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  • Sugar Loaf NY Real Estate & Homes for Rent

    Sugar Loaf 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 Sugar Loaf real estate agent to arrange a tour today!
    Learn more about Sugar Loaf.


    Showing Homes Nearby Sugar Loaf, NY
    Beds:
    3
    Baths:
    2.50
    Sq.Ft.:
    1,392
    Status:
    Active
    MLS#:
    H6293006
    Type:
    Single Family, Townhouse
    Subdivision:
    Kings Estate
    Lot size:
    0.1 Acres
    Year built:
    1994
    A broker reciprocity listing Listing by: Weichert Realtors, (845) 782-4646
    View additional info

    Spacious townhouse located in Kings Estates! This unit offers 3 sizeable bedrooms and 2.5 bathrooms with a spacious living and dining room. Enjoy the use of the backyard and deck during the summertime. Conveniently located near shops, restaurants, and various establishments. Call to book your showing today! Accepted Application. CTS>

    Beds:
    3
    Baths:
    3.50
    Sq.Ft.:
    6,625
    Status:
    Active
    MLS#:
    H6282251
    Type:
    Single Family, Ranch
    Lot size:
    5 Acres
    Year built:
    1987
    A broker reciprocity listing Listing by: RE/MAX Town & Country, 845-765-6128
    View additional info

    Paradise is found just an hour from NYC! Drop your bags and start living immediately in this sprawling Mini-Estate FULLY Furnished!! Home is nestled on Five scenic lush grounds of privacy and views that offers an escape that defines the essence of tranquility. Architectural masterpiece was designed for everyday living & entertaining with separate bedroom wings, flex-rooms and a loft area that will easily accommodate your lifestyle. Sophisticated concepts are appreciated throughout this expansive home graced vaulted ceilings, fireplace, windows and sliders that lead to a wrap-around private deck with an above pool, exposed beams compliment design features and outfitted with custom flooring by Bolon. Enjoy cooking and entertaining in the open kitchen with endless countertops, bar area, and a media room. You'll find yourself relaxing with an edge of zen. Whether you're looking to secure a yearly weekend retreat or full time residence ...if a custom home and privacy is a priority, then this is a home for you! Just bring your suitcase, and enjoy all that Chester/Sugar Loaf and Warwick has to offer just an hour from NYC. Schedule by appointment only. * FULLY FURNISHED* Shown by scheduled appointment only -notice needed.

    Beds:
    4
    Baths:
    2.50
    Sq.Ft.:
    2,700
    Status:
    Active
    MLS#:
    H6276514
    Type:
    Single Family
    Lot size:
    1.2 Acres
    Year built:
    2002
    A broker reciprocity listing Listing by: Flag Realty Group, (845) 205-0089
    View additional info

    AMAZING - ONE OF KIND RENTAL IS WAITING FOR YOU! This gorgeous colonial is in picture perfect condition, ready to move in! Come take a look at the most beautiful - modern kitchen, Spacious and comfortable living area, and expansive rooms filled with light and natural sunshine! This home is sitting on a huge lot for all year round use, Snow - Sunshine - Sunset and whatever you wish. Call today before its over!

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    900
    Status:
    NEW LISTING
    MLS#:
    H6301358
    Type:
    Apartment
    Lot size:
    0.17 Acres
    Year built:
    1800
    A broker reciprocity listing Listing by: Five Star Realty Group Intl, (800) 845-4314
    View additional info

    Looking for a rental that includes Heat, electric, central ac, water, sewer plus washer and dryer? Please check this 2 bedrooms apartment that offers a separate entrance, a parking spot in the shared driveway and a great size yard. It is located in the village of Chester the center of Orange County. Minutes from shopping, NYC buses and major highways. Please note the landlord requires Tenant must have credit score not less than 680. As per landlord's request, tenant must be willing to fill out the rental application with a full credit report, proof of income and any identifications for background check.

