571 Woodland Street
Glastonbury, Connecticut 06073
- Beds
- 5
- Baths
- 4
- SqFt
- 3,268
- Acres
- 1.00
- Year Built
- 1978
- Property Type
- 2 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
Perched high above the South Glastonbury countryside, this extraordinary two-residence property offers a rare opportunity to combine luxury living with income potential. Sweeping orchard views, breathtaking sunsets and distant Hartford skyline views create an unforgettable setting with exceptional appeal for multigenerational living, luxury rentals or potential short-term rental use, subject to applicable approvals. Two parcels. Two residences. Multiple possibilities. The property includes 571 Woodland St, with the residences on approximately 1 acre, plus 541 Woodland St, an additional approximately 1-acre parcel. The main residence offers 4 bedrooms, 2 full baths, soaring ceilings, walls of glass, private balconies, sauna and attached 3-car garage. The private guest residence features 1 bedroom plus loft, 2 full baths, kitchen, living and dining areas, fireplace, laundry and private balcony. Ideal for an owner-occupant seeking supplemental income or an investor exploring luxury rental opportunities. A distinctive lifestyle property where privacy, flexibility and investment potential converge.
Key Facts
- City/Town
- Glastonbury
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1978
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,268 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 3 garage · 10 total
- Property Taxes
- $14,953 / Annually
Market Snapshot
The Glastonbury Market
Multi-Family · trailing 12 months
Active Listings
4
Glastonbury inventory
Median List Price
$1.02M
4 active listings
Median Closed Price
$565,000
6 sales
Median Days on Market
13
4 active listings
Median $ / Sq Ft
$397
4 active listings
Sale-to-List Ratio
100.5%
6 sales
How this home compares
List Price
$1.40M
vs $1.02M median
36.6% above median
Price / Sq Ft
$428
vs $397 median
7.8% above median
Days on Market
0 days
vs 13 days median
13 days fresher than median
Based on 4 active and 6 closed sales (trailing 12 mo) of multi-family in Glastonbury. Source: SmartMLS · As of September 21, 2026.
Location
571 Woodland Street, Glastonbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$7,414
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- 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
- All Units Have Hook-Ups
- Laundry Location
- Main Level in each Space
- Basement
- FullFully FinishedLiveable SpaceFull With Walk-Out
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- RR
- Garage / Parking
- 3 garage spaces10 total parking spacesAttached GarageOff Street ParkingDrivewayShared
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeckFrench DoorsPatio
- Lot Description
- Rolling
Listing & Financials
- Property Taxes
- $14,953 / Annually
- Days on Market
- 0
- MLS #
- 24204242
- 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 9/21/2026. 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 9/21/2026 at 7:00 PM UTC.