HeaderIcon
  1. Agent Logo

Explore by Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • North Port
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
HeaderIcon

Explore By Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • North Port
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
leftArrowBack to Search
OverviewAmenities & PoliciesFinancialsNeighborhood
Add to favoritesAdd to favorites (hover)
Save
  1. Home
  2. /Winchester, MA
  3. /39 Henry Street
leftArrow
Add to favoritesAdd to favorites (hover)
$899,000est. $4,546 MortgageInfo icon
Date Listed : Oct 1, 2026 Days on HelloCondo: 7

39 Henry Street , Winchester, MA 01890

BEDS

beds

3

BATHS

baths

1

PARKING

parking

7

SQFT

sqft
1313

Description

Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. Located in the desirable Vinson-Owen Elementary School district, this property is ideal for those seeking strong local schools.The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The sun-filled primary suite serves as a quiet retreat, complemented by two additional versatile bedrooms.

Description

Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. Located in the desirable Vinson-Owen Elementary School district, this property is ideal for those seeking strong local schools.The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The sun-filled primary suite serves as a quiet retreat, complemented by two additional versatile bedrooms.
listing image
$899,000
est. $4,545.83 MortgageInfo icon
Date Listed : Oct 1, 2026
Days on HelloCondo: 7

39 Henry Street, Winchester, MA 01890

BEDS

3

BATHS

1

PARKING

7

SQFT

1,313

Description

Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. Located in the desirable Vinson-Owen Elementary School district, this property is ideal for those seeking strong local schools.The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The sun-filled primary suite serves as a quiet retreat, complemented by two additional versatile bedrooms.

Description

Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. Located in the desirable Vinson-Owen Elementary School district, this property is ideal for those seeking strong local schools.The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The sun-filled primary suite serves as a quiet retreat, complemented by two additional versatile bedrooms.

Glen Gardens Estate Market Stats Last 12 months

LOCKER
Contact Us for Info
POSSESSION
Contact Us for Info
HOA FEESinfo
Contact Us for Info
OUTDOOR SPACE
Deck, Garden
TAXES
$10,341 (2026)
BUILDING AGE
71 Years
BASEMENT FEATURE
Partial
PRICE PER SQFTinfo
$685

Market Stats

HOA FEESinfo
Contact Us for Info
OUTDOOR SPACE
Deck, Garden
TAXES
$10,341 (2026)
BUILDING AGE
71 Years
BASEMENT FEATURE
Partial
PRICE PER SQFTinfo
$685

Amenities

Parking
Parking
Check Icon
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
-
Pool
Pool
-
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
-

Amenities

Unit
ParkingParking
Parking GarageParking Garage
Building

Policies

Pet Allowed
Pet Allowed
-
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
Unit Price History for this Listing is not available

Unit Price History

Unit Price History for this Listing is not available

Monthly Payment Calculator

$5,627 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

DropDown
$5,627
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms

Monthly Payment Calculator

$5,627
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$5,627 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

view source
DropDown

Monthly Payment Calculator

Mortgage calculator

Monthly Mortgage: $4,546
DropDown

The Neighborhood: Winchester, MA

Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Winchester, MA
  3. /39 Henry Street
Nearby Cities
South Boston

Buildings

1 Colonial Village Dr
1 Colonial Vlg
1 Watermill Pl
105 Bow St Condominiums
12 Colonial Village Dr
127 Madison Ave
137 Westminster Ave
2 Colonial Village Dr
2 Glenbrook Ln
42 Peirce St
88 Park Ave
9 Colonial Village Dr
Arlington Terrace
Brookbend
Colonial Village
Locke School
One Watermill Pl
Watermill Place

Neighborhoods

Downtown MedfordDuck VillageFells
Fish Flake HillMaplewood HighlandsNewton CentreNewton Upper FallsNorth CambridgeNorth EndNorth MedfordNorthgate / Squire RoadOak IslandPowder House SquareSalem End RoadSaxonvilleSouth BroadwaySouthsideThe AcreWaterfrontWellesley Hills

ZIP Codes

014310143201803
0185401864018670188901904020300209302114021180212802143021490232202421024930273802762

Community

10-14 Park Vale Avenue Apartments10-32A Glenville Avenue Apartments100 High Street Condominiums
100 Main Street101-107 Winthrop Road108 Washington Street116 University Road12-22A Bellvista Road Apartments1251-1263 Commonwealth Avenue127 Kilsyth Road127-139 Glenville Avenue1272 Beacon Street130-134 Englewood Road Apartments14 Chauncy Street Condominiums153-155 Strathmore Road Apartments159-161 Hancock Street Condominiums16 Chauncy Street Condominiums164 Strathmore Road1710 Commonwealth Avenue1717-1734 Commonwealth Avenue
Hellocondo Logo
HelloCondo Is The #1 Condo Search Platform And Real Estate Recommendation Engine. Search, Find And Buy The Perfect Condo And Get Matched With The Best Agents. Finding A Condo Has Never Been So Easy.

HelloCondo is a division of HelloCasa, LLC

FacebookIconInstagramIconXIconRedditIcon

HelloCondo

Find A RealtorTerms of UsePrivacy PolicyCalifornia Privacy NoticeAccessibility PolicyCCPA Notice on CollectionDMCABrowseBlogsNYS Standard Operating ProcedureNYS Fair Housing Notice

Contact

LocationIcon
300 Galleria Pkwy SE, Suite 1500,
Atlanta, GA 30339
PhoneICon
(855) 625-0319
EmailIConhello@hellocondo.com
Contact Us

For Sale

Condos for saleTownhomes for sale
AgentIcon
LocationIcon

The MarketLindsay HigginsPO Box 290148 Boston, MA 02129

PhoneICon781-488-5245
EmailIConLindsay@TheMarket.Properties
© HelloCondo 2026. All Rights Reserved.