Winchester MA FSBO Homes (75)

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We have 75 homes for sale by owner in Winchester, MA. The median list price in Winchester, MA is $174,335.

Homes For Sale

$3,695,000

5 Bed
5 Bath
5,768 Sqft
0.27 Acre(Lot)

6 Lakeview Road, Winchester, MA

Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking winchester... Read More

Active Under Contract

Homes For Sale

$2,200,000

4 Bed
4 Bath
2,900 Sqft
0.18 Acre(Lot)

41 Foxcroft Rd, Winchester, MA

Nestled in the heart of the flats, this stately 1932 brick colonial has been fully renovated to perfection.... Read More

Homes For Sale

$3,999,000

7 Bed
8 Bath
7,982 Sqft
0.46 Acre(Lot)

54 Johnson Road, Winchester, MA

This newly constructed home faces old village dr. & redefines modern luxury! designed w/ both elegance &... Read More

Homes For Sale

$2,899,000

6 Bed
8 Bath
5,658 Sqft
0.26 Acre(Lot)

5 Clearwater Rd, Winchester, MA

Welcome to a rare opportunity to select the final finishes in your dream home right within winchester’s most... Read More

Active Under Contract

Homes For Sale

$4,200,000

6 Bed
6 Bath
5,208 Sqft
0.33 Acre(Lot)

3 Foxcroft Road, Winchester, MA

Nearing completion! welcome to this exquisite 6-bedroom, 5-1/2 bath residence nestled in one of winchesters most... Read More

Active Under Contract

Homes For Sale

$2,249,000

5 Bed
5 Bath
4,173 Sqft
0.31 Acre(Lot)

48 Wedgemere Avenue, Winchester, MA

This elegant 1914 revival home combines timeless charm w/ exceptional architectural details. located on a highly... Read More

Active Under Contract

Homes For Sale

$3,450,000

5 Bed
5 Bath
4,800 Sqft
0.33 Acre(Lot)

58 Wedgemere Ave, Winchester, MA

Experience the timeless charm of this stunning english tudor in winchester’s coveted flats neighborhood. set on... Read More

Homes For Sale

$3,675,000

5 Bed
5 Bath
5,250 Sqft
0.26 Acre(Lot)

4 Norwood St, Winchester, MA

Welcome to 4 norwood st, a stunning custom-built home by mark stephen development. just a short walk to... Read More

Homes For Sale

$3,599,000

6 Bed
5 Bath
5,500 Sqft
0.25 Acre(Lot)

2 Chestnut St, Winchester, MA

Welcome to 2 chestnut street, an exquisite new construction home in progress by mark stephen development.... Read More

Vacant Land For Sale

$2,299,000

0.6 Acre(Lot)

17 Dix Street, Winchester, MA

Prime waterfront home in downtown winchester!! take advantage of this unique opportunity to customize, renovate,... Read More

Pending

Homes For Sale

$2,299,000

5 Bed
2 Bath
3,059 Sqft
0.6 Acre(Lot)

17 Dix Street, Winchester, MA

Prime waterfront home in downtown winchester!! take advantage of this unique opportunity to customize, renovate,... Read More

Homes For Sale

$1,899,900

6 Bed
3 Bath
3,543 Sqft
0.18 Acre(Lot)

189 Mystic Valley Pkwy, Winchester, MA

Nestled in a coveted location just moments from the heart of downtown winchester, the stunning barstow house... Read More

Active Under Contract

Homes For Sale

$2,300,000

5 Bed
4 Bath
3,676 Sqft
0.54 Acre(Lot)

6 Ardley Pl, Winchester, MA

Tucked away on a dead-end street, 6 ardley place blends classic character with modern comforts. beautifully... Read More

Active Under Contract

Homes For Sale

$1,650,000

4 Bed
3 Bath
3,381 Sqft
0.12 Acre(Lot)

5 Alben Street, Winchester, MA

Welcome to this charming colonial, thoughtfully maintained by its owners! nestled on a peaceful, tree-lined... Read More

Pending

Condo For Sale

$599,000

2 Bed
2 Bath
1,452 Sqft
0.17 Acre(Lot)

299 Cross St #299, Winchester, MA

Welcome to the residences at winchester! a perfect move-in ready single-family alternative without the hassle of... Read More

