New Windsor, MD Homes

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  /86

  $599,999

  • 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

  

  Edward Vasquez

  Long & Foster Real Estate, Inc.

  (410) 927-1846

  1423 Hallowell Ln, New Windsor, MD 21776
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  /72

  $2,700 per month

  • 3 Beds
  • 4 Baths
  • 2,236 Sq Ft
  • Townhouse for Rent

  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

  

  Denise Lewis

  Brook-Owen Real Estate

  (410) 846-0295

  2820 Union Square Rd Unit 5, New Windsor, MD 21776
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  /51

  $435,000 Sold Oct 03, 2025

  • 1,268 Sq Ft
  • $343/SF
  • 27 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1996

  3169 Vista Ct, New Windsor, MD 21776

  Atlee Ridge-Charming 4 Bedroom, 2 Fullbath Home with modern finishes. Welcome to this beautifully updated Home that perfectly blends comfort and style. 1 Bedroom is on main level with 3 bedrooms on the 2nd level. Kitchen is a true standout, equipped with Granite Countertops and durable LVP flooring. Large Deck off Kitchen perfect for entertaining or relaxing while enjoying the stunning

  Vernon Troxell RE/MAX Results

  3169 Vista Ct, New Windsor, MD 21776
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  /43

  Est $370,676 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
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  /75

  $640,000

  • 4 Beds
  • 3 Baths
  • 2,248 Sq Ft

  14901 New Windsor Rd, New Windsor, MD 21776

  Completely renovated home with the potential for three additional building lots!! This home has been completely renovated from top top bottom with quality craftsmanship. List of updates and improvements include: Brand New Covered Front Porch with deck and stairs + Resurfaced back/ side deck and stairs + All new Andersen windows + All new entry doors + New insulation in the entire house, ceiling,

  

  Amos Martin

  VCRE.CO

  (410) 883-5738

  14901 New Windsor Rd, New Windsor, MD 21776
• 

  

  /31

  $2,695 per month

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Townhouse for Rent

  2775 Town View Cir, New Windsor, MD 21776

  Experience comfort, space, and modern living in this well-designed four-bedroom, three-and-a-half bath townhome located in a peaceful residential community in New Windsor. With refined finishes, natural light throughout, and multiple living areas, this home delivers both functionality and style in a thoughtfully planned layout.Step into a bright and open living area finished with luxury

  Nichole Shahverdi Bay Property Management Group

  2775 Town View Cir, New Windsor, MD 21776
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  /58

  $975,000 Sold Sep 30, 2025

  • 3,774 Sq Ft
  • $258/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2020

  2607 Garstlynn Ct, New Windsor, MD 21776

  Welcome to this stunning 5-year-young rancher that perfectly blends elegance with modern convenience. From the moment you arrive, you'll be captivated by its curb appeal and thoughtful design. This spacious open-concept floor plan offers one-level living at its best with room to grow, making it the perfect place to call home. Step inside to find beautiful hickory hardwood floors flowing

  Kathy Dixon Blue Crab Real Estate, LLC

  2607 Garstlynn Ct, New Windsor, MD 21776
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  /51

  Est $1,084,689 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
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  /16

  $239,900

  • Studio
  • 2,016 Sq Ft

  216 Main St, New Windsor, MD 21776

  Income-Producing Multi-Unit Gem with Endless Potential!Welcome to this versatile multi-unit property, a fantastic opportunity for savvy investors or buyers looking to live in one unit while offsetting their mortgage with rental income. Featuring two spacious 2-bedroom apartments, a detached garage, and a welcoming backyard, this property combines comfort, convenience, and long-term

  

  Peter Thorpe

  Epique Realty

  (410) 701-3240

  216 Main St, New Windsor, MD 21776
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  /66

  $445,000 Sold Sep 18, 2025

  • 1,786 Sq Ft
  • $249/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  1188 Jo Apter Place, New Windsor, MD 21776

  ***OFFER DEADLINE Friday, August 22, 2025 8PM*** Welcome Home to New Windsor! Nestled on a quiet street just off Old New Windsor Road, this charming home offers the perfect blend of peaceful living and everyday convenience—with no HOA restrictions.Surprisingly spacious, this beautifully maintained property sits on a fully fenced 0.33-acre lot, ideal for gardening, entertaining, or giving pets

