2,615

New Windsor, MD Homes

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  • /86

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    1423 Hallowell Ln, New Windsor, MD 21776

    Welcome to 1423 Hallowell Ln!! A truly special 4-bedroom, 3.5-bath home set on over 1.5+ acres of private, beautifully landscaped land, offering over 2,800 sqft of finished living space and multiple areas designed for both everyday comfort and effortless entertaining. From the moment you arrive, you’ll feel how well this home has been cared for, upgraded, and designed to live in. The main level

    Agent Photo

    Edward Vasquez

    Long & Foster Real Estate, Inc.

    (410) 927-1846

    1423 Hallowell Ln, New Windsor, MD 21776
  • /6

    $1,100 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    104 Church St Unit 7, New Windsor, MD 21776

    Property Id: 1960619Small, two bedroom apartment in New Windsor!The apartment is on the third floor in a small apartment building located at the corner of Church and Main Street in New Windsor.Minimum credit score of 620 and a history of no non-payment/evictions. Income of 3X the monthly rent.No dogs over 30 lbs. $200 non-refundable Pet deposit and a $30 monthly

    104 Church St Unit 7, New Windsor, MD 21776
  • /65

    $850,000 Sold Jun 30, 2025

    • 2,592 Sq Ft
    • $328/SF
    • 48 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1978

    2200 Wilt Rd, New Windsor, MD 21776

    Escape to your own private paradise at this charming 20-acre property, perfect for family living or a serene retreat. Nestled at the end of a tree-lined driveway, this property offers seclusion and natural beauty. The acreage is mostly fenced and consists of pasture, woods, a pond, and a spring-fed stream. As you enter the home through a welcoming covered entrance, you'll find a chef's dream

    Elle Smith J&B Real Estate

    2200 Wilt Rd, New Windsor, MD 21776
    • /43

      Est $371,199 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      1201 Old New Windsor Rd, New Windsor, MD 21776

      1201 Old New Windsor Rd, New Windsor, MD 21776
  • /72

    $424,900

    • 3 Beds
    • 4 Baths
    • 2,236 Sq Ft

    2820 Union Square Rd Unit 5, New Windsor, MD 21776

    Stunning 3-Bedroom, 3-Bathroom Home with Finished Lower Level, Loft, and More!Welcome to this beautifully designed home featuring 3 spacious bedrooms and 3 full bathrooms. Perfect for modern living, this home boasts an open concept floor plan, ideal for both entertaining and everyday comfort.The expansive great room is the heart of the home, with plenty of natural light and an open, airy feel,

    Agent Photo

    Denise Lewis

    Brook-Owen Real Estate

    (443) 448-8747

    2820 Union Square Rd Unit 5, New Windsor, MD 21776
  • /32

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • Townhouse for Rent

    3210 Liberty Rd, New Windsor, MD 21776

    For Rent only. Unit for Rent is on the right side. Minimum of 2 year lease. Please do drive-by first, private circular driveway in front of duplex. Private park-like setting, sits way back off of Liberty Rd. Tucked away down a private driveway. Home is in great condition. Main level features living rm, kitchen with slider to deck, table space, pantry, laundry closet with full size washer & dryer.

    Carol Swinton Long & Foster Real Estate, Inc.

    3210 Liberty Rd, New Windsor, MD 21776
  • /49

    $450,000 Sold Jun 27, 2025

    • 2,059 Sq Ft
    • $219/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1995

    3195 Atlee Ridge Rd, New Windsor, MD 21776

    Welcome to 3195 Atlee Ridge Rd—a stunning 4-bed (with potential 5th bed/office), 3-bath haven blending modern elegance with a cozy charm. The gourmet kitchen, featuring a large island, granite countertops, stainless steel appliances, and dual skylights, floods the space with natural light that flows seamlessly into the dining area that overlooks the family room with a gas fireplace. Gleaming

