33 Overlook Drive
Madison, CT 06443
Madison Center
6 Beds
4.5 Baths
4,903 sqft (on 1.92 acres)
6 Beds
4.5 Baths
4,903 sqft
(on 1.92 acres)
Local Information
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Description
Very special 1.9 acre property surrounded with stone walls and trees. Views of Long Island Sound can be had from most rooms of this custom built house. The spacious home has 4,903 SF of living space plus a finished basement used as a recreation room complete with kitchen, changing rooms for the large concrete pool outside and a 2 car garage. This very special home is located on a lovely street close to Madison center and many amenities such as town beaches, and many other amenities.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 01, 2024
Home Highlights
Parking
None
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 33 Overlook Drive
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Interior Details Basement: FullNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Bathroom, Living Room |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4903 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterHas a Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageParking: None |
Pool Pool: In GroundPool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 4903 Square Feet |
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Year Built Year Built: 1969 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary |
Building Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1154695 |
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Price List Price: $1,200,000 |
Status Change & Dates Off Market Date: Wed May 01 2024Possession Timing: As Soon As Possible |
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MLS Status: Closed |
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Direction & Address City: Madison |
School Information Elementary School: Per Board of EdHigh School: Daniel Hand |
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Buyer Agent Buyer Company Name: The Walz Team at Coldwell Banker |
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Building Area Building Area: 4903 Square Feet |
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No HOA |
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Lot Area: 1.92 Acres |
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BasementMls Number: 24000257Attic: Access Via HatchAbove Grade Unfinished Area: 4903 |
Last check for updates: about 7 hours ago
Listed by Jennifer Y. Turton, (203) 464-4917
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Karen Amlong Lee, (860) 575-6574, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24000257
Price History for 33 Overlook Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 05/29/2024 | $920,000 | Sold | Smart MLS #24000257 |
| 03/28/2024 | $1,200,000 | Pending | Smart MLS #24000257 |
| 03/10/2024 | $1,200,000 | Listed For Sale | Smart MLS #24000257 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $17,809 |
| Assessment | $794,000 |
Home facts updated by county records
Comparable Sales for 33 Overlook Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.25 | Single-Family Home | $1,400,000 | 05/01/26 | 4 | 5 | 3,779 | |
0.11 | Single-Family Home | $1,225,000 | 06/19/25 | 4 | 3 | 2,340 | |
0.29 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.27 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.21 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.36 | Single-Family Home | $941,000 | 10/01/25 | 3 | 3 | 2,393 | |
0.53 | Single-Family Home | $3,775,000 | 05/19/26 | 6 | 6 | 6,074 | |
0.59 | Single-Family Home | $1,525,000 | 10/01/25 | 5 | 5.5 | 6,278 | |
0.65 | Single-Family Home | $1,667,000 | 06/17/25 | 3 | 3 | 2,724 | |
0.21 | Single-Family Home | $1,186,900 | 05/08/26 | 3 | 2.5 | 1,712 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETCompass Connecticut, LLC
OFF MARKETColdwell Banker Realty
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETWilliam Pitt Sotheby's Int'l
SOLDAUG 29, 2025Berkshire Hathaway NE Prop.
SOLDMAY 1, 2026William Pitt Sotheby's Int'l
SOLDMAY 8, 2026Coldwell Banker Realty
OFF MARKETWilliam Pitt Sotheby's Int'l
Assigned Schools
These are the assigned schools for 33 Overlook Drive.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 362 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 828 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
- 354 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 Review2y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 520 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 33 Overlook Drive.
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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NEW - 16 HRS AGO12.66 ACRES
Homes for sale near 33 Overlook Drive
1.6 ACRESColdwell Banker Realty
NEW CONSTRUCTION0.46 ACRESWilliam Raveis Real Estate
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Off Market Homes Near 33 Overlook Drive
SOLDMAY 29, 2026Pearce Real Estate
SOLDMAY 29, 2026Coldwell Banker Realty
SOLDMAY 29, 2026Compass Connecticut, LLC
SOLDMAY 22, 2026William Pitt Sotheby's Int'l
SOLDMAY 19, 2026Coldwell Banker Realty
SOLDMAY 15, 2026William Raveis Real Estate
SOLDMAY 15, 2026William Raveis Real Estate
SOLDMAY 11, 2026William Raveis Real Estate- SOLDMAY 8, 2026Coldwell Banker Realty
- See more homes for sale inMadison
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Homes for rent near 33 Overlook Drive
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33 Overlook Drive, Madison, CT 06443 is a 6 bedroom, 5 bathroom, 4,903 sqft single-family home built in 1969. 33 Overlook Drive is located in Madison Center, Madison. This property is not currently available for sale. 33 Overlook Drive was last sold on May 29, 2024 for $920,000 (23% lower than the asking price of $1,200,000). The current Trulia Estimate for 33 Overlook Drive is $1,731,000.