    Open House:

    Sunday, 4/21 4:30-5:00PM

    Beds:
    n/a
    Baths:
    1.00
    Sq.Ft.:
    9,779
    Status:
    Active
    MLS#:
    H6287289
    Type:
    Apartment
    Lot size:
    0.81 Acres
    Year built:
    1950
    A broker reciprocity listing Listing by: Keller Williams Hudson Valley, (914) 906-2890
    View additional info

    Studio apartment with separate kitchen and bathroom. Carpeting throughout. Located right in the Village of Chester. Walk to shops, highway and eateries. Lot parking behind the building.

    Open House:

    Sunday, 4/21 3:30-4:30PM

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    4,916
    Status:
    Active
    MLS#:
    H6288728
    Type:
    Apartment
    Lot size:
    0.05 Acres
    Year built:
    1940
    A broker reciprocity listing Listing by: Keller Williams Hudson Valley, (914) 906-2890
    View additional info

    Renovated 2 bedroom apartment with new appliances. Bathroom has a shower. Washer and dryer hook up available in the unit. Great location on Main Street.., shops, transportation and highways. Apartment is above store.

    Beds:
    2
    Baths:
    1.50
    Sq.Ft.:
    1,200
    Status:
    Active
    MLS#:
    H6291376
    Type:
    Apartment
    Year built:
    1900
    A broker reciprocity listing Listing by: Ellis Sotheby's Intl Realty, (845) 353-4250
    View additional info

    Fully furnished Beautiful 2 Bedroom Apartment in Chester, New York. Welcome to your newly renovated oasis! This stunning first-floor apartment boasts modern upgrades and timeless charm in the heart of Chester. This first floor apartment offers the perfect blend of comfort and convenience. Elegant moldings throughout, adding character. The Sunroom, bathed in natural light, perfect for relaxation. home office, or enjoying your morning coffee. Gleaming hardwood floors throughout. this apartment offers a serene escape while still being close to local amenities and attractions. Enjoy the convenience of nearby shops, restaurants, and parks all within easy reach. Don't miss out on the fantastic opportunity to call this your new home. Easy Access to Warwick, West Point, Legoland, Woodbury Commons, I-84, Route 17, I-87, The Heritage Trail.

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    1,084
    Status:
    NEW LISTING
    MLS#:
    H6301397
    Type:
    Condo, Townhouse
    Year built:
    1984
    A broker reciprocity listing Listing by: Exp Realty, (845) 248-8008
    View additional info

    End Unit, freshly painted. Rental Opportunity in Whispering Hills! Unit Features: 2 spacious bedrooms 1 Bathroom Cozy fireplace In-unit washer and dryer 1 car garage Private outside fenced patio Community Amenities: Refreshing swimming pool Fun-filled playground for kids Tennis court for sports enthusiasts Close proximity to scenic hiking and biking trails Tenant Pays for electric, gas, water and sewer - MAY 1ST AVAILABLE.

    Beds:
    4
    Baths:
    2.00
    Sq.Ft.:
    1,680
    Status:
    Active
    MLS#:
    H6293829
    Type:
    Single Family
    Lot size:
    0.29 Acres
    Year built:
    1961
    A broker reciprocity listing Listing by: Landslide Realty Corp, (845) 352-2040
    View additional info

    Discover Your Spacious Four-Bedroom Oasis: Nestled in the vibrant heart of Monroe, New York, this exceptional residence welcomes you offering abundant space. The living and dining area is bathed in natural light, making it perfect for both entertaining and everyday life. Updated eat in kitchen with granite counters. Four bedrooms offer versatility for guests, home offices or playrooms. In-house laundry facilities. Full walkout garage and basement for endless options. Contact us today to schedule a showing and secure your spot in this remarkable Monroe home. Act quickly, as this gem won't last long on the market!

