Recently Sold Chester Homes

• 

  $457,500 Sold Jul 25, 2025

  • 1,842 Sq Ft
  • $248/SF
  • 32 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1970

  12 Mari Rd, Chester, NY 10918

  Welcome to the market a charming 4-Bedroom raised ranch in a peaceful Sugar Loaf neighborhood. Situated in a serene and friendly neighborhood with Warwick schools. This home features four bedrooms and 1.5 baths. Wall-to-wall carpets have been removed to reveal untouched original hardwood floors. The lower level offers a versatile space, ideal for a family room or home office,

  Ryan Degnan Howard Hanna Rand Realty

  12 Mari Rd, Chester, NY 10918
• 

  $525,000 Sold Jul 24, 2025

  • 2,122 Sq Ft
  • $247/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  11 Vista Dr, Chester, NY 10918

  Welcome to 11 Vista Drive, a spacious 4-bedroom, 3-bathroom home nestled in one of Chester’s most desirable neighborhoods. With 2,122 square feet of living space, this property offers plenty of room for a growing family to make lasting memories.Situated on a lovely lot with municipal water and sewer, this home provides both convenience and potential. While some updates are needed—such as

  James Feldhaus eXp Realty

  11 Vista Dr, Chester, NY 10918
• 

  $869,000 Sold Jul 24, 2025

  • 3,100 Sq Ft
  • $280/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  26 W Meadow Way, Chester, NY 10918

  TO BE BUILT-photo depicted is of another Skylark model built by Quality Craftsmen, Valentine Home Builders. THIS IS AN ABSOLUTELY STUNNING 5 ACRE LOT...SPECTACULAR VIEW. The Skylark Model CAN BE CUSTOM BUILT WITH DELIVERY BY SPRING. This brand new fabulous Colonial includes many comfortable features finished by quality guaranteed, Valentine Home Builders. This model offers an efficient home plan

  Nancy Sardo BHG Real Estate Green Team

  26 W Meadow Way, Chester, NY 10918
• 

  $735,000 Sold Jul 21, 2025

  • 2,980 Sq Ft
  • $247/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  189 Creamery Pond Rd, Chester, NY 10918

  MOVE right into this Exquisite CUSTOM COLONIAL with many upgrades and extras in the perfect commuter friendly, prestigious development, " Creamery Pond Estates " which is located in the charming hamlet of Sugar Loaf with all the unique shops where handcrafted, one of a kind gifts can be purchased ,boutiques, incredible restaurants, breweries, wineries, skiing, hiking , apple orchards, farmers

  Patricia Brady Keller Williams Realty

  189 Creamery Pond Rd, Chester, NY 10918
• 

  $310,000 Sold Jul 21, 2025

  • 1,086 Sq Ft
  • $285/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  4706 Whispering Hills, Chester, NY 10918

  ACCEPTED OFFER!- INSPECTION COMPLETED- CONTRACTS EXECUTED**Welcome to Whispering Hills – Where Comfort Meets Convenience!**Discover your dream home in this charming community, featuring 2 spacious bedrooms and 1.5 well-appointed bathrooms, complemented by a generous 2-car garage. The master suite is a true retreat, boasting a large walk-in closet and soaring cathedral ceilings that create

  Jessica Evans Keller Williams Hudson Valley

  4706 Whispering Hills, Chester, NY 10918
• 

  $665,000 Sold Jul 15, 2025

  • 2,608 Sq Ft
  • $255/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  174 Creamery Pond Rd, Chester, NY 10918

  Welcome to this beautifully maintained 4 bedroom, 2.5 bath Colonial nestled in the historic craft village of Sugar Loaf and award winning Warwick Valley Schools. This classic home offers timeless curb appeal, a spacious layout perfect for entertaining. The great room features an elegant stone fireplace, perfect for cozy evenings. A flowing layout with separate living, dining and great rooms

  Michele Tobin Keller Williams Realty

  174 Creamery Pond Rd, Chester, NY 10918
• 

  $690,000 Sold Jul 09, 2025

  • 2,592 Sq Ft
  • $266/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  2 Laura Dr, Chester, NY 10918

