4 Bentons Knoll #2
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,877
- Acres
- 0.20
- Year Built
- 2021
- Neighborhood
- Sachems Head
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Why build new when you can own this incredible home? Located at the doorway to Sachem's Head, this 3,000 sq ft custom-built in 2022 with no expense spared. With 4 bedrooms, 3.5 baths, a first-floor office, an attached two-car garage, and a basement ready to be finished, it checks all the boxes. The dramatic great room has double-height ceilings, a striking wall of windows, and a showpiece gas fireplace, flowing into the Chef's kitchen. Waterfall island, quartz counters, GE Monogram Appliances, and high-end fixtures throughout. Eat at the island, or move into the dining room with a slider to the patio. The 1st floor primary suite boasts a walk-in closet and an en suite bathroom with leathered stone, separate sinks, and a built-in makeup area. At the front of the house, there is a large office with two built-in desks, which could easily be converted into a formal dining room. A playful half bath and a mudroom with laundry finish the 1st floor. Upstairs there are 3 large bedrooms, 2 full baths, and a bonus flex space for a playroom or gym. The basement has 4 windows and is partially framed for additional storage space. The professionally designed backyard has a patio, hot tub, tranquil fountain and beautiful wooded views for nature lovers. The association includes lawn mowing, trash, leaf & snow removal. A quick drive to Guilford town center & highways, and easy access to the shoreline for daily walks, recreation, and coastal views. Luxury living in sought after Sachem's Head!
Key Facts
- City/Town
- Guilford
- Neighborhood
- Sachems Head
- Property / Style
- Single Family · Colonial,Contemporary
- Year Built
- 2021
- Days on Market
- 84 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,877 sq ft
- Lot Size
- 0.20 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $20,160 / Annually
- HOA Fee
- $500 / Monthly
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
36
40 under contract
Median List Price
$959,000
36 active listings
Median Closed Price
$657,500
224 sales
Median Days on Market
51
36 active listings
Median $ / Sq Ft
$355
36 active listings
Sale-to-List Ratio
100.8%
224 sales
How this home compares
List Price
$1.40M
vs $959,000 median
45.5% above median
Price / Sq Ft
$485
vs $355 median
36.6% above median
Days on Market
84 days
vs 51 days median
33 days longer than median
Based on 36 active and 224 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 28, 2026.
Location
4 Bentons Knoll #2, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,113
- Property Taxes$1,680
- Insurance$465
- HOA$500
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
- Colonial,Contemporary
- Year Built
- 2021
- New Construction
- No/Resale
- Living Area
- 2,877 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinished
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry Room
Exterior & Lot
- Lot Size
- 0.20 acres
- Zoning
- R-5
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Other
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkGuttersGarden AreaLightingUnderground SprinklerPatio
- Lot Description
- Level LotOn Cul-De-Sac
HOA / Association
- Fee
- $500 / Monthly
Listing & Financials
- Property Taxes
- $20,160 / Annually
- Days on Market
- 84
- MLS #
- 24172719
- MLS Status
- Under Contract
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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 7/28/2026. 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 8:01 AM UTC.