571 Woodland Street
Glastonbury, Connecticut 06073
- Beds
- 5
- Baths
- 4
- SqFt
- 3,268
- Acres
- 2.00
- Year Built
- 1978
- 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
This offering consists of 2 parcels. 541 Woodland St is a 1-acre lot & 571 Woodland St is the home on 1 acre lot. This is a rare opportunity to own a truly one-of-a-kind retreat with extraordinary views. Lovingly cherished by one family and offered to the market for the very first time, this rare sanctuary blends breathtaking sunsets, timeless architecture, and everyday luxury in perfect harmony. Perched high above the picturesque South Glastonbury countryside, this extraordinary residence captures sweeping west-facing views across rolling orchards to the Hartford skyline, where spectacular sunsets become part of everyday life. Designed to embrace its remarkable setting, expansive walls of glass, soaring ceilings, and private balconies fill the home with natural light while framing panoramic vistas from nearly every room. The main residence offers 4 bedrooms, 2 full baths, a graceful open floor plan, private sauna, and attached 3-car garage. The attached guest retreat provides exceptional flexibility with its own living area, kitchen, dining space, and laundry, along with a fireplace, soaring ceilings, loft, 1 bedroom, 2 full baths, and private balcony ideal for multigenerational living, a luxury home office, or private sanctuary. Whether entertaining against a backdrop of unforgettable sunsets, enjoying peaceful mornings overlooking the orchards, or simply taking in the beauty of every season, this home was designed to inspire connection, comfort, and tranquility.
Key Facts
- City/Town
- Glastonbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1978
- Days on Market
- 35 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,268 sq ft
- Lot Size
- 2.00 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $14,554 / Annually
Market Snapshot
The Glastonbury Market
Single Family · trailing 12 months
Active Listings
23
59 under contract
Median List Price
$699,000
23 active listings
Median Closed Price
$630,000
306 sales
Median Days on Market
18
23 active listings
Median $ / Sq Ft
$247
23 active listings
Sale-to-List Ratio
103.8%
306 sales
How this home compares
List Price
$1.50M
vs $699,000 median
2.1× the median
Price / Sq Ft
$459
vs $247 median
85.8% above median
Days on Market
35 days
vs 18 days median
17 days longer than median
Based on 23 active and 306 closed sales (trailing 12 mo) of single family in Glastonbury. Source: SmartMLS · As of July 28, 2026.
Location
571 Woodland Street, Glastonbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,648
- Property Taxes$1,213
- Insurance$500
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Glastonbury
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1978
- New Construction
- No/Resale
- Living Area
- 3,268 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Glastonbury
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- FullFully FinishedLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesSeparate Entry
Exterior & Lot
- Lot Size
- 2.00 acres
- Zoning
- RR
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Rolling
Listing & Financials
- Property Taxes
- $14,554 / Annually
- Days on Market
- 35
- MLS #
- 24184457
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
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Co-Listed By
Kadji Anderson
Century 21 AllPoints Realty
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 6:01 AM UTC.