  Fall in love with this stunning updated 4-bedroom Colonial located in Sugar Loaf Heights within the Warwick School District. You will feel like you apparated into the latest issue of Better Homes & Gardens the moment you enter. Agents - better schedule extra long showings as your clients will never want to leave! Step into the inviting living room featuring warm hardwood floors, soft

  Virginia Corbett eXp Realty

  2 Laura Dr, Chester, NY 10918
• 

  $389,000 Sold Jul 09, 2025

  • 1,288 Sq Ft
  • $302/SF
  • 30 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1954

  19 Taurus Ave, Monroe, NY 10950

  Welcome to 19 Taurus Drive, a beautifully updated 3-bedroom, 2 bath ranch in Monroe Woodbury School District. With 1,288 sq ft of living space, this home blends modern upgrades with timeless charm. Step inside to find brand-new flooring alongside refinished hardwood floors, creating a warm and inviting feel. The updated bathroom features stylish finishes, adding a fresh, modern touch. The

  Christian Baez Keller Williams Hudson Valley

  19 Taurus Ave, Monroe, NY 10950
• 

  $75,000 Sold Jul 09, 2025

  • Land
  • 8 Acres
  • $10,000 per Acre

  • 73 Days On Market

  31 Leone Ln, Chester, NY 10918

  7.5 acres located in Leone Industrial Park in Chester. This is raw land and buyer will have to perform their due diligence regarding permits, etc. with town. There are some wetlands on this property, so there will be limitations on what can be built. Due diligence is a must.

  Carole McCann Hudson Heritage Realty

  31 Leone Ln, Chester, NY 10918
• 

  $411,000 Sold Jul 08, 2025

  • 1,528 Sq Ft
  • $269/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  100 Marian Ct, Warwick, NY 10990

  Step into a MINT beautiful 3-bedroom end-unit Townhouse gem, perfectly perched with panoramic views in Kings Estates! This spacious townhouse is move-in ready and offers the ideal blend of space, privacy, and everyday convenience. Enjoy municipal water, sewer, natural gas, central air, and NO HOA fees. Just one hour to NYC, it’s a commuter’s dream and ideally situated. Inside,

  Jennifer DiCostanzo RE/MAX Town & Country

  100 Marian Ct, Warwick, NY 10990
• 

  $700,000 Sold Jul 08, 2025

  • 2,452 Sq Ft
  • $285/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1974

  138 Dug Rd, Chester, NY 10918

  Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood

  Jake Garay Serhant LLC

  138 Dug Rd, Chester, NY 10918
• 

  $415,000 Sold Jul 03, 2025

  • 1,038 Sq Ft
  • $400/SF
  • 24 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  12 Oak St, Chester, NY 10918

  Located in a peaceful area on a picturesque corner lot in the Village of Chester, this ranch style home in the Cherry Heights neighborhood has been meticulously well maintained with perennial flowers, mature trees, and privacy hedges. Inside, the home boasts a spacious living room with a large picture window that offers views of the front covered porch and a vibrant Japanese maple tree. The

  Jennifer Loprieno Howard Hanna Rand Realty

  12 Oak St, Chester, NY 10918
• 

  $560,000 Sold Jul 01, 2025

  • 2,016 Sq Ft
  • $278/SF
  • 148 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  92 Pickerel Rd, Monroe, NY 10950

  Year end gifts are always wonderful to receive. Welcome to 92 Pickerel road Monroe, New York. A meticulous home awaiting its new owners and features including 3 to 4 bedrooms, 2 full baths, hardwood flooring, recently installed windows, roof, and boiler. A large eat in custom kitchen with granite, stainless appliances and Sub-Zero refrigeration. Dining room is adjacent and well placed.

