Winslow, ME Real Estate Listings

19 real estate listings match this search criteria near Winslow.

Active
49 photos
$250,000
2 bd, 2 ba, 1,328 Sq Ft
56 Heywood RoadWinslow, ME 04901#1672806
Single Family Residence
Active
58 photos
$274,900
4 bd, 2 ba, 1,611 Sq Ft
33 Halifax StreetWinslow, ME 04901#1681680
Single Family Residence
Active
49 photos
$350,000
5 bd, 2 ba, 2,588 Sq Ft
323 Augusta RoadWinslow, ME 04901#1681922
Single Family Residence
Active
13 photos
$175,000
2 bd, 1 ba, 1,122 Sq Ft
5 Mar-Val Terrace C3Winslow, ME 04901#1668848
Condominium
Active
13 photos
$187,000
2 bd, 1 ba, 900 Sq Ft
28 Meadow View Lane 28Winslow, ME 04901#1673343
Condominium
Active
15 photos
$175,000
2 bd, 1.5 ba, 900 Sq Ft
7 Meadow View Lane 7Winslow, ME 04901#1677496
Condominium
Active
26 photos
$89,900
2 bd, 2 ba, 826 Sq Ft
499 Augusta Road 23Winslow, ME 04901#1677822
Mobile Home
Active
32 photos
$234,900
4 bd, 1 ba, 1,277 Sq Ft
45 Cushman RoadWinslow, ME 04901#1669441
Single Family Residence
Active
37 photos
$289,900
4 bd, 1.5 ba, 1,368 Sq Ft
29 Smiley AvenueWinslow, ME 04901#1667295
Single Family Residence
Active
15 photos
$249,900
3 bd, 2 ba, 1,184 Sq Ft
1 Robert StreetWinslow, ME 04901#1682569
Single Family Residence
Active
43 photos
$310,000
3 bd, 1.5 ba, 1,812 Sq Ft
2 Bizier StreetWinslow, ME 04901#1679911
Single Family Residence
Active
26 photos
$180,000
2 bd, 1.5 ba, 900 Sq Ft
40 Meadow View Lane 40Winslow, ME 04901#1679898
Condominium
Active
43 photos
$569,000
3 bd, 2.5 ba, 2,472 Sq Ft
25 Frankwood DriveWinslow, ME 04901#1672793
Single Family Residence
Active
33 photos
$289,000
4 bd, 1.5 ba, 2,184 Sq Ft
16 Paine StreetWinslow, ME 04901#1676955
Single Family Residence
Active
51 photos
$475,000
4 bd, 2 ba, 2,905 Sq Ft
9 Chadwick StreetWinslow, ME 04901#1678083
Single Family Residence
Active
52 photos
$435,000
3 bd, 3 ba, 3,042 Sq Ft
11 Rousseau StreetWinslow, ME 04901#1678183
Single Family Residence
Active
40 photos
$355,000
3 bd, 2 ba, 1,732 Sq Ft
5 Webb RoadWaterville, ME 04901#1654697
Single Family Residence
Active
22 photos
$289,900
3 bd, 1 ba, 1,280 Sq Ft
9 Poulin StreetWinslow, ME 04901#1680185
Single Family Residence
Active
$284,000
4 bd, 1 ba, 1,123 Sq Ft
26 Cushman RoadWinslow, ME 04901#1683121
Single Family Residence

The EXIT Realty office serving this area’s listings is EXIT Key Real Estate.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

19 real estate listings match this search criteria near Winslow.

