22 Skytop Dr, Madison, CT 06443
Property image
Property image
OFF MARKET

22 Skytop Dr
Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,656 sqft (on 0.92 acres)

$826,800

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $5,693/mo*
Refinance Your Home

$826,800

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $5,693/mo*
Refinance Your Home
3 Beds
3 Baths
2,656 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 22 Skytop Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to this stunning home located in the heart of Madison! Single level living with all the style and upgrades you desire. Home features 3 bedrooms and 3 full baths. Walk into your dream kitchen complete with beadboard vaulted ceilings, beautiful windows overlooking the private and serene yard. Expansive center island with seating designed for everyday needs and fabulous for entertaining. All high end appliances including a subzero refrigerator that complements the custom cabinetry throughout the kitchen. Designed with the home chef in mind, every drawer and cabinet you can imagine to fit your every need! Choose the layout that best fits your personal style with two options for an eat-in-kitchen area. Formal dining room with built-in cabinets and serving area, complete with cozy fireplace sitting area. The family room is generous in size and boasts a stunning fireplace sure to be your favorite spot in the house. No expense has been spared in this home! Kitchen and all three bathrooms have heated flooring for toasty feet on chilly days. Master bedroom features a walk-in closet and the bathroom of your dreams! Large walk in shower with bench, jetted/soaking tub and did I mention the heated floors!! Minutes to town!! You are just going to fall in love! Home features central air, 2 car garage, and circular driveway. The septic system and leaching fields are 7 yrs new. Set up your private showing today!!
22 Skytop Dr, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,656 sqft single-family home built in 1964. It last sold for $585,000 on Jul 31, 2020. It is currently off market. The Trulia Estimate is $826,800, with a rent estimate of $5,465/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 22 Skytop Dr

Interior Features

Heating & Cooling
Heating: Baseboard, Radiant, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6Types of Rooms: Laundry Room
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.92 acres

Price History for 22 Skytop Dr

DatePriceEventSource
07/31/2020$585,000Sold
Smart MLS #170296981
06/26/2020$599,900PendingAgent Provided
06/25/2020$599,900PriceChange
Agent Provided
06/05/2020$609,000PendingAgent Provided
05/22/2020$609,000Listed For SaleAgent Provided
11/30/2012$420,000Sold
Smart MLS #M9135547
07/05/2012$449,900Listed For SaleAgent Provided
03/15/2004$380,500Sold
Smart MLS #M9078989
01/31/2003$284,000Sold
N/A
02/20/1997$125,000Sold
N/A

Market trends in Madison

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
69
4MoM
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Property Tax and Assessment

Year2025
Tax$9,073
Assessment$404,500
Home facts updated by county records

Comparable Sales for 22 Skytop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Flintlock Road, Madison, CT
0.18
Single-Family Home
$711,000
08/21/25
4
1.5
2,458
26 Flintlock Road, Madison, CT
0.22
Single-Family Home
$775,000
02/09/26
5
3
2,904
76 Horse Pond Road, Madison, CT
0.27
Single-Family Home
$680,000
07/18/25
4
3
3,037
6 Yankee Peddler Path, Madison, CT
0.36
Single-Family Home
$660,000
06/12/26
4
2
2,642
118 Flintlock Road, Madison, CT
0.39
Single-Family Home
$705,000
08/07/25
3
2
1,840
41 Sportsman Hill Road, Madison, CT
0.43
Single-Family Home
$690,000
08/13/25
4
3.5
3,120
16 Yankee Peddler Path, Madison, CT
0.32
Single-Family Home
$645,000
05/12/26
4
3.5
3,590
107 Horse Pond Road, Madison, CT
0.09
Single-Family Home
$430,000
06/12/26
3
2
864
12 Sportsman's Hill Road, Madison, CT
0.55
Single-Family Home
$515,000
06/24/26
4
2
2,746
30 Church Lane, Madison, CT
0.70
Single-Family Home
$700,000
05/01/26
4
2.5
2,908

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Skytop Dr.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
    Flag
  • 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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Explore by feature - Pet Friendly

7 pet-friendly rentals in Madison, CT

Explore by feature - Garage

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Explore by feature - Air Conditioning

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24 rentals with a washer/dryer in Madison, CT

Homes for sale near 22 Skytop Dr

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Off Market Homes Near 22 Skytop Dr

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