  Richard Wawrynek Howard Hanna Rand Realty

  92 Pickerel Rd, Monroe, NY 10950
• 

  $725,000 Sold Jun 30, 2025

  • 3,626 Sq Ft
  • $200/SF
  • 34 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1993

  56 Sunset Ridge Rd, Monroe, NY 10950

  Welcome to 56 Sunset Ridge Road which sits by the private cozy cul-de-sac, a Magnificent backdrop on five luscious acres that envelope this tremendous center hall colonial. A beautiful driveway brings you home to your rocking chair front porch. Two story foyer gives way to the main level formal spaces. Living room, Dining Room, & a separate office leads you to an easy flowing, beautiful, recently

  Moses Schreiber MS Realty Group USA, Inc

  56 Sunset Ridge Rd, Monroe, NY 10950
• 

  $225,000 Sold Jun 30, 2025

  • 2,519 Sq Ft
  • $89/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1930

  242 Meadow Ave, Chester, NY 10918

  Newly listed Triplex. Showings must be okayed by the tenants. Additional Information: HeatingFuel:Oil Above Ground,

  Kathleen Strong Hudson Valley Griffith

  242 Meadow Ave, Chester, NY 10918
• 

  $340,000 Sold Jun 25, 2025

  • 1,320 Sq Ft
  • $258/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  904 Swan Hollow Rd, Monroe, NY 10950

  WOW!! WOW!! This home in a private community has been totally renovated from kitchen, bathrooms, flooring, painting and more. One of the great features is you can sit outside on your patio and have a total lake view. This complex includes pools, clubhouse, playground and more. You are also close to all nature activities, shopping and easy access to major highways. HOA is 656.98 and includes

  Stephen Ramundo Keller Williams Valley Realty

  904 Swan Hollow Rd, Monroe, NY 10950
• 

  $334,900 Sold Jun 20, 2025

  • 1,331 Sq Ft
  • $252/SF
  • 185 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  1610 Whispering Hills, Chester, NY 10918

  Discover your perfect commuter condo in the Whispering Hills Neighborhood of Chester! This beautiful end unit features three spacious bedrooms and two and a half baths. As you step inside, you'll find a bright and airy open living space that showcases the well maintained hardwood floors and charming fireplace, which provides a cozy atmosphere for gatherings during the cooler months. Off the side

  Patricia Sassi RE/MAX Benchmark Realty Group

  1610 Whispering Hills, Chester, NY 10918
• 

  $460,000 Sold Jun 18, 2025

  • 1,576 Sq Ft
  • $292/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  55 Hudson St, Chester, NY 10918

  Nestled on a dead end st in the heart of the Village of Chester, and lovingly cared for by the original family since 1956 is this meticulously maintained 3-bedroom ranch offering all the right elements you're looking for set in a village neighborhood location you simply can't beat. First floor consists of a galley kitchen, dining area, large livingroom with fireplace, full bath, office and two

  Lynelle Alessi Keller Williams Hudson Valley

  55 Hudson St, Chester, NY 10918
• 

  $899,999 Sold Jun 18, 2025

  • 3,167 Sq Ft
  • $284/SF
  • 163 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2023

  29 Meadow Ave, Chester, NY 10918

  The Fabulous Charlotte Model is up, sided and interior paint and trim/mill work work is completed. This 3167 sf ranch is located in a very favorable commuter locale, 5 minutes to all highways. A 500 sf finished bonus room above the garage. The 4 acres on which the home sits, is an exceptional piece of land to own, corner of Cul de sac for additional privacy. The exterior features front & side

  Nancy Sardo BHG Real Estate Green Team

  29 Meadow Ave, Chester, NY 10918
• 

  $551,225 Sold Jun 17, 2025

  • 1,916 Sq Ft
  • $288/SF
  • 38 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  152 Lake Region Blvd, Monroe, NY 10950

  Discover cozy lakeside living in this beautifully updated 4-bedroom, 2.5-bathroom home nestled in the desirable Lake Region Estates community. With 1,916 sq ft of comfortable living space, this move-in ready gem offers the perfect blend of modern updates and serene charm.Enjoy brand new flooring throughout the upstairs, a new roof, Anderson casement windows, and a spacious deck perfect for

  Raynilson Vasquez eXp Realty

  152 Lake Region Blvd, Monroe, NY 10950
• 

  $875,000 Sold Jun 13, 2025

  • 4,021 Sq Ft
  • $218/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  157 Creamery Pond Rd, Chester, NY 10918

  Welcome to Creamery Estates of Sugarloaf, where your dream home awaits just an hour’s drive from New York City. Nestled within walking distance of the charming downtown hamlet of Sugarloaf, this lovely residence is minutes away from schools, boutique shops, restaurants, grocery stores, the Sugar Loaf Performing Arts Center, wineries, breweries, apple orchards, the Appalachian trails, local

