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$799,999
New Listing

99 Cheryl Ann Drive
Milford, CT 06460

Single Family Residence|Coming Soon
4
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,988
SqFt
$402
/SqFt
1964
Built
County:
New Haven
Listing courtesy of Andrea Viscuso of Compass Connecticut, LLC Office Phone: (203) 489-6499 Broker Contact: (203) 627-7767
Call Now: 203-641-3233
Is this the listing for you? We can help make it yours.
203-641-3233
Upcoming Open Houses
Sat, Jun 13, 12:00 PM - 2:00 PM
Sun, Jun 14, 12:00 PM - 2:00 PM
99 Cheryl Ann Drive99 Cheryl Ann Drive99 Cheryl Ann Drive99 Cheryl Ann Drive
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Mortgage Calculator

Monthly Payment (Est.)

$3,650
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Welcome home to this beautifully updated Colonial, tucked on a picturesque tree-lined street and set on a private, level 1.38-acre lot with exceptional landscaping and curb appeal. Blending open-concept living with warm, inviting spaces, this 4-bedroom, 2.5-bath home is designed for both everyday comfort and effortless entertaining. Refinished hardwood floors flow throughout the home, complemented by updated kitchens and baths. The main level offers three separate living areas, including a spacious living room, cozy family room with fireplace and built-ins, and a bright sunroom. The renovated eat-in kitchen features quartz countertops, gray cabinetry, newer appliances, and a charming brick backsplash with open shelving. A slider leads to the backyard oasis complete with a patio, pergola, fire pit, and playscape. Upstairs, the primary suite features a walk-in closet and updated bath with dual vanity. Three additional generously sized bedrooms, a full bath, and ample hallway storage complete the second floor. The unfinished lower level offers excellent storage and endless potential for future finished living space. Recent improvements include a newer driveway, fresh interior paint, power washing, yard enhancements, a 10-year-old roof, and a 6-year-old hot water heater. Conveniently located near the Post Road, YMCA, Eisenhower Park, Orchards Golf Course, shopping, dining, and Milford's beautiful coastline, including Silver Sands State Park and MANY public beaches!

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Listing Snapshot
Price 
$799,999
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
1,988 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
1.38 Acres
Year Built 
1964
MLS® Number 
24181787
Status 
Coming Soon
Property Tax 
$9,629
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
2 hours agoListing first seen on site
General Features
Acres 
1.38
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
PavedPrivateDrivewayAttached
Parking Spaces 
8
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
1988
Style 
Colonial
Water Source 
Public
Zoning 
RA
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveRefrigeratorWasherWine Cooler
Basement 
FullUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
1
Heating 
Natural GasForced Air
Laundry Features 
Main Level
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
Vinyl SidingConcrete
Lot Features 
ClearedLevel
Other Structures 
Shed(s)
Patio And Porch 
Patio
Roof 
Asphalt
Waterfront Features 
Beach Access
Community Features
Community Features 
Golf
Schools
School District
Unknown
Elementary School
Orange Avenue
Middle School
Harborside
High School
Joseph A. Foran
Listing courtesy of Andrea Viscuso of Compass Connecticut, LLC Office Phone: (203) 489-6499 Broker Contact: (203) 627-7767



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-06-07 05:38 PM UTC.

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Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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