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289 South Hoop Pole Road

Guilford, Connecticut 06437

COMING SOON - NEW$650,000
Beds
4
Baths
2 | 1
SqFt
2,352
Acres
1.53
Year Built
1973
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,310

per 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

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 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.