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1755 Great Hill Road

Guilford, Connecticut 06437

ACTIVE - NEW$599,900
Beds
5
Baths
3
SqFt
3,444
Acres
1.10
Year Built
1985
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage3 Fireplaces

About This Home

Welcome to 1755 Great Hill Road, a beautifully renovated, truly turnkey retreat nestled among the trees in the peaceful North Guilford countryside, just moments from picturesque Lake Quonnipaug. Set on 1.1 acres of serene, wooded surroundings, this stunning home offers the perfect combination of modern luxury, privacy, and natural beauty. Thoughtfully reimagined with stylish finishes throughout, the heart of the home is the gorgeous renovated kitchen, featuring quartz countertops, a striking backsplash, stainless steel appliances, and a spacious center island. The open, inviting layout flows seamlessly into the dining area with its charming brick fireplace and out to an expansive deck overlooking the tranquil backyard, ideal for entertaining or simply enjoying the peaceful setting. The beautiful primary suite offers a luxurious escape, complete with generous closet space and a spa-inspired bathroom featuring a freestanding soaking tub, oversized glass-enclosed shower, and dual vanity. Multiple spacious living areas, including a welcoming great room and finished lower-level lounge with a fireplace and bar area, provide exceptional flexibility for entertaining, relaxing, or everyday living. A newer septic system adds valuable peace of mind to this extensively updated home. Outdoor enthusiasts will love the proximity to the scenic trails of nearby Bluff Head Preserve, offering endless opportunities to enjoy nature just minutes from home. This property is completely move-in ready

Key Facts

City/Town
Guilford
Neighborhood
North Guilford
Property / Style
Single Family · Raised Ranch
Year Built
1985
Days on Market
0 days
Beds
5
Baths
3 full
Living Area
3,444 sq ft
Lot Size
1.10 acres
Garage / Parking
2 garage
Property Taxes
$8,147 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

44

42 active listings

Median $ / Sq Ft

$334

42 active listings

Sale-to-List Ratio

100.9%

209 sales

How this home compares

List Price

$599,900

vs $839,500 median

28.5% below median

Price / Sq Ft

$174

vs $334 median

47.9% below median

Days on Market

0 days

vs 44 days median

44 days fresher than median

Based on 42 active and 209 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 21, 2026.

Location

1755 Great Hill Road, Guilford, Connecticut

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,960

per month

  • Principal & Interest$3,081
  • Property Taxes$679
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Guilford
Neighborhood
North Guilford
County
New Haven

Residence

Property Type
Single Family
Style
Raised Ranch
Year Built
1985
New Construction
No/Resale
Living Area
3,444 sq ft
Below Grade
1,500 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
3
Laundry Location
Lower Level
Appliances
Cook TopOven/RangeMicrowaveWasherElectric Dryer
Basement
FullHeatedFully FinishedGarage AccessPartially FinishedFull With Walk-Out

Exterior & Lot

Lot Size
1.10 acres
Zoning
R-8
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedTreed

Listing & Financials

Property Taxes
$8,147 / Annually
Days on Market
0
MLS #
24214508
MLS Status
Active

Similar Properties

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Listed By

Steven Elek

(203) 843-6767

RE/MAX Heritage

(203) 646-2380

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/21/2026. 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 10/21/2026 at 7:10 PM UTC.