Are yards well-kept in Madison, ME?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Madison, ME?

As of early 2026, 86% of users say parking is easy

Do kids play outside in Madison, ME?

As of early 2026, 86% of users say kids play outside

Is Madison, ME dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Does Madison, ME show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Do residents of Madison, ME plan to stay at least 5 years?

As of early 2026, 75% of users say they plan to stay for at least 5 years

Is a car needed in Madison, ME?

As of early 2026, 71% of users say car is needed

Would people walk alone at night in Madison, ME?

As of early 2026, 70% of users say people would walk alone at night

Are neighbors friendly in Madison, ME?

As of early 2026, 67% of users say neighbors are friendly

Does Madison, ME have sidewalks?

As of early 2026, 63% of users say there are sidewalks

Are the streets well-lit in Madison, ME?

As of early 2026, 63% of users say streets are well-lit

Is Madison, ME walkable to grocery stores?

As of early 2026, 60% of users say it's walkable to grocery stores

Is there wildlife in Madison, ME?

As of early 2026, 54% of users say there's wildlife

Is Madison, ME walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Are there community events in Madison, ME?

As of early 2026, 44% of users say there are community events

Is Madison, ME quiet?

As of early 2026, 40% of users say it's quiet

What is the price history for 5 Winter St?

5 Winter St in Madison, ME last sold for $30,000 in May 2014.

Is Madison a buyer's or seller's market?

Madison is currently a balanced market, based on recent for-sale activity.

What do residents say about Madison?

Residents describe Madison, ME as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Madison, ME .

What are the closest schools to 5 Winter St?

The closest schools to 5 Winter St in Madison, ME are Madison Elementary School (Pre-K), Madison Elementary School (Pre-K, rated 2/10), Main Street Middle School (Elementary).

Does 5 Winter St have a pool?

Yes, 5 Winter St in Madison, ME has a pool.

How big is the lot at 5 Winter St?

The lot at 5 Winter St in Madison, ME is about 1.4 acres .

OFF MARKET

$30,000

Last sold price

3 Beds
2 Baths
1,664 sqft (on 1.40 acres)

5 Winter St, Madison, ME 04950

Currently Off Market - Sold May 15, 2014 for $30,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
11 Ash Street, Madison, ME	0.10	Single-Family Home	$271,350	12/22/25	3	2	2,176
9 Locust Street, Madison, ME	0.17	Single-Family Home	$212,000	09/19/25	3	1.5	1,183
20 Spruce Street, Madison, ME	0.11	Single-Family Home	$312,900	09/04/25	3	3	2,182
9 Spring Street, Madison, ME	0.18	Single-Family Home	$259,000	08/04/26	2	1.5	1,220
76 Pine Street, Madison, ME	0.26	Single-Family Home	$229,000	10/03/25	3	2	1,300
174 Old Point Avenue, Madison, ME	0.44	Single-Family Home	$240,000	03/09/26	2	2	1,100
21 Young Street, Madison, ME	0.37	Single-Family Home	$350,000	10/17/25	2	1.5	2,088
24 Locust Street, Madison, ME	0.13	Single-Family Home	$285,000	03/26/26	5	2.5	1,878
83 Preble Avenue, Madison, ME	0.19	Single-Family Home	$270,000	05/29/26	2	1	1,152
6 Myrtle Street, Madison, ME	0.21	Single-Family Home	$203,000	06/18/26	3	1	928

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
8 Winter Street, Madison, ME 04950	0.02	$207,800	3	1	1,092	Off Market
28 Winter Street, Madison, ME 04950	0.12	$240,000	3	1	1,040	For Sale
66 Preble Avenue, Madison, ME 04950	0.09	$211,600	3	1	1,120	Off Market
0000 Winter Street, Madison, ME 04950	0.12	$40,000	-	-	-	Recently Sold
11 Ash Street, Madison, ME 04950	0.10	$271,350	3	2	2,176	Recently Sold
4 Summer Street, Madison, ME 04950	0.12	$219,400	2	1	864	Off Market
68 Preble Avenue, Madison, ME 04950	0.11	$279,200	2	1	1,175	Off Market
20 Spruce Street, Madison, ME 04950	0.11	$320,400	3	3	2,182	Off Market
16 Locust Street, Madison, ME 04950	0.13	$253,600	3	1	1,634	Off Market
24 Locust Street, Madison, ME 04950	0.13	$285,000	5	2.5	1,878	Recently Sold
17 Spring Street, Madison, ME 04950	0.17	$223,700	4	1.5	2,056	Off Market
20 Summer Street, Madison, ME 04950	0.17	$170,100	3	1	788	Off Market