  Blake Haegele RE/MAX Realty Plus

  1188 Jo Apter Place, New Windsor, MD 21776
• 

  

  /54

  Est $533,172 Not Listed For Sale

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

  15603 Wildrose Ct, New Windsor, MD 21776

  15603 Wildrose Ct, New Windsor, MD 21776
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  /17

  $399,000

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

  221 Main St, New Windsor, MD 21776

  Priced to sell – don’t miss this opportunity! 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

  John Ippolito Redfin Corp

  221 Main St, New Windsor, MD 21776
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  /48

  $235,000 Sold Sep 15, 2025

  • 1,772 Sq Ft
  • $133/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1889

  1326 Old New Windsor Rd, New Windsor, MD 21776

  Sold strictly as-is. Home is habitable on first floor but will need work on 2nd floor. Pass thru bedrooms on 2nd floor and also a full attic. Original home dates to late 1800s w/ an addition in the 1990s. Both old and new have basements. If you are someone with home improvement skills and can tackle deferred maintenance inside and out, this might be the project home for you. Kitchen,

  Melissa Divers-Reed RE/MAX Solutions

  1326 Old New Windsor Rd, New Windsor, MD 21776
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  /53

  Est $562,222 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
• 

  

  /20

  $39,000

  • Land
  • 0.5 Acre
  • $78,000 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
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  /144

  $775,000 Sold Sep 15, 2025

  • 3,584 Sq Ft
  • $216/SF
  • 50 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  1392 Wakefield Valley Rd, New Windsor, MD 21776

  OFFER DEADLINE Aug. 1, NOON This beautiful 5 acre property is a peaceful retreat in the country. Currently an equestrian's dream farmette with a spacious and beautiful custom built home, make this property your dream come true. Perfect for the whole family, homesteading, a gardener's dream, automotive hobbyist, and so much more! This is it, the one you've been waiting for! Enjoy country living

  Denise Parsons Hagan Realty

  1392 Wakefield Valley Rd, New Windsor, MD 21776
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  /60

  Est $738,177 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
• 

  

  /98

  $870,000

  • 4 Beds
  • 2 Baths
  • 2,671 Sq Ft

  1530 Bowersox Rd, New Windsor, MD 21776

  Full of charm and timeless architectural details, this 1920 farmhouse sits on over 15 picturesque acres, thoughtfully designed for both equestrian living and modern comfort. The property features a 3-car garage, a classic barn, two fenced pastures, two run-in sheds, and updated electric fencing, making it ideal for horses or hobby farming. Outdoor living shines with a welcoming front porch, a

  Melisa Klem Northrop Realty

  1530 Bowersox Rd, New Windsor, MD 21776
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  /41

  $714,000 Sold Sep 12, 2025

  • Land
  • 52.75 Acres
  • $13,536 per Acre

  • 21 Days On Market

  52+/- ACRES Jim Smith Ln, New Windsor, MD 21776

  OUTSTANDING WOODED PROPERTY IN FREDERICK COUNTY, MD! This remarkable property has been held by the same family for generations and offers a rare opportunity to own a truly special piece of land. Featuring mature timber, picturesque views, abundant wildlife, and small streams, it’s a nature lover’s paradise. Whether you're looking to build your dream home or simply enjoy a peaceful retreat, this

  Kaleb Hurley Hurley Real Estate & Auctions

  52+/- ACRES Jim Smith Ln, New Windsor, MD 21776
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  /68

  Est $1,379,052 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
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  /66

  $765,000

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft

  2461 Old New Windsor Pike, New Windsor, MD 21776

  Why wait for a new home to be built? This nearly new ranch-style residence, constructed in 2021, is situated on an attractive 3.69-acre parcel offering expansive views of rolling fields and open farmland both at the front and rear of the property. Bring your horses and animals- they are allowed!! The yard is already Invisible Fence wired for your dog! The stamped concrete porch and walkway

  Kimberly Mills Coldwell Banker Realty

  2461 Old New Windsor Pike, New Windsor, MD 21776
• 

  

  /5

  $174,420 Sold Sep 11, 2025

  • Land
  • 13 Acres
  • $13,417 per Acre

  • 41 Days On Market

  13+/- ACRES 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

  Kaleb Hurley Hurley Real Estate & Auctions

  13+/- ACRES Buffalo Rd, New Windsor, MD 21776
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  /110

