$467,100
3 Beds
2.5 Baths
2,668 sqft (on 0.50 acres)
414 High St, New Windsor, MD 21776
Est. Refi. Payment $2,932/mo*
Refinance Your HomeCurrently Off Market - Sold Jun 15, 2026 for $464,000 (3% above list price)
Home Value
Trulia Estimate
$467KSince last month
Increased$300 (+0.1%)Since last year
Increased$47K (+11.1%)Since last sale
Increased$3K (+0.7%)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 +62% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $467K |
| August 2026 | $467K |
| July 2026 | $465K |
| June 2026 | $465K |
| May 2026 | $448K |
| April 2026 | $470K |
| March 2026 | $507K |
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 |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $435,000 | 09/18/26 | 3 | 2 | 2,366 | |
0.16 | Single-Family Home | $335,000 | 09/15/26 | 3 | 2.5 | 1,408 | |
0.52 | Single-Family Home | $474,900 | 03/13/26 | 3 | 3 | 2,232 | |
0.44 | Single-Family Home | $430,000 | 05/21/26 | 3 | 2.5 | 1,892 | |
0.14 | Single-Family Home | $730,000 | 10/29/25 | 4 | 3 | 4,386 | |
0.31 | Single-Family Home | $390,000 | 09/11/26 | 3 | 2 | 2,291 | |
0.31 | Single-Family Home | $395,000 | 12/19/25 | 3 | 2 | 2,258 | |
0.33 | Single-Family Home | $435,000 | 10/03/25 | 4 | 2 | 1,268 | |
0.58 | Single-Family Home | $480,000 | 10/14/25 | 3 | 3 | 2,482 |
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 |
|---|---|---|---|---|---|---|
0.07 | $464,500 | 4 | 3 | 2,478 | Off Market | |
0.09 | $612,500 | 3 | 2.5 | 3,119 | Off Market | |
0.09 | $450,800 | 3 | 3 | 2,357 | Off Market | |
0.14 | $746,100 | 4 | 3 | 4,386 | Off Market | |
0.14 | $416,300 | 5 | 3 | 3,063 | Off Market | |
0.16 | $335,000 | 3 | 2.5 | 1,408 | Recently Sold | |
0.18 | $361,500 | 5 | - | 2,772 | Off Market | |
0.19 | $422,500 | 7 | - | 3,384 | Off Market | |
0.17 | $435,000 | 3 | 2 | 2,366 | Recently Sold | |
0.20 | $507,100 | 4 | 2.5 | 2,523 | Off Market | |
0.20 | $350,000 | 3 | 3 | 1,736 | Recently Sold |
Local Information
- Map ViewExplore the area around 414 High St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 1920
0.5 acre lot
2,668 sqft
$174/sqft
Garage
About this House
Here is your opportunity to get into a beautifully updated historic villa offering rare space, character, and major system upgrades. Out-of-state buyers backed out, and you can now get into this home on a half‑acre corner lot in the heart of historic New Windsor! Even better, the state has initiated a sidewalk retrofit project, which will add new sidewalks, drains, retaining walls, and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood. Step into timeless elegance in this stately 3‑bedroom, 3‑bath home filled with natural light and thoughtful updates. A bright foyer off the welcoming side porch leads to a dining room with built‑ins and a wood‑burning insert — perfect for gatherings. The powder room features a modern twist on a vintage household staple. The spacious kitchen offers abundant cabinetry and prep space, while the large family and living rooms include more built‑ins and a cozy gas fireplace. Refinished floors and abundant storage add to the home’s charm and functionality. Upstairs, the primary suite is a true retreat with a brand‑new private balcony, a large office, and an additional walk‑in closet ideal for working from home. The ensuite bath blends vintage charm with modern comfort, featuring a refinished clawfoot tub. Two additional large bedrooms, a shared bath, and a dedicated laundry room complete the upper level. The basement doubles as a workshop with an electric fireplace, and the walk‑up attic offers hickory flooring, new windows, and generous storage. Outside, enjoy a brick paver patio, privacy fencing, a garden shed, and a rare detached three‑car garage with an additional 600 sq. ft. of attic space ready for your imagination. The long list of recent improvements includes a new boiler, additional HVAC upstairs, water heater, and a fully replaced public water supply line meeting new county requirements. All this and a home warranty is included for added peace of mind. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm! Offer deadline is Sunday, May 31.
414 High St, New Windsor, MD 21776 is a 3 bedroom, 3 bathroom, 2,668 sqft single-family home built in 1920. It last sold for $464,000 on Jun 15, 2026 (3% above the $449,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $467,100, with a rent estimate of $2,336/month.
