6

Countryside Homes for Sale

Section Image
  • 22 Tyler Rd, Lexington, MA 02420
    22 Tyler Rd, Lexington, MA 02420
    22 Tyler Rd, Lexington, MA 02420
    /38

    $3,488,000

    • 6 Beds
    • 5.5 Baths
    • 6,525 Sq Ft

    22 Tyler Rd, Lexington, MA 02420

    An exceptional NEW 6-bedroom, 5.5-bath modern farmhouse colonial, perfectly positioned in one of Lexington’s most coveted neighborhoods. Thoughtfully designed for both everyday comfort and sophisticated entertaining, this sun-drenched, southern-facing home showcases refined craftsmanship and timeless architectural details. Inside, wide-plank white oak floors, soaring ceilings, and elegant

    Vantage Point Team William Raveis R.E. & Home Services

    22 Tyler Rd, Lexington, MA 02420
  • 30 Whipple Rd, Lexington, MA 02420
    30 Whipple Rd, Lexington, MA 02420
    30 Whipple Rd, Lexington, MA 02420
    /32

    $4,195,000

    • 6 Beds
    • 6 Baths
    • 7,827 Sq Ft

    30 Whipple Rd, Lexington, MA 02420

    Situated in the prestigious Whipple Hill neighborhood, this custom-designed home offers a rare combination of privacy and artistic design. Abutting conservation land, 30 Whipple Road provides serene natural vistas and exceptional outdoor spaces, including a self-cleaning heated pool perfect for entertaining and family time. Featuring soaring ceilings and gallery like walls throughout, the

    Mizner+ Montero Gibson Sotheby's International Realty

    30 Whipple Rd, Lexington, MA 02420
  • 44 Tyler Rd, Lexington, MA 02420
    44 Tyler Rd, Lexington, MA 02420
    44 Tyler Rd, Lexington, MA 02420
    /31

    $2,139,000

    • 5 Beds
    • 3.5 Baths
    • 4,747 Sq Ft

    44 Tyler Rd, Lexington, MA 02420

    EXCEPTIONAL LIVING AWAITS in this renovated / updated grand Contemporary home. Boasting soaring ceilings, oversized windows showcasing scenic private views and hardwood floors throughout; all you need to do is unpack. 4 of the 5 Generous sized bedrooms are located on the main floor - for mostly one-floor-living! The kitchen, complete with granite counter tops, center island seating and stainless,

    Amie Pettengill Coldwell Banker Realty - Lexington

    44 Tyler Rd, Lexington, MA 02420
  • 15 Peachtree Rd, Lexington, MA 02420
    15 Peachtree Rd, Lexington, MA 02420
    15 Peachtree Rd, Lexington, MA 02420
    /42

    $3,799,000

    • 7 Beds
    • 7.5 Baths
    • 6,600 Sq Ft

    15 Peachtree Rd, Lexington, MA 02420

    Spring is coming and so is your Dream Backyard over 30K SqFt! ~This brand New Construction Home offers 4 spectacular finished levels with 6,600 SF of refined living space - 7-beds, 7.5-bath warm modern finishes, wide-plank white oak flooring throughout ~ Soaring ceilings 10' on main level, 9' on 2nd, 8' on 3rd + LL! Custom white oak cabinetry, exposed wood beams for a warm yet contemporary feel.

    The Westview Group Barrett Sotheby's International Realty

    15 Peachtree Rd, Lexington, MA 02420
  • 7 Whipple Rd, Lexington, MA 02420
    7 Whipple Rd, Lexington, MA 02420
    7 Whipple Rd, Lexington, MA 02420
    /42

    $3,950,000

    • 7 Beds
    • 7 Baths
    • 7,227 Sq Ft

    7 Whipple Rd, Lexington, MA 02420

    Nestled in Lexington’s desirable Sun Valley neighborhood, this new construction contemporary masterpiece, expertly crafted by a top builder, pushes the boundaries of luxury and high efficiency. The prime location offers endless tranquility abutting the peaceful Whipple Hill conservation area. The open concept, chef's kitchen is designed to inspire culinary creativity with its premium appliances,

