Is parking easy in Winthrop, ME?

As of early 2026, 93% of users say parking is easy

Is Winthrop, ME dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Are yards well-kept in Winthrop, ME?

As of early 2026, 88% of users say yards are well-kept

Would people walk alone at night in Winthrop, ME?

As of early 2026, 85% of users say people would walk alone at night

Do kids play outside in Winthrop, ME?

As of early 2026, 77% of users say kids play outside

Is Winthrop, ME walkable to restaurants?

As of early 2026, 76% of users say it's walkable to restaurants

Does Winthrop, ME show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

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

As of early 2026, 73% of users say they plan to stay for at least 5 years

Is a car needed in Winthrop, ME?

As of early 2026, 72% of users say car is needed

Is Winthrop, ME walkable to grocery stores?

As of early 2026, 72% of users say it's walkable to grocery stores

Is there wildlife in Winthrop, ME?

As of early 2026, 69% of users say there's wildlife

Are the streets well-lit in Winthrop, ME?

As of early 2026, 67% of users say streets are well-lit

Are neighbors friendly in Winthrop, ME?

As of early 2026, 63% of users say neighbors are friendly

Does Winthrop, ME have sidewalks?

As of early 2026, 56% of users say there are sidewalks

Is Winthrop, ME quiet?

As of early 2026, 45% of users say it's quiet

Are there community events in Winthrop, ME?

As of early 2026, 31% of users say there are community events

FOR SALE

NEW - 6 HRS AGO

3D VIEW

2.5 ACRES

27 Ruby Ridge Road
Winthrop, ME 04364

3 Beds
3 Baths
2,108 sqft (on 2.50 acres)

$449,999

Est. Mortgage $2,780/mo*

Get Pre-Qualified

$449,999

Est. Mortgage $2,780/mo*

Get Pre-Qualified

3 Beds

3 Baths

2,108 sqft

(on 2.50 acres)

We estimate this home will sell faster than 90% nearby.

Home Highlights

Parking

2 Car Garage

Outdoor

Porch, Deck

Climate Control

Heating only

Price/Sqft

$213

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 27 Ruby Ridge Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 7 hours ago

Listing courtesy of Coldwell Banker Realty

Source: Maine Listings, MLS#1674528

Also Listed on Maine Listings.

About this House

Welcome to this private Maine retreat offering the perfect combination of peaceful country living and convenience. Situated on 2.5 acres, this well-maintained property features a private backyard with a patio area, making it the perfect place to relax, entertain, or enjoy the surrounding wildlife.

Inside, you'll find the ease of one-floor living with a bright, open floor plan designed for comfortable everyday living. The home offers 4 bedrooms and 3 full baths, including a spacious finished primary suite in the lower level that provides a private escape for homeowners or guests. The beautifully appointed kitchen features granite countertops and flows seamlessly into the main living areas.

Step outside to the inviting outdoor entertainment space, perfect for evenings with family and friends. Surrounded by nature yet just minutes from town and local amenities, this property offers the best of both worlds--privacy, space, and convenience. If you've been searching for a move-in ready home with room to enjoy both indoors and out, this one is a must see.

We estimate this home will sell faster than 90% nearby.

Home Details for 27 Ruby Ridge Road

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Interior Entry,Walk-Out Access,FinishedNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Family Room, Kitchen, Living Room, Mud Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout Living Area: 2108 Square Feet
Appliances & Utilities Appliances: Dishwasher, Microwave, Electric Range, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa No Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Luxury Vinyl
Levels, Entrance, & Accessibility Floors: Luxury Vinyl
View Has a ViewView: Trees/Woods

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Deck, PorchOther Structures: Outbuilding, Shed(s)Foundation: Poured ConcreteNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Paved,1 - 4 Spaces
Frontage Not on Waterfront
Water & Sewer Sewer: Private Sewer, Septic Design Available, Septic Tank
Finished Area Finished Area (above surface): 1196 Square FeetFinished Area (below surface): 912 Square Feet

Days on Market
Days on Market: <1 day on Trulia

Property Information
Year Built Year Built: 2016
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building Construction Materials: Wood Frame, Vinyl Siding

Price & Status
Price List Price: $449,999Price Per Sqft: $213

Media
See Virtual Tour

Location
Direction & Address City: Winthrop

Agent Information
Listing Agent Listing ID: 1674528

Building
Building Area Building Area: 2108 Square Feet

Lot Information
Lot Area: 2.5 Acres

Miscellaneous
BasementMls Number: 1674528Above Grade Unfinished Area: 1196

Market trends in Winthrop

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

Price History for 27 Ruby Ridge Road

Date	Price	Event	Source
08/03/2026	$449,999	Listed For Sale	Maine Listings #1674528

