34 Briarcliffe Trail
Old Saybrook, Connecticut 06475
Reduced from $1,224,900
- Beds
- 4
- Baths
- 3
- SqFt
- 3,720
- Acres
- 1.31
- Year Built
- 1992
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
33
25 under contract
Median List Price
$1.07M
33 active listings
Median Closed Price
$750,000
127 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.