Keller Williams
  • Home
  • Home Value
  • Buyers
  • Sellers
  • Rental Search
  • About
  • Webinars
  • Seminars
  • Downsizing
  • Blog
  • FL Listings
  • VA, MD & DC Listings
Login
1.888.840.5553

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Quick Winchester VA MLS Search

TO
Advanced Search

Address Search

Browse All Cape Cod Style Properties for Sale

1907 Martinsburg Pike, Winchester image
1907 Martinsburg Pike, Winchester $390,000

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home of...

  • 3 Beds
  • 3 Baths
  • Stephenson SubDv.
  • 22603 Zip Code
  • ACTIVE Status
602 Patterson Ave, Winchester image
602 Patterson Ave, Winchester $295,000

Welcome home to this beautifully remodeled, move in ready Cape Cod at 602 Patterson Avenue! This 3-bedroom, 1-bath home has almost 1100 sq ft of living space. Exterior up...

  • 3 Beds
  • 1 Baths
  • City SubDv.
  • 22601 Zip Code
  • ACTIVE Status
718 Academy Cir, Winchester image
718 Academy Cir, Winchester $673,000

Quiet Brick Cape Cod in the heart of Winchester, VA with over 4 thousand sqft and 6 bedrooms, there is plenty of space for everyone - growing family or combining house ho...

  • 6 Beds
  • 4 Baths
  • Academy Heights SubDv.
  • 22601 Zip Code
  • ACTIVE Status
126 Marple Rd, Winchester image
126 Marple Rd, Winchester $275,000

Prime Location! Just 3-4 miles from the grocery store, restaurants, and Winchester Medical Center. Back porch completed in 2006; back porch wall bracing and foundation re...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
119 Meadowbrooke Pl, Winchester image
119 Meadowbrooke Pl, Winchester $385,000

Charming Cape Cod in a convenient east-side Winchester neighborhood, situated on a cul-de-sac with a fenced rear yard. This 3 bedroom, 2 bath home features a beautifully ...

  • 3 Beds
  • 2 Baths
  • Greenwood Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
621 Patterson Ave, Winchester image
621 Patterson Ave, Winchester $349,900 ▼

MOTIVATED SELLER! Some homes simply feel right the moment you arrive—and this charming Cape Cod in an ideal in‑town Winchester location is one of them. Offering 3–4 bedro...

  • 4 Beds
  • 3 Baths
  • Glaize SubDv.
  • 22601 Zip Code
  • ACTIVE Status
245 Glenridge Dr, Winchester image
245 Glenridge Dr, Winchester $379,900

Seller-paid interest rate buy down may be available to buyer with acceptable offer, subject to lender credit approval and program guidelines. Please inquire with the list...

  • 4 Beds
  • 3 Baths
  • Glenmont Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
310 Bellview Ave, Winchester image
310 Bellview Ave, Winchester $300,000

Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Insi...

  • 2 Beds
  • 1 Baths
  • Bellview Heights SubDv.
  • 22601 Zip Code
  • ACTIVE Status
507 S Stewart St, Winchester image
507 S Stewart St, Winchester $670,000

If you've been waiting for a home that offers both character and modern convenience, this one deserves a close look. This all-brick, charming Cape Cod is located on a b...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
416 Briarmont Dr, Winchester image
416 Briarmont Dr, Winchester $748,900

Classic all-brick home in a highly desirable Winchester location! Well maintained and thoughtfully designed, this five bedroom, three full bath home offers timeless chara...

  • 5 Beds
  • 3 Baths
  • Voyne B Omps SubDv.
  • 22601 Zip Code
  • ACTIVE Status
131 Shirley St, Winchester image
131 Shirley St, Winchester $415,000

Back on Market!!! A full bathroom was added to the property and it appraised for $435k when it had 2.5 bathrooms and now it has 3 full bathrooms. This exquisite Cape ...

  • 3 Beds
  • 3 Baths
  • Neighborhood SubDv.
  • 22601 Zip Code
  • CLOSED Status
144 Apple Valley Rd, Winchester image
144 Apple Valley Rd, Winchester $325,000 ▼

Charming 3-bedroom, 2-full-bath Cape Cod situated on .88 acres in a convenient location just minutes from Winchester City. This inviting home offers the flexibility of a ...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
1414 S Braddock St, Winchester image
1414 S Braddock St, Winchester $349,900 ▼

Come Check out this charming Cape Cod home in Winchester City, built in 1950 and beautifully renovated in 2026, offers a perfect blend of classic character and modern con...