    Beds:
    3
    Baths:
    2.00
    Sq.Ft.:
    1,316
    Status:
    Active
    MLS#:
    H6293749
    Type:
    Condo
    Lot size:
    0.11 Acres
    Year built:
    1987
    A broker reciprocity listing Listing by: Hudson Valley Griffith, 845-294-9333
    View additional info

    Recently renovated & move-in ready. This spacious end unit offers extensive upgrades including gleaming kitchen with granite countertops, stainless steel appliances, and custom tile work. Quality flooring, vaulted ceilings, high end fixtures, fireplace, flat screen tv, newer appliances, and updated bathrooms add to the charm of this 3 bedroom, 2 full bathroom condo with open floor plan. Plenty of room to sprawl out and relax or enjoy dinner on the deck after a day at the pool. This complex includes a clubhouse, in ground pools, an exercise room, tennis courts, basketball courts, bus stop to/from NYC and a playground/tot lot. A 1 car attached garage is located under the unit with a storage area. A full walk up attic for additional storage space is also available.

    Beds:
    3
    Baths:
    2.50
    Sq.Ft.:
    1,331
    Status:
    Active
    MLS#:
    H6300653
    Type:
    Condo, Townhouse
    Year built:
    1984
    A broker reciprocity listing Listing by: Weichert Realtors, (845) 782-4646
    View additional info

    Immediate Rental Opportunity in Whispering Hills! Recently renovated & move-in ready. This spacious end unit offers updated Kitchen with stainless steel appliances. Bathrooms renovated in 2023. 3 spacious Bedrooms, 2.5 Bathrooms, In-unit washer and dryer, 2 car Garage, Private outside fenced patio. Community Amenities: Swimming pool, playground for kids, Tennis court and Basketball courts. Close proximity to scenic hiking and biking trails. Just 55 minutes from NYC with nearby bus access, it's the perfect blend of suburban tranquility and city connectivity. Moments away from shopping. No Pets. No Smoking in unit. Background check, lease application and credit check required by landlord. *Landlord requires Credit score must be 700+* Please submit a completed rental application with source of income verification and references to your agent.

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    1,084
    Status:
    Active
    MLS#:
    H6299905
    Type:
    Condo, Townhouse
    Year built:
    1984
    A broker reciprocity listing Listing by: Exp Realty, (845) 248-8008
    View additional info

    Rental Opportunity in Whispering Hills! Unit Features: 2 spacious bedrooms 1 Bathroom Cozy fireplace In-unit washer and dryer 1 car garage Private outside fenced patio Community Amenities: Refreshing swimming pool Fun-filled playground for kids Tennis court for sports enthusiasts Close proximity to scenic hiking and biking trails Tenant Pays for electric, gas, water and sewer

    Beds:
    1
    Baths:
    1.00
    Sq.Ft.:
    900
    Status:
    Active
    MLS#:
    H6284157
    Type:
    Apartment
    Lot size:
    0.1 Acres
    Year built:
    1900
    A broker reciprocity listing Listing by: Keller Williams Realty, (845) 325-0214
    View additional info

    FANTASTIC and huge 1 bedroom apartment in the heart of the historic Village of Chester. A second floor unit in the historic American House (a former hotel) with lots of windows for great natural light, and hardwood floors throughout. Private entrance which includes large closet for storage -- then up the stairs to the apartment. Tenant responsible for electric & heat (and Internet/cable/phone, if so desired), landlord covers water & garbage. NO PETS OF ANY KIND -- please don't even ask. No washer/dryer, but there's a laundromat just a few doors down. Parking is in a municipal lot across the street, while there's always plenty of street parking, too. Please e-mail listing agent for online rental application (credit & background check), which will cost the applicant $20. Must have solid credit, income, references. Security deposit equal to 1 month rent, and tenant also responsible for realtor fee equal to 1 month rent (so you need 3 months rent up front). Showings require 24 hours notice, as listing agent must be present -- request through ShowingTime. Private & quiet! This building is in tip top condition, and the landlords are awesome! Walk to Heritage Trail, Rushing Duck Brewery, the Chester Summer Concert Series, and lots of great shops, eateries, etc.!

