New Windsor, NY Homes

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  /3

  $140,000

  • Land
  • 2.5 Acres
  • $56,000 per Acre

  35 Otterkill Rd, New Windsor, NY 12553

  The thing that stops most people from building is never the house. It is the year that comes before it, the soil testing and the septic engineering and the permitting, all of it paid for months before anyone can tell you whether the answer is yes. Here, that year has already happened, and someone else already paid for it.These 2.5 acres come with an engineered plan in hand. Perc tests and

  

  Brian Caplicki

  KW Hudson Valley United

  35 Otterkill Rd, New Windsor, NY 12553
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  /25

  $2,800 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,611 Sq Ft
  • Townhouse for Rent

  1011 Ethan Allen Dr Unit 1011, New Windsor, NY 12553

  Newly listed Patriotts Ridge Townhouse style end unit. Conveniently located condo in the heart of New Windsor. Formal living room , dining room and eat in kitchen. 2.5 baths , primary bedrooms with 2 walk in closets, laundry and second bedroom with walk in closet. Open and airy unit that comes with unfinished basement and 2 car garage. Great location across from community pool and tennis courts.

  Kathleen Milich RE/MAX Benchmark Realty Group

  1011 Ethan Allen Dr Unit 1011, New Windsor, NY 12553
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  $764,000

  Sold Aug 25, 2026

  2058 Independence Dr, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 2,778 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $275/SF
  • 27 Days On Market

  Current Estimated Value $729,377

  Last Listing Agent Alyssa Scancarello Howard Hanna Rand Realty

  2058 Independence Dr, New Windsor, NY 12553
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  Est $136,729

  Not Listed For Sale

  64 Agnes Rd, New Windsor, NY 12553

  64 Agnes Rd, New Windsor, NY 12553

  Last Sold Summary

  • 176 Days On Market

  Last Listing Agent Amberlee Royster John J Lease REALTORS Inc
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  /34

  $559,888

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  15 Guernsey Dr, New Windsor, NY 12553

  Welcome to 15 Guernsey Drive, a beautifully updated and meticulously maintained home nestled in one of New Windsor’s most desirable residential neighborhoods. Set on a spacious 0.39-acre lot, this move-in-ready property offers over 2,000 square feet of comfortable living space, combining modern updates, functional living areas, and a peaceful setting that’s perfect for today’s

  

  Ben & Brent Real Estate

  Keller Williams Village Sq Rlt

  15 Guernsey Dr, New Windsor, NY 12553
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  /25

  $2,000 Per Month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  35 Clara Ave, New Windsor, NY 12553

  Welcome to 35 Clara, a beautiful cottage in pristine condition which has been tastefully painted, professionally cleaned featuring a welcoming front deck, inviting entryway which leads toward a kitchen with a full appliance package and includes a washer and dryer. Handsom stone flooring leads into the well sized bedroom and living room, abundant sunlight through the newer efficient Anderson

  Richard Wawrynek Howard Hanna Rand Realty

  35 Clara Ave, New Windsor, NY 12553
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  $275,000

  Sold Nov 04, 2025

  1157 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 87 Days On Market

  Current Estimated Value $288,542

  Last Listing Agent Kimberly Behrens Howard Hanna Rand Realty

  1157 Washington Green, New Windsor, NY 12553
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  Not Listed For Sale

  253 Station Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2024

  253 Station Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Paul Biagini Biagini Realty
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  /13

  $330,000

  $11K PRICE INCREASE Pending

  • 2 Beds
  • 1 Bath
  • 1,220 Sq Ft

  5 Beaverbrook Rd, New Windsor, NY 12553

  Welcome to this charming ranch in the desirable Beaver Dam Lake community, offering lake rights and a peaceful setting. This 2-bedroom, 1-bath home features approximately 1,220 square feet of living space with hardwood floors throughout most of the home, a spacious living room, kitchen, and dining area. Enjoy outdoor living on the deck overlooking vegetable gardens, plus the convenience of a

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  5 Beaverbrook Rd, New Windsor, NY 12553
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  /7

  $1,795 Per Month

  • 2 Beds
  • 1 Bath
  • 809 Sq Ft
  • Apartment for Rent

  42 Quassaick Ave, New Windsor, NY 12553

  Welcome to 42 Quassaick Ave, a charming 2 bedroom rental unit perfect for anyone looking for a comfortable and convenient place to call home. This delightful unit features:Kitchen-Dining Room-2 Bedrooms-Full BathroomBook your appointment today!

