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Chester NY Real Estate & Homes for Sale

51 Properties Found

The median home value in Chester, NY is $300,000. This is higher than the county median home value of $208,300. The national median home value is $185,800. The average price of homes sold in Chester, NY is $300,000. Approximately 79.03% of Chester homes are owned, compared to 19.23% rented, while 1.74% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!
Learn more about Chester Real Estate.


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1–25 of 51 properties displayed
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Beds:
4
Baths:
4.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
4900958
Type:
Single Family-Detached
Subdivision:
Cherry Hill Estates
Lot size:
1.8 Acres
Year built:
1994
Courtesy: Weichert Realtors
View additional info

Your searching is over, FINALLY... Sitting quietly in a beautiful, peaceful cul de sac setting, this Colonial w/ wrap around porch can be yours! Amenities inc 4 BEDS 3.5 BTHS, low taxes, Read on...Central air, neighborhood setting but giving privacy to all. The open plan layout offering plenty of room for study, sleep and storage. Its the perfect setting for relaxing and entertaining. Step down and settle into charming sunken family room with built-ins & fireplace, wide plank wood floors too. The renovated cherry kitchen may inspire your inner chef. The living room area offers a place to work. Another feature is the opportunity to park your cars off the street in your very own 2 car attached garage. Bonus space in the basement will allow for all hobbies/game room. Check out bonus space on 2nd level. Use your imagination. Solar Panels are a bonus, don't forget to ask for the info!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,920
Status:
NEW LISTING
MLS#:
4908232
Type:
Single Family-Detached
Lot size:
6.3 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Berkshire Hathaway Home Services Gross & Jansen
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Welcome home to this spacious three bedroom colonial that is part of the Warwick Valley School District. An open floor concept is featured on the first floor. Natural sunlight shines through the windows with its beautiful views. The second floor features three bedrooms and a full bath. One bedroom could be used as a den or office space. This charming home is located near the hamlet of Sugar Loaf that provide beautiful mountains bordering both Chester and Warwick, New York. Sit out on the front porch and enjoy the beauty and serenity of nature. Centrally located, just a short drive into the Greenwood Lake Village and lake community and down to the beautiful village of downtown Warwick and all it has to offer. Close to shopping and perfect for commuters. Make this your dream home. Low taxes. Enjoy all that the area offers from parks, golf, skiing, farmers market, wineries and more. A must see!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,600
Status:
NEW LISTING
MLS#:
4905839
Type:
Single Family-Detached
Lot size:
3.9 Acres
Year built:
2000
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

Spectacular, private, mint condition 4470 sq. ft. CUSTOM Colonial. "Quality Built" home in the Monroe Woodbury School district. This impressive home is nestled in the woods & surrounded by the natural beauty of evergreens. Gleaming hardwood floors throughout & custom moldings. Waterford wood stove, stainless, granite, floor to ceiling windows, two story entry, 80+ recessed lights. Open concept living, living room features a fabulous stone fireplace, country kitchen and formal dining room. 1st floor bedroom w/full bath, formal dining *sliders to a Mahogany deck area which overlook a gorgeous in ground Gunite pool and outside entertainment space. A large master suite includes his & her vanities! Three additional generously sized bedrooms, all provide great space and large closets. The walk out basement adds 450 sq.ft. and the remainder is waiting to be finished! HUGE 4 car tandem garage. Many, fine detailed QUALITY finishes. 8 minutes to highways & mass transit.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,740
Status:
NEW LISTING
MLS#:
4906495
Type:
Single Family-Detached
Lot size:
0.61 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Q Home Sales
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Chester! Move right into this amazing bi-level on great property. Features warm kitchen with oak cabinetry, hardwood floors, freshly painted walls, wood burning stove, New flooring on lower level, and more!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,520
Status:
NEW LISTING
MLS#:
4908077
Type:
Single Family-Detached
Lot size:
0.34 Acres
Year built:
2002
A broker reciprocity listing Courtesy: River Realty Services, Inc.
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Spacious four bedroom colonial with many features including hardwood floors, large kitchen with center island, master bathroom. Enjoy your fenced backyard from spacious back deck. Short drive to Interstate 84. Owner occupant MUST complete the attached form when presenting offers. Sold as-is. Buyer to pay NYS Transfer Tax. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. This property is eligible under the Freddie Mac First Look Initiative through 3/5/19. During this time, house is only available to owner occupants, public entities and their partners.

