Chester NY Real Estate & Homes for Sale

64 Properties Found

The median home value in Chester, NY is $257,450. This is higher than the county median home value of $220,480. The national median home value is $231,815. The average price of homes sold in Chester, NY is $257,450. Approximately 77.5% of Chester homes are owned, compared to 17% rented, while 5.5% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
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1–25 of 64 properties displayed
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Beds:
3
Baths:
3.00
Sq.Ft.:
2,500
Status:
NEW LISTING
MLS#:
H6059956
Type:
Single Family
Lot size:
3.6 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Samuel Kaufman
View additional info
Beds:
4
Baths:
3.00
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
H6061233
Type:
Single Family, Ranch
Lot size:
0.92 Acres
Year built:
1946
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
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Privacy lover's paradise includes lake rights to the desirable Tomahawk Lake Community offering swimming,fishing,boating (elec motors)tennis,b ball,playground & beach area w/pavilion & special events.These 38 yr owners improved this sprawling ranch offering a mix of old & new.Updated country kitchen w granite countertops, tiled backsplash & floor & it even has a prep sink, warming drawer, & sub zero refrig. Island is removeable if you choose a table.French doors to family rm w cath ceiling,skylights & wet bar.The 16 x 26 liv rm has knotty pine built ins,fireplace & hdwd floor.3 nicely sized bdrms & the master bd has a bow window. Plenty of closets & storage, even a walk in linen closet in master FB. There are new toilets & double sink vanities in both bathrooms.Freshly painted.One of a kind backyd w gazebo,KOI pond,& patio great for entertaining or relaxing.2004 Above ground pool (deep end is 9ft) & deck.Central air,roof over fam rm is 2 yrs old and rest of house roof is 5 yrs old.Come home to a peaceful lifestyle and a breathe of fresh air! Approx hr commute to NYC & convenient location to pick up all you needs.HOA fee is $425 yearly.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,393
Status:
NEW LISTING
MLS#:
H6056451
Type:
Single Family, Condo, Apartment
Subdivision:
Whispering Hills
Lot size:
0.01 Acres
Year built:
1989
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
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Ranch style UPPER unit w/3 bedrooms & 2 full newly renovated baths. Recently upgraded w/ young appliances & 2 NEW bathrooms. Living room features soaring vaulted ceiling w/wood accented fireplace & slider to deck. Adjacent dining room, kitchen w/ plenty of counterspace & a breakfast bar for that morning cup of coffee.... 2 good sized carpeted bedrooms(double closets) PLUS EXPANSIVE Master bedroom... features walk in closet, window seat area, dressing table & full bath. Private Laundry room (washer dryer stays).Garage under for car w/extra storage space...come enjoy the club house w/exercise rm, pools, tennis courts, handball courts, tot lots & more. All outside maintenance is taken care of-