    Rob Culotta Cummings & Co. Realtors

    3195 Atlee Ridge Rd, New Windsor, MD 21776
    • /57

      Est $495,422 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,440 Sq Ft

      2978 Union Square Rd, New Windsor, MD 21776

      2978 Union Square Rd, New Windsor, MD 21776
  • /17

    $429,000

    • 4 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    221 Main St, New Windsor, MD 21776

    Here's your chance to own a piece of history in charming New Windsor! This beautiful 4-bedroom home offers over 100 years of timeless character, featuring original hardwood floors throughout and three fully finished levels. The expansive attic provides an incredible opportunity to create additional living space tailored to your vision. Enjoy relaxing or entertaining in the huge yard—perfect for

    John Ippolito Redfin Corp

    221 Main St, New Windsor, MD 21776
  • /18

    $400,000 Sold Jun 20, 2025

    • 1,773 Sq Ft
    • $226/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1920

    2222 Kauffman Rd, New Windsor, MD 21776

    OFFERS RECEIVED OFFER DEADLINE TUESDAY 4/29 12PM9.5 acres in New Windsor! 2222 Kauffman Rd Features a multi-unit farm house, numerous outbuildings, and open acreage with 5 tillable previously used for hay. The expansive farmhouse will need total renovation and contains one unit with kitchen, full bath, living area and bedroom, and a second with two baths, 3 bedrooms, kitchen and multiple living

    Elisabeth Yeager Homes and Farms Real Estate

    2222 Kauffman Rd, New Windsor, MD 21776
    • /36

      Est $536,148 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,028 Sq Ft

      2732 Old New Windsor Pike, New Windsor, MD 21776

      2732 Old New Windsor Pike, New Windsor, MD 21776
  • /144

    $775,000

    • 3 Beds
    • 3 Baths
    • 3,584 Sq Ft

    1392 Wakefield Valley Rd, New Windsor, MD 21776

    Dream farmette and beautiful custom built home on a peaceful 5 acre open, flat lot currently used for horses. This is it, the one you've been waiting for! Enjoy country living with all of the modern conveniences including available fiber optic internet, Generac propane generator, water softener system and TONS of updates. Livestock amenities include a remodeled 4-5 stall center aisle barn, 50 x

    Denise Parsons Hagan Realty

    1392 Wakefield Valley Rd, New Windsor, MD 21776
  • /37

    $429,000 Sold Jun 18, 2025

    • 2,967 Sq Ft
    • $145/SF
    • 54 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1874

    128 Main St, New Windsor, MD 21776

    MOTIVATED SELLER! Charming historic Victorian in New Windsor, MD – a timeless gem with modern comforts! This stunning home features four spacious bedrooms, three full bathrooms, and six fireplaces, blending historic charm with modern comfort. Original hardwood floors and a distinctive turret-style bump-out add timeless elegance to this one of a kind property.Step inside to find a newly

    Chris Craddock EXP Realty, LLC

    128 Main St, New Windsor, MD 21776
    • /51

      Est $1,052,742 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,699 Sq Ft

      4177 John Benjamin Dr, New Windsor, MD 21776

      4177 John Benjamin Dr, New Windsor, MD 21776
  • /17

    Call for Price

    • Land
    • 13 Acres

    0 Buffalo Rd, New Windsor, MD 21776

    INCREDIBLE WOODED LAND IN FREDERICK COUNTY, MD! This wonderful property has been held by the same family for generations and offers a rare opportunity to own a truly special piece of land. The property features mature timber, excellent views, abundant wildlife, and a small creek. Whether you're looking to build your dream home or simply enjoy a peaceful retreat, this property is the perfect

    Matthew Hurley

    0 Buffalo Rd, New Windsor, MD 21776
  • /58

    $460,000 Sold Jun 16, 2025

    • 3,000 Sq Ft
    • $153/SF
    • 25 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    2876 Union Square Rd Unit 22, New Windsor, MD 21776

