Off market jun 2021 for $800K

$1,286,007

Est. refi paymentEst. refi $5,800/mo

•

5,210

sq ft

20 Crestview Dr, Madison, CT 06443

About this home

The best of “All” worlds ! Beautifully maintained & updated Colonial PLUS fully equip one bedroom in-law apartment with private entrance PLUS newly built living space in walk out lower level that includes custom bathroom, spacious bedroom, living room & tons of storage. First floor flow is perfect for today’s lifestyle. Spacious & open kitchen with a bright & sunny family room that overlooks your private back yard. Huge multi-layer deck with hot tub will be the hit of all your outdoor gatherings. Second floor includes three generous bedrooms, and a master bedroom suite with a walk in closet that you’ll get lost in! Bonus room above garage perfect for office, fitness center or just your private retreat. This home has it all and way too many updates to list but just a few benefits you’ll enjoy will be propane cooking & fireplace, quartz kitchen countertop, freshly painted in-law apartment, hardwood floors throughout first floor of main home, multi zone heating/cooling, and so much more. Absolutely move in condition! All of this in the perfect location close to town with over an acre of land in a sought after neighborhood.

Single-familyProperty Type

1996Year Built

1.39 acresLot Size

$247Est. Price/Sq.Ft.

2 car garageParking

Listed by Greg Robbins • Houlihan Lawrence WD

Listed by Rhonda Young • Houlihan Lawrence WD

Bought with Susan Wagner • Berkshire Hathaway NE Prop.

Source:Smart MLS #170383345

Redfin Estimate

$1,286,007

$486K since sold in June 2021$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.2% lower than the average sale price ($1.34M) of 5 comparable homes.

SOLD AUG 17, 2026
$1,250,000
A
4 beds3.5 baths4,806 sq ft
34 Beekman Pl, Madison, CT 06443
SOLD SEP 4, 2026
$900,000
B
4 beds3.5 baths4,191 sq ft
706 Green Hill Rd, Madison, CT 06443
SOLD JUN 26, 2026
$1,475,000
C
4 beds4 baths5,147 sq ft
11 Silo Hl, Madison, CT 06443
SOLD JUL 30, 2026
$1,410,000
D
5 beds4 baths5,310 sq ft
7 Caleb Ct, Guilford, CT 06437
SOLD MAY 1, 2026
$1,675,000
E
5 beds4.5 baths5,575 sq ft
76 High Hill Cir, Madison, CT 06443

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Earn from this home

Sell

$636,105

Est. take-home

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Refinance

Est. cash available

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Rent

$5,194/mo

Redfin rental estimate

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Market trends in 06443, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.4%

+0.4% MoM

Median sale price

$797K

$2K MoM

Avg. days on market

43d

1 days MoM

Recently sold homes

6 MoM

New listings for sale

COMING SOON
$1,225,000
4 beds3 baths2,644 sq ft
51 Neck Rd, Madison, CT 06443
$669,000
3 beds2.5 baths2,000 sq ft
32 Wellsweep Dr, Madison, CT 06443
$499,000
3 beds1.5 baths1,748 sq ft
270 Scotland Rd, Madison, CT 06443
3D & VIDEO TOUR
$1,600,000
4 beds3.5 baths3,665 sq ft
87 Wildcat Springs Dr, Madison, CT 06443
$600,000
5 beds2 baths2,240 sq ft
273 Horse Pond Rd, Madison, CT 06443
$425,000
3 beds1.5 baths1,236 sq ft
371 Race Hill Rd, Madison, CT 06443
OPEN SAT, 1PM TO 2:30PM
$849,000
4 beds3 baths2,792 sq ft
150 Race Hill Rd, Madison, CT 06443
See all

Provided by Redfin

Sale history for 20 Crestview Dr

Date

Event

Price

Smart MLS #170383345

Jun 10, 2021

Sold

$800,000

$154/sq ft

Mar 29, 2021

Contingent

—

Mar 26, 2021

Listed

$800,000

$154/sq ft

Smart MLS #170090269

Sep 14, 2018

Sold

$582,000

$112/sq ft

Sep 5, 2018

Listing Removed

—

Aug 17, 2018

Contingent

—

Jun 13, 2018

Price Changed

$609,900

$117/sq ft

May 31, 2018

Listed

$625,000

$120/sq ft

Located in a much sought after area of fine homes, this 5 bedroom colonial offers exceptional living spaces, an open floor plan with generously sized rooms and separate townhouse style in-law apartment with kitchenette. Updated kitchen with granite counter tops and new stainless appliances. The newly added butler's pantry complete with dishwasher and granite counter tops. You'll want to spend all your time in the fabulous year round sun porch with vaulted ceiling and new HVAC. The current sellers have done a fantastic job renovating the property. They have added a butler's pantry, added wood moldings and detail, added built-ins to the mudroom, changed out hardware, painted and fresh quality carpeting in the bedrooms. There are so many areas of additional flexible space, office off the master, finished walkout lower level in the main house. On the exterior the back yard has been expanded and leveled complete with new plantings and a playset. Set on a quiet cul-de-sac.