Open House:

Sunday, 2/17 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,743
Status:
NEW LISTING
MLS#:
4905415
Type:
Single Family-Detached
Lot size:
0.93 Acres
Year built:
2003
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
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Pristine & spacious four bedroom colonial with privacy in a tranquil upscale neighborhood. Lovely brick and limestone front steps. In 2014 Kitchen with center island was updated with maple cabinets, granite counter tops, stainless appliances, 9' Ceilings and oak floors on entire 1st level. Open floor plane with large family room and columns to Living room. Master Bedroom with tray ceiling and walk-in closet, master bath with whirlpool tub, shower and new granite counter tops, the three additional bedrooms are all large and the main bath has been updated and also has granite. Walk up attic has plenty of storage. Crown molding & raised paneling in foyer and stairs; wood molding on all windows, new shed, Basement & garage are painted and have a finished look. House equipped with all Nest Gen2 thermostats and smoke/CO2 detectors, All lighting is 5000k LED for a great cost saver, 22x34 rear deck, new garage door and so much more.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,405
Status:
NEW LISTING
MLS#:
4906364
Type:
Single Family-Detached
Subdivision:
Sugar Loaf Heights
Lot size:
0.4 Acres
Year built:
1985
A broker reciprocity listing Courtesy: BHG Rand Realty
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Contemporary trilevel home is being offered for the 1st time by original owners. Freshly painted with most hardwood flooring just refinished, this open concept style of living allows tons of natural light. Large open kitchen features a new backsplash, stainless steel appliances, newer countertops and sink. Sliders off formal dining room lead to 2 decks for entertaining, relaxing or having fun in the spacious flat rear yard. 3 bedrooms on 2nd floor with Jack & Jill full bathroom to the master bedroom. Loft bedroom/office accessible by spiral staircase also offers skylight for more natural light, closet, and walk in attic space, too. Finished family room, full bathroom, and laundry room in basement. Gorgeous mountain views of surrounding area and Sugar Loaf Mountain. So close to the charming artisan hamlet of Sugar Loaf, minutes from Warwick Valley with its wineries, ski slopes, and shopping, 17M, the Quickway and I-87/NYS Thruway. Commuters' delight. Warwick Valley schools.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,888
Status:
NEW LISTING
MLS#:
4905434
Type:
Single Family-Detached
Lot size:
1.9 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Metrex Realty INC
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Amazing deal! Come take a look at this beautiful 5 bedroom colonial which was fully renovated in 2017. House features a nice kitchen, dinette, living room with a fireplace, guest bedroom, with a half bath - all on the first floor. The second level features 4 spacious bedrooms, 2 full baths, and a large laundry room that's convenient to use. The front lawn is complete with a big circular driveway with lots of outdoor space. Almost two acres of land, gorgeous landscape, and a beautiful shed that adds a finishing touch and great for outdoor storage. Buy before it's gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,978
Status:
Active
MLS#:
4905451
Type:
Single Family-Detached
Lot size:
2.6 Acres
Year built:
2016
A broker reciprocity listing Courtesy: 13097
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Recently built gorgeous Monroe Woodbury School District Colonial just waiting for you to call home! The first floor of this amazing home is loaded with features! Hardwoods, high ceilings, plenty of windows offering tons of natural light, half bath, open floor plan perfect for entertaining, and a beautiful chefs kitchen including stainless steel appliances, and granite counter tops! The second level your new home offers high ceilings, hardwoods throughout, 3 large bedrooms full bath, and a master suite including ensuite fit for a luxury hotel! Plenty of space for everyone! Call today before this one is gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,160
Status:
Active
MLS#:
4905274
Type:
Single Family-Detached
Lot size:
4.5 Acres
Year built:
1964
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
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Majestic Colonial!! This could be charmer! House has oversized kitchen with fireplace, large Great room with fireplace, formal living and dining rooms. Full walk out basement. Master bedroom with fireplace, all large bedrooms. Private rear yard and beautiful mountain views from your front porch! Property will require cash or rehab loan.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,212
Status:
Active
MLS#:
4904961
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1979
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Beautiful contemporary style home situated on 1 acre of picturesque, professionally landscaped property. Blue stone walkway and stone walls lead to the front door. The open floor plan and architectural windows flood the space with natural light. The formal living room has bamboo hardwood floors, high-hat lighting and a beautiful stone fireplace. The master suite is conveniently located on the first floor. The large master has a walk-in closet, master bath with whirlpool tub, Corian countertops and Kohler fixtures. An office (with closet), half bath, laundry room and den complete the first floor. The second floor features two additional bedrooms, both generous in size and a hall bathroom. The exterior is equally impressive with a large wrap around deck with pergola, stone patio with awning, Koi pond,fire pit and shed with electric. Mature landscaping surrounds your oasis and provides ultimate privacy. This property is a must see!!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,126
Status:
Active
MLS#:
4904642
Type:
Single Family-Detached
Subdivision:
Corner Bull Mill & Park Place
Lot size:
0.48 Acres
Year built:
1963
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

