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289 South Hoop Pole Road

Guilford, Connecticut 06437

ACTIVE$635,000

Reduced from $650,000

Beds
4
Baths
2 | 1
SqFt
2,352
Acres
1.53
Year Built
1973
Matt Caiola

Matt Caiola

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2-Car Garage2 FireplacesPrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,508

per 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.

Listed By

Lisa Rollins

(203) 671-0295

Compass Connecticut, LLC

(203) 245-1593

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.