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181 Wilderwood Drive

Guilford, Connecticut 06437

PENDING$549,000

Reduced from $575,000

Beds
4
Baths
2
SqFt
1,426
Acres
2.38
Year Built
1983
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplacePrice Reduced

About This Home

Multiple offers received, Sellers are requesting all offers be submitted by Tomorrow at 4pm (Sunday 7/26) Privately sited on 2.38 acres along a quiet cul-de-sac, this charming Cape offers a rare opportunity to embrace a secluded, nature-filled setting without sacrificing convenience. The property provides exceptional privacy and scenic natural surroundings, all just minutes from Guilford's vibrant town center, shoreline beaches, acclaimed restaurants, shops, and everyday amenities. Thoughtfully updated and meticulously maintained, the home welcomes you to a warm, inviting living room anchored by a fireplace, wood-burning stove and built ins. The updated eat-in kitchen features granite countertops, stainless steel appliances, and sliding doors that open to a spacious deck - an ideal setting for entertaining or simply savoring the tranquil surroundings. Recent improvements include a beautifully remodeled second-floor bathroom, newer appliances, and updated mechanicals, reflecting the care and attention invested throughout. The flexible floor plan offers two bedrooms and a full bath on the main level - perfect for guests or a home office. Upstairs, the generous primary suite is complemented by an additional well-proportioned bedroom and a stylishly updated full bath. Additional highlights include a spacious workshop-ready lower level, an attached two-car garage, whole-house generator hookup, and a large storage shed.

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1983
Days on Market
48 days
Beds
4
Baths
2 full
Living Area
1,426 sq ft
Lot Size
2.38 acres
Garage / Parking
2 garage
Property Taxes
$7,628 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

47

37 active listings

Median $ / Sq Ft

$352

37 active listings

Sale-to-List Ratio

100.8%

224 sales

How this home compares

List Price

$549,000

vs $929,000 median

40.9% below median

Price / Sq Ft

$385

vs $352 median

9.4% above median

Days on Market

48 days

vs 47 days median

In line with median

Based on 37 active and 224 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 28, 2026.

Location

181 Wilderwood Drive, Guilford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,618

per month

  • Principal & Interest$2,799
  • Property Taxes$636
  • Insurance$183
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Guilford
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1983
New Construction
No/Resale
Living Area
1,426 sq ft

Schools

Elementary
Per Board of Ed
High
Guilford

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeOven/RangeMicrowaveRefrigeratorDishwasher
Basement
Full
Interior Features
Cable - Pre-wired

Exterior & Lot

Lot Size
2.38 acres
Zoning
R-7I
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Color
Red
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
SecludedTreedRolling

Listing & Financials

Property Taxes
$7,628 / Annually
Days on Market
48
MLS #
24181840
MLS Status
Under Contract - Continue to Show

Similar Properties

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Listed By

Melanie Scull

(323) 314-0888

William Pitt Sotheby's Int'l

(203) 245-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.