345 Vineyard Point Road
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 6 | 2
- SqFt
- 8,070
- Acres
- 5.67
- Year Built
- 2010
- 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
Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.
Key Facts
- City/Town
- Guilford
- Neighborhood
- Sachems Head
- Property / Style
- Single Family · Mediterranean,Modern
- Year Built
- 2010
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 6 full · 2 half
- Living Area
- 8,070 sq ft
- Lot Size
- 5.67 acres
- Garage / Parking
- 7 garage · 50 total
- Property Taxes
- $60,634 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
35
34 under contract
Median List Price
$849,000
35 active listings
Median Closed Price
$655,000
212 sales
Median Days on Market
58
35 active listings
Median $ / Sq Ft
$348
35 active listings
Sale-to-List Ratio
100.8%
212 sales
How this home compares
List Price
$5.75M
vs $849,000 median
6.8× the median
Price / Sq Ft
$713
vs $348 median
2.0× the median
Days on Market
0 days
vs 58 days median
58 days fresher than median
Based on 35 active and 212 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 8, 2026.
Location
345 Vineyard Point Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$31,474
- Property Taxes$5,053
- Insurance$1,917
- 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
- Mediterranean,Modern
- Year Built
- 2010
- New Construction
- No/Resale
- Living Area
- 8,070 sq ft
- Below Grade
- 1,690 sq ft
Schools
- Elementary
- A. W. Cox
- High
- Guilford
Interior
- Heating
- Hydro AirRadiantSolarZoned
- Heat Fuel
- Propane
- Cooling
- Zoned
- Fireplaces
- 5
- Laundry
- Upper Level
- Laundry Location
- Laundry Rm upstairs & laundry in Primary
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryer
- Basement
- FullHeatedGarage AccessCooledInterior AccessPartially FinishedWalk-out
- In-Law Apartment
- YesDetached
- Interior Features
- Audio SystemAuto Garage Door OpenerCentral VacuumElevatorOpen Floor PlanSecurity System
- Additional Rooms
- Exercise RoomFoyerGymLaundry RoomMud RoomWorkshop
- Accessibility
- 32" Minimum Door Widths,Hallways 36+ Inches Wide,Hard/Low Nap Floors,Lever Door Handles,Multiple Entries/Exits
Exterior & Lot
- Lot Size
- 5.67 acres
- Zoning
- R-5
- Garage / Parking
- 7 garage spaces50 total parking spacesAttached GarageUnder House GarageOtherPavedDrivewayPrivateCircularPaved
- Waterfront Details
- Walk to WaterWater CommunityView
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseSpaIn Ground Pool
- Construction
- Stucco
- Color
- cream
- Roof
- Tile
- Foundation
- Concrete
- Exterior Features
- TerraceBarnGuest HouseHot TubFrench DoorsPatioDeckStablePaddock
- Lot Description
- Level LotSloping LotCleared
Listing & Financials
- Property Taxes
- $60,634 / Annually
- Days on Market
- 0
- MLS #
- 24212653
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Richard Higgins
Higgins Group Bedford Square
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/8/2026. 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 10/8/2026 at 2:45 PM UTC.