276 Guilds Hollow Rd, Bethlehem, CT 06751

Off Market Nov 2024 for $1.6M

$1,552,236

Est. refi paymentEst. refi $8,401/mo

•

4,086

sq ft

276 Guilds Hollow Rd, Bethlehem, CT 06751

About this home

Authentic 1765 classic colonial with charming additions, entertaining spaces and terraces, fabulous gardens, pool, barn, shed with wood stove, gazebo, two ponds, garage, tennis court, tree house and level lawn. The farmhouse you have been waiting for! 2 bedrooms on main level, 3 including primary suite on second floor. Oversized guest suite up separate stair above family room. Adorable shed reimagined with wood stove. Timber frame barn with electricity. Multiple entertaining terraces. Just spectacular!

Single-familyProperty Type

1765Year Built

10.77 acresLot Size

$380Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Pels Matthews • W. Raveis Lifestyles Realty

Bought with Pels Matthews • W. Raveis Lifestyles Realty

Source:Smart MLS #24043435

Redfin Estimate

$1,552,236

$98K since sold in November 2024$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20% higher than the average sale price ($1.29M) of 6 comparable homes.

SOLD MAY 12, 2026
$2,050,000
A
4 beds3.5 baths3,551 sq ft
382 Weekeepeemee Rd, Woodbury, CT 06798
SOLD MAY 1, 2026
$2,195,000
B
4 beds4.5 baths3,699 sq ft
63 W Mountain Rd, Washington Depot, CT 06793
SOLD AUG 20, 2026
$685,000
C
4 beds2.5 baths2,600 sq ft
25 Dark Entry Rd, Bethlehem, CT 06751
SOLD AUG 20, 2026
$775,000
D
5 beds3.5 baths3,475 sq ft
1460 Guernseytown Rd, Watertown, CT 06795
SOLD JUL 15, 2026
$656,000
E
4 beds2.5 baths2,832 sq ft
10 Carmel Hill Rd S, Bethlehem, CT 06751
SOLD JUL 16, 2026
$1,400,000
F
4 beds4.5 baths5,216 sq ft
48 Coach Light Dr, Woodbury, CT 06798

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Earn from this home

Sell

$183,053

Est. take-home

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Refinance

Est. cash available

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Rent

$4,351/mo

Redfin rental estimate

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Market trends in 06751, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.2%

+0.9% MoM

Median sale price

$600K

$50K MoM

Avg. days on market

54d

104 days MoM

Recently sold homes

5 MoM

New listings for sale

COMING SOON
$595,000
5 beds3 baths2,272 sq ft
65 Main St S, Bethlehem, CT 06751
$470,000
3 beds2 baths1,869 sq ft
189 Flanders Rd, Bethlehem, CT 06751
See all

Provided by Redfin

Sale history for 276 Guilds Hollow Rd

Date

Event

Price

Smart MLS #24043435

Nov 22, 2024

Sold

$1,650,000

$404/sq ft

Nov 14, 2024

Pending

—

Sep 22, 2024

Contingent

—

Sep 2, 2024

Listed

$1,750,000

$428/sq ft

Aug 31, 2024

Coming Soon

$1,750,000

$428/sq ft

Smart MLS #170402601

Sep 3, 2021

Sold

$1,475,000

$361/sq ft

Jun 6, 2021

Contingent

—

May 28, 2021

Listed

$1,595,000

$390/sq ft

WIT'S END FARM. One of Bethlehem's most distinguished historic homes on 10+ acres. Mint condition. Compound includes gunite pool, gazebo, tennis court, 2 small ponds, potting shed, & beautiful antique barn w/horse fencing. Meticulously groomed grounds boast a charming parterre garden and veggie garden with twig fencing, towering maples, perennial gardens. The epitome of a country house .... pristine 1765 Georgian colonial. 5 BRs, 4 full, 2 half baths, 5 fireplaces, library, and upstairs office. Superb period interior architectural detail: exposed beams, antique floors, original paneling. Inviting country kitchen wing opens via French doors to a generous stone patio offering complete privacy for outdoor dining. Bethlehem, a small town with an agricultural heritage, is home to the Bellamy-Ferriday House & Garden, Oliva's on Main, March Farm, hiking trails. The mile-long Long Meadow Pond invites swimming, kayaking, skulling, and canoeing without motor boats! Quick run to White Flower Farm, Winvian, Arethusa al Tavolo, The Mayflower and all Litchfield County offers!