    Beds:
    4
    Baths:
    2.50
    Sq.Ft.:
    3,147
    Status:
    Active
    MLS#:
    H6298231
    Type:
    Single Family
    Lot size:
    2.1 Acres
    Year built:
    2021
    A broker reciprocity listing Listing by: Keller Williams Realty, (917) 543-7170
    View additional info

    And just like that, this exquisite custom built in 2021 center hall Colonial style home is now for rent within the Monroe-Woodbury school district. Set on two private acres with over 3,000sq.ft. of finished living space, this rental delivers all the bells and whistles! Features include an impressive two story entry, nine foot ceilings and hardwood flooring throughout the entire first floor. This level consists of a spacious formal living room with fireplace, family room, formal dining room, beautifully appointed kitchen fit for a Chef with quartz countertops, a center island, stainless steel appliances and deck off the sliding glass doors. A half bath completes this level. Now, up to the second level which consists of the master bedroom suite with private bath, three additional generously sized bedrooms with another full bath, laundry room and a huge finished bonus room for a home office or recreation space. Full unfinished basement for all of your storage needs and an oversized two car attached garage. Ideal location situated just mere moments to park-n-ride bus/train services to NYC, highway, Woodbury Common Premium Outlets, shopping plazas, dining and endless area activities. So yes, you can have it all! Experience all that the breathtaking Hudson Valley has to offer and explore. Please schedule your showing today. Thank you.

    Beds:
    4
    Baths:
    4.50
    Sq.Ft.:
    8,066
    Status:
    Active
    MLS#:
    H6277960
    Type:
    Single Family
    Lot size:
    7.6 Acres
    Year built:
    1997
    A broker reciprocity listing Listing by: eRealty Advisors, Inc, (914) 712-6330
    View additional info

    This market has proven to be highly competitive, and I know it often feels like you're overpaying for a home. Well, not this time! Unbelievable value in this beautifully maintained and recently updated Custom Contemporary Home boasting over 8,000 SF of finished space. This 4 BR, 4.5 Bath has room for everyone and will impress all with the architecturally beautifully designed rooms by locally renowned architect. Grandeur welcomes as you enter through a custom door into a huge great room with vaulted ceiling and grand transparent openings into the great room with windows viewing the expansive backyard and back into the foyer. Graceful extra wide halls ramp up and down creating accessibility with no steps to get to each level of this grand home. Main floor has a large dining room and formal living room with custom built in wall cabinets. Both have fabulous lighting detail. The great room has an oversized elegant fireplace and vaulted ceiling and baby grand piano. The very large custom kitchen has all high end appliances, two sinks, granite counters and custom center island, recessed lighting and lighting for ambiance above and below counters. The expansive porcelain ceramic floors are gorgeous and are like new and have beautiful detail and are easy to care for and durable with little maintenance. The upper floor has 4 spacious bedrooms, including the master suite with balcony overlooking the private yard with a view of the glistening large pond. The lower level is perfect for parties, relaxation and extended guests. The removable windows create a huge screened in 4 season room with an indoor Endless Pool with surrounding area to lounge and enjoy the fresh air and cool breeze or in winter the propane fueled cast iron stove for warmth. This level has another bedroom, a kitchenette with granite counter, beverage center and sink and the 4th full bathroom, a total gym with Malibu equipment. Make everyday a vacation with enjoyment of the pool and patios, glistening ponds and bucolic views. Located on a cul-de sac near the Village of Goshen, conveniently located and only 50 minutes to NYC, 10 minutes to Garnet Medical Center and Crystal Run and 20 minutes to New York International Airport at Stewart and Northern NJ. Don't miss this Fabulous home!

    Beds:
    3
    Baths:
    2.00
    Sq.Ft.:
    1,096
    Status:
    Active
    MLS#:
    H6300132
    Type:
    Single Family
    Lot size:
    0.06 Acres
    Year built:
    1935
    A broker reciprocity listing Listing by: Keller Williams Hudson Valley, (845) 445-9810
    View additional info

    This lovely home boasts gorgeous unobstructed views of the famous Walton Lake! Enjoy swimming, boating fishing and a private dock area on Lakes road which is located directly across from the house. Located just minutes from Greenwood lake, motor boat enthusiasts! This well maintained home is tucked away on a private road where privacy abounds. Lots of great features including a beautiful new oversized deck to enjoy the awesome views, natural gas fireplace, NEW eat in kitchen, 2/3 bedroom/den, many custom built-ins.

