49 Guilds Hollow Rd

3,050 Sq. Ft.
$223 / Sq. Ft.
3,050
Sq. Ft.
$223
per Sq. Ft.

Description

Relax by your pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A welcoming foyer opens to a large formal living room with a fireplace, flowing into the country kitchen and a cozy...Relax by your pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A welcoming foyer opens to a large formal living room with a fireplace, flowing into the country kitchen and a cozy den with a wood-trimmed vaulted ceiling. Perfect for entertaining, with access from the den and French doors from the large dining room leading to the mahogany deck and heated gunite pool. The primary bedroom includes a spacious private sitting room, and all rooms are generously sized.
  1. Listed by Mary Ann Bennett • Drakeley Real Estate, Inc.
    P: (203)-206-7048 C: (203)-206-7048 maryann@drakeley.com

Property Details for 49 Guilds Hollow Road

Basement Description
Full, Unfinished, Garage Access, Interior Access
Direct Waterfront
No
Garages Number
2
Neighborhood
Camel Hill
Style
Colonial
Garage Parking Info
Under House Garage, Driveway, Unpaved
Swimming Pool
Yes

Open Houses

Sunday, Jun 28th1:00 PM - 3:00 PM
LISTING UPDATED: 06/25/2026 01:00 PM

Property Details for 49 Guilds Hollow Road

StatusActive
MLS #24179254
Days on Market8
Taxes$8,831 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1978
Lot Size3.00 AC / 130,680 SF
CountyLitchfield County

Location

Listing Courtesy of Drakeley Real Estate, Inc., Mary Ann Bennett
Add your commute

Building Information for 49 Guilds Hollow Road

Stories-Year Built1978Building Size-Lot Size3.00 AC / 130,680 SF

Payment Calculator

$4,124 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,389

Property Taxes

$736

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 49 Guilds Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Guilds Hollow is Route 132 - just minutes to town center/blinking light
  • Elementary School: Bethlehem
  • High School: Nonnewaug
  • Latitude: 41.636284
  • Longitude: -73.219598
  • Middle Jr High School: Woodbury
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,831
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Garden Area, Stone Wall
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Cable - Pre-wired, Security System
  • Laundry Room Info: Lower Level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Built-Ins,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Skylight,Vaulted Ceiling,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 5
  • Listing Key: 52E848C1628A7D03E063E201100AD071
  • Room Entry Order: 5
  • Room Features: Skylight,Bedroom Suite,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 52E848C1628A7D03E063E201100AD071
  • Room Entry Order: 9
  • Room Features: Dining Area,Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Studio Apt
Property
Property and Assessments
  • Color: grey
  • Construction Description: Frame
  • Driveway Type: Private, Crushed Stone
  • Exterior Siding: Aluminum
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1978
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 3050
Lot Information
  • Lot Description: Lightly Wooded
  • Parcel Number: 797971
  • Sq Ft Est Heated Above Grade: 3050.0
  • Sq Ft Total: 3050.0
  • Zoning: R-1
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Electric, Tank Size Unknown
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Estimated Annual Heat Cost: 2715
  • Occupied By: Owner

Property History for 49 Guilds Hollow Road

DateEvent & SourcePriceAppreciation
Jan 24, 2012

Closed (Public Record)

Public Record #327107657

$1—
Jul 16, 2009

Closed (Public Record)

Public Record #327107543

$1—
DateEvent & SourcePrice
01/24/2012

Closed (Public Record)

Public Record #327107657

$1
07/16/2009

Closed (Public Record)

Public Record #327107543

$1

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 49 Guilds Hollow Road

Taxable ValueLand$53,700Additions$337,400Total$391,100
Tax Record2024$8,831 ($736 / month)
Home Facts
Baths3.5Total Finished SqFt3,050 SqFtAbove Grade Finished SqFt3,050 SqFtUnfinished Basement SqFt1,320 SqFtStories2Lot Size130,680 SqFtStyleDuplexYear Built1978ZoningR-1CountyNAUGATUCK VALLEYAPNBHLM M:10-6 B:078Fireplace TypeHas Fireplace

Schools near 49 Guilds Hollow Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

49 Guilds Hollow Road is a single family home for sale in Bethlehem, CT 06751. This property was listed for sale on June 19, 2026 by Drakeley Real Estate, Inc., it's currently listed at $680,000. It has been on the market for a total of 8 days and was last sold on January 24, 2012. This listing's school district is Regional School District 14. Nearby schools include Bethlehem Elementary School, Mitchell Elementary School and Woodbury Middle School. 49 Guilds Hollow Road is a 4-bed, 4-bath, 3,050 sqft single family home built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Drakeley Real Estate, Inc., Mary Ann Bennett

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.