Active
49 photos
$250,000
2 bd, 2 ba, 1,328 Sq Ft
56 Heywood RoadWinslow, ME 04901#1672806
Single Family Residence
Active
58 photos
$274,900
4 bd, 2 ba, 1,611 Sq Ft
33 Halifax StreetWinslow, ME 04901#1681680
Single Family Residence
Active
49 photos
$350,000
5 bd, 2 ba, 2,588 Sq Ft
323 Augusta RoadWinslow, ME 04901#1681922
Single Family Residence
Active
13 photos
$175,000
2 bd, 1 ba, 1,122 Sq Ft
5 Mar-Val Terrace C3Winslow, ME 04901#1668848
Condominium
Active
13 photos
$187,000
2 bd, 1 ba, 900 Sq Ft
28 Meadow View Lane 28Winslow, ME 04901#1673343
Condominium
Active
15 photos
$175,000
2 bd, 1.5 ba, 900 Sq Ft
7 Meadow View Lane 7Winslow, ME 04901#1677496
Condominium
Active
26 photos
$89,900
2 bd, 2 ba, 826 Sq Ft
499 Augusta Road 23Winslow, ME 04901#1677822
Mobile Home
Active
32 photos
$234,900
4 bd, 1 ba, 1,277 Sq Ft
45 Cushman RoadWinslow, ME 04901#1669441
Single Family Residence
Active
37 photos
$289,900
4 bd, 1.5 ba, 1,368 Sq Ft
29 Smiley AvenueWinslow, ME 04901#1667295
Single Family Residence
Active
15 photos
$249,900
3 bd, 2 ba, 1,184 Sq Ft
1 Robert StreetWinslow, ME 04901#1682569
Single Family Residence
Active
43 photos
$310,000
3 bd, 1.5 ba, 1,812 Sq Ft
2 Bizier StreetWinslow, ME 04901#1679911
Single Family Residence
Active
26 photos
$180,000
2 bd, 1.5 ba, 900 Sq Ft
40 Meadow View Lane 40Winslow, ME 04901#1679898
Condominium
Active
43 photos
$569,000
3 bd, 2.5 ba, 2,472 Sq Ft
25 Frankwood DriveWinslow, ME 04901#1672793
Single Family Residence
Active
33 photos
$289,000
4 bd, 1.5 ba, 2,184 Sq Ft
16 Paine StreetWinslow, ME 04901#1676955
Single Family Residence
Active
51 photos
$475,000
4 bd, 2 ba, 2,905 Sq Ft
9 Chadwick StreetWinslow, ME 04901#1678083
Single Family Residence
Active
52 photos
$435,000
3 bd, 3 ba, 3,042 Sq Ft
11 Rousseau StreetWinslow, ME 04901#1678183
Single Family Residence
Active
40 photos
$355,000
3 bd, 2 ba, 1,732 Sq Ft
5 Webb RoadWaterville, ME 04901#1654697
Single Family Residence
Active
22 photos
$289,900
3 bd, 1 ba, 1,280 Sq Ft
9 Poulin StreetWinslow, ME 04901#1680185
Single Family Residence
Active
$284,000
4 bd, 1 ba, 1,123 Sq Ft
26 Cushman RoadWinslow, ME 04901#1683121
Single Family Residence

The EXIT Realty office serving this area’s listings is EXIT Key Real Estate.

Market Overview — Winslow, ME

Showing Winslow, ME

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$299,000
Median Listing Price: 47
Median Days on EXIT Realty: 1,668
Median Sq Ft: $180
Median Price per Sq Ft

Compare

Compare Winslow, ME to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Winslow, ME	$299,000	47	1,668	$180

Market Composition

What's on the market

71%Residential36 active
12%Land6 active
10%Multi-Family5 active
8%Commercial4 active

Active listings by price

Under $200K17% · 7
$200K-$400K63% · 26
$400K-$600K17% · 7
$600K-$800K2% · 1

Median Price Trend

Sep 2025: $348,400 -34.7%Sep 2026: $227,500

Thinking of selling?

EXIT Realty’s Winslow agents know these numbers street by street — and bring the insight and negotiating experience to turn them into your sale price.

