Under Contract

365 Winthrop Road

Deep River, CT 06417
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Bed 3

Bed

Bath 2

Bath

SqFt1,984

Sqft

Acres1.20

Acres(Lot)

Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separat e workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

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Detail Ic Property Details

Property Type : Residential

Price : $475,000

AD Id : 87798741

MLS Id : 24189405

Beds : 3

Lot Size : 1.20 Acres

Living Area Size : 1,984

Year Built : 1840

County : Middlesex

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Partial, Sump Pump, Crawl Space
  • Roofing Information

    Asphalt
  • Interior Features

    Central Vacuum Roof: Asphalt Appliances: Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer, Electric Water Heater, Range Hood Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1840 Building Area Total: 1984 Construction Materials: Wood Siding, Frame, Clapboard Patio And Porch Features: Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 1.2 Lot Description: Level

  • Listing Price Information

    Listing Price: $475000

  • Tax Information

    Parcel Number: 960975 Annual Tax: $6705

  • School Information

    Elementary School: Deep River
    Junior High School:
    Senior High School: Valley
  • Location Information

    Direction: per gps WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
252 River Road, Deep River, CT, 06417 $6,500,000 5 7 7,697 7,697 SqFt
134 Meadow Woods Road, Deep River, CT, 06417 $2,200,000 3 2 1,591 1,591 SqFt
73 Long Hill Road, Deep River, CT, 06417 $679,900 4 3 2,196 2,196 SqFt
15 Pent Road, Deep River, CT, 06417 $924,000 4 3 2,774 2,774 SqFt
8 Phelps Lane, Deep River, CT, 06417 $299,900 2 1 912 912 SqFt
79 River Street, Deep River, CT, 06417 $399,900 2 1 1,817 1,817 SqFt
209 Main Street, Deep River, CT, 06417 $1,199,999 9 9 4,982 4,982 SqFt
38 Main Street, Deep River, CT, 06417 $650,000 4 4 2,560 2,560 SqFt
257 W Elm Street, Deep River, CT, 06417 $779,000 3 3 2,433 2,433 SqFt
16 Glen Grove Road, Deep River, CT, 06417 $849,900 4 3 2,782 2,782 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 07/18/2026 @ 05:58

MLS: 24189405 LISTED BY: Kira Coon, William Raveis Real Estate SOURCE: SmartMLS

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