Off Market
4 beds3.5 baths3,271 sqft/sqft
29 Highview Rd, Madison, CT 06443

Recent comparable sales

Median sold price

$758,000

Avg days on market

24

Sale-to-list ratio

98.6%

Madison, CT

9 comparable properties found

$1,350,000 | 78 Wildcat Springs Drive, Madison, CT 06443
1

$1,350,000

Sold 08/12/25

4
Bedrooms
3,569
Square Feet
1.41
Acres
$750,000 | 39 Buttonball Lane, Madison, CT 06443
2

$750,000

Sold 01/24/25

4
Bedrooms
3,061
Square Feet
1.54
Acres
$690,000 | 41 Sportsman Hill Road, Madison, CT 06443
3

$690,000

Sold 08/13/25

4
Bedrooms
3,120
Square Feet
1.03
Acres
$758,000 | 194 Hunters Trail, Madison, CT 06443
4

$758,000

Sold 12/12/24

4
Bedrooms
3,086
Square Feet
2.58
Acres
$1,080,000 | 62 Wellsweep Drive, Madison, CT 06443
5

$1,080,000

Sold 11/14/25

4
Bedrooms
3,660
Square Feet
0.96
Acres
$2,145,000 | 880 Boston Post Road, Madison, CT 06443
6

$2,145,000

Sold 08/17/26

4
Bedrooms
3,697
Square Feet
0.65
Acres
$2,505,000 | 86 East Wharf Road, Madison, CT 06443
7

$2,505,000

Sold 10/27/25

4
Bedrooms
3,160
Square Feet
0.32
Acres
$625,000 | 40 Puritan Lane, Madison, CT 06443
8

$625,000

Sold 03/02/26

4
Bedrooms
2,656
Square Feet
1.28
Acres
a view of a house with a yard
9

$699,000

Sold 06/30/26

4
Bedrooms
3,532
Square Feet
0.92
Acres

Location

Add your commute

Property Information for 29 Highview Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1987
  • Lot Size: 1.08 AC / 47,045 SF

Public Records for 29 Highview Road

Taxable ValueLand$139,200Additions$438,000Total$577,200
Tax Record2025$12,947 ($1,079 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,271 SqFtAbove Grade Finished SqFt3,271 SqFtStories2Lot Size47,045 SqFtStyleSingle Family ResidenceYear Built1987Year Renovated1987ZoningRU-2CountySOUTH CENTRAL CONNECTICUAPNMADI M:74 B:47

Schools near 29 Highview Road

This home is within Madison School District.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - 6 to 8
Public - 9 to 12
Public - K to 3
Rating
School
Distance
Kathleen H. Ryerson Elementary School
PublicK to 3

Walter C. Polson Upper Middle School
Public6 to 8

Daniel Hand High School
Public9 to 12

J. Milton Jeffrey Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 06443

$500,000 | 18 St Francis Woods Road, Madison, CT 06443
1/20
Coldwell Banker Realty Coming Soon

$500,000

3
Bedrooms
1,824
Square Feet
1.12
Acres
$382,500 | 35 Governors Way, Madison, CT 06443
1/22
Open: 9/4 03:30AM - 05:00PM

$382,500

4
Bedrooms
2,520
Square Feet
1.86
Acres
$579,900 | 6 Bower Road, Madison, CT 06443
1/28
Open: 9/6 11:00AM - 01:00PM

$579,900

3
Bedrooms
1,077
Square Feet
1.03
Acres
$500,000 | 14 Hampshire Road, Unit 14, Madison, CT 06443
1/18
Coldwell Banker Realty Coming Soon

$500,000

2
Bedrooms
1,280
Square Feet
$699,000 | 38 Church Lane, Madison, CT 06443
1/40
Open: 9/6 11:00AM - 01:00PM

$699,000

4
Bedrooms
2,750
Square Feet
0.94
Acres
$3,200,000 | 22 Stone Road, Madison, CT 06443
1/34

$3,200,000

5
Bedrooms
4,937
Square Feet
1
Acres
$735,000 | 450 County Road, Madison, CT 06443
1/34
Under Contract - Continue To Show

$735,000

4
Bedrooms
2,614
Square Feet
2.62
Acres
$700,000 | 67 Blakeman Road, Madison, CT 06443
1/23

$700,000

3
Bedrooms
2,124
Square Feet
0.22
Acres
$5,000,000 | 118 River Road, Madison, CT 06443
1/25

$5,000,000

3
Bedrooms
3,109
Square Feet
15.9
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 29 Highview Road, Madison, CT 06443
4
3.5
3,271
47,045
$425,000
3
3.5
3,789
56,192
$1,050,000
4
4,401
62,290
4
3.5
3,040
44,867
$306,000
4
2.5
2,867
42,253
$545,000
4
4,214
55,321

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.