16 Highview Rd, Madison, CT 06443
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Property image
OFF MARKET

16 Highview Rd
Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,752 sqft (on 1.32 acres)

$1,058,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,398/mo*
Refinance Your Home

$1,058,000

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $7,398/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,752 sqft
(on 1.32 acres)

Home Value

Trulia Estimate
$1.06M
Since last month
Decreased$11K (-1%)
Since last year
Increased$53K (+5.3%)
Since last sale
Increased$578K (+120.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.06M
July 2026$1.05M
June 2026$1.07M
May 2026$1.03M
April 2026$1.03M
March 2026$1M
February 2026$974K
January 2026$964K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 Meadowbrook Road, Madison, CT
0.25
Single-Family Home
$1,005,000
08/28/25
4
2.5
3,360
123 Five Fields Road, Madison, CT
0.36
Single-Family Home
$860,000
08/29/25
5
2.5
3,664
318 Horsepond Road, Madison, CT
0.36
Single-Family Home
$725,000
12/22/25
4
2.5
2,622
221 Duck Hole Road, Madison, CT
0.32
Single-Family Home
$600,000
07/17/26
3
3
2,068
56 Buttonball Ln, Madison, CT
0.62
Single-Family Home
$735,000
10/30/25
5
2.5
3,230
72 Kelsey Springs Drive, Madison, CT
0.62
Single-Family Home
$815,000
10/23/25
4
2.5
3,039
125 Wildcat Road, Madison, CT
0.67
Single-Family Home
$1,000,000
07/07/26
4
2.5
3,909
190 Wildcat Road, Madison, CT
0.48
Single-Family Home
$1,260,444
08/07/26
3
2.5
2,451
97 Kelsey Springs Drive, Madison, CT
0.59
Single-Family Home
$1,022,500
01/12/26
4
2.5
2,632
29 Flintlock Road, Madison, CT
0.65
Single-Family Home
$711,000
08/21/25
4
1.5
2,458

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
18 Richborough Road, Madison, CT 06443
0.07
$1,199,400
4
3
3,048
Off Market
15 Richborough Road, Madison, CT 06443
0.11
$1,104,300
4
3
3,262
Off Market
31 Highview Road, Madison, CT 06443
0.13
$1,107,000
4
4.5
4,401
Off Market
57 River Road, Clinton, CT 06413
0.23
$337,400
1
1.5
590
Off Market
31 Meadowbrook Road, Madison, CT 06443
0.25
$1,039,900
4
2.5
3,360
Off Market
7 Old Duck Hole Road, Madison, CT 06443
0.29
$596,200
4
2.5
3,680
Off Market
49 River Road, Clinton, CT 06413
0.32
$450,000
2
1.5
1,179
Recently Sold
221 Duck Hole Road, Madison, CT 06443
0.33
$600,000
3
3
2,068
Recently Sold
193 Horse Pond Road, Madison, CT 06443
0.32
$1,084,300
3
3.5
3,626
Off Market
236 Wildcat Road, Madison, CT 06443
0.33
$924,300
4
2.5
2,500
Off Market
96 River Road, Clinton, CT 06413
0.33
$249,700
3
1.5
1,600
Off Market
69 River Road, Clinton, CT 06413
0.33
$299,000
1
1.5
452
For Sale

Local Information

  • Map ViewExplore the area around 16 Highview Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
1.32 acres
Living Area
3,752 sqft
Price/Sqft
$282
Parking
Garage

About this House

This custom built home is located in the subdivision of Richborough. The close to town location can't be beat This neighborhood enjoys 3 cul-de-sacs in the subdivision, and an association pond and tennis court Beautiful vistas can be seen from the bay windows of this newly renovated home. The owners have just had the entire interior repainted, including trim and ceilings. The home shows light, bright and fresh 9' ceilings in the foyer, living room and dining room give an open and airy feel. New hardwood flooring can be found in the living room, dining room and master bedroom. The kitchen is spacious and has loads of cabinetry, a pantry, granite counters, built in ovens, and an island. There is an eat-in area and desk space too The remodeled master bath has double sinks, cherry vanities with loads of storage, and granite counter tops. The master enjoys a relaxing jetted bath plus a tiled shower. The 3 additional bedrooms have new carpeting, and are all generously sized with ample closet space. The hall bath has double sinks and Corian counter tops. There's lots of extras in this home including 2 fireplaces, a whole house generator, irrigation system, central vacuum, and an intercom system throughout. The lower level has finished rooms for play/office/exercise. Don't wait to see this terrific home
16 Highview Rd, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 3,752 sqft single-family home built in 1985. It last sold for $480,000 on Mar 28, 2018. It is currently off market. The Trulia Estimate is $1,058,000, with a rent estimate of $5,553/month.

Home Details for 16 Highview Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1985Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Lot Information

Lot Area: 1.32 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Mar 28, 2018
Source: Smart MLS #170043416
Sold
$480,000
Feb 13, 2018
Source: Agent Provided
Pending
$499,900
Feb 9, 2018
Source: Agent Provided
Listed For Sale
$499,900
Dec 8, 2017
Source: Agent Provided
ListingRemoved
$499,900
Jun 2, 2017
Source: Agent Provided
PriceChange
$499,900
Price decreased by 9%

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM
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Around this home

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 12 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
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  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
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  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
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  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
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  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
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  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
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Homes for sale near 16 Highview Rd

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Off Market Homes Near 16 Highview Rd

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Frequently asked questions about 16 Highview Rd

  • What is 16 Highview Rd estimated to be worth?
    Trulia's estimated value for 16 Highview Rd in Madison, CT is $1,058,000.
  • What is the price history for 16 Highview Rd?
    16 Highview Rd in Madison, CT last sold for $480,000 in March 2018.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $710K. That is down $53.67K from the prior month.
  • Does 16 Highview Rd have air conditioning?
    Yes, 16 Highview Rd in Madison, CT has air conditioning.
  • Does 16 Highview Rd have laundry facilities?
    Yes, 16 Highview Rd in Madison, CT has in-unit laundry.