Local Information

Map ViewExplore the area around 5 Winter St.
Schools2 Preschool Schools3 Elementary Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1984

Lot Size

1.4 acres

Living Area

1,664 sqft

About this House

This single-family home is located at 5 Winter St, Madison, ME. 5 Winter St is in Madison, ME and in ZIP code 04950. This property has 3 bedrooms, 2 bathrooms and approximately 1,664 sqft of floor space. This property has a lot size of 1.40 acres and was built in 1984.

5 Winter St, Madison, ME 04950 is a 3 bedroom, 2 bathroom, 1,664 sqft single-family home built in 1984. It last sold for $30,000 on May 15, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $3,247/month.

Home Details for 5 Winter St

Interior Features
Heating & Cooling Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility Stories: 2

Exterior Features
Exterior Home Features Roof: OtherExterior: Wood
Pool Pool

Property Information
Year Built Year Built: 1984
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Lot Information
Lot Area: 1.40 acres

Price and Tax history

Date	Event	Price
May 15, 2014 Source: Maine Listings #1123008	Sold	$30,000
Apr 22, 2014 Source: Agent Provided	PriceChange	$39,900 Price decreased by 33%
Mar 25, 2014 Source: Agent Provided	PriceChange	$59,900 Price decreased by 25%
Feb 19, 2014 Source: Agent Provided	PriceChange	$79,900 Price decreased by 11%
Apr 18, 2012 Source: Agent Provided	Listed For Sale	$89,900

Year	Property tax	Tax assessment
2016	$2,894	$137,800

Additional Cost

Market trends in Madison

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

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Available listings

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 6 Trulia users voted on each feature.

100 % Say yards are well-kept
86 % Say parking is easy
86 % Say kids play outside
83 % Say it's dog friendly
75 % Say there's holiday spirit
75 % Say they plan to stay for at least 5 years
71 % Say car is needed
70 % Say people would walk alone at night
67 % Say neighbors are friendly
63 % Say there are sidewalks
63 % Say streets are well-lit
60 % Say it's walkable to grocery stores
54 % Say there's wildlife
50 % Say it's walkable to restaurants
44 % Say there are community events
40 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.

Amandaroy14
Resident
6y ago
"Many families in Area, good schools, friendly townspeople, nice town events, old down home feeling to it "
1
Flag
Trulia User
Resident
7y ago
"I’ve seen a woman drive into the neighborhood and let her older dog out of the car to do his business. 2x’s so far."
0
Flag
Sharyn
15y ago
"Great area for recreation year round: boating, fishing, snow mobiling, skiing nearby, golf, summer theatre, involved summer community. Small town feeling. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Winter St

What is the price history for 5 Winter St?
5 Winter St in Madison, ME last sold for $30,000 in May 2014.
Is Madison a buyer's or seller's market?
Madison is currently a balanced market, based on recent for-sale activity.
What do residents say about Madison?
Residents describe Madison, ME as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Madison, ME.
What are the closest schools to 5 Winter St?
The closest schools to 5 Winter St in Madison, ME are Madison Elementary School (Pre-K), Madison Elementary School (Pre-K, rated 2/10), Main Street Middle School (Elementary).
Does 5 Winter St have a pool?
Yes, 5 Winter St in Madison, ME has a pool.
How big is the lot at 5 Winter St?
The lot at 5 Winter St in Madison, ME is about 1.4 acres.

