289 South Hoop Pole Road
Guilford, Connecticut 06437
Reduced from $650,000
- 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
The original owners of 53 years are proud to present this lovely 4-bedrm, 2.5-bath Colonial tucked away on 1.53 acres. Ownership includes deeded rights and access to beautiful Meadow Hills Lake & Beach. Offered AS-IS at a newly reduced price reflecting needed repairs, this property invites you to bring your vision and create a truly personalized forever home. A massive 24' x 36' detached barn with electricity offers endless possibilities for hobbyists, car enthusiasts, or storage seekers. Inside, hardwood floors run throughout. Versatile living spaces include a formal living room with pocket doors, an oversized family room with custom built-ins, a dedicated office and a dining room both with French doors, and an attached greenhouse for year-round gardening. The spacious deck provides an ideal setting for entertaining, while 2 fireplaces add warmth. Upstairs, the primary bedroom features a walk-in closet and ensuite bath. You will find exceptional storage throughout the home, from double foyer closets, an oversized mudroom closet off the garage and a kitchen pantry closet. Even the secondary bedroom features a private walk-in closet. The attached 2-car garage adds convenience, while the full WALK-OUT lower level offers immense potential for future finished space. Offering wonderful lake access for a blend of quiet privacy and active community recreation, a massive barn, & a fresh price adjustment, those ready to add their personal touch & investment will be richly rewarded.
Key Facts
- City/Town
- Guilford
- Neighborhood
- North Guilford
- Property / Style
- Single Family · Colonial
- Year Built
- 1973
- Days on Market
- 70 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
- $9,256 / Annually
- HOA Fee
- $100 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
40
32 under contract
Median List Price
$824,000
40 active listings
Median Closed Price
$655,000
211 sales
Median Days on Market
53
40 active listings
Median $ / Sq Ft
$353
40 active listings
Sale-to-List Ratio
100.8%
211 sales
How this home compares
List Price
$635,000
vs $824,000 median
22.9% below median
Price / Sq Ft
$270
vs $353 median
23.5% below median
Days on Market
70 days
vs 53 days median
17 days longer than median
Based on 40 active and 211 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 15, 2026.
Location
289 South Hoop Pole Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$3,517
- Property Taxes$771
- Insurance$212
- HOA$8
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 AirWindow UnitZoned
- 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
HOA / Association
- Fee
- $100 / Annually
Listing & Financials
- Property Taxes
- $9,256 / Annually
- Days on Market
- 70
- MLS #
- 24195110
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
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 10/15/2026. 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 10/15/2026 at 12:25 AM UTC.