  Carla Terranova Keller Williams Realty

  157 Creamery Pond Rd, Chester, NY 10918
• 

  $800,000 Sold Jun 06, 2025

  • 3,418 Sq Ft
  • $234/SF
  • 110 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1978

  118 Murray Dr, Chester, NY 10918

  Nestled on 2.8 acres of lush, mature landscaping that borders the serene Goosepond Mountain State Park, this custom-designed contemporary ranch showcases a timeless blend of materials, with stone and brick construction lending both character and durability. Crafted by its original owners with meticulous attention to detail, the home offers a harmonious connection to its natural surroundings. A

  Brian Caplicki Keller Williams Hudson Valley

  118 Murray Dr, Chester, NY 10918
• 

  $290,000 Sold Jun 05, 2025

  • 1,118 Sq Ft
  • $259/SF
  • 30 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  4401 Whispering Hills Dr, Chester, NY 10918

  Move-in ready, this attractive two-bedroom, one-bath townhouse with attached one car garage is located in the sought-after Whispering Hills Community of Chester. This second-floor end unit features hardwood floors in the main living areas, a vaulted ceiling, and inviting wood-burning fireplace. A sliding door off the living room opens to a private deck, perfect for relaxing. The kitchen,

  Annmarie Kovacs Howard Hanna Rand Realty

  4401 Whispering Hills Dr, Chester, NY 10918
• 

  $960,000 Sold Jun 05, 2025

  • 5,312 Sq Ft
  • $181/SF
  • 45 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2010

  53 Gibson Hill Rd, Chester, NY 10918

  This house was built custom. You won't find another house like this one. Total privacy with this spectacular home sits in the middle of 3.1 mature acres which includes a beautiful natural waterfall. Surrounded by 400 plus acres of state owned land that can never be developed. Hike from your backyard to the Appalachian trial. Grand entryway with cathedral ceilings and heated marble floors.

  Roxanne Hartman Timothy W. Kramer

  53 Gibson Hill Rd, Chester, NY 10918
• 

  $415,000 Sold May 30, 2025

  • 1,144 Sq Ft
  • $363/SF
  • 16 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1978

  18 Miller Dr, Chester, NY 10918

  **(10-12 Cancelled- Saturday 4/12 due to weather)** Nestled on a quiet cul-de-sac in the heart of Chester Village, this meticulously maintained 3-bedroom ranch offers all the right elements you're looking for—paired with a village neighborhood location you simply can't beat. With hardwood floors in excellent condition hidden beneath the carpeting, a spacious eat-in kitchen, and the warmth of a

  Jennifer DiCostanzo RE/MAX Town & Country

  18 Miller Dr, Chester, NY 10918
• 

  $609,000 Sold May 30, 2025

  • 2,032 Sq Ft
  • $300/SF
  • 50 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2019

  2 Bell Way, Chester, NY 10918

  This STUNNING Chester home with Chester Schools that sits on 0.36 acre of privacy is now available for you to call Home!!In the Center of Chester & Great location! Enter into a spacious Living room with with plenty of natural window light.A formal dining room with modern light fixtures & sliders that lead to a back deck. House is built in 2019 !!! fresh out of the box, trendy and modern, & plenty

  Shia Lieberman Blooming Realty

  2 Bell Way, Chester, NY 10918
• 

  $1,350,000 Sold May 30, 2025

  • 4,350 Sq Ft
  • $310/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  154 Hambletonian Rd, Chester, NY 10918

  Welcome to this breathtaking equestrian estate nestled on close to 24 acres of Chester’s picturesque farmland in the Warwick Valley School district. This meticulously maintained colonial home offers 4 bedrooms, a den, and 3.5 baths, blending classic charm with modern luxury. A massive entryway greets you into the home. It boasts a chef’s kitchen featuring a Wolf stove, Sub-Zero refrigerator,

  Claudia Lepore Keller Williams Realty

  154 Hambletonian Rd, Chester, NY 10918
• 

  $530,000 Sold May 19, 2025

  • 1,932 Sq Ft
  • $274/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  3 Grant Dr, Monroe, NY 10950

