44 Sleepy Hollow Road, Columbia, CT 06237
OFF MARKET

44 Sleepy Hollow Road
Columbia, CT 06237

  • 3 Beds
  • 2 Baths
  • 2,490 sqft (on 0.60 acres)

$506,700

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $3,502/mo*
Refinance Your Home

$506,700

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $3,502/mo*
Refinance Your Home
3 Beds
2 Baths
2,490 sqft
(on 0.60 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Shared deeded access to Columbia Lake with the Right of Way located directly across the road from the home! Beautiful views of the water and a serene setting. What a fantastic opportunity to live in the lake community! This spacious 2,490 sq. ft. home has been lovingly maintained by the same owner for the past 46 years. Sprawling floor plan with a spacious living room featuring a fireplace, piano room with a Palladian window and cathedral ceiling which overlooks the private back yard, and updated kitchen with Corian counters, a breakfast bar, space for a dinette, open to a wonderful sunroom and access to the expansive deck. The bedrooms are roomy and have hardwood floors. There are 1 1/2 baths on the main level. The lower level features a wonderful family room with a second fireplace, laundry room, separate half bath, and a fantastic multi-purpose room - great for an office, study, recreation room, hobby room or more! This home is perfect for entertaining - inside and out. Roof is just 8 years old and gutter guards help relieve some exterior maintenance duties. What a great location with lake access right across the road and the Columbia Town Beach just a short 9 minute walk away! Come and make this home your own!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 17, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 44 Sleepy Hollow Road

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 9Types of Rooms: Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 2490 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete Perimeter, RaisedNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Garage Door Opener,Private,Paved
Frontage
Waterfront: Lake, Access, Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1626 Square FeetFinished Area (below surface): 864 Square Feet

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2204492

Price & Status

Price
List Price: $345,000
Status Change & Dates
Off Market Date: Sat Dec 10 2022Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Columbia
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2490 Square Feet

Community

Community Features: Lake

HOA

No HOA

Lot Information

Lot Area: 0.60 acres

Miscellaneous

BasementMls Number: 170519124Attic: Pull Down StairsWater ViewWater View: WaterAbove Grade Unfinished Area: 1626

Additional Information

Lake
Last check for updates: about 19 hours ago
Listed by Sue Esposito, (860) 428-3201
Home Selling Team, (860) 456-7653
Bought with: Rick Nassiff, (860) 208-1354, KW Legacy Partners, (860) 313-0700
Source: Smart MLS, MLS#170519124

Price History for 44 Sleepy Hollow Road

DatePriceEventSource
01/17/2023$328,600Sold
Smart MLS #170519124
12/14/2022$345,000ContingentSmart MLS #170519124
12/14/2022$345,000Listed For SaleSmart MLS #170519124
10/31/2022ListingRemovedSmart MLS #170519124
08/27/2022$349,900Listed For SaleSmart MLS #170519124
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Property Tax and Assessment

Year2025
Tax$6,634
Assessment$226,660
Home facts updated by county records

Comparable Sales for 44 Sleepy Hollow Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Lake Road, Columbia, CT
0.19
Single-Family Home
$445,000
10/03/25
4
2
2,524
57 Whitney Road, Columbia, CT
0.69
Single-Family Home
$360,000
09/19/25
3
2
1,874
9 Lakeview Park, Columbia, CT
0.49
Single-Family Home
$440,000
08/04/25
3
2
1,802
4 Nuhfer Drive, Columbia, CT
0.50
Single-Family Home
$417,000
10/24/25
2
1.5
1,483
12 Webster Lane, Columbia, CT
0.18
Single-Family Home
$1,950,000
05/15/26
3
3.5
3,415
10 Lakeview Park, Columbia, CT
0.49
Single-Family Home
$304,300
03/18/26
4
1.5
1,802
33 Erdoni Road, Columbia, CT
0.52
Single-Family Home
$530,000
06/20/25
3
2.5
1,645
225 Jonathan Trumbull Highway Rt 87 Road, Columbia, CT
0.63
Single-Family Home
$435,000
05/29/25
3
2.5
1,605
127 Route 87, Columbia, CT
0.62
Single-Family Home
$364,900
12/19/25
2
1
1,140

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Sleepy Hollow Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Columbia

At least 13 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 94 % Say yards are well-kept

  • 89 % Say it's quiet

  • 89 % Say there's wildlife

  • 77 % Say there's holiday spirit

  • 76 % Say it's dog friendly

  • 71 % Say people would walk alone at night

  • 62 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 45 % Say kids play outside

  • 38 % Say there are community events

  • 13 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Brittyfra
    "Not the safest road to walk on, but plenty of trails around. Lots of wild life around, quiet road. never any problems."
    1
    Flag
  • Brittyfra
    "no side walks , narrow road and suggest walking dog during day so you are seen. Not busy but some turns are blind. "
    2
    Flag
  • Chathammullins
    "Halloween is safe here. Everyone drives slow and is respectful of each other’s kids. Always wave hello to each other. "
    1
    Flag
  • Chathammullins
    "Great neighborhood for well off middle class folks. People all know each other and it’s a great place to grow up. "
    3
    Flag
  • Axlsmom21
    "I have lived in this neighborhood for 17 years. People are nice, it is quiet and close to shopping and my job. "
    0
    Flag
  • Fran R.
    "Excellent community, schools and town wide involvement."
    0
    Flag

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Apartments for Rent

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Homes for sale near 44 Sleepy Hollow Road

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Off Market Homes Near 44 Sleepy Hollow Road

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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.

Homes for rent near 44 Sleepy Hollow Road

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44 Sleepy Hollow Road, Columbia, CT 06237 is a 3 bedroom, 3 bathroom, 2,490 sqft single-family home built in 1964. This property is not currently available for sale. 44 Sleepy Hollow Road was last sold on Jan 17, 2023 for $328,600 (5% lower than the asking price of $345,000). The current Trulia Estimate for 44 Sleepy Hollow Road is $506,700.