220 Upper Grassy Hill Road - Woodbury, CT

$3,600

Beds

3.00

Baths

2,320

SqFt

2.45

Acres

Pricing Insight: Originally listed for $4,000, the price was last adjusted to $3,600 on April 13, 2026, a –$400 (10%) change, approximately 0 days ago. This property has been on the market for approximately 45 days.

220 Upper Grassy Hill Road, Woodbury, CT is a 3-bed, 3-bath, 2,320 square foot home built in 1960 , featuring ranch architecture.

This home is within the Woodbury school district. Local, with nearby schools including Mitchell.

MLS #: 24152529

Offered Price: $3,600

Residence Type: Residential Rental

Architectural Style: Ranch

Living Area: 2,320 Sq. Ft.

Lot Size: 2.45 Acres

Neighborhood: Grassy Hill

County: Litchfield

Year Built: 1960

Design & Construction: N/A

Heating: Hot Air,Wall Unit

Cooling: Central Air

Garage Spaces: 1

Price per Sq Ft as listed: $2

Estimated Tax: $0

Days on Market: 44

$759,900

3 Beds · 3 Baths · 2,420 Sq Ft

220 Upper Grassy Hill Road, Woodbury

Home Automation: Not specified

Energy Features: Storm Windows, Thermopane Windows

Solar Contract: Not specified

Heating Fuel: Electric, Propane

Fuel Type: Hot Air, Wall Unit

Fuel Tank Location: Above Ground

Cooling System: Central Air

Hot Water System: Other

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $2 / Sq. Ft.

Tax assessed value: $0

Estimated Tax: $0

Architectural Style: Ranch

Design & Construction: N/A

Residence Type: Residential Rental

Year Constructed: 1960

Living Area: 2,320 Sq. Ft.

Lot Size: 2.45 Acres

Fuel: Electric,Propane

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Woodbury
Statistical modeling algorithms

Local Market Context

Active Listings: 40

Average Price: $449,272

Average DOM: 44 days

Complimentary CMAs, no obligation

Recently renovated single-family home on the Woodbury/Roxbury town line. Completely rebuilt from the studs up, this three-bedroom ranch features brand-new electrical, HVAC, spray-foam insulation, trim, drywall, hardwood floors, plus a new kitchen and three new baths. Rare opportunity to rent a truly "like-new" home available immediately. Enjoy a spacious main level with three bedrooms, a living room with fireplace, and an eat-in kitchen-plus a fully finished, full walkout lower level with a family room and fireplace and a full bath, ideal for an in-law setup or flexible bonus space.

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Flood Risk Assessment

Location Analysis:

Inland Woodbury location

Water Proximity:

No direct water access

Topography:

Standard terrain • 2.5 acres

Recommendations:

Consult FEMA Flood Maps for accurate zone info
Consider flood insurance based on professional assessment
Evaluate property drainage during inspection
Review local flood history with town officials

Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

40

Homes For Sale

$449,272

Average List Price

Mechanicals & Utilities: Hot Air,Wall Unit • Electric,Propane • Central Air • Private Well water • 2 fireplaces

Exterior Features

Exterior Construction: Brick

Garage: Detached Garage (1 car)

Patio/Deck: Sidewalk,Patio

Utilities: Water: Private Well

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"Local Market Expert"

Steve Simos

Real Estate Advisor

Woodbury • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0003

george@appzentric.com

Good morning Steve, I'm interested in
220 Upper Grassy Hill Road, Woodbury, Connecticut

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