  Est $1,088,953 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,039 Sq Ft

  9235 Albaugh Rd, New Windsor, MD 21776

  9235 Albaugh Rd, New Windsor, MD 21776
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  /82

  $1,095,000

  • 5 Beds
  • 4.5 Baths
  • 6,904 Sq Ft

  3536 Hooper Rd, New Windsor, MD 21776

  Open House 9/28 from 12-2Welcome to 3536 Hooper Rd, a thoughtfully designed 5-bedroom, 4-bathroom estate with over 6,900 sq ft of living space on nearly 3 acres in New Windsor. Perfect for both entertaining and everyday living, this home offers generous spaces, elegant finishes, and a seamless flow that makes it as comfortable as it is impressive. In addition to the privacy this home

  Jadaya Cason Century 21 Harris Hawkins & Co.

  3536 Hooper Rd, New Windsor, MD 21776
• 

  

  /40

  $440,000 Sold Sep 08, 2025

  • 2,357 Sq Ft
  • $187/SF
  • 25 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1960

  296 Lambert Ave, New Windsor, MD 21776

  Don't just imagine it, come see this Delightful Brick Rancher in the Heart of New Windsor for yourself. This lovingly cared-for all-brick rancher offers the perfect blend of comfort, space, and small-town charm, ready for you to move in and call it home. Inside, you'll find 3 generously sized bedrooms, 3 full bathrooms, and a floor plan that flows with ease. The open kitchen is perfect for casual

  Frank Lancelotta Corner House Realty

  296 Lambert Ave, New Windsor, MD 21776
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  /63

  Est $935,567 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,005 Sq Ft

  9359 Albaugh Rd, New Windsor, MD 21776

  9359 Albaugh Rd, New Windsor, MD 21776
• 

  

  /88

  $799,999

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

  3204 Hooper Rd, New Windsor, MD 21776

  THIS HOME IS LOADED WITH AMENITIES. OVERSIZED KITCHEN WITH GRANITE COUNTERTOPS, HARDWOOD FLOORING, WOLF COOKTOP WITH GRIDDLE AND DOWN DRAFT EXHAUST, DOUBLE WALL OVEN UNIT, RECESS LIGHTS IN CATHEDRAL CEILING, SKYLIGHT, TABLE SPACE. BUILT INS INCLUDING LASY SUSAN CABINET, DESK, AND SHELVES. ENTER THE DINING ROOM THROUGH POCKET DOORS FROM THE KITCHEN. LIVING AND DINING ROOMS OFFER HARDWOOD FLOORING,

  Barry Moss Reed Realty, Inc.

  3204 Hooper Rd, New Windsor, MD 21776
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  /38

  $380,000 Sold Sep 08, 2025

  • 1,264 Sq Ft
  • $301/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1885

  120 S Clear Ridge Rd, New Windsor, MD 21776

  Completely renovated 3BR/2.5BA Farmhouse with sweeping views of the countryside in Uniontown. Make your way to the covered front porch and open the door into a home filled with natural light, luxury flooring, recessed lighting, and a soft color palette with accents of black throughout. The main floor living space consists of a spacious living room with a step up into the dining room, a brand

  Nick Kellar VYBE Realty

  120 S Clear Ridge Rd, New Windsor, MD 21776
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  /43

  Est $644,403 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
• 

  

  /45

  $659,900

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  14695 Oak Orchard Rd, New Windsor, MD 21776

  Welcome Home! This grand brick colonial stands proudly on a beautifully landscaped rolling acre, backing to serene farmland. As you enter, you're greeted by beautiful hardwood floors, sundrenched living room and dining room, stairs to the upper level and a hallway through the main living area with a glimpse into the sunroom. The dining room adjoins the kitchen and is adorned with updated

  Tami Maerten RE/MAX Results

  14695 Oak Orchard Rd, New Windsor, MD 21776
• 

  

  /73

  $351,000 Sold Aug 29, 2025

  • 1,733 Sq Ft
  • $203/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1845

  210 High St, New Windsor, MD 21776

  Charming Historic Colonial with Modern Updates – 3 Bed, 1.5 Bath, 1,800 SF. Originally built as the parsonage for the Presbyterian church next door, it also served as a private school for girls during the Civil War. This home blends classic cottage character with extensive modern improvements, making it truly move-in ready. Three bedrooms and 1.5 baths, including a remodeled upstairs bathroom

