571 Woodland Street
Glastonbury, Connecticut 06073
Reduced from $1,500,000
- Beds
- 5
- Baths
- 4
- SqFt
- 3,268
- Acres
- 2.00
- Year Built
- 1978
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Perched high above the South Glastonbury countryside, this extraordinary retreat offers breathtaking sunsets, sweeping views across rolling orchards to the Hartford skyline, and a sense of peace that is truly unforgettable. Two parcels, two residences, one extraordinary lifestyle. This is a home that simply cannot be fully captured in words or photographs-it must be experienced in person. From the breathtaking views and unforgettable sunsets to the thoughtful spaces, unique amenities, and peaceful surroundings, every corner reveals something special. It's more than a home; it's a lifestyle waiting to be felt. Cherished by one family and offered for the very first time, the property includes 2 parcels: 571 Woodland St, featuring the residence on approximately 1 acre, and 541 Woodland St, an additional approximately 1-acre lot. Walls of glass, soaring ceilings & private balconies bring the spectacular setting indoors. The main residence offers 4 bedrooms, 2 full baths, an open floor plan, private sauna & attached 3-car garage. The attached guest residence has its own living area, kitchen, dining space, laundry, fireplace, loft, 1 bedroom, 2 full baths & private balcony-ideal for multigenerational living, guests or a private retreat, with potential for yearly or short-term rental income, subject to applicable approvals, to help offset homeownership expenses.
Key Facts
- City/Town
- Glastonbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1978
- Days on Market
- 85 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,268 sq ft
- Lot Size
- 2.00 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $14,953 / Annually
Market Snapshot
The Glastonbury Market
Single Family · trailing 12 months
Active Listings
29
47 under contract
Median List Price
$650,000
29 active listings
Median Closed Price
$625,000
304 sales
Median Days on Market
37
29 active listings
Median $ / Sq Ft
$273
29 active listings
Sale-to-List Ratio
103.9%
304 sales
How this home compares
List Price
$1.40M
vs $650,000 median
2.2× the median
Price / Sq Ft
$428
vs $273 median
56.8% above median
Days on Market
85 days
vs 37 days median
48 days longer than median
Based on 29 active and 304 closed sales (trailing 12 mo) of single family in Glastonbury. Source: SmartMLS · As of September 16, 2026.
Location
571 Woodland Street, Glastonbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$7,272
- Property Taxes$1,246
- Insurance$467
- 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
- $14,953 / Annually
- Days on Market
- 85
- 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 9/16/2026. 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 9/16/2026 at 9:40 PM UTC.