Room opens to a large Great Room with fireplace. French doors give you access to a hot tub that allows you to enjoy views. A few steps from the porch leads to your private beach where you will enjoy a refreshing swim, build sandcastles or take a kayak ride. A mooring can be dropped giving you easy access to a boat for your sailing pleasure.... From the Master suite, one can enjoy an early morning cup of coffee on their private balcony with views across the Sound to Long Island. The master suite bath enjoys a large soaking tub with views and a spa like shower. An additional attached room allows for a nursery or office. The third floor allows for an office, more guest space or family recreation. This spectacular property is further enhanced by a three car garage with adjoining exercise area and a two bedroom guest year-round Cottage. A kitchenette and sitting area leads to a balcony that enjoys an uninterrupted view of Fence Creek with its interesting birds and wildlife. This property allows for many amenities. You will enjoy an easy stroll or bike ride to the "Town Green" for concerts, Fairs,Farmer's market, Golf Course or Village for local shopping.Enjoy life
166 Middle Beach Rd, Madison, CT 06443 is a 6 bedroom, 5 bathroom, 3,784 sqft single-family home in Madison Center, built in 1919. It last sold for $650,000 on Jan 20, 2021. More recently, it was listed as a rental in December 2018 with an asking price of $40,000 per month. That rental listing was removed on March 12, 2019. It is currently off market. The Trulia Estimate is $3,803,600, with a rent estimate of $7,975/month.
Home Details for 166 Middle Beach Rd
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Heating & Cooling Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Interior Details Number of Rooms: 10 |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Hot Tub or Spa |
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Exterior Home Features Roof: OtherExterior: OtherPorchSprinkler System |
Parking & Garage GarageParking: Garage Detached |
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Year Built Year Built: 1919 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Lot Area: 0.50 acres |
Price History for 166 Middle Beach Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/20/2021 | $650,000 | Sold | N/A |
| 04/14/2020 | $2,500,000 | ListingRemoved | Agent Provided |
| 10/11/2019 | $2,500,000 | PriceChange | Agent Provided |
| 09/14/2019 | $2,650,000 | PriceChange | Agent Provided |
| 08/20/2019 | $2,750,000 | PriceChange | Agent Provided |
| 08/16/2019 | $2,850,000 | Pending | Agent Provided |
| 07/09/2019 | $2,850,000 | PriceChange | Agent Provided |
| 05/15/2019 | $3,100,000 | PriceChange | Agent Provided |
| 04/23/2019 | $3,250,000 | PriceChange | Agent Provided |
| 03/15/2019 | $3,500,000 | Listed For Sale | Agent Provided |
| 03/12/2019 | $40,000 | ListingRemoved | Agent Provided |
| 12/01/2018 | $40,000 | Listed For Rent | Agent Provided |
| 08/11/2017 | $2,400,000 | Sold | Smart MLS #N10218894 |
| 08/04/2017 | $2,790,000 | PendingToActive | Agent Provided |
| 08/04/2017 | $2,790,000 | Pending | Agent Provided |
| 06/22/2017 | $2,790,000 | PendingToActive | Agent Provided |
| 06/14/2017 | $2,790,000 | Pending | Agent Provided |
| 05/05/2017 | $2,790,000 | Listed For Sale | Agent Provided |
| 06/28/2011 | $2,550,000 | ListingRemoved | Agent Provided |
| 02/24/2011 | $2,550,000 | Listed For Sale | Agent Provided |
| 01/13/2011 | $2,375,000 | Sold | Smart MLS #M9120798 |
| 12/11/2010 | $2,550,000 | Pending | Agent Provided |
| 11/07/2010 | $2,550,000 | PriceChange | Agent Provided |
| 09/03/2010 | $2,790,000 | PriceChange | Agent Provided |
| 07/10/2010 | $2,980,000 | PriceChange | Agent Provided |
| 02/25/2010 | $3,150,000 | Listed For Sale | Agent Provided |
| 10/17/2003 | $2,500,000 | Sold | Smart MLS #M9076146 |
| 11/02/1998 | $350,000 | Sold | N/A |
Market trends in Madison
Last updated June 2026
Avg. sale price
$763K
Sale-to-List Price
100.7%
Price per sq ft
$327
Available listings
71
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $38,494 |
| Assessment | $1,716,200 |
Home facts updated by county records
Comparable Sales for 166 Middle Beach Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $2,600,000 | 10/06/25 | 5 | 4 | 3,397 | |
0.54 | Single-Family Home | $750,000 | 05/12/26 | 6 | 3 | 2,929 | |
0.20 | Single-Family Home | $1,710,000 | 06/10/26 | 3 | 2.5 | 2,661 | |
0.26 | Single-Family Home | $2,505,000 | 10/28/25 | 4 | 3.5 | 3,168 | |
0.24 | Single-Family Home | $2,500,000 | 04/20/26 | 5 | 6 | 4,450 | |
0.32 | Single-Family Home | $2,505,000 | 10/27/25 | 4 | 3.5 | 3,160 | |
0.34 | Single-Family Home | $1,200,000 | 07/30/25 | 3 | 2.5 | 2,518 | |
0.61 | Single-Family Home | $1,100,000 | 06/15/26 | 5 | 4.5 | 3,194 | |
0.40 | Single-Family Home | $1,045,000 | 09/26/25 | 4 | 3 | 1,891 | |
0.11 | Single-Family Home | $3,100,000 | 05/07/26 | 4 | 2.5 | 3,127 |
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Assigned Schools
These are the assigned schools for 166 Middle Beach Rd.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 407 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 751 Students
10/10GreatSchools RatingParent Rating AverageI feel very unsafe when in the presence of many school administrators. I wouldn’t wish the experience I’ve had here on my worst enemy. I feel constantly harassed by some teachers but more namely the school administrators, including the Vice principal. Every day I try to come in with a positive attitude about this place, but someone has to ruin it. There are however some teachers that do a great job teaching and making everyone feel safe, but the negatives outweigh this way too much.Student Review1y ago - Dr. Robert H. Brown Middle School
- 4-5
- Public
- 361 Students
9/10GreatSchools RatingParent Rating AverageThe school is great. The teachers help you as much as they can and they want you to have as much fun as possible. At the end of every trimester some related arts classes let parents come to the school to watch there kid (in Xylorythems, Theater arts, Music and Art.) There is some bullying but you can quicky report if someone is bullying you and they will quickly handle it.Student Review3y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 541 Students
9/10GreatSchools RatingParent Rating AverageMy kids are currently attending Polson MS and are receiving an excellent education that is preparing them for high school and beyond. The course work is challenging and homework is not lacking, however, the teachers are readily available to the students for extra help before and after school. But even with all the hard work the school has great spirit and the kids have fun either in sports, theater, music or what ever their area of interest is. The schools drew us to Madison and the location has kept us! GREAT TOWN! I believe the parent involvement in the school system is a primary driver for why the school system is so successful.Parent Review14y ago 
Check out schools near 166 Middle Beach Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Madison Center
At least 1 Trulia users voted on each feature.
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say it's dog friendly
100 % Say there's wildlife
100 % Say neighbors are friendly
50 % Say there are community events
50 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 166 Middle Beach Rd
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