  Brenda Myers RE/MAX Results

  210 High St, New Windsor, MD 21776
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  /114

  Est $1,405,344 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,910 Sq Ft

  3165 Buffalo Rd, New Windsor, MD 21776

  3165 Buffalo Rd, New Windsor, MD 21776
• 

  

  /52

  $575,000

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

  2823 Graybill Ct, New Windsor, MD 21776

  Surrounded by rolling hills and beautiful farmland but just minutes from shopping and entertainment!! No HOA and as you enter this wonderful home with 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,

  Sheri Stevens Samson Properties

  2823 Graybill Ct, New Windsor, MD 21776
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  /49

  $629,000 Sold Aug 15, 2025

  • 3,320 Sq Ft
  • $189/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1994

  4024 Roop Rd, New Windsor, MD 21776

  Do not let the New Windsor address fool you as this is .5 miles to Mt Airy border. This custom home and lovely property is remarkably well maintained in every way. Rest assured that you will not need to do a thing other than move in as there is neutral decor, updates to kitchen and baths, roof 6 years old, recent Pella sliders, recent carpet and flooring, new decking , radon system

  Tracy Diamond EXP Realty, LLC

  4024 Roop Rd, New Windsor, MD 21776
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  /62

  Est $440,519 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  15605 Barnes Rd, New Windsor, MD 21776

  15605 Barnes Rd, New Windsor, MD 21776
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  /69

  $599,000

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

  2713 Rowe Rd, New Windsor, MD 21776

  JUST IN !!!HUGE PRICE REDUCTION!!! See this soon before it is gone! Must see this BRICK custom built updated rancher on a lovely 2.58-acre lot with a gorgeous, million-dollar view. This also has a huge shop/equipment shed with furnace. MANY USES- store your RV, boats, historic cars, snowmobile, wave runners etc. This would be a great MAN-CAVE- GAME ROOM- good spot for YOUR POOL TABLE, CARD

  Karen Carroll Haines Realty

  2713 Rowe Rd, New Windsor, MD 21776
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  /47

  $500,000 Sold Aug 14, 2025

  • 1,741 Sq Ft
  • $287/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1973

  1270 Woodland Cir, New Windsor, MD 21776

  ***BACK-UP CONTRACTS ALWAYS WELCOME***CONVENIENT LOCATION-- SOUTH OF WESTMINSTER -- OFF ROUTE 27--- PLEASANT SETTING WITH THIS BRICK RANCHER**ORIGINAL OWNER**IS AWARE SOME UPDATES NEEDED**BUT HOME HAS BEEN WELL-MAINTAINED--- OWNER READY TO MOVE FOREWARD***LOOKING FOR REASONABLE OFFER TO CONSIDER**** 3 BEDROOMS-- 3 FULL BATHS--- PARTIALLY FINISHED LOWER LEVEL--- BRICK

  James Erb J F Erb, Inc.

  1270 Woodland Cir, New Windsor, MD 21776
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  /32

  Est $753,207 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
• 

  

  /77

  $1,150,000

  • 5 Beds
  • 4.5 Baths
  • 6,411 Sq Ft

  3536 Hooper Rd, New Windsor, MD 21776

  This Beautiful Home is back on the market with a new price , some interior changes and is officially ready for a new owner. Some notable highlights: New Roof installed in 2023, New Hardwood Floors as of 2022, New Kitchen Cabinets , Granite Countertops and smart appliances installed 2022, Wrap around Trex Deck installed 2023. New AC compressor installed in 2021 . Water softener and filtration

  Jadaya Cason Century 21 Harris Hawkins & Co.

  3536 Hooper Rd, New Windsor, MD 21776
• 

  

  /10

  $813,460 Sold Jul 24, 2025

  • 2,493 Sq Ft
  • $326/SF
  • 240 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  1849 Dennings Rd, New Windsor, MD 21776

  Another one of Lenak Company's sought after new homes is now available in New Windsor! The design of the Renn includes an open concept main level, exquisite rear lanai, convenient main level primary bedroom suite, three additional bedrooms and a full bath upstairs, quaint front porch, walkout basement, 2 car garage, and more! Buyers can choose from a variety of exterior elevation combinations

  Corey Savelson Long & Foster Real Estate, Inc.

  1849 Dennings Rd, New Windsor, MD 21776

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