5 Connally Drive
Old Saybrook, Connecticut 06475
- Beds
- 3
- Baths
- 3
- SqFt
- 2,606
- Acres
- 1.50
- Year Built
- 1982
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Tucked away on a beautiful, wooded 1.5-acre lot, this home offers a rare blend of absolute privacy and everyday convenience. Step inside to a freshly painted, 2,606sqft 3 bed and 3 bath open-concept floor plan designed for seamless modern living and effortless entertaining. The heart of the home is anchored by a large kitchen featuring granite countertops, an island with high-top seating, ample cabinet space, and a functional layout that flows beautifully into the main living space. This main living space features a dramatic living room with a wall of windows that frame peaceful nature views and a soaring cathedral ceiling that maximize the sense of space and light. A dedicated home office, a distinct step-down dining room, and a gorgeous full bathroom complete the first floor. Three generous bedrooms and two more full baths upstairs provide plenty of room for family or guests. The finished walkout basement allows for seamless outdoor access, making it a perfect rec room, gym, or media center. Outside, the expansive deck serves as the ideal backdrop for al-fresco dining, summer barbecues, or quiet mornings enjoying your peaceful, private outdoor space. Situated just minutes from Old Saybrook's vibrant town center and train station, this home provides a quiet escape with upscale dining, boutique shopping, beautiful shoreline beaches and a 1,000 acre nature preserve just a short distance away.
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1982
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,606 sq ft
- Lot Size
- 1.50 acres
- Garage / Parking
- 8 total
- Property Taxes
- $4,876 / Annually
Market Snapshot
The Old Saybrook Market
Single Family · trailing 12 months
Active Listings
33
20 under contract
Median List Price
$935,000
33 active listings
Median Closed Price
$748,000
132 sales
Median Days on Market
77
33 active listings
Median $ / Sq Ft
$510
33 active listings
Sale-to-List Ratio
99.5%
132 sales
How this home compares
List Price
$699,000
vs $935,000 median
25.2% below median
Price / Sq Ft
$268
vs $510 median
47.5% below median
Days on Market
0 days
vs 77 days median
77 days fresher than median
Based on 33 active and 132 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of September 30, 2026.
Location
5 Connally Drive, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$3,732
- Property Taxes$406
- Insurance$233
- 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
- Contemporary
- Year Built
- 1982
- New Construction
- No/Resale
- Living Area
- 2,606 sq ft
- Below Grade
- 515 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Main
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherElectric Dryer
- Basement
- PartialPartially FinishedPartial With Walk-Out
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 1.50 acres
- Zoning
- AA-1
- Garage / Parking
- 8 total parking spacesDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShakeCedarWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotSloping Lot
Listing & Financials
- Property Taxes
- $4,876 / Annually
- Days on Market
- 0
- MLS #
- 24208801
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/30/2026. 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 9/30/2026 at 1:15 PM UTC.