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77 Pleasant Drive

Bethany, Connecticut 06524

ACTIVE - NEW$499,900
Beds
5
Baths
2 | 1
SqFt
2,032
Acres
1.53
Year Built
1969
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Request a private showing and get Matt's read on price, condition, and next steps.

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Pool2-Car Garage1 Fireplace

About This Home

Welcome to 77 Pleasant Drive, where peaceful country living meets the confidence of extensive recent updates. Set on a private 1.53-acre lot, this spacious 5-bedroom, 2.5-bath raised ranch offers room to spread out, entertain, work from home, and enjoy your own backyard retreat. Step inside to a bright, welcoming main level featuring a comfortable living room with a cozy fireplace, formal dining area, eat-in kitchen, and well-appointed bedrooms. Downstairs, the fully finished walk-out lower level adds exceptional versatility, complete with an additional bedroom and half bath. Create the guest space, home office, media room, fitness area, or flexible living space that fits your lifestyle. Outside, the property truly shines. Spend summer afternoons relaxing by the in-ground gunite pool, host friends on the back deck, or simply enjoy the privacy and serenity of the surrounding yard. Even better, many of the home's major systems have already been updated, offering added peace of mind for the next owner. Improvements include a new septic system, roof, well pump, radon mitigation system, and boiler in 2020, a water treatment system in 2023, and a new oil tank in 2023. Conveniently located approximately two miles from Bethany Community School and Amity Regional Middle School, 77 Pleasant Drive combines space, privacy, flexibility, and extensive improvements in one inviting property. Come experience the setting, space, and lifestyle this Bethany home has to offer.

Key Facts

City/Town
Bethany
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1969
Days on Market
0 days
Beds
5
Baths
2 full · 1 half
Living Area
2,032 sq ft
Lot Size
1.53 acres
Garage / Parking
2 garage
Property Taxes
$6,866 / Annually

Market Snapshot

The Bethany Market

Single Family · trailing 12 months

Median Days on Market

13

9 active listings

Median $ / Sq Ft

$279

9 active listings

Sale-to-List Ratio

100.0%

60 sales

How this home compares

List Price

$499,900

vs $675,000 median

25.9% below median

Price / Sq Ft

$246

vs $279 median

11.8% below median

Days on Market

0 days

vs 13 days median

13 days fresher than median

Based on 9 active and 60 closed sales (trailing 12 mo) of single family in Bethany. Source: SmartMLS · As of September 19, 2026.

Location

77 Pleasant Drive, Bethany, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,386

per month

  • Principal & Interest$2,647
  • Property Taxes$572
  • Insurance$167
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Bethany
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1969
New Construction
No/Resale
Living Area
2,032 sq ft
Below Grade
432 sq ft

Schools

Elementary
Bethany Community
High
Amity Regional

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorDishwasher
Basement
FullPartially Finished

Exterior & Lot

Lot Size
1.53 acres
Zoning
R-65
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteIn Ground Pool
Construction
Wood
Roof
Asphalt Shingle
Foundation
Masonry
Lot Description
Corner LotLightly WoodedLevel Lot

Listing & Financials

Property Taxes
$6,866 / Annually
Days on Market
0
MLS #
24208150
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Joseph Cafasso, Jr.

(203) 444-0964

mygoodagent

(888) 257-8265

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/19/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/19/2026 at 12:20 AM UTC.