76 Sachem Head Road
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 5,620
- Acres
- 2.31
- Year Built
- 2004
- Neighborhood
- Sachems Head
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped with an outdoor kitchen and pizza oven, is a resort-style masterpiece, featuring two integrated hot tubs and a dramatic infinity edge that blurs the line between water and nature. A heated walkway from the first-floor bathroom leads you straight to one of the hot tubs for year-round use. This home is thoughtfully designed for pet owners, featuring a dog door, dog washing station in the garage, and wiring for an electric fence to keep your companions safe. Modern sophistication meets comfort with a 2.5-bay attached garage, a Lutron Homeworks lighting system, a Crestron audio system, and a 2025 security installation. Recent mechanical updates including a 2023 furnace and serviced air handlers, ensure peak efficiency. Experience luxury at 76 Sachem Head Road. Schedule a private showing today.
Key Facts
- City/Town
- Guilford
- Neighborhood
- Sachems Head
- Property / Style
- Single Family · Contemporary,European
- Year Built
- 2004
- Days on Market
- 38 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 5,620 sq ft
- Lot Size
- 2.31 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $27,223 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
37
39 under contract
Median List Price
$929,000
37 active listings
Median Closed Price
$652,500
226 sales
Median Days on Market
46
37 active listings
Median $ / Sq Ft
$358
37 active listings
Sale-to-List Ratio
100.8%
226 sales
How this home compares
List Price
$2.80M
vs $929,000 median
3.0× the median
Price / Sq Ft
$498
vs $358 median
39.1% above median
Days on Market
38 days
vs 46 days median
8 days fresher than median
Based on 37 active and 226 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 27, 2026.
Location
76 Sachem Head Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$14,276
- Property Taxes$2,269
- Insurance$933
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Guilford
- Neighborhood
- Sachems Head
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Contemporary,European
- Year Built
- 2004
- New Construction
- No/Resale
- Living Area
- 5,620 sq ft
- Below Grade
- 1,000 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Guilford
Interior
- Heating
- Hot AirRadiant
- Heat Fuel
- PropaneOther
- Cooling
- Central AirZoned
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorFreezerSubzeroDishwasherWasherDryer
- Basement
- FullHeatedCooledInterior AccessPartially Finished
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableCentral VacuumHumidifierSecurity System
- Additional Rooms
- Bonus RoomFoyerLaundry RoomSteam/Sauna
Exterior & Lot
- Lot Size
- 2.31 acres
- Zoning
- R-5
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverView
- Water Source
- Public Water Connected
- Sewer
- Septic
- Pool
- GuniteHeatedInfinity EdgeSpaSafety FenceIn Ground Pool
- Construction
- StoneStucco
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersLightingHot TubPatioBalconyGrillAwningsGarden AreaUnderground Sprinkler
- Lot Description
- Fence - PartialSecludedBorders Open SpaceProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $27,223 / Annually
- Days on Market
- 38
- MLS #
- 24181939
- MLS Status
- Active
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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 7/27/2026. 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 7/27/2026 at 7:20 PM UTC.