  Nathan Landau Loop Realty Inc

  42 Quassaick Ave, New Windsor, NY 12553
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  $206,000

  Sold Nov 13, 2025

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 25 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553
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  Est $348,441

  Not Listed For Sale

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1991

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group
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  /50

  $499,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft

  41 Keats Dr, New Windsor, NY 12553

  Welcome home to this beautifully maintained Raised Ranch offering over 1,800 square feet of comfortable living space! From the moment you step inside, you'll appreciate the home's bright, open layout filled with natural light from an abundance of windows. This inviting home features 3 generously sized bedrooms and 2.5 bathrooms, with hardwood floors tucked beneath the bedroom carpeting, ready to

  

  Franky Garcia

  Howard Hanna Rand Realty

  41 Keats Dr, New Windsor, NY 12553
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  /25

  $4,100 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,488 Sq Ft
  • House for Rent

  2719 Colonial Dr, New Windsor, NY 12553

  Freshly painted and ready to move in! Large colonial home in well established neighborhood. Bright with plenty of natural light. Four bedroom, two and a half baths. Eat in kitchen, formal living room, family room, office and formal dining room on the first floor. Second floor boasts primary bedroom/bathroom with two closets. Three other nice sized bedrooms and a hallway bathroom. Lots of closet

  Andrea Mahoney Smitchger Realty

  2719 Colonial Dr, New Windsor, NY 12553
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  $130,000

  Sold Oct 14, 2025

  10 Oakwood Terrace Unit 120, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1966

  Last Sold Summary

  • 18% Below List Price
  • $173/SF
  • 199 Days On Market

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  10 Oakwood Terrace Unit 120, New Windsor, NY 12553
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  Est $337,359

  Not Listed For Sale

  256 Quassaick Ave Unit 17, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1991

  256 Quassaick Ave Unit 17, New Windsor, NY 12553

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Carina Rodriguez HomeSmart Homes & Estates
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  $275,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  810 Blooming Grove Turnpike Unit 72, New Windsor, NY 12553

  This fully renovated Town of New Windsor two-bedroom Kingswood Garden condo awaits! The entire unit has been freshly painted. The large bright living room has been newly carpeted over the existing hard wood floors and is part of the great room along with the walk-through dining room. The updated galley kitchen has newer white appliances, maple cabinets with pull-out shelves and a breakfast

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  810 Blooming Grove Turnpike Unit 72, New Windsor, NY 12553
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  /17

  $2,300 Per Month

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft
  • Apartment for Rent

  109 Caesars Ln Unit East, New Windsor, NY 12553

  CORNWALL SCHOOLS - LOCATED IN NEW WINDSOR THIS 3-BEDROOM SPACIOUS APARTMENT WITH NEWER LOOK ON SECOND FLOOR - PARKING FOR 2 CARS - AVAILABLE TO MOVE IN 06/01/2026. Has parking and washer and dryer hookup if needed. Large living room, fully equipped eat-in kitchen with newer stainless steel appliances, dishwasher, oven/range, and refrigerator. Full bathroom with bathtub and 3 spacious sun-filled

  George Koudounas RE/MAX Benchmark Realty Group

  109 Caesars Ln Unit East, New Windsor, NY 12553
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  $405,000

  Sold Sep 21, 2026

  601 Crab Apple Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $242/SF
  • 46 Days On Market

  Current Estimated Value $428,932

  Last Listing Agent Onyinyechi Ekpecham Keller Williams Realty NYC Grp

  601 Crab Apple Ln, New Windsor, NY 12553
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  Not Listed For Sale

  418 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2002

  418 Sand Gate Dr, New Windsor, NY 12553

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Ann Marie Silvani Howard Hanna Rand Realty
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  $525,000