Last check for updates: about 15 hours ago
Listed by Ms. Kay Brenner, (240) 731-3006
Epique Realty
Bought with: David Schoolnick, (860) 508-5656, Sid Sells Maryland Realty
Source: Bright MLS, MLS#MDCR2033324
Home Details for 414 High St
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Interior Details Basement: Full,Connecting Stairway,Exterior Entry,Sump PumpNumber of Rooms: 2Types of Rooms: Laundry, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 2668 Square Feet |
Appliances & Utilities Appliances: Electric Water HeaterLaundry: Upper Level,Laundry Room |
Heating & Cooling Heating: Radiator,Heat Pump,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Radiator |
Fireplace & Spa Number of Fireplaces: 3Fireplace: Wood Burning, Insert, Gas/Propane, ElectricHas a Fireplace |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: NoneFloors: Wood |
View No View |
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Exterior Home Features Fencing: Back Yard, WoodOther Structures: Above Grade, Below GradeFoundation: StoneNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 3Other Parking: Garage Sqft: 1200No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Storage,Garage Door Opener,Detached,Driveway |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2668 Square Feet |
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Year Built Year Built: 1920Year Renovated: 2026 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial |
Building Construction Materials: BrickNot a New Construction |
Property Information Parcel Number: 0711009166 |
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Price List Price: $449,000Price Per Sqft: $174/sqft |
Status Change & Dates Off Market Date: Mon Jun 15 2026Possession Timing: Immediate |
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MLS Status: CLOSED |
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Direction & Address City: NEW WINDSORCommunity: New Windsor Vistas |
School Information Elementary School: Elmer A WolfeElementary School District: Carroll County Public SchoolsJr High / Middle School: NorthwestJr High / Middle School District: Carroll County Public SchoolsHigh School: Francis Scott Key SeniorHigh School District: Carroll County Public Schools |
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Building Area Building Area: 3929 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.50 acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Business Information Ownership: Fee Simple |
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BasementMls Number: MDCR2033324Municipality: New WindsorAbove Grade Unfinished Area: 2668 |
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Source Internet Entire Listing Display: Y |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 15, 2026 Source: Bright MLS #MDCR2033324 | Sold | $464,000 |
May 26, 2026 Source: Bright MLS #MDCR2033324 | Contingent | $449,000 |
May 22, 2026 Source: Bright MLS #MDCR2033324 | PendingToActive | $449,000 |
May 19, 2026 Source: Bright MLS #MDCR2033324 | Contingent | $449,900 |
May 7, 2026 Source: Bright MLS #MDCR2033324 | PriceChange | $449,900 Price decreased by 5% |
Apr 22, 2026 Source: Bright MLS #MDCR2033324 | PriceChange | $475,000 Price decreased by 5% |
Mar 28, 2026 Source: Bright MLS #MDCR2033324 | Listed For Sale | $499,900 |
Oct 31, 2025 Source: Bright MLS #MDCR2030130 | Sold | $280,000 |
Oct 18, 2025 Source: Bright MLS #MDCR2030130 | Pending | $279,900 |
Oct 4, 2017 Source: N/A | Sold | $265,000 |
Aug 17, 2017 Source: Agent Provided | Pending | $275,000 |
Aug 6, 2017 Source: Agent Provided | Listed For Sale | $275,000 |
Jun 12, 2017 Source: Agent Provided | ListingRemoved | $275,000 |
Oct 6, 2016 Source: Agent Provided | PriceChange | $275,000 Price decreased by 7% |
Jul 9, 2016 Source: Agent Provided | PriceChange | $294,900 Price decreased by 2% |
Mar 25, 2016 Source: Agent Provided | PriceChange | $299,900 Price decreased by 5% |
Oct 30, 2015 Source: Agent Provided | PriceChange | $315,500 Price decreased by 9% |
Sep 29, 2015 Source: Agent Provided | Listed For Sale | $345,900 |
Sep 14, 2001 Source: N/A | Sold | $165,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,172 | $299,833 |
Home facts updated by county records
Market trends in New Windsor
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
22
1MoM
Around this home
What Locals Say about New Windsor
At least 17 Trulia users voted on each feature.
100 % Say yards are well-kept
95 % Say it's dog friendly
95 % Say car is needed
86 % Say parking is easy
79 % Say there are sidewalks
73 % Say it's quiet
71 % Say people would walk alone at night
71 % Say there's holiday spirit
71 % Say kids play outside
70 % Say streets are well-lit
59 % Say there's wildlife
58 % Say neighbors are friendly
44 % Say it's walkable to restaurants
41 % Say they plan to stay for at least 5 years
26 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Property information displayed is deemed reliable but is not guaranteed.
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Frequently asked questions about 414 High St
- What is 414 High St estimated to be worth?Trulia's estimated value for 414 High St in New Windsor, MD is $467,100.
- What is the price history for 414 High St?414 High St in New Windsor, MD last sold for $464,000 in June 2026.
- Is New Windsor a buyer's or seller's market?New Windsor is currently a seller's market, based on recent for-sale activity.
- What do residents say about New Windsor?Residents describe New Windsor, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in New Windsor, MD.
- Does 414 High St have air conditioning?Yes, 414 High St in New Windsor, MD has air conditioning.
- Does 414 High St have laundry facilities?Yes, 414 High St in New Windsor, MD has laundry facilities.
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