Beds:
4
Baths:
2.00
Sq.Ft.:
1,846
Status:
NEW LISTING
MLS#:
H6060877
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Continental Real Estate Group
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A home OF LUXURY, renovated with the latest amenities. Improved & constructed to fit your taste & budget. Enjoy a spacious living room, 4 bedrooms, new upgraded kitchen, quartz countertops, including an island, high-end appliances, new hardwood floors as seen, new central ac system, installed designed lighting all around for your comfort, modernized bathrooms with magnificent tiles. SO now come & browse...around IN your dream house... Created SO fashionable!!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,734
Status:
NEW LISTING
MLS#:
H6060865
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1935
A broker reciprocity listing Courtesy: Realty Promotions Inc
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Beautiful capecod located in Chester on a nicely landscaped lot with a huge wrap around deck! Features for this gorgeous home include 4 bedrooms, hardwood floors through out, formal dining room with sliders leading out to deck, cozy living room and family room with wood burning fireplace. The nicely appointed kitchen offers a cook top, wall oven and lots of cabinets for storage! Entertain in the fenced in back yard or just relax on the deck. This well kept home is a must see and is close to shops, parks and major highways making for a great commuter location. 2 car garage and full, unfinished walk out basement also included.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,864
Status:
Active
MLS#:
H6060047
Type:
Single Family
Lot size:
1.9 Acres
Year built:
1993
A broker reciprocity listing Courtesy: BHG Rand Realty
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For sale! Large colonial tucked away in scenic Chester waiting for your personal touch! This spacious Homepath property is perfect for those looking for a project. Don't wait, come take a look today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,950
Status:
Active
MLS#:
H6051454
Type:
Single Family
Lot size:
1 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Peak Properties Real Estate
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Country living at it's finest. Lushly treelined - ACRE 3 LOTS- adjoining farm land. Beautiful private picturesque mountain view setting. Situated is a 1920 s well-built 1,950 sf original Colonial farmhouse. This lovely home consists of 4 BRs / 2 baths, presenting an inviting warm & cozy feel, loaded with charm & character. Amazing wood work with hardwood floors and magnificent millwork throughout. Convenient location, minutes to highway, park/ride to NYC, shopping, restaurants and part of Monroe/Woodbury Schools. Spacious & level grounds for recreation & entertaining. Walk to the Heritage Trail. Another bonus feature, oversized lot possesses a separate Outbuilding, 600 sf., perfect for a multi vehicle garage or workshop. Home features: Kitchen w/ stainless appliances, Formal DR, LR w/ stone fireplace, Laundry and Family Rm leading out to nice deck overlooking a spectacular view and rolling acres. Plenty of storage. Lower level opens at ground level, includes attached garage.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,108
Status:
Active
MLS#:
H6056830
Type:
Single Family
Lot size:
0.31 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Keller Williams Realty
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Beautiful Chester Colonial in Highly Desired Neighborhood that is only 60 minutes from NYC! Tri-Level Home! 2908 Square Feet Total which includes 800 Square Feet in Full Walk Out Basement with High Ceilings! First level consists of gleaming hardwood floors, powder room, living room, formal dining room, two car garage, mud room, living room with vaulted ceilings and wood-burning fireplace, gorgeous kitchen with granite counter-tops, tiled back splash, stainless steel appliances, two tone cabinetry and island seating! Second level consists of four large bedrooms and two full bathrooms! There is a spacious master bedroom with bathroom and Jacuzzi tub, vaulted ceilings, palladium window, ceiling fan and walk in closet! Lower level has a huge full walk out basement! Use this space for a movie room, gym, office, playroom, in-law suite, wine cellar! Another feature that makes this home so unique is the hiking trail located right in your backyard! Enjoy the private backyard oasis that includes a deck and hot tub! Energy efficient home with new solar panels! Low energy bill and low taxes! Blacktop driveway sealed 2020! Deck freshly painted 2020! Virtual Tour https://youtu.be/Ze5DONh7XXA

Beds:
4
Baths:
3.00
Sq.Ft.:
2,656
Status:
Active
MLS#:
H6058920
Type:
Single Family
Lot size:
4.5 Acres
Year built:
2001
A broker reciprocity listing Courtesy: BHG Rand Realty
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Look No Further! If space and privacy is what you are looking for this beautiful property is for you! Situated on a large easily maintained 4.5 acre lot, this colonial has it all. The grand entrance to this home boasts beautiful hardwoods and vaulted ceilings. This is just the beginning! A very large formal dining room and expansive tiled kitchen provides room for everyone and makes entertaining easy. The family room has a fireplace for those cold winter nights and plenty of room for relaxing. Four large bedrooms, including and tremendous master suite and master bath with Jacuzzi tub, means there is plenty of room for all. A partially finished basement has finished office space and room for a potential 5th bedroom. This house sits hidden and private but is close to school, all amenities and transportation. It surely is a peaceful and serene location with both yard and wooded areas making up the property. Come see your new home and have the best of everything, close to everything!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,862
Status:
Active
MLS#:
H6058853
Type:
Single Family
Lot size:
16.5 Acres
Year built:
1985
A broker reciprocity listing Courtesy: N Tirado Realty LLC
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IMACULATE Country home on 16.5 Acre's . This nice size 4 bedroom home will be a great family home to share many years of family memories , This home has a wood burning fire stove , Two car garage with Rocking chair Porch leading to the family room. Great Seasonal views a must see to enjoy and appreciate. Peaceful Quite County Living near Shopping Woodbury Mall Rt 17 and the Thruway commuters Delight.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,788
Status:
Active
MLS#:
H6054307
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Keller Williams Realty
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METICULOUSLY MAINTAINED HOME situated on 0.2999 Acres of private, peaceful, park like property at the end of a culdesac. This home is your "DREAM COME TRUE" and will give you the COUNTRY ESCAPE you're searching for !

