Date
Details
Price
Change
Source
4/08/2026
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$725,000 Just Listed
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Property Description
Welcome to 28 Osprey Drive, a beautifully maintained colonial with a standout in-law suite, set in one of Seymour's most desirable neighborhoods, surrounded by newer homes and quiet, family-friendly streets. Situated on just under an acre of level land, this property offers the perfect balance of space, privacy, and neighborhood charm-complete with a lovely in-ground pool ideal for summer enjoyment and entertaining. Inside, you'll find almost 3,500 square feet of well-appointed living space, featuring a freshly painted interior and numerous updates throughout. The main home offers three generously sized bedrooms, including a modern and well-appointed primary suite. The inviting living room showcases a cozy fireplace, while the four-season sunroom provides a bright and versatile space to relax and enjoy the changing seasons year-round. A true highlight of this home is the exceptional in-law suite, thoughtfully designed with its own private entrance. Ideal for multi-generational living, it includes a spacious eat-in kitchen, a large primary bedroom, and the added convenience of a chairlift for accessibility. With its combination of size, flexibility, outdoor amenities, and prime location, this home presents an outstanding opportunity. Competitively priced and move-in ready, 28 Osprey Drive is expected to attract strong interest-schedule your showing today.
Full Property Details
Full Property Details for 28 Osprey Dr
General
- Price: $725,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24165206
- Updated: 4/8/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 10
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Other
- Primary Suite: Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Eat In Kitchen: Eat-In Kitchen, Main
- Dining Room: Dining Room, Main
- Laundry: Upper Level
- In-Law/Au Pair Suite: Yes
Additional Information
- Pool: Yes
- Pool Description: In Ground Pool
Exterior
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: New Haven
- Neighborhood: Great Hill
- Driving Directions: GPS Friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: Great Hill
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Upright Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished
- Roof: Asphalt Shingle
- Attic: Yes
- Disability Access: 32" Minimum Door Widths, Chair Lift
- Square Feet: 3,491
- Above Ground: 3,491 Sq. Ft.
- Year Built: 1995
Lot Features
- Lot Size (Acres): 0.99
- Zoning: R-40
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $471,240
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1324229
Listed by RE/MAX Right Choice, Cisco Borres
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 28 Osprey Dr —
Cisco Borres
RE/MAX Right Choice
Agent Contact: (203) 209-9306 Office Contact: (203) 268-1118
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 28 Osprey Dr
Tax History
Tax History for 28 Osprey Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,063
13%
$471,240
50%
2023
$11,584
2%
$314,440
—
2023
$11,314
1%
$314,440
—
2022
$11,191
3%
$314,440
—
2021
$10,914
-5%
$314,440
-2%
2020
$11,506
—
$319,620
—
2019
$11,506
—
$319,620
—
2018
$11,506
—
$319,620
—
2017
$11,506
—
$319,620
—
2016
$11,506
2%
$319,620
-2%
2015
$11,334
2%
$327,670
—
2014
$11,154
2%
$327,670
—
2011
$10,888
—
$327,670
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 28 Osprey Dr
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28 Osprey Drive, Seymour, CT 06483 (MLS# 24165206) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 28 Osprey Drive is currently listed for $725,000 and was received on April 08, 2026. Want to learn more about 28 Osprey Drive? Do you have questions about finding other Single Family real estate for sale in Seymour? You can browse all Seymour real estate or contact a Coldwell Banker agent to request more information.