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4 Bentons Knoll #2

Guilford, Connecticut 06437

PENDING$1,395,000
Beds
4
Baths
3 | 1
SqFt
2,877
Acres
0.20
Year Built
2021
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,758

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

John Hill

(203) 675-3942

Seabury Hill REALTORS

(203) 562-1220

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.