$2,398,000
SOLD MAY 6, 2025
5 Beds
4 Baths
4,468 Sq Ft
0.39 Acres

Recently Sold

$537 Per Sq Ft

4% Below List Price

26 Days on Market

Highlights

  • Colonial Architecture
  • Deck
  • 3 Fireplaces
  • Muraco Elementary School Rated A
  • Wood Flooring
  • No HOA

About This Home

As of May 2025

Introducing 74 Hillcrest Parkway! This spacious, modern 5-bedroom home is nestled across the breathtaking Middlesex Fells Reservation on one of Winchester's most picturesque streets! First floor seamlessly blends living, dining, & kitchen areas. Living room has wood burning fireplace & custom built-in shelves. Dining room offers delightful space for cozy gatherings and the spacious eat-in kitchen has french doors to wooded back yard & oversized stone patio. Above the garage a huge family room with vaulted ceilings & fireplace. 2nd fl has 4 bedrooms incl. a tranquil primary suite w/ private deck. Completing this serene suite is a custom designed walk in closet, spa-like bath w/ double sink vanity, a brand new soaking tub, and double shower. 5th br on 3rd floor. Lower level has additional family room w/gas fireplace, and storage room w custom cabinets.Enjoy all that Winchester has to offer while coming home to this true gem of a home - this is the market offering you've been waiting for!

Last Agent to Sell the Property

Ann Hogstadius

RE/MAX Real Estate Center Listed on: 03/12/2025

RE/MAX Real Estate Center

Last Buyer's Agent

Lynne Russo

Better Homes and Gardens Real Estate - The Shanahan Group

Better Homes and Gardens Real Estate - The Shanahan Group

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $27,310

Year Built

  • Built in 1937

Lot Details

  • 0.39 Acre Lot
  • Garden
  • Property is zoned RDB

Parking

  • 2 Car Attached Garage
  • Parking Storage or Cabinetry
  • Workshop in Garage
  • Garage Door Opener
  • Driveway
  • Open Parking
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Frame Construction
  • Shingle Roof

Interior Spaces

  • 3 Fireplaces
  • Den
  • Wood Flooring

Kitchen

  • Oven
  • Range
  • Microwave
  • Freezer
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary bedroom located on second floor

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Sump Pump

Outdoor Features

  • Deck
  • Patio

Utilities

  • Central Heating and Cooling System
  • 3 Cooling Zones
  • 3 Heating Zones
  • Gas Water Heater

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Assessor Parcel Number 895059

Home Details

Home Type

Single Family

Est. Annual Taxes

$27,310

Year Built

Built in 1937

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 1937
  • Year Built Details: Renovated Since
  • Year Round: Yes
  • ResoPropertyType: Residential
  • Special Features: VirtualTour

Interior Features

  • Flooring: Hardwood
  • Interior Amenities: Den
  • Fireplace YN: Yes
  • Fireplaces: 3
  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
  • Total Bedrooms: 5
  • Room Bedroom2 Level: Second
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom5 Level: Third
  • Full Bathrooms: 2
  • Half Bathrooms: 2
  • Total Bathrooms: 4
  • Total Bathrooms: 3
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Kitchen Level: First
  • Laundry Features: First Floor
  • Room Living Room Level: First
  • Basement: Full, Interior Entry, Sump Pump
  • Above Grade Finished Sq Ft: 4043
  • Accessibility Features: No
  • Below Grade Sq Ft: 425
  • Living Area: 4468
  • Spa YN: No
  • MAIN LO: BB0125
  • LIST PRICE PER Sq Ft: 536.71
  • PRICE PER Sq Ft: 536.71
  • MAIN SO: AN0122

Exterior Features

  • Exterior Features: Deck, Patio, Garden
  • Construction Materials: Frame
  • Foundation Details: Other
  • Home Warranty YN: No
  • Patio And Porch Features: Deck, Patio
  • Road Frontage Type: Public
  • Roof: Shingle
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Attached, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street, Paved
  • Total Parking Spaces: 4

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Central
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 3
  • COOLING ZONES: 3

Condo/Co-op/Association

  • Association YN: No
  • Senior Community YN: No

Lot Info

  • Parcel Number: 895059
  • Zoning: RDB
  • Farm Land Area Units: Square Feet
  • Lot Size Acres: 0.39
  • Lot Size Area: 0.39
  • Lot Size Sq Ft: 16792
  • Lot Size Units: Acres
  • Property Attached YN: No
  • PAGE: 55
  • ResoLotSizeUnits: Acres

