299 Case Road, Winthrop, ME 04364
Property image
Property image
OFF MARKET

$505,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,569 sqft (on 3 acres)

299 Case Road, Winthrop, ME 04364

Est. Refi. Payment $3,108/mo*
Refinance Your Home
Currently Off Market - Sold Jan 13, 2025 for $480,000

Home Value

Trulia Estimate
$506K
Since last month
Increased$7K (+1.4%)
Since last year
Increased$3K (+0.5%)
Since last sale
Increased$26K (+5.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +108% in the last 10 years
MonthEstimated value
2026
August 2026$506K
August 2026$505K
July 2026$499K
June 2026$493K
May 2026$494K
April 2026$485K
March 2026$487K
February 2026$493K
January 2026$508K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
377 Readfield Road, Manchester, ME
0.78
Single-Family Home
$480,000
05/13/26
3
2.5
2,175
2 Partridge Run Drive, Winthrop, ME
1.17
Single-Family Home
$525,000
05/29/26
3
2.5
1,905
246 Carlton Pond Road, Winthrop, ME
1.07
Single-Family Home
$515,000
07/03/26
2
2
2,018
26 Peggy Lane, Manchester, ME
1.03
Single-Family Home
$745,000
03/09/26
3
2.5
2,100
50 Country Club Road, Manchester, ME
1.03
Single-Family Home
$479,000
05/08/26
4
3
2,625
60 Case Road, Winthrop, ME
1.13
Single-Family Home
$169,000
03/31/26
4
2.5
2,020
17 Apple Tree Lane, Manchester, ME
1.19
Single-Family Home
$475,000
07/17/26
4
2
3,025
33 Woodridge Drive, Manchester, ME
1.31
Single-Family Home
$300,000
12/10/25
3
1.5
1,552

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
315 Case Road, Winthrop, ME 04364
0.11
$525,800
4
3
2,204
Off Market
196 Case Road, Winthrop, ME 04364
0.51
$524,000
4
2
2,952
For Sale
377 Readfield Road, Manchester, ME 04351
0.78
$480,000
3
2.5
2,175
Recently Sold
0 Readfield Rd Lot 59-3 Road, Manchester, ME 04351
0.88
-
-
-
-
Off Market
2 Deerfield Lane, Manchester, ME 04351
0.90
-
-
-
-
Off Market
1 Allen Hill Lane, Manchester, ME 04351
0.87
$575,000
3
2.5
2,241
For Sale
79 Partridge Run Drive, Winthrop, ME 04364
0.88
$536,800
3
3
2,520
Off Market
62 Country Club Road, Manchester, ME 04351
1.03
$413,600
4
2
2,100
Off Market
50 Country Club Road, Manchester, ME 04351
1.03
$479,000
4
3
2,625
Recently Sold
26 Peggy Lane, Manchester, ME 04351
1.03
$745,000
3
2.5
2,100
Recently Sold
23 Little Cobbossee Avenue, Winthrop, ME 04364
1.08
$446,500
2
2
1,483
Recently Sold

Local Information

  • Map ViewExplore the area around 299 Case Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1985
3 acre lot
2,569 sqft
$197/sqft
2 Car Garage
Last check for updates: about 20 hours ago
Listed by Portside Real Estate Group
Bought with: LAER
Source: Maine Listings, MLS#1605491

About this House

Welcome to this spacious Colonial! This home is oozing fall vibes, campfires, and fun! Sitting back from the road, this turnkey home features a BRAND NEW DECK, NEW ROOF, a master suite, a sunroom and a full bonus room above the garage where the skies the limit on opportunities! Offering so much yet still retaining it's classic colonial charm with its wood floors, spacious layout, and quintessential setting. Minutes to downtown Winthrop, less than a half mile from the Kennebec Land Trust's Western Woods Preserve (hiking trails!), and still just 15 minutes from Augusta / I95 and an hour to Portland. -- Quick closing possible
299 Case Road, Winthrop, ME 04364 is a 3 bedroom, 3 bathroom, 2,569 sqft single-family home built in 1985. It last sold for $480,000 on Jan 13, 2025 (4% below the $499,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $505,800, with a rent estimate of $3,037/month.

Home Details for 299 Case Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Interior Entry,Full,UnfinishedNumber of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 2, Bonus Room, Dining Room, Kitchen, Living Room, Sunroom
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2569 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Microwave, Electric Range, Refrigerator, Trash CompactorDishwasherMicrowaveRefrigerator
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: Carpet, Tile, Vinyl, Wood
Levels, Entrance, & Accessibility
Floors: Carpet, Tile, Vinyl, Wood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckNo 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,On Site
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2569 Square Feet

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Clapboard, Wood Siding

Price & Status

Price
List Price: $499,000
Status Change & Dates
Off Market Date: Mon Dec 02 2024

Media

Location

Direction & Address
City: Winthrop

Building

Building Area
Building Area: 2569 Square Feet

Lot Information

Lot Area: 3 Acres

Miscellaneous

BasementMls Number: 1605491Above Grade Unfinished Area: 2569

Price and Tax history

DateEventPrice
Jan 13, 2025
Source: Maine Listings #1605491
Sold
$480,000
Dec 3, 2024
Source: Maine Listings #1605491
Contingent
$499,000
Oct 1, 2024
Source: Maine Listings #1605491
Listed For Sale
$499,000
Jul 13, 2021
Source: Maine Listings #1491675
Sold
$435,000
May 17, 2021
Source: Maine Listings #1491675
Pending
$425,000

Market trends in Winthrop

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
3MoM

Around this home

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.
    "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
    "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

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

Frequently asked questions about 299 Case Road

  • What is 299 Case Road estimated to be worth?
    Trulia's estimated value for 299 Case Road in Winthrop, ME is $505,800.
  • What is the price history for 299 Case Road?
    299 Case Road in Winthrop, ME last sold for $480,000 in January 2025.
  • Is Winthrop a buyer's or seller's market?
    Winthrop is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Winthrop?
    Residents describe Winthrop, ME as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Winthrop, ME.
  • How big is the lot at 299 Case Road?
    The lot at 299 Case Road in Winthrop, ME is about 3 acres.
  • Does 299 Case Road have a garage?
    Yes, 299 Case Road in Winthrop, ME has an attached garage.

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