Beds:
7
Baths:
5.00
Sq.Ft.:
4,806
Status:
Active
MLS#:
H6054496
Type:
Single Family
Lot size:
4.1 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Green Team New York Realty
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Wondering if you will ever find a home big enough for everyone? Then you must see this expansive 7 bedroom home located within the Warwick Valley School District in Chester, NY. That's right 7 bedrooms and 2 are master suites. One is located on the first floor & would also make a great home office & even has a separate entrance. The other master is upstairs. There is plenty of space on the main floor to entertain or just lounge around with 3 living areas and an eat-in kitchen as well as 2 separate dining room. Enjoy summer evenings on the covered deck with relaxing water view of the pond. You can fish or even take a spin in a kayak. Great large yard perfect for entertaining. There is a large basement for storage as well as a 3 car garage. Driveway was recently replaced.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,460
Status:
Active
MLS#:
H6054072
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley
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Village Charmer! Just look at the pictures. This is a show stopper. Located in the village of Chester with easy access to shopping, transportation, highways and great restaurants this a great house. The front yard offers extensive perenial gardens and the rear yard is private oasis.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,435
Status:
Active
MLS#:
H6057672
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1900
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Looking for a peaceful home in the country? You'll find it right here! Sit on your covered porch & enjoy the peaceful green fields! Yet you are a short distance to the Historic Village of Chester! You're also just a couple minutes from hopping on Rt 17, & being at the Harriman trains or I-87 entrance in 15 minutes! You will be nestled in by quiet organic farms and yet only a 2 minute drive to the Orange Heritage Trail and downtown Village of Chester, restaurants, coffee shops, and breweries. This home was renovated in 2016, with a lovely kitchen, Anderson windows, new roof, electric updated, solid wood doors & more. The basement off the kitchen is set up for the handy person in your family & even has a bilco door exit for extra convenience.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,143
Status:
Active
MLS#:
H6057351
Type:
Single Family
Lot size:
2.3 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley
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Quiet cul de sac location! Pristine 4 bedroom colonial with wrap around front porch and deck surrounded by 2.3 acres of beautiful gardens and landscaped property. Over 4000 sq ft of living space! Eat in kitchen offers granite counters, peninsula and dining area with egress to deck overlooking a tranquil setting. Formal dining room with french pocket doors. Living room opens to family room with woodburning fireplace/custom mantle. CA, gleaming hardwd flrs. Master bedroom suite, walkin closet, Jacuzzi tub and shower. Den/office. Fin. w/o basement, custom wall units, surround sound, summer granite kitchenette, slider to paver patio and hot tub. Great home for entertaining year round! Upgrades: New well pump/pressure tank, boiler and natural gas installed, reverse osmosis water system, whole house filter, whole house generator, custom lighting and more. Storage thruout. Star $922.92. Close to park/ride commuter buses, 3 mi to Harriman train station, Rt 17, Woodbury Commons outlet, Thruway!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,598
Status:
Active
MLS#:
H6057416
Type:
Single Family
Lot size:
5.2 Acres
Year built:
1996
A broker reciprocity listing Courtesy: BHG Rand Realty
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Beautiful home! Privacy abounds on this 5.2 acre Paradise!! Imagine your own land where you ride your ATVs and dirt bikes or walk the hiking rails surrounded by mother's natures beauty!! This beautiful colonial has space for everyone. A welcoming foyer leads to a formal living room, formal dining room, family room with fireplace, eat-in spacious kitchen, half bath with space for a shower/tub and additional room for an office, guest room or playroom. The second floor features a large Master Bedroom with Ensuite Master Bathroom and walk-in closet, 2 additional bedrooms and an office/den making a possible 4th bedroom, full hall bathroom. Step down into the lower level to partial finished basement with 3 extra large finished rooms and expansive unfinished storage space. Newly installed above-ground pool steps away from an oversized deck complete with retractable awning makes your summer days and nights fun and relaxing. Close to major highways making your 60 mile drive to NYC a breeze.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
H6042677
Type:
Single Family
Subdivision:
Warwick Ridge
Lot size:
1.01 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Green Team New York Realty
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Welcome to Warwick Ridge a picture perfect, new construction subdivision conveniently located 3 miles to major commuter routes to NYC & Orange County NY. All lots in Warwick Ridge have majestic views! The inviting Skylark Model features a welcoming 2-story foyer highlighting the entryway with an open concept country kitchen with culinary island & sunlit nook are perfect for gathering. A great room, with soaring ceilings, fireplace & wall of windows offers a perfect visual to outdoors and the view this level, gorgeous 1 acre lot offers. After entertaining in this great space, retreat to your 1st floor den/guest room w/access to a powder room. Second floor offers 3 bedrooms and a common bath. The huge Master Suite features 2 walk-in closets and a tray ceiling and sitting room. Other features include a spacious formal dining room, formal living room and laundry room on second floor!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,122
Status:
Active
MLS#:
H6054382
Type:
Single Family
Lot size:
1.7 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Realty Promotions Inc
View additional info