Lovingly maintained home offers many updates & features. Light & Bright Maple kitchen offers newer stainless appliances, cabinets with pretty glass panels, tile back splash, counter top bread box surrounded by large windows which allow you to enjoy the established landscape. Large formal living room features fabulous three sided "gas" brick fireplace, hardwood floors, recessed lighting & again large windows to enjoy the private wooded view and the new large deck area. Two generously sized bedrooms, Master w/private bath & common full bath offers double sink vanity (both baths-nicely updated) complete the upstairs. Everyone loves a window over the kitchen sink and the hardwood floors throughout the upstairs!!! Lower level family room boasts a second brick wood burning fireplace, updated powder room, nice size guest room & laundry room. New heating system, insulated garage doors, above ground oil tank, deck area, raised panel doors & much more! Mins. from Rte 17 & commuter facilities

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4904725
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Why rent when you can own! Conveniently located and commuter friendly ~ this 2 bedroom Condo in Whispering Hills, Chester, NY, is ready to move in! A spacious and bright living room with fireplace, dining area, kitchen, half bathroom, and laundry are on the first floor, and upstairs you will find 2 large bedrooms and a full bathroom. Recently refreshed paint and carpets. A 2-car garage and outdoor patio space add to the many desirable features. Whispering Hills offers community basketball, club house, tot lot, and pool. Walk to NYC bus, and within minutes to shopping in Chester and nearby Woodbury Common Premium Outlets.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,640
Status:
Active
MLS#:
4904258
Type:
Single Family-Detached
Lot size:
0.32 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Amazing neighborhood, close to shopping, bus stop and entertainment. This home was built in 2000 and is in immaculate condition and is set up as a Mother/Daughter with second kitchen recorded on tax records. All the kitchen appliances are stainless and in great condition with the formal dining room open to the kitchen. The Living room is large open and inviting with wonderful wood floors. The fourth bedroom is in the lower level and has it's own kitchen, bath, family room and laundry. Outside, the backyard has a fence all around it. Come see this gem!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4904195
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: United Hudson Realty LLC
View additional info

One of Whispering Hills largest Town houses . This end unit offers a bright spacious open floor plan, living room with fireplace, formal dining room, kitchen with stainless steel appliances. There is a half bathroom on the first floor plus a laundry room, bathrooms upgraded with new tiles, contemporary vinyl wood plank flooring, 2 car garage, Furnace and central air, lighting, doors and many other new items. Enjoy the lifestyle at Whispering Hills with club house,gym,pool, walking paths bus stops that go directly to NYC. Walk to shopping and a mile from major hwys