    Welcome to 2876 Union Square Road, nestled in the sought-after 55+ community of New Windsor in Carroll County! This stunning home offers three fully finished levels designed for comfort and convenience, featuring soaring vaulted ceilings, a cozy fireplace, and a screened-in deck with exceptional views. Step into the welcoming foyer that leads to an inviting eat-in kitchen, equipped with sleek

    Patrick Komiske Northrop Realty

    2876 Union Square Rd Unit 22, New Windsor, MD 21776
    • /26

      Est $425,941 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft

      14844 Toll Rd, New Windsor, MD 21776

      14844 Toll Rd, New Windsor, MD 21776
  • /2

    $54,900

    • Land
    • 0.50 Acre
    • $109,800 per Acre

    Springdale Rd, New Windsor, MD 21776

    Take advantage of this 0.50-acre property in beautiful Carroll County, located between 703 & 801 S Springdale, Maryland. Located in an agricultural zone, this lot is buildable for a Single Family Dwelling perfect for your dream home in the countryside!0.50 AcresZoning: AgriculturalSingle Family Dwelling AllowedRV Storage Permitted (once a home is built)Peaceful location

    Krista Depenthal

    Springdale Rd, New Windsor, MD 21776
  • /40

    $535,000 Sold May 29, 2025

    • 1,680 Sq Ft
    • $318/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    1400 Dennings Rd, New Windsor, MD 21776

    Welcome to this charming, original-owner home, nestled on a sprawling 8.2 acre lot that offers privacy and natural beauty. This property borders a small stream and features wooded surroundings, with your own forest of Red Buds and Dogwoods bordering expansive back and side lawns. The spacious living space offers a comfortable layout with a large living room, highlighted by a bay window that

    Wendy Wolf Cummings & Co. Realtors

    1400 Dennings Rd, New Windsor, MD 21776
    • /53

      Est $570,587 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,569 Sq Ft

      3905 Buffalo Rd, New Windsor, MD 21776

      3905 Buffalo Rd, New Windsor, MD 21776
  • /62

    $625,000 Open Sun 2PM - 4PM

    • 6 Beds
    • 3 Baths
    • 2,604 Sq Ft

    2802 Town View Cir, New Windsor, MD 21776

    Welcome to 2802 Town View, a bright and spacious Colonial nestled in the sought-after community of Snaders Summit. A welcoming foyer introduces the home’s comfortable flow, opening to the formal dining room perfect for entertaining family and friends. The eat-in kitchen features a center island with breakfast bar, granite countertops, soft-close cabinetry, stainless steel appliances, a pantry,

    Missy Miller Aldave Northrop Realty

    2802 Town View Cir, New Windsor, MD 21776
  • /42

    $580,000 Sold May 27, 2025

    • 2,004 Sq Ft
    • $289/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1972

    15307A Oak Orchard Rd, New Windsor, MD 21776

    Welcome home to 15307-A Oak Orchard Road! This stunning, fully renovated, 4 bedroom 3 bathroom move-in ready home is everything you've been searching for, but once you see the incredible views, you'll truly know your search stops here! Stepping inside the front door you'll enter your family room with gorgeous hardwood floors and a cozy wood burning stove. You'll then make your way to your dining

    Jim Bass Real Estate Teams, LLC

    15307A Oak Orchard Rd, New Windsor, MD 21776
    • /60

      Est $746,371 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,012 Sq Ft

      3828 Jim Smith Ln, New Windsor, MD 21776

      3828 Jim Smith Ln, New Windsor, MD 21776
  • /52

    $575,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 3,037 Sq Ft

    2823 Graybill Ct, New Windsor, MD 21776

    Your little slice of heaven awaits you! As you enter the two-story foyer, you'll know right away that this home is special. Beautiful cherry hardwood floors throughout the foyer, living room, and dining room. The eat-in kitchen has ceramic tile floors, quartz counters, stainless steel appliances, custom backsplash, and an island. Right off of the kitchen is the huge family room that is

