1755 Great Hill Road
Guilford, Connecticut 06437
- Beds
- 5
- Baths
- 3
- SqFt
- 3,444
- Acres
- 1.10
- Year Built
- 1985
- Neighborhood
- North Guilford
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
42
32 under contract
Median List Price
$839,500
42 active listings
Median Closed Price
$660,000
209 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per 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
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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 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.