Pending

Homes For Sale

$1,799,000

5 Bed
4 Bath
4,318 Sqft
0.44 Acre(Lot)

19 Johnson Road, Winchester, MA

A designer dream! welcome to 19 johnson road, a pristine 5-bedroom colonial-style home located in the highly... Read More

Pending

Condo For Sale

$1,450,000

4 Bed
4 Bath
3,105 Sqft

26 Adams Rd #26, Winchester, MA

Welcome to this stunning 4-bedroom, 3.5-bath townhouse, thoughtfully designed and built in 2016. 1st fl features... Read More

Homes For Sale

$4,199,000

6 Bed
8 Bath
7,500 Sqft
0.65 Acre(Lot)

6 Vinson Cir, Winchester, MA

Nestled on a cul-de-sac in winchester's desirable west side, this brand-new construction redefines modern luxury... Read More

Condo For Sale

$1,699,000

3 Bed
4 Bath
3,763 Sqft

7 Wainwright Rd #8, Winchester, MA

Welcome to the ledges! this is a desirable end unit located in a fabulous cul de sac location.this is a perfect... Read More

Pending

Condo For Sale

$925,000

2 Bed
3 Bath
2,418 Sqft

60 Edward Drive #60, Winchester, MA

Welcome to this move in ready townhouse in pepper hill estates! enjoy easy living with this stunning open... Read More

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Winchester - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in Winchester 54

	Average Price
3 Bed Homes For Sale in Winchester (9)	$ 1,490,667
4 Bed Homes For Sale in Winchester (15)	$ 1,988,667
5+ Bed Homes For Sale in Winchester (30)	$ 3,405,786

AVERAGE PRICE

$ 2,295,040

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 568

Condos For Sale By Owner in Winchester 19

	Average Price
1 Bed Condos For Sale in Winchester (1)	$ 279,000
2 Bed Condos For Sale in Winchester (11)	$ 774,064
3 Bed Condos For Sale in Winchester (5)	$ 995,380
4 Bed Condos For Sale in Winchester (2)	$ 1,450,000

AVERAGE PRICE

$ 1,483,366

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 473

Land For Sale By Owner in Winchester 1

	Average Price
Land For Sale in Winchester (1)	$ 1,585,320

AVERAGE PRICE

$ 1,585,320

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Winchester, Massachusetts

Currently there are 54 homes for sale, 19 condos and apartments for sale and 1 vacant land for sale in Winchester

Currently Winchester has 74 properties on the market for sale. The inventory was last updated 02/21/2025. Of these properties, 54 single family homes are for sale by their owners in Winchester, and 19 condos are for sale by their owners in Winchester. The average price of the single family homes for sale in Winchester, is $2,295,040, the average condo price in Winchester, is $1,483,366. The average price per square foot of the active inventory is $347. This is based the living area square footage.

Over the last year, there have been 109 of properties sold in Winchester. Of these properties, 75 single family homes have sold by their owners in Winchester, and 31 condos have sold by their owners in Winchester. The average sales price of the single family homes sold in Winchester, is $1,641,510. Single family homes have been selling for 503 per square foot of living area. The average sales price of the condos for sale in Winchester, is $1,283,309. Condos have been selling for 487 per square foot of living area.

The most active subdivisions with listings for sale in Winchester, are:

If you are thinking of selling your Winchester home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 02/21/2025

For Sale By Owner Michigan

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For Sale By Owner Rhode Island

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Winchester MA FSBO Homes (75)

6 Lakeview Road, Winchester, MA

41 Foxcroft Rd, Winchester, MA

54 Johnson Road, Winchester, MA

5 Clearwater Rd, Winchester, MA

3 Foxcroft Road, Winchester, MA

48 Wedgemere Avenue, Winchester, MA

58 Wedgemere Ave, Winchester, MA

4 Norwood St, Winchester, MA

2 Chestnut St, Winchester, MA

17 Dix Street, Winchester, MA

17 Dix Street, Winchester, MA

189 Mystic Valley Pkwy, Winchester, MA

6 Ardley Pl, Winchester, MA

5 Alben Street, Winchester, MA

299 Cross St #299, Winchester, MA

19 Johnson Road, Winchester, MA

26 Adams Rd #26, Winchester, MA

6 Vinson Cir, Winchester, MA

7 Wainwright Rd #8, Winchester, MA

60 Edward Drive #60, Winchester, MA

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Winchester - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Learn More About Winchester, Massachusetts

For Sale By Owner Michigan

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