Smart MLS #170298686

Jul 27, 2020

Listing Removed

—

May 28, 2020

Listed

$1,249,000

$306/sq ft

Smart MLS #99140561

Oct 2, 2016

Listing Removed

—

May 3, 2016

Listed

$1,349,000

$330/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$11,650

$68,300 + $355,500

$423,800

2022

$11,655 (+30.2%)

$68,300 + $355,500

$423,800

2021

$8,955 (+3.0%)

$68,300 + $257,200

$325,500

2020

$8,694 (−0.3%)

$68,300 + $257,200

$325,500

2019

$8,720 (+7.6%)

$68,300 + $257,200

$325,500

2018

$8,102 (−4.9%)

$77,400 + $258,100

$335,500

2017

$8,515 (+8.4%)

$77,400 + $258,100

$335,500

2016

$7,854 (+4.2%)

$77,400 + $258,100

$335,500

2014

$7,539

$77,400 + $258,100

$335,500

Tax history for 276 Guilds Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,650

$68,300 + $355,500

$423,800

2022

$11,655 (+30.2%)

$68,300 + $355,500

$423,800

2021

$8,955 (+3.0%)

$68,300 + $257,200

$325,500

2020

$8,694 (−0.3%)

$68,300 + $257,200

$325,500

2019

$8,720 (+7.6%)

$68,300 + $257,200

$325,500

2018

$8,102 (−4.9%)

$77,400 + $258,100

$335,500

2017

$8,515 (+8.4%)

$77,400 + $258,100

$335,500

2016

$7,854 (+4.2%)

$77,400 + $258,100

$335,500

2014

$7,539

$77,400 + $258,100

$335,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10.77 Acres

Year renovated

—

Sq. Ft.

4,086

Year built

1765

Style

Single Family Residential

County

Litchfield County

APN

796600

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 5, 2023.

Oct 1, 2025 • Active

Commercial

Replace existing barn doors with new ADA-compliant doors that swing outwards and reframe the door openings. Adjust the height of the stairs leading to the upper level stage area and install handrails on both sides of the stairs.

Electrical

Remodel

Sep 19, 2025 • Final

Residential

Install a main event tent with a dance floor and LED cafe lighting. Set up a separate food preparation tent equipped with a propane convection oven. Both tents will include fire extinguishers, emergency exit signs, and optional sidewalls with propane heaters for inclement weather.

Electrical

Gas

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage, Driveway, Off Street Parking
Garages Number: 2

Parking Information
Parking Total Spaces: 4

Interior

Interior Information
Total Rooms: 11
Laundry Room Info: Main Level
Interior Features: Cable - Available
Lock(s)
Fireplaces Total: 5
Cooling System: Split System
Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Crawl Space, Full, Unfinished, Hatchway Access, Interior Access, Concrete Floor
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle, Shake
Exterior Siding: Clapboard, Wood
Exterior Features: Terrace, Tennis Court, Gazebo, Barn, Cabana, Gutters, Garden Area

Lot Information
Lot Description: Some Wetlands, Lightly Wooded, Level Lot, Professionally Landscaped, Water View

Pool Information
Swimming Pool
Pool Description: Gunite, Heated, Safety Fence, In Ground Pool

Building Information
Foundation Type: Masonry, Stone
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Driveway Type: Private, Gravel

Financial

Assessments Information
Assessed Value: $660,000

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Regional District 14
High School: Nonnewaug
Elementary School: Bethlehem

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Private School(s)
Directions: Carmel Hill North to Guilds Hollow
Direct Waterfront
County: Litchfield

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 4,086
Stories: 2.0
Lot Size: 10.77 acres
Style: Single Family Residential
Year Built: 1765
Year Renovated: —
County: Litchfield County
APN: 796600

Home facts updated by county records on Jul 5, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Bethlehem Elementary School

Public PreK-5 • Assigned • 1.8mi

9/10

Woodbury Middle School

Public 6-8 • Assigned • 5.2mi

6/10

Nonnewaug High School

Public 9-12 • Assigned • 4.8mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

5/10 Wind Factor

23% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Bethlehem, CT • 06751

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.48M – $1.79M

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New listings for sale in 06751

COMING SOON

$595,000

5 beds3 baths2,272 sq ft

65 Main St S, Bethlehem, CT 06751

$470,000

3 beds2 baths1,869 sq ft

189 Flanders Rd, Bethlehem, CT 06751

Home values near 276 Guilds Hollow Rd

Data from public records.

Address	Redfin Estimate
226 Guilds Hollow Rd, Bethlehem, CT 4 Beds \| 2.5 Baths \| 2360 Sq. Ft.	$605,246
208 Guilds Hollow Rd, Bethlehem, CT 3 Beds \| 1 Baths \| 1252 Sq. Ft.	$413,506

Address	Redfin Estimate
243 Guilds Hollow Rd, Bethlehem, CT 2 Beds \| 3 Baths \| 2656 Sq. Ft.	$679,574
327 Guilds Hollow Rd, Bethlehem, CT 4 Beds \| 3.5 Baths \| 2713 Sq. Ft.	$592,769

Address	Redfin Estimate
322 Guilds Hollow Rd, Bethlehem, CT 2 Beds \| 2.5 Baths \| 1781 Sq. Ft.	$561,133
338 Guilds Hollow Rd, Bethlehem, CT 4 Beds \| 3 Baths \| 2842 Sq. Ft.	$911,928

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06751, CT

Sale history for 276 Guilds Hollow Rd

Tax history for 276 Guilds Hollow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06751

Home values near 276 Guilds Hollow Rd

More real estate resources