Prevu by reAlpha
BuySellBlogBrowse Listings

28 Olive StWinchester, MA 01890

For Sale

$1,049,900

Smart Buyer Rebate $5,250

Welcome to 28 Olive Street, a renovated 3-bedroom, 2-bath ranch in Winchester with 1,783 square feet of finished living space and a top-to-bottom update that lets you move right in. The main level centers on an all-new, slightly expanded eat-in kitchen that opens to an adjacent living room. A wood-burning fireplace and shiplap accent wall anchor the living room. The main living level features refinished hardwood floors, all-new doors, trim, ceilings, and lighting, plus new central AC. Three bedrooms share a completely updated full bath. Downstairs, the finished lower level adds valuable flexible space. The spacious recreation room offers plenty of space for a media area, gym, or home office, plus a second full bathroom, recessed lighting, vinyl flooring, and its own mini-split for heating and cooling. A separate utility room keeps storage, laundry, and mechanicals out of sight. The big-ticket items are done: new roof, windows, siding, electrical service, and exterior doors. The 6,527-square-foot corner lot has a private driveway, new entry stairs, and a crisp new white vinyl fence surrounding the entire property. With the heavy lifting already complete, 28 Olive Street is a rare chance to own in Winchester without the projects. Offers, if any, will be reviewed Monday at Noon.

Listed by Ethan Forrest

·

The Aland Realty Group LLC

·

9782396418

Listed by Michael Giannone

·

The Aland Realty Group LLC

Last updated October 31, 2026

·

Source: MLSPin #73595417

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchester Highlands
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu4
  • Taxes$9,138/year
  • Size1,783 sqft
  • Price per sqft$589

Amenities

  • Dishwasher
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/27/2026
Listed by The Aland Realty Group LLC
$1,049,900
  1. 10/27/2026$1,049,900
    Listed by The Aland Realty Group LLC

Property Details for 28 Olive St

Association

Amenities

  • Community Features: Park

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 1963
  • Year Built Details: Actual,Renovated Since
  • Architectural Style: Ranch
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters

Features

  • Fencing: Fenced

Measurements

  • Building Area Total: 1,783
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot, Cleared, Level
  • Lot Size Acres: 0.15
  • Lot Size Area: 0
  • Lot Size Square Feet: 6,527
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0011 B:0021 L:0000,897496
  • Tax Annual Amount: $9,138.00
  • Tax Assessed Value: $824,700.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood
  • Interior Features: Master Downstairs, Recessed Lighting, Open Floorplan

Measurements

  • Living Area: 1,783
  • Living Area Source: Other

Rooms

  • Basement: Full, Partially Finished, Interior Entry, Concrete
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Main Level Bathrooms: 1
  • Main Level Bedrooms: 3
  • Rooms Total: 6

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Paved, Off Street
  • Parking Total: 2

Schools

Elementary School

  • Elementary School: Muraco

High School

  • High School: Winchester High School

Middle or Junior School

  • Middle Or Junior School: Mccall Middle School

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Natural Gas, Forced Air, Heat Pump, Electric, Zoned
  • Has Heating: Yes
  • Laundry Features: In Basement
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 28 Olive St.

What schools are nearby to 28 Olive St?

Nearby schools include the Muraco Elementary School, Mccall Middle School, and Winchester High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 28 Olive St.

What are the annual taxes for 28 Olive St?

Annual taxes for this single-family home are estimated at $9,138.

How does 28 Olive St compare to other single-family homes in Winchester Highlands?

This single-family home is listed 34% below the average price for single-family homes in Winchester Highlands and has been on the market for 41 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,783 sqft.

28 Olive St is a 3-bedroom, 2-bath single-family home for sale in Winchester MA 01890. Listed on Prevu for 4 days at $1,049,900. This residence features 1,783 square feet of living space, located in Winchester Highlands. The median listing price for single-family homes in this area is $1,474,500. Nearby schools include Muraco Elementary School, Mccall Middle School, and Winchester High School. The home offers dishwasher, air conditioning, and parking. Browse more single-family home listings in Middlesex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.