  • 2 Beds
  • 2 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • PENDING Status
200 Fairfield Dr, Winchester image
200 Fairfield Dr, Winchester $645,000

Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the conven...

  • 4 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
197 Denny Ln, Winchester image
197 Denny Ln, Winchester $340,000

Welcome to this charming Winchester cottage tucked away on a quiet little side street just off Route 7! Set on nearly a full acre right in town, this property offers a ra...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
519 Virginia Ave, Winchester image
519 Virginia Ave, Winchester $274,000 ▼

This charming house has great potential. It is located directly across from the Virginia Avenue School campus, close to downtown Winchester. The exterior was recently pa...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2919 S Pleasant Valley Rd, Winchester image
2919 S Pleasant Valley Rd, Winchester $320,000 ▼

SHORT SALE! Welcome to this adorable and beautifully refreshed Cape Cod, ideally located on a quiet street in Winchester City with no HOA! This move-in-ready home offers ...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
769 Seldon Dr, Winchester image
769 Seldon Dr, Winchester $700,000 ▼

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finis...

  • 5 Beds
  • 5 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
114 Windcrest Cir, Winchester image
114 Windcrest Cir, Winchester $425,000 ▼

Back on the market after buyer default! Charming cape cod, located on a quiet cul-de-sac street with no through traffic! Beautiful hardwood floors welcome you into this t...

  • 4 Beds
  • 3 Baths
  • Brentwood Terrace SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
2810 N Frederick Pike, Winchester image
2810 N Frederick Pike, Winchester $260,000 ▼

Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades alre...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
180 Quaker Ln, Winchester image
180 Quaker Ln, Winchester $439,000

Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully main...

  • 3 Beds
  • 2 Baths
  • Glenside SubDv.
  • 22603 Zip Code
  • CLOSED Status
304 Shenandoah Ave, Winchester image
304 Shenandoah Ave, Winchester $260,000

Classic charm in this brick Cape Cod located in Winchester City, just minutes from shopping, dining, and commuter routes. Set in a sidewalk-lined neighborhood, this home ...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
419 Van Fossen St, Winchester image
419 Van Fossen St, Winchester $385,000

. Vintage 1950's Build, In The City of Winchester. Perfect City living, across from Virginia Avenue Elementary and Post Office! Walking Distance from Old Town Winchester ...

  • 4 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
101 Charlton Rd, Winchester image
101 Charlton Rd, Winchester $415,000

NEW PRICE! Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level prima...

  • 4 Beds
  • 3 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • CLOSED Status
622 Tennyson Ave, Winchester image
622 Tennyson Ave, Winchester $704,000

Available now in One of Winchester's Most Sought-After Locations. Opportunities like this don't come along often. Nestled on one of the most desirable streets in Winches...

  • 4 Beds
  • 3 Baths
  • Handley Board Of Trustees SubDv.
  • 22601 Zip Code
  • CLOSED Status
1044 Orchard Ave, Winchester image
1044 Orchard Ave, Winchester $320,000

Fully renovated in 2021 and move-in ready! This charming home is conveniently located just off Route 7 East—perfect for commuters! Enjoy peace of mind with major updates ...

  • 4 Beds
  • 2 Baths
  • Harris Addition SubDv.
  • 22601 Zip Code
  • CLOSED Status
528 Battle Ave, Winchester image
528 Battle Ave, Winchester $310,000

Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
2532 Middle Rd, Winchester image
2532 Middle Rd, Winchester $569,000

Welcome to this stunning, custom-built Craftsman-style home that perfectly balances contemporary elegance with everyday functionality. Located in a prime, highly convenie...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
2983 Millwood Pike, Winchester image
2983 Millwood Pike, Winchester $639,900

Welcome home to this charming and well-maintained retreat nestled on a private, tree-lined lot offering the perfect blend of comfort, character, and outdoor enjoyment. Fr...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • CLOSED Status
1129 Purcell Ln, Winchester image
1129 Purcell Ln, Winchester $240,000

This wonderful cape cod is so charming with its covered, front porch, and it's located just outside Winchester city limits, yet before you get to the Sunnyside shopping ...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • CLOSED Status
110 Erie Trl, Winchester image
110 Erie Trl, Winchester $315,000

Welcome home to your own little slice of peace in the mountains of Winchester. Tucked into the scenic Shawneeland community, 110 Erie Trail offers the kind of charm and p...