Beautiful colonial with private setting and views of Sugar Loaf Mountain. The inviting front porch will lead you into a large foyer with formal dining room, family room with fireplace, eat in kitchen, and playroom/formal living room. The back deck overlooks the inground salt water pool. A freshly painted upstairs you will find a large master suite with balcony and master bath, three more bedrooms and a full bathroom. This home is minutes from the highway making an easy commute.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,969
Status:
Active
MLS#:
H6054722
Type:
Single Family, Ranch
Lot size:
6.6 Acres
Year built:
1984
Courtesy: Weichert Realtors
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Set back, nestled among the trees, is your own private get-a-way Retreat! Perfect as a second vacation home, or as a primary residence with Monroe-Woodbury schools, this 2900+ sqft Contemporary Ranch is all you can dream of! Enter through the Foyer to a vaulted, light-filled Living Rm with stunning custom windows, Stone fireplace, and enough space to entertain all! Hardwood floors and open Kitchen with island seating, granite counters, some stainless appliances, & lots of storage! Step up to raised Dining Rm that can handle a crowd! Down the hall you'll find 3 bedrooms (one being used as a sun lit exercise and yoga studio), and a full bath, along with the laundry tucked away. Opposite wing of the home features the Master Suite - bedroom with private access to the deck, full en suite bath, and enormous walk-in closet! Heading down to the lower level, the basement has a finished office/den, entertainment and bar area, an add'l space used for wine storage, and access to the mechanical systems and garage - the 3-car Attached garage! 6.6 lush acres surrounds the home with gardens, vegetable plots, chicken coop, bee hives, fruit trees, fire pits, hammock for napping, outdoor gaming area, and so much more! All 100% organic and bio-dynamically farmed! Must view to appreciate all that this property has to offer!

Beds:
4
Baths:
5.00
Sq.Ft.:
4,554
Status:
Active
MLS#:
H6055891
Type:
Single Family
Lot size:
5.6 Acres
Year built:
1999
Courtesy: Weichert Realtors
View additional info

A Palatial Palace Awaits You at 99 Long Vista Ln, a Private Paradise of Quality and Detail. Enter the Dramatic Foyer and Feel Drawn into the Masterpiece of this Open Floor Plan which allows Tons of Natural Light to Shine Through!! Flow Freely Thru the Gorgeous 2 Story Great Room to the Chef Quality and Sized Kitchen with Radiant Heat Floors to the Full Size Dining Room Ready to Seat All Comfortably. Beautiful Step-Down Formal Living Room and a Few Steps away is an Office that can Double as a Guest Bedroom with Full Bath Close By. On the 2nd floor you will Find the Master Suite of Your Dreams!!! Incredible Detail and Size, with a Lovely Sitting Area to Private Terrace. Gorgeous Master Bath with Private Water Closet and Bidet. Then there's the Jaw Dropping Walkin Closet/Dressing Roomf!! 2 Additional Ample Sized Bedrooms with a Jack n Jill Full Bath. Plus an Awesome Finished Lower Level with Lots of Light, a Kitchenette, Full Bath, a separate Home Theater Room and Private Access to the 4 Car Garage!!! Desirable Warwick Schools and Minutes to Commuter Lanes. With In On Call Distance to Orange Regional Medical Center