  • 4 Beds
  • 3 Baths
  • 2,092 Sq Ft

  210 Dairy Ln, New Windsor, NY 12553

  WELCOME TO BUTTER HILL ESTATES! Set in a picture-perfect suburban community, this well-maintained 3-bedroom (with 4th Bonus Room in Lower Level), 3-full-bath bi-level offers generous living space, a fantastic outdoor setup, and a Hudson Valley location that makes commuting and enjoying the region equally convenient. After a long day, kick off your shoes and unwind in the dramatic living room

  

  Julissa Amaro

  Keller Williams Hudson Valley

  210 Dairy Ln, New Windsor, NY 12553
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  /23

  $2,275 Per Month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  2899 US Route 9w Unit 100, New Windsor, NY 12553

  CORNWALL SCHOOLS 3 BEDROOM APARTMENT FOR RENT...New Windsor...approximately 900' sq. ft. second floor apartment with newer look and parking, ready for a new tenant. Spacious sunny living room. Eat-in kitchen with plenty of cabinetry and floor space. 3 private bedrooms and a full bathroom. Ceiling lights thru-out and ceiling fan in kitchen/dining area. Natural gas fuel for heat. Affordable

  George Koudounas RE/MAX Benchmark Realty Group

  2899 US Route 9w Unit 100, New Windsor, NY 12553
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  $830,000

  Sold Nov 21, 2025

  423 Jackson Ave, New Windsor, NY 12553

  • 5 Beds
  • 3.5 Baths
  • 3,525 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $235/SF
  • 205 Days On Market

  Current Estimated Value $848,764

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties

  423 Jackson Ave, New Windsor, NY 12553
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  Not Listed For Sale

  16 Bivona Ln Unit 11, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2015

  16 Bivona Ln Unit 11, New Windsor, NY 12553

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Jennifer Orantes Coldwell Banker Realty
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  /39

  $289,888

  • 1 Bed
  • 1 Bath
  • 1,428 Sq Ft

  28 Beaverbrook Rd, New Windsor, NY 12553

  Tucked away on a private dead-end street and just a short walk from the lake, this charming Cape Cod offers a rare combination of lake privileges, privacy, outdoor living, and nearly an acre of property.Set on 0.9198 acres, the home offers a peaceful setting with plenty of room to enjoy the outdoors. One of the standout features is the expansive rear deck, creating an incredible extension of

  

  Ben & Brent Real Estate

  Keller Williams Village Sq Rlt

  28 Beaverbrook Rd, New Windsor, NY 12553
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  /10

  $1,650 Per Month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  126 Jackson Ave, New Windsor, NY 12553

  Beautifully maintained apartment in a private home in the Cornwall - Salisbury Mills area is located in a wonderful quiet country setting, yet close to everything - Rare to find HEAT is included in this 2nd floor apartment features a private rear entrance, tenant pays for electric including hot water and cable/internet. Floor plan offers Bedroom plus Den/office, open Kitchen and Living room, and

  Gina De Cerbo RE/MAX Benchmark Realty Group

  126 Jackson Ave, New Windsor, NY 12553
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  $480,000

  Sold Sep 23, 2025

  42 Knox Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 2,128 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Above List Price
  • $226/SF
  • 32 Days On Market

  Current Estimated Value $494,258

  Last Listing Agent Samantha Ortiz Howard Hanna Rand Realty

  42 Knox Dr, New Windsor, NY 12553
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  Not Listed For Sale

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2005

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Katherine Sheehan Compass Greater NY, LLC
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  /41

  $499,000

  $26K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,962 Sq Ft

  8 E Green Rd, Rock Tavern, NY 12575

  Better than new construction! Tucked away on dead end country road located in Rock Tavern in the highly sought-after Washingtonville School District, this home was completely renovated with 5 bedrooms and a den/ office that could be a possible 6th bedroom, new kitchen and bathrooms, new roof, new washer/ dryer, a sun room, a wrap around porch and so much more. Conveniently located just minutes to

  

  Erin Connolly-Frontino

  Artisan Realty

  8 E Green Rd, Rock Tavern, NY 12575
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  /36

  $2,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • House for Rent

  571 Temple Hill Rd, New Windsor, NY 12553

  Conveniently located near shopping, public transportation, restaurants and major highways. Plenty of space in this 2 Bedroom 1 Bathroom house. Beautiful backyard, fully unfinished basement, and garage.