10/04/2024	$419,999	Sold	Maine Listings #1602468
Recording Date 10/04/2024 County Transfer Tax N/A Total Transfer Tax N/A
09/06/2024	$399,000	Pending	Maine Listings #1602468

09/03/2024	$399,000	Listed For Sale	Maine Listings #1602468

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Property Tax and Assessment

Year	2024
Tax	$3,717
Assessment	$160,900

Home facts updated by county records

Comparable Sales for 27 Ruby Ridge Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
150 Pamela Drive, Winthrop, ME	0.26	Single-Family Home	$630,000	12/08/25	3	2.5	2,650
38 Pamela Drive, Winthrop, ME	0.29	Single-Family Home	$387,500	07/10/26	4	1.5	2,531
863 Sturtevant Hill Road, Winthrop, ME	0.39	Single-Family Home	$317,500	08/29/25	3	1	1,092
381 Turkey Lane, Winthrop, ME	0.77	Single-Family Home	$165,000	04/13/26	3	2.5	1,836
984 Sturtevant Hill Road, Winthrop, ME	0.43	Single-Family Home	$265,000	10/01/25	3	1	1,212
59 Route 41, Winthrop, ME	0.56	Single-Family Home	$330,000	07/06/26	3	2	1,328
21 Pamela Drive, Winthrop, ME	0.21	Single-Family Home	$232,500	09/30/25	3	1	960
105 Nottingham Road, Winthrop, ME	1.26	Single-Family Home	$385,000	05/08/26	4	3	2,170
317 Route 133, Winthrop, ME	0.85	Single-Family Home	$660,000	04/29/26	5	2	5,000
87 Memorial Drive, Winthrop, ME	1.36	Single-Family Home	$600,000	07/01/26	4	3	2,512

Nearby homes

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

Skip to last item

OFF MARKET
Est. $411,200
3 bd
2 ba
1,852 sqft
31 Ruby Ridge Road,
Winthrop, ME 04364
Homestead Realty, Closed
OFF MARKET
Est. $539,400
3 bd
3 ba
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21 Pearl Street,
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Brookewood Realty, Closed
FOR SALE
3D VIEW
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161 Pamela Drive,
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OFF MARKET
Est. $344,900
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17 Pamela Drive,
Winthrop, ME 04364
Better Homes & Gardens Real Estate/The Masiello Group, Closed
OFF MARKET
Est. $135,600
506 Route 133,
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Thomas Agency, Closed
OFF MARKET
Est. $234,100
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Fontaine Family-The Real Estate Leader, Closed
OFF MARKET
Est. $372,000
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SOLD
DEC 8, 2025
$630,000
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SOLD
JUL 10, 2026
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Fontaine Family-The Real Estate Leader, Closed
OFF MARKET
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Skip to first item

Assigned Schools

These are the assigned schools for 27 Ruby Ridge Road.

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 Winthrop

At least 21 Trulia users voted on each feature.

93 % Say parking is easy
92 % Say it's dog friendly
88 % Say yards are well-kept
85 % Say people would walk alone at night
77 % Say kids play outside
76 % Say it's walkable to restaurants
76 % Say there's holiday spirit
73 % Say they plan to stay for at least 5 years
72 % Say car is needed
72 % Say it's walkable to grocery stores
69 % Say there's wildlife
67 % Say streets are well-lit
63 % Say neighbors are friendly
56 % Say there are sidewalks
45 % Say it's quiet
31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Rich B.
Resident
8y ago
"Quiet little Maine town with a deep cold water lake. Good fishing here, the schools are very good in town and there is a grocery store right in town. "
8
Flag
Lotuszes19
Resident
8y ago
"I have lived in Winthrop for about all of my life, plus I work in Winthrop, it has a lot of amenities "
3
Flag

LGBTQ Local Legal Protections

Coldwell Banker Realty

Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) 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. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443

27 Ruby Ridge Road, Winthrop, ME 04364 is a 3 bedroom, 3 bathroom, 2,108 sqft single-family home built in 2016. This property is currently available for sale and was listed by Maine Listings on Aug 3, 2026. The MLS # for this home is MLS# 1674528.

27 Ruby Ridge Road
Winthrop, ME 04364

$449,999