MLS: #MDCR2033324, Listed By: Karen Brenner, Epique Realty, Source:Bright MLS
414 High Street
NEW WINDSOR, MD 21776
3
Bed
3
Bath
2,668Sqft
0.50Acre(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 3Bathroom Information
Total Baths: 3 Full Baths: 2 Half Baths: 1Room Information
Has Basement: Yes Basement: Exterior Entry, Daylight, Full, Sump Pump -
Flooring Information
Wood -
Interior Features
Cedar Closet(s), Ceiling Fan(s), Pantry, Recessed Lighting, Built-in Features Appliances: Electric Water Heater Laundry Features: Laundry Room, Upper Level -
Heating & Cooling
Has Heating: Yes Heating: Fireplace Insert, Oil, Heat Pump, Radiant Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Electric
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Building Information
Year Built: 1920 Building Area Total: 3929 Construction Materials: Brick Stories: 2 Pool Features: None Private Pool: No
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Lot Information
Lot Size Acres: 0.5 Lot Size Source: Assessor Lot Size Square Feet: 21597 Lot Description: Corner LotProperty Information
Subdivision: NEW WINDSOR VISTAS Source Property Type: Residential Postal Code Plus 4: 8921 Property SubType: Single Family Residence Levels: Two Property Age: 106
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Listing Price Information
Listing Price: $449000
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Tax Information
Parcel Number: 0711009166 Tax Year: 2025 Annual Tax: $4232
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Parking Information
Parking Total: 6 Garage Door Opener, Garage, Driveway, DetachedGarage Information
Has Garage: Yes Garage Space: 3
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School Information
Elementary School: ELMER A WOLFEJunior High School: NORTHWESTSenior High School: FRANCIS SCOTT KEY SENIOR -
Location Information
Direction: Use GPS but turn up Lambert because the driveways face the back. Park next to the large blue garage on Pilson. WaterSource: Public
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Bowersox Road, New Windsor, MD, 21776 | $1,214,317 | 4 | 3 | 3,118 | 3,118 SqFt |
| LOT 6 SOUTH Parsonage L.., New Windsor, MD, 21776 | $733,048 | 3 | 4 | 2,352 | 2,352 SqFt |
| 2108 Dennings Road, New Windsor, MD, 21776 | $874,997 | 4 | 4 | 3,457 | 3,457 SqFt |
| 2900 Marston Road, New Windsor, MD, 21776 | $364,900 | -- | 3 | 3,373 | 3,373 SqFt |
| 2613 Liberty Road, New Windsor, MD, 21776 | $45,000 | 2 | 1 | -- | |
| 3204 Hooper Road, New Windsor, MD, 21776 | $599,900 | 3 | 4 | 3,246 | 3,246 SqFt |
| 902 Clauser Court, New Windsor, MD, 21776 | $595,000 | 5 | 4 | 4,682 | 4,682 SqFt |
| 2812 Town View Circle, New Windsor, MD, 21776 | $510,000 | 3 | 3 | 2,224 | 2,224 SqFt |
| 3788 Roop Road, New Windsor, MD, 21776 | $639,900 | 3 | 3 | 2,343 | 2,343 SqFt |
| 4036 Roop Road, New Windsor, MD, 21776 | $699,900 | 4 | 3 | 2,688 | 2,688 SqFt |
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ByOwner last updated this listing 06/11/2026 @ 12:34
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