Smart MLS #170035059

May 31, 2018

Listing Removed

—

May 27, 2018

Listing Removed

—

May 17, 2018

Price Changed

$625,000

$120/sq ft

Apr 11, 2018

Price Changed

$639,900

$123/sq ft

Feb 21, 2018

Price Changed

$659,900

$127/sq ft

Nov 29, 2017

Listed

$679,900

$130/sq ft

Smart MLS #170007151

Nov 25, 2017

Listing Removed

—

Aug 21, 2017

Listed

$679,900

$130/sq ft

Smart MLS #N10205557

Aug 20, 2017

Listing Removed

—

Mar 21, 2017

Listed

$679,900

$130/sq ft

Smart MLS #N10022770

May 15, 2015

Sold

$649,500

$125/sq ft

Mar 12, 2015

Listing Removed

—

Feb 18, 2015

Listed

$659,000

$126/sq ft

Smart MLS #M9147492

Feb 5, 2015

Listing Removed

—

May 8, 2014

Listed

$649,900

$125/sq ft

Smart MLS #M9109213

Feb 19, 2009

Listing Removed

—

Mar 3, 2008

Listed

$799,000

$153/sq ft

Public Records

Dec 15, 1993

Sold

$359,000

$69/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$15,450 (+1.9%)

$165,400 + $350,100

$515,500

2022

$15,161 (+1.9%)

$165,400 + $350,100

$515,500

2021

$14,872 (+5.5%)

$165,400 + $350,100

$515,500

2020

$14,093 (+0.3%)

$165,400 + $331,700

$497,100

2019

$14,056 (+1.1%)

$165,400 + $330,400

$495,800

2018

$13,908 (+2.7%)

$123,100 + $372,900

$496,000

2017

$13,541 (+3.1%)

$123,100 + $372,900

$496,000

2016

$13,139 (+5.2%)

$123,100 + $372,900

$496,000

2014

$12,484 (−5.6%)

$123,100 + $372,900

$496,000

2010

$13,221

$203,000 + $445,400

$648,400

Tax history for 20 Crestview Dr

Year

Property tax

Land + Additions

Assessment*

2023

$15,450 (+1.9%)

$165,400 + $350,100

$515,500

2022

$15,161 (+1.9%)

$165,400 + $350,100

$515,500

2021

$14,872 (+5.5%)

$165,400 + $350,100

$515,500

2020

$14,093 (+0.3%)

$165,400 + $331,700

$497,100

2019

$14,056 (+1.1%)

$165,400 + $330,400

$495,800

2018

$13,908 (+2.7%)

$123,100 + $372,900

$496,000

2017

$13,541 (+3.1%)

$123,100 + $372,900

$496,000

2016

$13,139 (+5.2%)

$123,100 + $372,900

$496,000

2014

$12,484 (−5.6%)

$123,100 + $372,900

$496,000

2010

$13,221

$203,000 + $445,400

$648,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.39 Acres

Year renovated

—

Sq. Ft.

4,454

Year built

1996

Style

Single Family Residential

County

New Haven County

APN

1159502

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information

Interior Information
Total Rooms: 18
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
In-Law Apartment: Yes
In-Law Access: Separate Entry
Built In Audio, Lighting, Security System
Handicap Features: Accessible Bath, Ramps
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 2

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Mud Room
Room Count: 15
Basement Description: Fully Finished, Walk-out
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Awnings, Deck, Hot Tub, Lighting, Patio, Underground Utilities

Lot Information
Lot Description: On Cul-De-Sac, In Subdivision

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Radon Mitigation Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4454
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $497,100

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows

Location

School Information
High School: Daniel Hand
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Directions: GPS
County: New Haven

Public facts

Beds: 6
Baths: 5.0
Sq. Ft.: 4,454
Stories: 2.0
Lot Size: 1.39 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: New Haven County
APN: 1159502

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Kathleen H. Ryerson Elementary School

Public K-3 • Assigned • 0.3mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 2.8mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 3.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

67% chance of strong winds in next 30 years

5/10 Air Factor

5 unhealthy days expected this year, 8 days in 30 years

Provided by First Street

Historical weather

Madison, CT • 06443

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.22M – $1.48M

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Nearby similar homes

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New listings for sale in 06443

COMING SOON

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$600,000

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OPEN SAT, 1PM TO 2:30PM

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Home values near 20 Crestview Dr

Data from public records.

Address	Redfin Estimate
8 Crestview Drive, Madison, CT 4 Beds \| 4.5 Baths \| 5049 Sq. Ft.	$1,356,215
30 Crestview Drive, Madison, CT 6 Beds \| 3.5 Baths \| 5838 Sq. Ft.	$1,250,632

Address	Redfin Estimate
10 Crestview Drive, Madison, CT 4 Beds \| 2.5 Baths \| 3426 Sq. Ft.	$957,956
32 Crestview Drive, Madison, CT 4 Beds \| 3.5 Baths \| 4667 Sq. Ft.	$1,623,974

Address	Redfin Estimate
4 Crestview Drive, Madison, CT 4 Beds \| 3.5 Baths \| 2896 Sq. Ft.	$991,333
31 Crestview Drive, Madison, CT 3 Beds \| 3.5 Baths \| 5342 Sq. Ft.	$1,740,037

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 20 Crestview Dr

Tax history for 20 Crestview Dr

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 20 Crestview Dr

More real estate resources