  Welcome to this meticulously cared-for home in the highly sought-after Monroe Woodbury School District, offering a perfect blend of space, comfort, and modern updates. Sitting on a generous, private 1/3-acre lot, this spacious 1,932 sq ft home features three large bedrooms, each with ample closet space, and a dedicated home office ideal for remote work. The home boasts two full bathrooms—one on

  Rosalie Cook Weichert Realtors

  3 Grant Dr, Monroe, NY 10950
• 

  $617,000 Sold May 19, 2025

  • 2,676 Sq Ft
  • $231/SF
  • 146 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1835

  1301 Kings Hwy, Chester, NY 10918

  Located just outside the quaint village of Sugar Loaf sits this 1835 farm house. Situated on 2.3 acres with a creek, this warm and inviting center hall colonial style house offers plenty of authentic character of yesterday, including a covered porch, mud room, 2 fireplaces and wide plank floors. There are 4 bedrooms and 2 full and 1 half baths. Yet modern day upgrades include renovated baths and

  Susan Walski Keller Williams Hudson Valley

  1301 Kings Hwy, Chester, NY 10918
• 

  $475,000 Sold May 15, 2025

  • 1,500 Sq Ft
  • $317/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  11 N Hudson St Unit N, Chester, NY 10918

  WOW! Beautiful, sunny, bright and totally RENOVATED home. Brand new kitchen, new floors, new bathrooms (one just added), new driveway, doors, new roof, new stone stairways, new patio and walkways in the front and back and more. Featuring quality construction throughout, enjoy a modern, clean spacious feeling floorplan with the added conveniences of a finished, walk-up attic, full, dry,

  Layla Rose Boyles Century 21 Realty Center

  11 N Hudson St Unit N, Chester, NY 10918
• 

  $750,000 Sold May 15, 2025

  • 2,276 Sq Ft
  • $330/SF
  • 16 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1999

  16 Spectrum Dr, Chester, NY 10918

  Set on 5 private acres, this beautifully maintained Colonial offers the perfect combination of tranquility and convenience. With 2,276 sq. ft. of living space (not including the finished basement), this home features a pristine kitchen, a cozy living room with a fireplace, and a versatile lower level ready to suit your needs—whether as a recreation space, home office, or gym. Designed for both

  John Olivero Keller Williams Realty

  16 Spectrum Dr, Chester, NY 10918
• 

  $338,000 Sold May 15, 2025

  • 1,282 Sq Ft
  • $264/SF
  • 69 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  4120 Whispering Hills Dr, Chester, NY 10918

  Beautiful two bedroom townhouse located in the highly desirable community of Whispering Hills. Nothing to do but move right in to this gorgeous condo in a Pet Friendly community. Recently renovated and freshly painted with an updated kitchen and bathrooms make this a lovely place to call home. Throughout the home is freshly painted, new light fixtures, new cordless shades. The spacious family

  Joseph Paoli Howard Hanna Rand Realty

  4120 Whispering Hills Dr, Chester, NY 10918
• 

  $829,000 Sold May 12, 2025

  • 2,700 Sq Ft
  • $307/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  30 Meadow Ave, Chester, NY 10918

  NEW CONSTRUCTION @ Warwick Ridge II~LOT 3 is TO BE BUILT. The new BELAIRE model, just under 2700 sf , IS TO BE BUILT; UNDER CONSTRUCTION on an absolutely dreamy, clear 5.23 acre lot in the Town of Warwick, NY. This model offers a first floor bedroom and a 3/4 bathroom, as well..The road is private and home will be at the end of the cul de sac. The pictures shown are from a previously built

  Nancy Sardo BHG Real Estate Green Team

  30 Meadow Ave, Chester, NY 10918
• 

  $453,000 Sold May 08, 2025

  • 2,358 Sq Ft
  • $192/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  16 Academy Ave, Chester, NY 10918

  Step into timeless charm and modern convenience with this spacious 3-bedroom, 2-bathroom home, offering 2,358 sqft of thoughtfully designed living space. Incredibly spacious first-floor primary suite with a full bathroom offers privacy and convenience. Naturally bright throughout the main level. The kitchen features granite countertops with an island, open-concept dining room and sliding door to

