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99 Cheryl Ann Drive

Milford, CT 06460
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Bed 4

Bed

Bath 3

Bath

SqFt1,988

Sqft

Acres1.38

Acres(Lot)

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, f ire 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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Detail Ic Property Details

Property Type : Residential

Price : $799,999

AD Id : 80926815

MLS Id : 24181787

Beds : 4

Lot Size : 1.38 Acres

Living Area Size : 1,988

Year Built : 1964

Garage : 2

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Full, Unfinished
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer, Wine Cooler Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1964 Building Area Total: 2212 Construction Materials: Vinyl Siding, Concrete Patio And Porch Features: Patio Private Pool: No Water front Features: Beach Access

  • Lot Information

    Lot Size Acres: 1.38 Lot Description: Cleared, Level

  • Listing Price Information

    Listing Price: $799999

  • Tax Information

    Parcel Number: 1218639 Annual Tax: $9629

  • Parking Information

    Parking Total: 8 Paved, Private, Driveway, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Orange Avenue
    Junior High School: Harborside
    Senior High School: Joseph A. Foran
  • Location Information

    Direction: Cheryl Ann Drive WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
40 Hawley Avenue, Milford, CT, 06460 $2,990,000 4 4 3,092 3,092 SqFt
24 Anderson Avenue, Milford, CT, 06460 $1,298,000 4 4 3,012 3,012 SqFt
12 Usher Street, Milford, CT, 06460 $1,499,000 3 4 3,437 3,437 SqFt
106 Hawley Avenue, Milford, CT, 06460 $630,000 3 2 1,531 1,531 SqFt
217 Merwin Avenue, Milford, CT, 06460 $529,000 3 1 1,194 1,194 SqFt
182 Merwin Avenue, Milford, CT, 06460 $649,900 3 3 1,734 1,734 SqFt
114 Merwin Avenue, Milford, CT, 06460 $1,590,000 3 4 3,209 3,209 SqFt
233 Chapel Street, Milford, CT, 06460 $549,900 2 1 750 750 SqFt
77 Merwin Avenue #A, Milford, CT, 06460 $1,100,000 3 4 2,555 2,555 SqFt
36 Kenwood Road, Milford, CT, 06460 $569,999 3 3 2,992 2,992 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/09/2026 @ 13:01

MLS: 24181787 LISTED BY: Andrea Viscuso, Compass Connecticut, LLC SOURCE: SmartMLS

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