Apartments for Rent

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$1,290/mo
1 bd
1 ba
55 Weston Ave LLC | 55 Weston Ave,
Madison, ME 04950
Dooryard Management LLC
APPLY INSTANTLY
FURNISHED
$1,400/mo
1 bd
1 ba
8 Thomas St #1B,
Madison, ME 04950
APPLY INSTANTLY
FURNISHED
$1,400/mo
1 bd
1 ba
8 Thomas St #2A,
Madison, ME 04950
PET FRIENDLY
FURNISHED
$400/mo
1 bd
1 ba
327 Shusta Rd #2,
Madison, ME 04950
Home Deals of Maine
FURNISHED
$240/mo
8 bd
1 ba
327 Shusta Rd #1,
Madison, ME 04950
Home Deals of Maine
See more homes for rent in
Madison
Take a look

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Off Market Homes Near 5 Winter St

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SOLD
AUG 31, 2026
$345,000
3 bd
2 ba
1,900 sqft
37 Trolley Line Drive,
Madison, ME 04950
Coldwell Banker Plourde Real Estate, Closed
SOLD
AUG 28, 2026
$159,900
3 bd
1 ba
1,011 sqft
29 Wilson Street,
Anson, ME 04911
Coldwell Banker Sandy River Realty, Closed
SOLD
AUG 4, 2026
$259,000
2 bd
1.5 ba
1,220 sqft
9 Spring Street,
Madison, ME 04950
RE/MAX At Home, Closed
SOLD
JUL 30, 2026
$195,000
3 bd
2 ba
1,370 sqft
33 John Street,
Madison, ME 04950
Allied Realty, Closed
SOLD
JUL 29, 2026
$270,000
3 bd
2.5 ba
2,184 sqft
20 Ingalls Street,
Madison, ME 04950
Coldwell Banker Realty, Closed
SOLD
JUL 27, 2026
$245,000
4 bd
2 ba
1,440 sqft
412 W Mills Road,
Anson, ME 04911
Allied Realty, Closed
SOLD
JUL 27, 2026
$725,000
3 bd
1.5 ba
1,120 sqft
108 Park St,
Madison, ME 04950
SOLD
JUL 22, 2026
$175,000
3 bd
1 ba
1,008 sqft
16 Towne Rd,
Madison, ME 04950
SOLD
JUL 20, 2026
$41,900
M6 L40-6 Bombazee Road,
Norridgewock, ME 04957
Taylor Realty, Inc., Closed
SOLD
JUL 10, 2026
$39,500
20 Park Street,
Madison, ME 04950
Allied Realty, Closed
See more homes for sale in
Madison
Take a look

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Homes for sale near 5 Winter St

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0.46 ACRES
$240,000
3 bd
1 ba
1,040 sqft
28 Winter Street,
Madison, ME 04950
LPT Realty, Active
0.27 ACRES
$130,000
4 bd
1.5 ba
2,150 sqft
13 Heald Street,
Madison, ME 04950
Allied Realty, Active
0.71 ACRES
$199,900
2 bd
2 ba
1,200 sqft
8 School Street,
Anson, ME 04911
Allied Realty, Active
$259,900
4 bd
2 ba
1,921 sqft
24 Rowell Street,
Madison, ME 04950
Allied Realty, Active
0.27 ACRES
$229,900
4 bd
2 ba
1,340 sqft
16 Jones Street,
Madison, ME 04950
Coldwell Banker Realty, Active
1.43 ACRES
$225,000
3 bd
2 ba
1,344 sqft
64 Preble Avenue,
Anson, ME 04911
RE/MAX At Home, Active
0.36 ACRES
$255,000
1 bd
1 ba
2,880 sqft
106 Nichols Street,
Madison, ME 04950
Real Broker, Active
0.35 ACRES
$218,000
2 bd
1 ba
1,008 sqft
23 Second Street,
Anson, ME 04911
Allied Realty, Active
0.5 ACRES
$225,000
3 bd
1 ba
1,200 sqft
189 Shusta Road,
Madison, ME 04950
The Maine Real Estate Experience, Active
See more homes for sale in
Madison
Take a look