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 27310.2
  • Tax Book Number: 1381

Multi Family

  • Basement Included Sq Ft: Yes

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 12, 2025
Closed on
May 6, 2025
Sold by
Jody Collins Skinner Ret and Skinner
Bought by
Makris Andrea P and Makris Paul
Seller's Agent
Ann Hogstadius
RE/MAX Real Estate Center
Buyer's Agent
Lynne Russo
Better Homes and Gardens Real Estate - The Shanahan Group
List Price
$2,498,000
Sold Price
$2,398,000
Premium/Discount to List
-$100,000
-4%
Views
49

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
16.89%
Original Mortgage
$1,798,500
Outstanding Balance
$1,796,915
Interest Rate
6.63%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
$692,591

Purchase Details

Closed on
Mar 9, 2010
Sold by
Skinner Robert A and Collins-Skinner Jody C
Bought by
Skinner Jody Collins and Skinner Robert A

Purchase Details

Closed on
Oct 6, 2004
Sold by
Hillcrest Parkway Rt and Douglas
Bought by
Collins-Skinner Jody C and Skinner Robert A

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,100,000
Interest Rate
5.84%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Dec 9, 2003
Sold by
Rayvon Rt and Cormier
Bought by
Hillcrest Pkwy Rt and Douglas

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$2,218,750
Interest Rate
6.03%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Aug 4, 2003
Sold by
74 Hillcrest Ft and Clancy
Bought by
Rayvon Rt and Cormier

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,890,000
Interest Rate
5.28%
Mortgage Type
Purchase Money Mortgage
Source: Public Records

Similar Homes in Winchester, MA

  • 4 Chestnut St, Winchester, MA 01890

    $1,990,000

    • 4 Beds
    • 4.5 Baths
    • 4,474 Sq Ft
    • 4 Chestnut St
    • Winchester, MA

    Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck

    Tyson Lynch The Proper Nest Real Estate

    Section Image
  • 20 Grayson Rd, Winchester, MA 01890

    $1,899,000

    • 5 Beds
    • 4.5 Baths
    • 3,825 Sq Ft
    • 20 Grayson Rd
    • Winchester, MA

    Another Tree Top Group masterpiece—where natural light, luxury finishes, & thoughtful design come together in perfect harmony. This 5-bed, 4.5-bath new construction home boasts 9+ ft ceilings, exceptional light fixtures, and a stunning waterfall center island that anchors the designer kitchen w/ custom cabinetry that extends to the ceiling. Custom built-ins & storage throughout. A sleek linear

    Monte Marrocco Coldwell Banker Realty - Lexington

    Section Image
  • 166 Forest St, Winchester, MA 01890

    $1,890,000

    • 5 Beds
    • 5 Baths
    • 3,301 Sq Ft
    • 166 Forest St
    • Winchester, MA

    Tucked away on a picturesque street, this beautifully maintained Colonial offers 4 levels of thoughtfully designed living space. The open-concept main floor features a sun-filled living room with vaulted ceilings, skylights, gas fireplace, and an adjacent dining area. The gourmet kitchen boasts stainless steel appliances, breakfast bar, built-in desk, and sliders leading to a private deck. A

    Ning Sun United Real Estate, LLC

    Section Image
  • 14 Grant Rd, Winchester, MA 01890

    $2,499,000

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft
    • 14 Grant Rd
    • Winchester, MA

    Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester’s most desirable neighborhoods. Designed for modern lifestyles, this home features a chef’s kitchen that flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. A sun-drenched 3-season porch expands your living space

    Monte Marrocco Coldwell Banker Realty - Lexington

    Section Image
  • 19 Laurel Hill Ln, Winchester, MA 01890

    $2,550,000

    • 5 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • 19 Laurel Hill Ln
    • Winchester, MA

    Nestled on a quiet street in one of Winchester’s most coveted neighborhoods, 19 Laurel Hill Lane will offer refined living just minutes from Boston and top-rated schools. This latest Mark Stephen Development project will feature 4 bedrooms and 4.5 bathrooms, including a flexible first-floor suite perfect for a guest room or study. The heart of the home will be a spacious kitchen flowing into a

    Mark Donnellan Advisors Living - Winchester

    Section Image
  • 9 Prospect St, Winchester, MA 01890

    $2,299,000

    • 6 Beds
    • 3.5 Baths
    • 4,667 Sq Ft
    • 9 Prospect St
    • Winchester, MA