Beds:
4
Baths:
3.00
Sq.Ft.:
3,569
Status:
Active
MLS#:
4903852
Type:
Single Family-Detached
Lot size:
5 Acres
Year built:
2001
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Chester, NY, Warwick Schools. Spectacular Mountain Top Views afforded from this Spacious 4/5 Bedroom Colonial on Private 5 acre property. Two story Great Room with a wall of windows overlooking the Valley, custom oak carved woodwork and hardwood floors throughout, Stone wood burning fireplace, Sliders lead to wraparound deck. Chefs kitchen includes 5 burner cooktop, double ovens, center island with skylights that provide a light and bright breakfast area. Master suite with gas fireplace, 2 walk in closets, ensuite with jetted tub, oversized glass steam shower, sink w/granite countertops, add sink, bidet, toilet & linen closet in separate enclosed area. The 2nd level is complete with 3 additional bedrooms & bath with tub & shower. Formal Dining room, Library, Home office (possible 5th bedroom), Full bath and laundry on main floor. Full basement ready for your finishing touches, 3 car oversized garage with high ceilings, Storage galore. A Must See - Schedule Your Personal Tour!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
4902639
Type:
Single Family-Detached
Lot size:
11.4 Acres
Year built:
1986
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Own a piece of paradise! Tranquility surrounds this characteristic home on 11.4 acres. Open floor plan in the kitchen with sliding doors to the over sized back deck and pool. Living room with wood burning stove to keep you warm and toasty during the winter months. Formal dining room for celebrating life's milestones with friends and family. Inviting and well maintained interior that you will enjoy for many years to come. First floor family room/den and half bath. Master bedroom with private bath, two closets plus storage area. Two spacious bedrooms plus renovated full bath. Ideal setting for privacy at the end of a busy day. Fencing/pastures for livestock, currently occupied by sheep. Plant your own organic vegetable gardens. Enjoy flowering perennials that surround the yard. Cool off this summer with Central Air or in the pool. Explore the 11.4 acres for wildlife, watch deer, hawk, and wild turkeys, or ride your quad. Partially finished lower level with wine cellar. A must see home!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,260
Status:
Active
MLS#:
4902026
Type:
Single Family-Detached
Lot size:
1.4 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Realty Promotions Inc
View additional info

With a little TLC this two story 3 bedrooms, 3 full bath colonial will shine in this desired cul-de-sac with a private setting. Features on the first level include gleaming hardwood floors, cozy living room with bay window, eat in kitchen with breakfast bar and sliders off the kitchen leading to back deck. Quaint sitting room and additional room for den or 4th bedroom and full bath on the first level as well. Master bedroom on the second level boasts vaulted ceilings wall to wall carpeting and private full bath with Jacuzzi Tub. Additional 2 bedrooms and full bath on the second level. Central A/C, 2 car garage and full, finished basement all included and in the Chester School District.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,560
Status:
Active
MLS#:
4901808
Type:
Single Family-Detached
Lot size:
0.94 Acres
Year built:
1930
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

Charming Farmhouse Colonial with stunning views of the countryside mountains. Beautiful wood floors, modern kitchen, stainless steel appliances. The focal point as soon as you walk in is the brick fireplace with wood stove insert, stained glass surrounding the fireplace and french doors leading to your wrap around deck. Sit outside with your coffee or wine and enjoy the scenery. Relax after a difficult day in your jacuzzi. Three barns, use your imagination for all of your needs.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,777
Status:
Active
MLS#:
4900941
Type:
Single Family-Detached
Subdivision:
Neuhaus/Dug Rd
Lot size:
4.1 Acres
Year built:
1990
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