    Sheri Stevens Samson Properties

    2823 Graybill Ct, New Windsor, MD 21776
  • /4

    $400,000 Sold May 23, 2025

    • 1,460 Sq Ft
    • $274/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1967

    14614 Toll Rd, New Windsor, MD 21776

    This home offers four bedrooms and two full baths on a large lot with a nice view for a low price. (Today's prices make it difficult to buy, so this is your chance.) Roof is only nine years old, Well pump is five years old. What is better with natural water that has no added chemicals? This home has been well loved and needs a new owner with the same desire for a larger yard, more garage space

    Marilynn Anderson Samson Properties

    14614 Toll Rd, New Windsor, MD 21776
    • /68

      Est $1,380,133 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,353 Sq Ft

      9221 Albaugh Rd, New Windsor, MD 21776

      9221 Albaugh Rd, New Windsor, MD 21776
  • /46

    $649,000

    • 3 Beds
    • 1.5 Baths
    • 1,996 Sq Ft

    2713 Rowe Rd, New Windsor, MD 21776

    JUST IN-PRICE DROP- Wow what a CREAM PUFF !!! Must see this BRICK custom built updated rancher on a lovely 2.58 acre lot with a gorgeous , million dollar view. The home has a great floorplan and many major updates. There are 3 spacious bedrooms, 1.5 ceramic tiled bathrooms, mudroom/den off attached 2 car garage, formal dining room open to remodeled kitchen with breakfast nook ,

    Karen Carroll Haines Realty

    2713 Rowe Rd, New Windsor, MD 21776
  • /94

    $595,000 Sold May 20, 2025

    • 3,119 Sq Ft
    • $191/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1864

    312 High St, New Windsor, MD 21776

    Discover a rare gem in the heart of historic New Windsor! 312 High Street presents an exceptional opportunity to own a meticulously preserved classic residence, where timeless elegance meets modern comfort. This captivating home, rich in history and brimming with original details, invites you to experience a bygone era while enjoying the conveniences of today. Character Abounds: From

    Kristi Jacobs Williams Samson Properties

    312 High St, New Windsor, MD 21776
    • /92

      Est $848,845 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,536 Sq Ft

      14840 Oak Orchard Rd, New Windsor, MD 21776

      14840 Oak Orchard Rd, New Windsor, MD 21776
  • /67

    $799,000

    • 6 Beds
    • 8 Baths
    • 5,242 Sq Ft

    120 Water St, New Windsor, MD 21776

    Price Reduced!For Sale: A rare and exceptional property located in the historic Town of New Windsor. Commonly referred to as, “Atlee House”, 120 Water Street (“The Property”) once operated as a full-service Bed & Breakfast and Cafe. The Colonial-style mansion is +/- 5,242 sf in size and improved with 6 bedrooms, 5 full bathrooms, 3 half bathrooms, and a private owner’s quarters on +/- 0.88-acres.

    Victor White Hogan Companies Residential

    120 Water St, New Windsor, MD 21776
  • /15

    $469,900 Sold May 19, 2025

    • 2,296 Sq Ft
    • $205/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1971

    2038 Dennings Rd, New Windsor, MD 21776

    Step out of the kitchen onto a deck to enjoy scenic farmland views. This home has been completely updated to included new HVAC, electric, plumbing, hot water heater and beautiful designer details throughout.. The primary bath boasts a gleaming tiled walk in shower and free standing tub.Hardwood floors flow throughout main level, and low maintenance durable LVP covers the lower level. All baths