  Celina Rofer Howard Hanna Rand Realty

  16 Academy Ave, Chester, NY 10918
• 

  $315,000 Sold May 06, 2025

  • 1,086 Sq Ft
  • $290/SF
  • 72 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1984

  2706 Whispering Hills, Chester, NY 10918

  Welcome to this beautiful and cozy 2 bedrooms condo with 1.5 bathrooms and 2 car garages in a beautiful neighborhood of Whispering Hills. The 1st level is wonderfully laid out with a great size living room and its fireplace to a dining room with new engineer wood floor throughout the first floor. Fully renovated kitchen with new cabinets, granite countertops & backsplash and great stainless

  Anita S. Cristiano HomeSmart Homes & Estates

  2706 Whispering Hills, Chester, NY 10918
• 

  $869,000 Sold May 05, 2025

  • 4,200 Sq Ft
  • $207/SF
  • 146 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1993

  46 Brookview Dr, Monroe, NY 10950

  4200 sq-ft Mother/Daughter Colonial on 5.7 wooded acres in Trout Brook Estates, a 20 home 5+ acre subdivision in the Town of Chester. Monroe-Woodbury schools. Just minutes from train, bus, highways, and shopping. 5 miles from Village of Monroe. Updated kitchen and bathrooms. New roof (2020). Walk-in closets. Huge finished basement. Amenities include: granite counters, hardwood floors,

  David White Owner Entry.com

  46 Brookview Dr, Monroe, NY 10950
• 

  $560,000 Sold May 02, 2025

  • 2,092 Sq Ft
  • $268/SF
  • 43 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  69 High St, Chester, NY 10918

  This STUNNING Chester home with Chester Schools that sits on 1 acre of privacy is now available for you to call Home!! Enter into a spacious Living room with with plenty of natural window light and a wood burning fireplace. A formal dining room with modern light fixtures & sliders that lead to a back deck. An updated eat-in kitchen with NEW granite counters and island! NEW stainless steel

  Sandra Arnez Keller Williams Hudson Valley

  69 High St, Chester, NY 10918
• 

  $1,450,000 Sold May 02, 2025

  • 5,638 Sq Ft
  • $257/SF
  • 327 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2022

  151 Kings Highway Bypass, Chester, NY 10918

  Nestled on a picturesque 14-acre lot overlooking Sugarloaf, the Adirondack timber frame home stood as a testament to impeccable craftsmanship and luxurious living. Every detail of this 4-bedroom, 5-bath retreat exuded elegance and comfort. The great room, with its soaring ceilings and grand stone fireplace, offered breathtaking views of the rolling landscape. No expense was spared in the gourmet

  John Olivero Keller Williams Realty

  151 Kings Highway Bypass, Chester, NY 10918
• 

  $405,000 Sold Apr 30, 2025

  • 1,222 Sq Ft
  • $331/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  16 Kerner Dr, Chester, NY 10918

  This Kerner Drive classic home is now waiting for its next owner! With 3 bedrooms, this ranch home is brimming with potential and is close to shopping, schools, parks and major roadways. The main level boasts a comfortable layout, while the walk-out lower level provides the perfect opportunity to add extra living space or create a versatile retreat. Hidden beneath the carpeting, the hardwood

  Patricia Sassi RE/MAX Benchmark Realty Group

  16 Kerner Dr, Chester, NY 10918
• 

  $607,700 Sold Apr 29, 2025

  • 3,385 Sq Ft
  • $180/SF
  • 107 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1981

  142 Laroe Rd, Chester, NY 10918

  Welcome to a stunning retreat at 142 Laroe Rd, Chester, NY 10918—, offering a harmonious blend of elegance, space, and functionality. Covering a generous floor size of 3,385 square feet on an expansive lot of 69,696 square feet, this magnificent property promises spacious living, comfort, and captivating beauty both indoors and outdoors.This five-bedroom, three-bathroom masterpiece is designed to

  Peter Persaud HomeSmart Homes & Estates

  142 Laroe Rd, Chester, NY 10918

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