Stop dreaming of a vacation retreat this is it !! 60 minutes from NY City! 3700+ sq.ft.m perfect for the extended family. "Grand" two story entry with circular staircase - Southern Luxury throughout -English library displays elegant crown & base moldings, fireplace framed with a Cherry mantel surround and built-in shelves. 6' windows and a French slider to a beautiful backyard Oasis, including a heated Monarch pool w/stone waterfall & spa. very private.Gourmet kitchen-quartz counters-abundance of cabinetry including designer appliances, gorgeous hood oven and much more. Formal dining & living room plus a den and full bath complete the first floor. Master bedroom is as dramatic as it gets, spacious master bath, walk in closets all custom shelving, attached bonus room possible nursery or office.Generously sized bedrooms offer walk-in custom closets. 4+ private acres, stunning views! Hudson Valley offers wineries, restaurants, craft breweries, historic museums & world class shopping.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,830
Status:
Active
MLS#:
4901599
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Paradise is calling! Imagine living in this established cul-de-sac location, with a TOTALLY RESTORED HOME, tastefully designed, tiled floors, granite kitchen, hardwood floors throughout, new windows, to die for kitchen with state of the art appliances. Walk out to your 45' deck overlooking the fenced yard, above ground pool with cabana shed, patios and numerous sitting locations. The basement is ready to finish, full walkout to the play yard with rough plumbing for that 3rd bathroom. Skylights adorn the master bath and bonus family room. Your covered front porch is just waiting for a rocking chair and your circular driveway provides a grand approach to your new home. Well positioned, easy to get to and boasting Monroe-Woodbury school district. This is a must see!

Beds:
2
Baths:
1.00
Sq.Ft.:
810
Status:
Active
MLS#:
4901334
Type:
Single Family-Detached
Lot size:
0.18 Acres
Year built:
1850
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
View additional info

Did you include "STOP PAYING RENT" in your New Year's resolutions? If you did, run to see this little jewel located in the village of Chester! This home is absolutely adorable and it has been totally renovated. New roof, new forced air furnace, new kitchen and hot water heater. Paint, carpet and driveway as well! Lots of closet space and dinette area. Located on a peaceful part of town, surrounded by nature, walking distance to the beautiful Heritage trail but a super quick drive to all of Chester's shopping centers and route 17! This home makes a perfect starter home or a great investment property! Come take a look today!!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,035
Status:
Active
MLS#:
4900577
Type:
Single Family-Detached
Lot size:
2.4 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Century 21 Full Service Realty
View additional info

There is nothing typical about this bi-level in the sought after Monroe-Woodbury School District. Bring your creative eye to transform this large home into the home of your dreams. This home features 4 bedrooms, including a master with custom en-suite with jetted tub and spa shower along with 2 walk-in closets in the addition. Large eat-in kitchen with pantry, 3 full baths, living room, family room w/fireplace and formal dining room make this home ideal for entertaining. Located on 2.4 acres, this 3,000+ sq. ft. home features outdoor living/entertaining space including a large custom deck, an in ground pool, and a cabana with a full bath. Taxes do not reflex STAR exemption. DON'T MISS THIS UNIQUE OPPORTUNITY.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,204
Status:
Active
MLS#:
4900708
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1872
A broker reciprocity listing Courtesy: Keller Williams Realty Group
View additional info

Beautiful colonial farm house. Over 4,000 square feet. Large, foyer. Spacious living room flows into formal dining room. Large bright kitchen with granite counter tops, bay window and stainless steel appliances. Sunken family room with fire place for an insert leading to enclosed sun porch. Double staircases. Close to highways, 1 hour to NYC, and an acre of private property to enjoy.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,946
Status:
Active
MLS#:
4900295
Type:
Single Family
Subdivision:
Sugar Loaf Estates
Lot size:
0.1 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Rockland Hill Realty LLC
View additional info

PRICED TO SELL! Beautiful town home located in Sugar Loaf Estates with Warwick Schools. This meticulously maintained unit is loaded with upgrades. Kitchen has tile floor and is open to the dining and living rooms which have partial hardwood floors and a gas fireplace with blower. Sliding doors from living room that lead to a composite deck that overlooks woods. A half bath & laundary room that completes the first floor. The second floor has three generous size bedrooms including the master. Master suite has two large walk in closet & master bath with whirlpool tub & dual sinks. A hall bathroom to complete the second floor. The basement is finshed with wall to wall carpet, with plenty of closet space & lots of living and playing area, also full windows for natural sun light. Other features include; alarm system, central air and a one car garage. Excellent commuter location just minutes to Rte.17. Walking distance to the quaint craft village of Sugar Loaf. Come & See, This one wont last!

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The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than the owner of this site are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2018 Hudson Gateway Multiple Listing Service, Inc. AND Hudson Gateway Association of REALTORS, Inc.. All rights reserved.

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