    Beds:
    1
    Baths:
    1.50
    Sq.Ft.:
    717
    Status:
    Active
    MLS#:
    H6298216
    Type:
    Condo
    Year built:
    1987
    A broker reciprocity listing Listing by: BHG Real Estate Green Team, 866-544-6637
    View additional info

    This is a one-bedroom one and half one-and-a-half-bathroom apartment. The second-floor unit features a Vaulted Ceiling in the bedroom and living room, which also has a skylight. The unit has been freshly painted. The landlord requires the tenant to pay 1 Month of rent, 1 month of security, and a 1-month realtor fee paid at lease signing. Please fill out and submit a rental application and also submit a credit report.

    Beds:
    1
    Baths:
    1.50
    Sq.Ft.:
    970
    Status:
    Active
    MLS#:
    H6299012
    Type:
    Apartment
    Subdivision:
    Meadow Hill Apartments
    Year built:
    2017
    A broker reciprocity listing Listing by: Curasi Realty, Inc., (845) 457-9174
    View additional info

    Beautiful rental in Chester NY. The one bedroom 2nd floor unit offers so much. There are 9 foot ceilings, deck, central A/C, washer and dryer in each unit, granite counters in the kitchen, large closets, carpet in the bedrooms. Pavilion with a grilling area with beautiful views the Sugar Loaf Mountains. One hour to NYC, and close to highways, shopping, and transportation.

    Beds:
    1
    Baths:
    1.50
    Sq.Ft.:
    970
    Status:
    NEW LISTING
    MLS#:
    H6301512
    Type:
    Apartment
    Subdivision:
    Meadow Hill Apartments
    Year built:
    2017
    A broker reciprocity listing Listing by: Curasi Realty, Inc., (845) 457-9174
    View additional info

    Beautiful rental in Chester NY. The one bedroom 2nd floor unit offers so much. There are 9 foot ceilings, deck, central A/C, washer and dryer in each unit, granite counters in the kitchen, large closets, carpet in the bedrooms. Pavilion with a grilling area with beautiful views the Sugar Loaf Mountains. One hour to NYC, and close to highways, shopping, and transportation.

    Beds:
    2
    Baths:
    2.00
    Sq.Ft.:
    1,072
    Status:
    NEW LISTING
    MLS#:
    H6301504
    Type:
    Apartment
    Subdivision:
    Meadow Hill Apartments
    Year built:
    2016
    A broker reciprocity listing Listing by: Curasi Realty, Inc., (845) 457-9174
    View additional info

    Beautiful rental in Chester NY. The two bedroom 1st floor unit offers so much. There are 9 foot ceilings, deck, central A/C, washer and dryer in each unit, granite counters in the kitchen, large closets, carpet in the bedrooms. Pavilion with a grilling area with beautiful views of the Sugar Loaf Mountains. One hour to NYC, and close to highways, shopping, and transportation.

    Beds:
    3
    Baths:
    1.00
    Sq.Ft.:
    1,330
    Status:
    Active
    MLS#:
    H6290617
    Type:
    Apartment
    Lot size:
    0.14 Acres
    Year built:
    1973
    A broker reciprocity listing Listing by: HomeSmart Homes & Estates, (845) 547-0005
    View additional info

    Beautiful upper level apartment in this renovated bilevel style home. Gorgeous mountain views from living room and bedrooms. Large kitchen with beautiful stainless steel appliances; formal dining room; living room; three large bedrooms, primary suite has a walk in closet; full bath. Multiple closets. Great location due to private setting on a quiet side street but close to Village of Florida amenities with great shopping, restaurants/brewery. Fully furnished, just pack your bags and move in!

