38 Skytop Dr

Madison, CT 06443

$878,000
Last Sold Price
3
Beds
2,204 Sq. Ft.
$398 / Sq. Ft.
2,204
Sq. Ft.
$398
per Sq. Ft.
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Closed 6/27/25Virtual Tour
Closed 6/27/25Virtual Tour
a view of a house with a yard plants and large tree

Description

Fall in love with this beautifully transformed 3-bedroom, 2.1-bath expanded Cape just minutes from downtown Madison and the beach. Step into a dramatic great room featuring a soaring 20+ ft ceiling, a floor-to-ceiling fireplace, and a striking light fixture-perfect for cozy evenings or stylish entertaining. The open layout flows into a dream kitchen with custom shaker cabinets, quartz countertops, upgraded stainless steel appliances, tile backsplash, and designer hardware. The slate-floored entryway...Fall in love with this beautifully transformed 3-bedroom, 2.1-bath expanded Cape just minutes from downtown Madison and the beach. Step into a dramatic great room featuring a soaring 20+ ft ceiling, a floor-to-ceiling fireplace, and a striking light fixture-perfect for cozy evenings or stylish entertaining. The open layout flows into a dream kitchen with custom shaker cabinets, quartz countertops, upgraded stainless steel appliances, tile backsplash, and designer hardware. The slate-floored entryway and open staircase add architectural flair, leading to three spacious bedrooms upstairs, including a luxurious primary suite with a spa-like ensuite and ample closet space. The second full bath offers double sinks and elegant custom tile with champagne fixtures. A large den with a second fireplace and a private office with built-ins offer flexible living options and could also serve as a 4th bedroom. French doors from the office and a slider from the kitchen lead to a bluestone patio overlooking a serene wooded backdrop-ideal for entertaining or relaxing. A 2-car garage with new doors, openers, and epoxy floors completes the package. Located just a mile from town, under two miles from the beach, and close to I-95, this rare shoreline gem blends luxury, comfort, and convenience. Don't miss this opportunity!
  1. Listed by Luke Florian • SSG Real Estate LLC
    P: (860)-877-5800 C: (860)-877-5800 luke.florian@gmail.com

Property Details for 38 Skytop Drive

Basement Description
Full
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Cape Cod, Colonial
Garage Parking Info
Attached Garage, Off Street Parking, Driveway
Swimming Pool
No
LISTING UPDATED: 06/27/2025 05:09 PM

Property Details for 38 Skytop Drive

StatusClosed
MLS #24099432
Days on Market5
Taxes$7,801 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1972
Lot Size1.47 AC / 64,033 SF
CountyNew Haven County
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Location

Listing Courtesy of SSG Real Estate LLC, Luke Florian

Sold By William Pitt Sotheby's Int'l, Phoebe V Finch

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Building Information for 38 Skytop Drive

Stories-Year Built1972Building Size-Lot Size1.47 AC / 64,033 SF

Payment Calculator

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$4,929 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,279

Property Taxes

$650

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 38 Skytop Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: gps
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.292759
  • Longitude: -72.588042
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $7,801
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Stone Wall, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher
  • Attic Description: Access Via Hatch
  • Cooling System: None
  • Heat Type: Baseboard, Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Location: 1st floor
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Fireplace,Patio/Terrace,Sunken,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Bedroom Suite,Full Bath
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 3637F2C88B9261B1E063E201100A35D8
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1972
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: Total livable sq.ft. per vision appraisal
  • Living Area SQFT Per Public Records: 2204
Lot Information
  • Lot Description: Secluded, Lightly Wooded, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 1157371
  • Sq Ft Est Heated Above Grade: 2204.0
  • Sq Ft Total: 2204.0
  • Zoning: RU-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 38 Skytop Drive

DateEvent & SourcePriceAppreciation
Jun 26, 2025

Closed (Public Record)

Public Record #1904515356

$878,000

+127.4% / yr

Dec 12, 2024

Closed (Public Record)

Public Record #1547246793

$565,000

-0.0% / yr

Sep 30, 2005

Closed (Public Record)

Public Record #168708001

$570,000—
DateEvent & SourcePrice
06/26/2025

Closed (Public Record)

Public Record #1904515356

$878,000

+127.4% / yr

12/12/2024

Closed (Public Record)

Public Record #1547246793

$565,000

-0.0% / yr

09/30/2005

Closed (Public Record)

Public Record #168708001

$570,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 38 Skytop Drive

Taxable ValueLand$124,300Additions$230,300Total$354,600
Tax Record2024$7,954 ($663 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,204 SqFtAbove Grade Finished SqFt2,204 SqFtStories2Lot Size64,033 SqFtStyleSingle Family ResidenceYear Built1972ZoningRU-2CountyNEW HAVENAPNMADI M:59 B:13

Schools near 38 Skytop Drive

This home is within Madison School District.
Rating
School
Type
Grades
Distance
Island Avenue Elementary School
Public - K to 4
Walter C. Polson Upper Middle School
Public - 6 to 8
Daniel Hand High School
Public - 9 to 12
J. Milton Jeffrey Elementary School
Public - K to 3
Rating
School
Distance
Island Avenue Elementary School
PublicK to 4

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.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of SSG Real Estate LLC, Luke Florian

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.