  Laura Henion Coldwell Banker Realty

  571 Temple Hill Rd, New Windsor, NY 12553
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  $541,500

  Sold Jan 02, 2026

  118 Shore Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Above List Price
  • $287/SF
  • 12 Days On Market

  Current Estimated Value $544,286

  Last Listing Agent Denise Gilroy HomeSmart Homes & Estates

  118 Shore Dr, New Windsor, NY 12553
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  Not Listed For Sale

  810 Blooming Grove Turnpike Unit 62, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  810 Blooming Grove Turnpike Unit 62, New Windsor, NY 12553

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Luanne McGann Century 21 Full Service Realty
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  /41

  $475,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  9 Sunrise Terrace, New Windsor, NY 12553

  This thoughtfully updated home offers beautiful river views from the upper level and a flexible layout designed for everyday comfort and entertaining. The partially finished basement features brand-new flooring and includes a unique bar/library space, along with abundant storage both below and in the attic.Generous room sizes throughout include large bedrooms, a bright sunroom, and an

  Roita Roa Redfin Real Estate

  9 Sunrise Terrace, New Windsor, NY 12553
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  /16

  $2,300 Per Month

  • 2 Beds
  • 1 Bath
  • 1,504 Sq Ft
  • Apartment for Rent

  22 John St, New Windsor, NY 12553

  Welcome to this charming 2-bedroom rental in Cornwall School District boasting exquisite hardwood floors! Step into a home that exudes warmth and elegance with its rich wooden flooring throughout. The spacious living area invites you to relax and unwind, while the natural light streaming through the large windows creates an inviting ambiance. The well-appointed kitchen offers ample space for

  David Mires Smitchger Realty

  22 John St, New Windsor, NY 12553
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  $495,000

  Sold Jul 21, 2026

  218 Beattie Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Below List Price
  • $341/SF
  • 87 Days On Market

  Current Estimated Value $539,447

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  218 Beattie Rd, Washingtonville, NY 10992
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  Not Listed For Sale

  16 Bivona Ln Unit 76, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1986

  16 Bivona Ln Unit 76, New Windsor, NY 12553

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
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  /50

  $344,999

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  276 Temple Hill Rd Unit 2001, New Windsor, NY 12553

  Move right into this beautifully renovated three-level end unit in Continental Manor, located in New Windsor, NY. This spacious home features three bedrooms, one and a half bathrooms, a large basement, and modern upgrades throughout. The updated kitchen includes brand-new stainless steel appliances, mission-style cabinetry, quartz countertops, and a stylish tile backsplash, creating an inviting

  Lena Silk National Veterans Realty Group

  276 Temple Hill Rd Unit 2001, New Windsor, NY 12553
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  /2

  $2,150 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  56 Kenwood Dr Unit 2, New Windsor, NY 12553

  Includes heat and hot water.Well-maintained brick apartment building.Tree line facing 2 bedroom unit with natural light throughout.New carpetNew appliances2nd floorPool onsite available to residents.

  Siobhan Brosnan Exit Realty Connections

  56 Kenwood Dr Unit 2, New Windsor, NY 12553
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  $720,000

  Sold Oct 27, 2025

  75 Finley Dr, Salisbury Mills, NY 12577

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $235/SF
  • 49 Days On Market

  Current Estimated Value $738,350

  Last Listing Agent Paul Biagini Biagini Realty

  75 Finley Dr, Salisbury Mills, NY 12577
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  Est $244,385

  Not Listed For Sale

  276 Temple Hill Rd Unit 807, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1979

  276 Temple Hill Rd Unit 807, New Windsor, NY 12553

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

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