Open House:

Sunday, 8/16 11:00-1:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,793
Status:
Active
MLS#:
H6053861
Type:
Single Family, Ranch
Subdivision:
Tomahawk Lake
Lot size:
0.37 Acres
Year built:
1947
Courtesy: Weichert Realtors
View additional info

Ranch with LAKE RIGHTS includes 4 bedrooms and a large living room with a beautiful stone fireplace, vaulted ceilings. Find a brand new kitchen, new windows, new bathrooms, and freshly painted rooms. Outdoor living is complete with a beautiful new deck new roof, high ceilings, great natural lighting, and amazing amenities. The Tomahawk Lake community has it all - Lake Rights includes a beach, swimming area, fishing, boat launch (electric motors permitted), pavilion/picnic area, playground, tennis court, & baseball field. This all year round home feels like a vacation home. Close to village shopping, parks, restaurants, cafes, local wineries, craft beer cideries, skiing, hiking, commuter bus/train and so many amenities that are part of the Lower Hudson Valley. YOU'LL HAVE TO SEE IT TO BELIEVE IT!

Beds:
4
Baths:
4.00
Sq.Ft.:
5,084
Status:
Active
MLS#:
H6056137
Type:
Single Family, Ranch
Lot size:
1.2 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Voro LLC
View additional info

Amazing Home With Great Potential! Large Bedrooms With A Large Basement Which Is A Plus! Has A Beautiful Large Layout For The Living Room, Dining Room, And Kitchen! 5 Bedroom 3 Bathroom With A Master! 2 Car Garage - Great Area And Location. Come Take A Look Today! AS-IS!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,524
Status:
Active
MLS#:
H6055912
Type:
Single Family
Lot size:
1 Acres
Year built:
2002
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Sitting pretty on a beautiful country road is this Center Hall Colonial with inviting rocking chair front porch just waiting for you to call home. This home features hardwood floors, formal living room, spacious dining room, lovely eat-in-kitchen that opens to family room with woodburning fireplace. Off the kitchen is a beautiful 12x30 screened porch (not included in square footage) that overlooks the amazing 1-acre property, this will be your favorite room to just sit and relax after a long day. Upstairs offers a spacious master suite with walk-in-closet master bath with jacuzzi tub, three large bedrooms and full bath. Finished basement offers an additional 530sf of living space. Central Air, whole house generator and two car-garage. Perfect location for commuting. With basement and screened porch, which have COs total square footage is 3400.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,216
Status:
Active
MLS#:
H6055815
Type:
Single Family
Lot size:
7.2 Acres
Year built:
1994
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

This spacious Colonial is in the Warwick School district . This home has a beautiful granite kitchen with a center Island. All new stainless steel appliances. Large master bedroom with master bath and Jacuzzi tub. Bright sunny windows. There is a separate laundry room just off the half bath. There is a fireplace to enjoy. Plenty of closet space with large closets in each bedroom. There is an inground pool, perfect for entertaining with a cabana . This home is on a corner lot with plenty of privacy. Black top driveway. Private location , yet close to route 17 for easy access . Large front porch to view your well kept front yard. Full basement is finished. Great home at a great price. Over seven acres!

Beds:
7
Baths:
4.00
Sq.Ft.:
3,615
Status:
Active
MLS#:
H6046010
Type:
Single Family
Lot size:
2.7 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Ellis Sotheby's Intl Realty
View additional info

Hambletonian House is on the market. This beauty has been lovingly and meticulously maintained as a Bed & Breakfast for many years. A corner lot on almost three acre knoll in the village of Chester with established perennial gardens and mature trees. Expansive half circular driveway brings you into this private paradise. The home has seven bedrooms and 3.5 baths. Grand parlor floor flanked by two marble fireplaces, eleven foot ceilings with deep cove moldings, pocket doors, oak floors, original Victorian pier mirrors, and window sconces. Formal dining room along with sitting room that opens to lovely Portico. Grand cooks kitchen with double ovens and hammered copper hood. Wood stove in beautiful solarium/sitting area that overlooks the gardens. Inground pool with large pool house and cabana/ potting shed. Large level backyard. Stables and ample storage area. This historic home is a "Must See"

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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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