    Barbara Evans Maryland Real Estate Brokers

    2038 Dennings Rd, New Windsor, MD 21776
    • /43

      Est $619,794 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,388 Sq Ft

      3853 Buffalo Rd, New Windsor, MD 21776

      3853 Buffalo Rd, New Windsor, MD 21776
  • /74

    $519,750 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,196 Sq Ft

    1321 Wakefield Valley Rd, New Windsor, MD 21776

    PRICE REDUCED!!!!! SELLERS SAY, BRING ALL OFFERS......Welcome to 1321 Wakefield Valley Rd, located in New Windsor, MD. 1.91 Acres of beautiful Carroll County Country Side, mins to New Windsor and Westminster. This 3 Bedroom, 3.5 Bath Colonial features many upgrades and improvements: Roof (2020) Detatched 22x20 Metal Garage (2023), Water Softner with UV System(2019), Large fenced

    Vince Stonesifer Cummings & Co. Realtors

    1321 Wakefield Valley Rd, New Windsor, MD 21776
  • /53

    $555,000 Sold May 13, 2025

    • 2,220 Sq Ft
    • $250/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    3101 Buffalo Rd, New Windsor, MD 21776

    Welcome to your perfect retreat! This beautifully maintained rambler offers the best single level living with spacious layout and thoughtful updates throughout. Step outside to your private oasis, featuring a sparkling inground salt water pool set against a backdrop for breathtaking views – ideal for summer gatherings are quiet evening, relaxation. Inside, you’ll find tastefully updated

    Tammy Durbin Long & Foster Real Estate, Inc.

    3101 Buffalo Rd, New Windsor, MD 21776
    • /32

      Est $738,204 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 2,360 Sq Ft

      15002 Oak Orchard Rd, New Windsor, MD 21776

      15002 Oak Orchard Rd, New Windsor, MD 21776
  • /7

    $795,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    1849 Dennings Rd, New Windsor, MD 21776

    Another one of Lenak Company's sought after new homes is now available in New Windsor! ***Update......Construction of this magnificent Renn model with its contemporary farmhouse design and main level owner's suite has begun as of mid February! Framing in in progress and the home is expected to be under roof by late March. NEW APRIL 1ST UPDATE....The home is under roof. Systems/mechanicals

    Corey Savelson Long & Foster Real Estate, Inc.

    1849 Dennings Rd, New Windsor, MD 21776
  • /55

    $404,000 Sold Apr 28, 2025

    • 3,063 Sq Ft
    • $132/SF
    • 5 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1920

    211 Church St, New Windsor, MD 21776

    *Welcome to this delightful 5 bedroom, 3-full bath Victorian home, boasting a wrap-around front porch and a fenced rear yard, perfectly blending old-world charm with modern updates*2 car detached garage has upper level storage loft*Built in 1920, this home is a true gem that captures the essence of its era while providing contemporary comforts with over 3,000 finished square feet of living

    Mark Ruby RE/MAX Advantage Realty

    211 Church St, New Windsor, MD 21776
    • /88

      Est $718,106 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,847 Sq Ft

      3711 Buffalo Rd, New Windsor, MD 21776

      3711 Buffalo Rd, New Windsor, MD 21776
  • /2

    $799,999 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 3,246 Sq Ft

    3204 Hooper Rd, New Windsor, MD 21776

    PROFESSIONAL PICTURE WILL BE TAKEN THE END OF JULY. SECOND DETACHED GARAGE IS 60 FEET X 40 FEET. AMENITIES INCLUDE ELECTRIC, WATER SUPPLY, HEAT, AIR COMPRESSOR, CRANE, AND SHELVING.

    Barry Moss Reed Realty, Inc.

    3204 Hooper Rd, New Windsor, MD 21776
  • /34

    $420,000 Sold Apr 24, 2025

    • 2,316 Sq Ft
    • $181/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    2765 Town View Cir, New Windsor, MD 21776

    Welcome home to this recently constructed, beautifully appointed, luxury townhouse, perfectly situated in the heart of Central Carroll County. Offering the ideal blend of modern convenience and peaceful surroundings, this home is just minutes from Westminster, where shopping, dining, and entertainment are always within easy reach.Inside, the open-concept layout is designed for effortless living,

    Nicole Callender Keller Williams Realty Delmarva

    2765 Town View Cir, New Windsor, MD 21776

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