  • 3 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • CLOSED Status
448 Adams Rd, Winchester image
448 Adams Rd, Winchester $825,000

Back on the market after a short contingency with an out of town buyer; Buyer's circumstances changed, no fault of the seller. Nestled in the woods, this 6-bedroom, 3.5...

  • 6 Beds
  • 4 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • CLOSED Status
1400 Valley Ave, Winchester image
1400 Valley Ave, Winchester $537,000

Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings,...

  • 22601 Zip Code
  • CLOSED Status
301 Shawnee Ave, Winchester image
301 Shawnee Ave, Winchester $285,000

Priced well below assessed value and sold strictly AS IS — this is the deal investors and renovation buyers have been searching for. This 4-bedroom, 1.5-bath home sits on...

  • 4 Beds
  • 2 Baths
  • Shawnee Heights SubDv.
  • 22601 Zip Code
  • CLOSED Status
601 Gray Ave, Winchester image
601 Gray Ave, Winchester $360,000

Charming Brick Cape Cod in a fantastic family-friendly neighborhood! This beautifully updated 3 BDRM 2 Bath home offers over 1,700 square feet of living space and is perf...

  • 3 Beds
  • 2 Baths
  • Liberty Heights SubDv.
  • 22601 Zip Code
  • CLOSED Status
185 Panarama Dr, Winchester image
185 Panarama Dr, Winchester $715,000

Nestled in the peaceful countryside, this classic Cape Cod home sits on 5 scenic acres, offering breathtaking views and plenty of space to enjoy country living. With five...

  • 5 Beds
  • 4 Baths
  • Glen E Russell SubDv.
  • 22603 Zip Code
  • CLOSED Status
property image
1124 Purcell Ln, Winchester $155,000

What can you do with this cape cod style home to make it perfect for you?! With a metal roof we understand is approximately 5 years old, a beautiful, fenced yard, front...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • CLOSED Status
property image
2919 S Pleasant Valley Rd, Winchester $355,000

This adorable Cape Cod is move-in ready and in a great location if you're looking for a quiet street in Winchester City with no HOA. With a primary suite on the main lev...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
1204 Martinsburg Pike, Winchester $350,000

Great bones in this adorable cape cod conveniently located for commuters to NVA and Hstoric Downtown Winchester with no HOA!. This home has been freshly painted, has a n...

  • 3 Beds
  • 2 Baths
  • Frederick County SubDv.
  • 22603 Zip Code
  • CLOSED Status
property image
168 Amoco Ln, Winchester $291,000

This charming cape cod features 2 bedrooms and 1.5 bathrooms, with the full bath on the upper level and a convenient half bath on the main level. Nestled on a spacious .5...

  • 2 Beds
  • 2 Baths
  • Cather SubDv.
  • 22603 Zip Code
  • CLOSED Status
property image
411 Van Fossen St, Winchester $507,000

Closed sale for $507K includes a buildable lot that adjoins this property tax id#174/ 04 B/ 9/ / aka 415 Van Fossen Street .2148 acres*** Welcome to this Magical Home on...

  • 4 Beds
  • 3 Baths
  • Smithfield Farms SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
310 Courtfield Ave, Winchester $469,900

Handsome, Classic. Brick Cape Cod whose charming exterior hides a spacious 4 bedroom interior with plenty of room for activities and entertaining. The home enjoys an en...

  • 4 Beds
  • 4 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
1181 Millwood Pike, Winchester $275,000

This Cape Cod home is situated on a spacious level lot in a great commuter location just minutes from shopping and interstate access. Home features Hardwood flooring t...

  • 3 Beds
  • 1 Baths
  • Rosenberger SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
246 Jeb Dr, Winchester $830,000

Don’t miss this opportunity to own this Custom-Built Cape Cod home located on 5.98 acres in the upscale Brookneill Subdivision. Secluded yet close to the Winchester, this...