    Danielle Fleming MA Properties

    7 Whipple Rd, Lexington, MA 02420
  • 71 Webb St, Lexington, MA 02420
    71 Webb St, Lexington, MA 02420
    71 Webb St, Lexington, MA 02420
    /42

    $3,595,000

    • 6 Beds
    • 6.5 Baths
    • 7,634 Sq Ft

    71 Webb St, Lexington, MA 02420

    Luxurious builder’s own 3 year young Contemporary Colonial features 7,634 sq. living area on a private 22,626 sq. ft. lot, just steps from conservation. Custom designed home showcases exceptional craftsmanship and modern amenities throughout. Trend setting kitchen with an oversized island, quartzite countertops, high end appliances w/48” gas range, warming drawer, dual dishwashers, beverage

    Judith Moore Barrett Sotheby's International Realty

    71 Webb St, Lexington, MA 02420
Massachusetts Middlesex County Lexington Countryside

Real Estate & Homes for Sale in Countryside, Lexington

Why Live in Countryside
Countryside in Lexington offers a variety of housing options, from midcentury modern ranch styles and early 20th-century colonials to two-bedroom townhouses and condos in buildings like Manor Terrace and Emerson Gardens. The neighborhood is characterized by its open roads, often used for walking and biking, and community block parties. Countryside features extensive outdoor recreation areas, including the 120-acre Whipple Hill nature preserve, Joyce Miller’s Meadow, and Shaker Glen, with trails for hiking, snowshoeing, and cross-country skiing. The Arlington Reservoir Beach provides a summer retreat with a playground and swimming area. Wright-Locke Farm offers volunteer opportunities and seasonal events. The neighborhood's town center at Lowell and Woburn streets includes essential services and eateries, while more extensive shopping and dining options are available in nearby Arlington and Woburn. Community events are frequent, with the Lexington Chamber of Commerce's summer concert series and the Munroe Center for the Arts hosting various activities. The area is well-connected with Lexpress bus routes and proximity to major highways and the Wedgemere commuter rail station. Countryside is safer than the national average and is served by highly rated schools, including Harrington Elementary, Jonas Clarke Middle, Lexington High, and Lexington Christian Academy.
Learn more about living in Countryside

Frequently Asked Questions

Is Countryside a good place to live?
Countryside is a good place to live. Countryside is considered car-dependent and somewhat bikeable with minimal transit options. Countryside is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Countryside has 3 parks for recreational activities. It has a median age of 47. The average household income is $225,845 which is above the national average. College graduates make up 83% of residents. A majority of residents in Countryside are home owners, with 16.5% of residents renting and 83.5% of residents owning their home. A local real estate agent serving Countryside can help you decide if this neighborhood is the right one for you. Learn more on our Countryside neighborhood guide.
Is Countryside, MA a safe neighborhood?
Countryside, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Countryside?
The median home price in Countryside is $2,575,000. If you put a 20% down payment of $515,000 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $12,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $529K a year to afford the median home price in Countryside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Countryside is $226K.
What are the best public schools in Countryside?
The best public schools that serve Countryside are:
What are the best private schools in Countryside?
The best private schools that serve Countryside are:
What are the most popular zip codes in Countryside, Lexington, MA?
The most popular zip codes in Countryside, Lexington, MA include 02420, 01801, 01890, 02474 and 02421.
What are the most popular neighborhoods near Countryside, Lexington, MA?
The most popular neighborhoods near Countryside, Lexington, MA are Shakerhill, Pheasant Brook Estates, West Side, East Lexington and Munroe Hill.

Home Trends in Countryside, MA

On average, homes in Countryside, Lexington sell after 37 days on the market compared to the national average of 54 days. The median sale price for homes in Countryside, Lexington over the last 12 months is $2,350,000, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,350,000
Median Single Family Sale Price
$2,995,000
Median 2 Bedroom Sale Price
$673,750
Median 1 Bedroom Sale Price
$410,000
Average Price Per Sq Ft
$544
Number of Homes for Sale
6
Last 12 months Home Sales
28
Months of Supply
2.60
Median List Price
$2,575,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group