Sell a home in Winslow

Nearby Schools

Elementary 9

Winslow Elementary School
Winslow, ME · 0.7 mi away
Albert S. Hall School
Waterville, ME · 1.0 mi away
George J Mitchell School
Waterville, ME · 1.6 mi away
Kennebec Montessori School
Fairfield, ME · 3.0 mi away
Kennebec Montessori School
Fairfield, ME · 3.0 mi away
Fairfield Primary School
Fairfield, ME · 3.1 mi away
Benton Elementary School
Benton, ME · 3.5 mi away
Williams Elementary School
Oakland, ME · 4.9 mi away
Ralph M Atwood Primary School
Oakland, ME · 5.1 mi away

Secondary 6

Winslow High School
Winslow, ME · 0.3 mi away
Waterville Senior High School
Waterville, ME · 1.4 mi away
Mid-Maine Technical Center
Waterville, ME · 1.4 mi away
Waterville Junior High School
Waterville, ME · 2.4 mi away
Lawrence High School
Fairfield, ME · 3.1 mi away
Messalonskee High School
Oakland, ME · 5.0 mi away

Other schools 5

Winslow Public Schools
Winslow, ME · 0.6 mi away
Mount Merici Academy
Waterville, ME · 1.9 mi away
Maine School Administrative District 49
Fairfield, ME · 3.1 mi away
Regional School
Oakland, ME · 5.2 mi away
Rsu 18
Oakland, ME · 5.2 mi away

Winslow, ME Real Estate Listings

Winslow, ME Real Estate Listings

56 Heywood RoadWinslow, ME 04901#1672806

33 Halifax StreetWinslow, ME 04901#1681680

323 Augusta RoadWinslow, ME 04901#1681922

5 Mar-Val Terrace C3Winslow, ME 04901#1668848

28 Meadow View Lane 28Winslow, ME 04901#1673343

7 Meadow View Lane 7Winslow, ME 04901#1677496

499 Augusta Road 23Winslow, ME 04901#1677822

45 Cushman RoadWinslow, ME 04901#1669441

29 Smiley AvenueWinslow, ME 04901#1667295

1 Robert StreetWinslow, ME 04901#1682569

2 Bizier StreetWinslow, ME 04901#1679911

40 Meadow View Lane 40Winslow, ME 04901#1679898

25 Frankwood DriveWinslow, ME 04901#1672793

16 Paine StreetWinslow, ME 04901#1676955

9 Chadwick StreetWinslow, ME 04901#1678083

11 Rousseau StreetWinslow, ME 04901#1678183

5 Webb RoadWaterville, ME 04901#1654697

9 Poulin StreetWinslow, ME 04901#1680185

26 Cushman RoadWinslow, ME 04901#1683121

56 Heywood RoadWinslow, ME 04901#1672806

33 Halifax StreetWinslow, ME 04901#1681680

323 Augusta RoadWinslow, ME 04901#1681922

5 Mar-Val Terrace C3Winslow, ME 04901#1668848

28 Meadow View Lane 28Winslow, ME 04901#1673343

7 Meadow View Lane 7Winslow, ME 04901#1677496

499 Augusta Road 23Winslow, ME 04901#1677822

45 Cushman RoadWinslow, ME 04901#1669441

29 Smiley AvenueWinslow, ME 04901#1667295

1 Robert StreetWinslow, ME 04901#1682569

2 Bizier StreetWinslow, ME 04901#1679911

40 Meadow View Lane 40Winslow, ME 04901#1679898

25 Frankwood DriveWinslow, ME 04901#1672793

16 Paine StreetWinslow, ME 04901#1676955

9 Chadwick StreetWinslow, ME 04901#1678083

11 Rousseau StreetWinslow, ME 04901#1678183

5 Webb RoadWaterville, ME 04901#1654697

9 Poulin StreetWinslow, ME 04901#1680185

26 Cushman RoadWinslow, ME 04901#1683121

Market Overview — Winslow, ME

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 9

Secondary 6

Other schools 5