    Beds:
    3
    Baths:
    1.00
    Sq.Ft.:
    1,152
    Status:
    Active
    MLS#:
    H6290611
    Type:
    Multi-Family
    Lot size:
    0.14 Acres
    Year built:
    1973
    A broker reciprocity listing Listing by: HomeSmart Homes & Estates, (845) 547-0005
    View additional info

    Beautiful and bright first level apartment in this renovated bilevel style home. Sun filled unit with sliding glass door that walks out onto a side deck; lots of windows. Wood and tiled floors throughout. Large kitchen with dining room; living room, three bedrooms and a full bath. Multiple closets. Great location due to private setting on a quiet side street but close to Village of Florida amenities with great shopping, restaurants/brewery. Fully furnished, just pack your bags and move in!

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    900
    Status:
    Active
    MLS#:
    H6283364
    Type:
    Apartment
    Lot size:
    1.8 Acres
    Year built:
    1990
    A broker reciprocity listing Listing by: Weichert Realtors, (845) 782-4646
    View additional info

    FULLY AVAILABLE! 2 big bedrooms, central air, washer and dryer, and ground floor walkout to patio and grassy area. Primary bedroom has double closets. Deep pantry area for storage and a clean kitchen with stove, dishwasher and refrigerator. Located on the ground floor, go down the steps to the bottom level. Please submit a full application package for anyone over 18 that will be living there. 1st months' rent, 1 months' security deposit and 1 months' fee ($6,300) due at lease signing (bank certified check or money order, no personal checks accepted) Excellent location! Tenant will be responsible for all utilities. Owner runs a background check on all applicants. Pets may be accepted with owners approval. Unassigned lot parking (2 cars per household). Applications will be reviewed once all the documents are received (they MUST BE sent in 1 email in PDF format - no photos are accepted.)

    Beds:
    2
    Baths:
    1.00
    Sq.Ft.:
    960
    Status:
    Active
    MLS#:
    H6297804
    Type:
    Apartment
    Lot size:
    1.8 Acres
    Year built:
    1990
    A broker reciprocity listing Listing by: Weichert Realtors, (845) 782-4646
    View additional info

    Freshly painted and renovated. Ready for occupancy. 2 big bedrooms with new carpeting. Living room/dining room combination with new laminate flooring. Kitchen has black granite countertops, stainless steel appliances, and subway tile backsplash. Stacked washer and dryer included. Central air conditioning and natural gas for heat and cooking. The landlord pays the water, tenant pays all other utilities. Great location, easy access to RT 17 and shopping! Everyone over 18 who will be living there must fill out a separate application package from the owner. If the application is accepted, you must bring a money order or certified check to the lease signing for 1st months rent, 1 months security deposit and fee equal to 1 months rent ($6,300.00). Unassigned lot parking (limit 2 cars per household). A credit check and background report will be conducted by the owner and is required. Pets are at owners discretion, if accepted, rent is increased by $35 per pet - per month.

    Beds:
    4
    Baths:
    2.50
    Sq.Ft.:
    3,525
    Status:
    Active
    MLS#:
    H6281142
    Type:
    Single Family
    Lot size:
    0.96 Acres
    Year built:
    1968
    A broker reciprocity listing Listing by: Keller Williams Realty, (845) 928-8000
    View additional info

    No real estate fee. The landlord agreed to pay the fee. This four-bedroom, one full, one-half-bath bi-level offers a wood-burning fireplace (the landlord may or may not permit use), formal dining area, finished basement, and rear deck with plenty of space for storage and privacy as it is tucked away on a hill far from the road on almost one acre of land. It also has a 24x24 addition with a deck and private access. The landlord requires a credit score of 620+. The first month's rent and security (equivalent to the first month's rent) are due at lease signing. In addition, an application, full credit report, copy of driver's license/ID card, current or previous landlord referral letter, and three most recent paystubs must be submitted for review and potential approval. Pets (which will also require pet insurance) might be acceptable, but they must be at the interview to ensure it is friendly and not hyperactive, destructive, loud, dangerous, or out of control. Call to schedule your private showing today!

    The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of OneKey MLS, Inc. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright {{date year}}, OneKey MLS, Inc. All Rights Reserved.

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