    Step into timeless elegance with this Colonial Revival, a true celebration of classic architecture, refined style, and exceptional craftsmanship. From the moment you arrive, the home's rich character makes a striking first impression, setting the stage for everything that follows. Inside, you’ll discover a harmonious blend of historic charm and modern comfort. Gleaming hardwood floors, intricate

    Nancy Pallotta Advisors Living - Winchester

    Section Image
  • 8 Chestnut St, Winchester, MA 01890

    $2,790,000

    • 5 Beds
    • 6 Baths
    • 5,354 Sq Ft
    • 8 Chestnut St
    • Winchester, MA

    Newly constructed 5,366 sq ft luxury home with attached 2 car garage! Featuring 5 bedrooms, 4 full and 2 half bath, and 4 levels of living, discover thoughtful elegance at every turn . The designer kitchen offers high-end appliances including a gas stove, double oven, and wet-bar with beverage fridge. Featuring an open-concept, the kitchen effortlessly flows into the sun-drenched living and

    The McLaren D'Agostino Team Compass

    Section Image
  • 382 S Border Rd, Winchester, MA 01890

    $2,750,000

    • 6 Beds
    • 5.5 Baths
    • 4,563 Sq Ft
    • 382 S Border Rd
    • Winchester, MA

    GORGEOUS NEW CONSTRUCTION - 12 Rooms - 6 BD's - 5.5 BA's You will be captivated by the grand entrance - attention to detail - high coffered 10' ceilings and excellent flow that leads you to the magnificent Open Floor Plan - custom-designed Kitchen which is the heart of this home. no expense was spared, w/custom Cabinets, Thermador appliances, oversized Center Island; Living Rm/Great Rm, w/FP,

    Lucille Murray Advisors Living - Winchester

    Section Image
  • 34 Rangeley Rd, Winchester, MA 01890

    $2,499,000

    • 5 Beds
    • 4.5 Baths
    • 3,708 Sq Ft
    • 34 Rangeley Rd
    • Winchester, MA

    Welcome to this truly distinctive home nestled on a lush landscaped lot in historic & highly sought after Rangeley Estates neighborhood. Just moments from downtown Winchester, this hidden gem offers a unique blend of privacy and convenience! This stunning home boasts 5 bedrooms & 4 full baths, seamlessly blending original charm with modern amenities. Step inside to discover sun-filled rooms and a

    Kim Covino Compass

    Section Image

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Deed $2,398,000 None Available
Land Court Massachusetts -- --
Land Court Massachusetts -- --
Land Court Massachusetts $1,405,000 --
Land Court Massachusetts $1,405,000 --
Land Court Massachusetts $1,425,000 --
Land Court Massachusetts $1,425,000 --
Land Court Massachusetts $1,250,000 --
Land Court Massachusetts $1,250,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,798,500 Purchase Money Mortgage
Previous Owner $1,100,000 Purchase Money Mortgage
Previous Owner $2,218,750 Purchase Money Mortgage
Previous Owner $1,890,000 Purchase Money Mortgage
Previous Owner $371,000 No Value Available
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
05/06/2025 05/06/25 Sold $2,398,000 0.0% $537 / Sq Ft
04/07/2025 04/07/25 Pending -- -- --
04/07/2025 04/07/25 Price Changed $2,398,000 -4.0% $537 / Sq Ft
03/12/2025 03/12/25 For Sale $2,498,000 -- $559 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $27,310 $2,462,600 $1,283,600 $1,179,000
2024 $26,419 $2,331,800 $1,245,900 $1,085,900
2023 $26,446 $2,241,200 $1,170,400 $1,070,800
2022 $25,981 $2,076,800 $1,057,100 $1,019,700
2021 $24,951 $1,944,700 $925,000 $1,019,700
2020 $24,095 $1,944,700 $925,000 $1,019,700
2019 $21,448 $1,771,100 $811,700 $959,400
2018 $21,016 $1,724,000 $792,800 $931,200
2017 $19,653 $1,600,400 $754,100 $846,300
2016 $18,375 $1,573,200 $754,100 $819,100
2015 $17,864 $1,471,500 $685,200 $786,300
2014 $17,496 $1,382,000 $622,900 $759,100
Source: Public Records

Agents Affiliated with this Home

See All Agents

Map

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73344253

MLS Property Information Network (MLS PIN)

APN: WINC-000003-000281