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34 Briarcliffe Trail

Old Saybrook, Connecticut 06475

ACTIVE$999,900

Reduced from $1,224,900

Beds
4
Baths
3
SqFt
3,720
Acres
1.31
Year Built
1992
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 FireplacesVirtual TourPrice Reduced

About This Home

Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car attached garage and huge basement.

Key Facts

City/Town
Old Saybrook
Neighborhood
N/A
Property / Style
Single Family · Colonial,Contemporary
Year Built
1992
Days on Market
42 days
Beds
4
Baths
3 full
Living Area
3,720 sq ft
Lot Size
1.31 acres
Garage / Parking
2 garage · 10 total
Property Taxes
$6,805 / Annually

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

Median Days on Market

41

33 active listings

Median $ / Sq Ft

$573

33 active listings

Sale-to-List Ratio

98.9%

127 sales

How this home compares

List Price

$999,900

vs $1.07M median

7.0% below median

Price / Sq Ft

$269

vs $573 median

53.1% below median

Days on Market

42 days

vs 41 days median

In line with median

Based on 33 active and 127 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of July 28, 2026.

Location

34 Briarcliffe Trail, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,998

per month

  • Principal & Interest$5,098
  • Property Taxes$567
  • Insurance$333
  • HOA$0

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

Location

City/Town
Old Saybrook
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial,Contemporary
Year Built
1992
New Construction
No/Resale
Living Area
3,720 sq ft

Schools

Elementary
Kathleen E. Goodwin
Middle
Per Board of Ed
High
Old Saybrook

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Laundry
Upper Level
Appliances
Electric RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorage
Interior Features
Cable - Pre-wired

Exterior & Lot

Lot Size
1.31 acres
Zoning
AA-1
Garage / Parking
2 garage spaces10 total parking spacesAttached GarageDrivewayPrivateGravel
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Brick
Color
brick
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedStone Wall
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$6,805 / Annually
Days on Market
42
MLS #
24182838
MLS Status
Active

Similar Properties

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

Listed By

Eric Schuell

(203) 988-7418

RE/MAX Right Choice

(203) 877-0618

Co-Listed By

MJ Agostini

RE/MAX Right Choice

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:10 AM UTC.