  • 5 Beds
  • 4 Baths
  • Brookneill SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
215 Bellview Ave, Winchester $325,000

You have to see this house!! Tons of Charm!! Newly remodeled Cape Cod on a corner lot located within the city limits of Winchester. . Hardwood throughout. Newly remodeled...

  • 3 Beds
  • 2 Baths
  • Bellview Heights SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
1310 Vanceright Cir, Winchester $429,000

Beautifully renovated city home located on a quiet cul-de-sac! Enjoy the charming brick patio in the fenced backyard, along with a spacious shed. The main floor features ...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
317 Pembridge Dr, Winchester $450,000

Welcome home to this exceptional 3-bedroom, 2 1/2-bathroom haven that effortlessly combines modern luxury with classic charm. Nestled in the perfect location for commuter...

  • 3 Beds
  • 3 Baths
  • Pembridge Heights SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
114 Cougar Trl, Winchester $304,000

There's nothing better than owning a Cape Cod in the woods! The new owner will get to choose whether to enjoy the full front porch in the morning or the large deck in the...

  • 4 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
130 Montague Ave, Winchester $315,000

This brick cape cod has been meticulously cared for by the owner. Main level wood flooring throughout looks like new. Two bedrooms, a full bath with a wood burning fire...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • CLOSED Status
property image
433 N Loudoun St, Winchester $320,000

Charming cape cod style home located in Historic Winchester. Enjoy sitting on the giant covered front porch and when you are ready for some shopping or dinner at a great ...

  • 3 Beds
  • 2 Baths
  • Winchester Historic District SubDv.
  • 22601 Zip Code
  • CLOSED Status

Winchester Cape Cod Style Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Winchester, VA. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Like or Share

Address Search

Anne Nouri headshot
Anne Nouri

keller william luxury
1.888.840.5553
Contact Me

Browse Winchester Homes by Features

  • Styles
  • Subdivisions
  • Buildings

Browse Winchester Homes by Property Type

  • Single Family
  • Townhouses
  • Land
  • Manufactured Homes
  • Historical Homes
  • Foreclosures
  • Short Sales
  • Just Listed
  • Homes with Pool

Browse Winchester Homes by Price Range

  • Under $200K
  • $200K-$300K
  • $300K-$400K
  • $400K-$500K
  • $500K-$600K
  • $600K-$700K
  • $700K-$800K
  • $800K-$900K
  • $900K-$1 Million
  • $1 Million-$2 Million
  • $2 Million-$3 Million
  • $3 Million-$4 Million
  • $4 Million-$5 Million
  • Above $5 Million

Browse Winchester Homes by # of Bedroom

  • 1
  • 2
  • 3
  • 4
  • 5
  • 6+

Browse Winchester Homes by # of Bathroom

  • 1
  • 2
  • 3
  • 4
  • 5
  • 6+

Browse Winchester Homes by Lot Size

  • 1 Acre
  • 2+ Acres
  • 3+ Acres
  • 4+ Acres
  • 5+ Acres
  • 6+ Acres

Browse Winchester Homes by Square Feet

  • 500+ Sqft
  • 700+ Sqft
  • 1000+ Sqft
  • 1250+ sqft
  • 1500+ Sqft
  • 1750+ Sqft
  • 2000+ Sqft
  • 2250+ Sqft
  • 2500+ Sqft
  • 2750+ Sqft
  • 3000+ Sqft
  • 3500+ Sqft
  • 4000+ Sqft
  • 5000+ Sqft
  • 7500+ Sqft

Winchester Real Estate Market Reports

  • Winchester

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years
Calculate

Does not include any taxes or fees.
Please consult a financial professional.

  • Home
  • Advanced Search
  • Sellers
  • Buyers
  • Rental Search
  • About
  • Blog
  • Connect

  • Alexandria
  • Arlington
  • Ashburn
  • Fairfax
  • Leesburg
  • Mclean
  • Middleburg
  • Purcellville
  • Reston
  • Round Hill
  • Springfield
  • Sterling
  • Upperville
  • Vienna
  • Waterford
  • Winchester
  • Woodbridge
  • Delray Beach
  • Jupiter
  • Lake Park
  • North Palm Beach
  • Palm Beach
  • Palm Beach Gardens
  • Palm Springs
  • Royal Palm Beach
  • West Palm Beach
  • Washington DC
IDX Real Estate Websites by
• Accessibility • Terms • Privacy