289 South Hoop Pole Road
Guilford, Connecticut 06437
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,352
- Acres
- 1.53
- Year Built
- 1973
- Neighborhood
- North Guilford
- 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
For the first time ever, the original owners are proud to present this lovingly maintained 4-bedroom, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Association so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood flooring throughout and excellent first-floor versatility! The main level offers plenty of flexible living space, including a formal living room, an oversized family room with custom built-ins, a dedicated office with French doors, a separate den & a unique attached greenhouse for year-round gardening. A mudroom and powder room are conveniently located just off the attached Main Level 2-car garage. The expansive deck spans nearly the length of the house is perfect for outdoor entertaining. During colder months, cozy up by one of the two fireplaces. The property also features a full walk-out lower level, offering immense potential for future finished space. Outside, a massive 24' x 36' detached barn equipped with electricity and a large walk-up attic offers endless possibilities for a workshop, car storage, or a studio. Featuring a wonderfully functional layout, this property offers an incredible opportunity to update, design and create your dream home. Don't miss this rare chance to customize a forever home!
Key Facts
- City/Town
- Guilford
- Neighborhood
- North Guilford
- Property / Style
- Single Family · Colonial
- Year Built
- 1973
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,352 sq ft
- Lot Size
- 1.53 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $9,012 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
36
40 under contract
Median List Price
$999,250
36 active listings
Median Closed Price
$662,500
222 sales
Median Days on Market
54
36 active listings
Median $ / Sq Ft
$357
36 active listings
Sale-to-List Ratio
100.8%
222 sales
How this home compares
List Price
$650,000
vs $999,250 median
35.0% below median
Price / Sq Ft
$276
vs $357 median
22.7% below median
Days on Market
0 days
vs 54 days median
54 days fresher than median
Based on 36 active and 222 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of August 5, 2026.
Location
289 South Hoop Pole Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$3,342
- Property Taxes$751
- Insurance$217
- 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
- Colonial
- Year Built
- 1973
- New Construction
- No/Resale
- Living Area
- 2,352 sq ft
Schools
- Elementary
- Melissa Jones
- High
- Guilford
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullFull With Walk-Out
- Additional Rooms
- Greenhouse
Exterior & Lot
- Lot Size
- 1.53 acres
- Zoning
- R-8
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BreezewayShedBarnDeckGuttersGarden Area
- Lot Description
- SecludedInterior LotLevel Lot
Listing & Financials
- Property Taxes
- $9,012 / Annually
- Days on Market
- 0
- MLS #
- 24195110
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Lisa Szyndlar
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/5/2026. 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 8/5/2026 at 1:16 AM UTC.