Homes for sale under $700k in Chester, NY

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NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
ONE LEVEL LIVING/ EASY COMMUTE- with additional space upstairs and down! . .. Don't miss this beautiful TURN-KEY Arts & Crafts-style FARMHOUSE TO BE BUILT! . .. .. COME AND FULLY CUSTOMIZE this 4-bdrm, 3 bath, 2,106+/- sq. ft home (including bonus room)! LARGE MAIN FLOOR PRIMARY BEDROOM with ENSUITE BATH & WALK-IN CLOSET plus A SECOND MAIN FLOOR BEDROOM (NURSERY, OFFICE, CRAFT ROOM ETC. ). FANTASTIC VAULTED FAMILY ROOM WITH LARGE FIREPLACE (GAS OR WOOD-BURNING), GOURMET KITCHEN with eat-in breakfast area and PANTRY including a convenient pass-through window to the family room! Separate DINING ROOM with French doors to the back plus a FULL HALL BATH and convenient LAUNDRY area

$699,990

4 beds3 baths1,867 sq ft

34 Mountainside Dr, Chester, NY 10918

Pantry • Gourmet kitchen • Dining room

Listing by Our House Real Estate Group

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Step into this newly renovated contemporary ranch, where comfort meets value on 6.3 acres of peaceful living. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home has been beautifully renovated with new plumbing, spotlights, flooring, kitchen, painting, and full wiring for a camera and security system. Enjoy a large eat-in kitchen, formal dining room, cozy family room, and a bright attic with a full bedroom and bath — ideal for guests or a private retreat. The seller made major improvements, giving the home a fresh, modern feel that looks and feels brand new. Located in a quiet neighborhood with friendly neighbors and easy access to shopping areas. An opportunity you don’t

$699,000

4 beds3.5 baths3,472 sq ft

220 Oxford Rd, Chester, NY 10918

New plumbing • New kitchen • New flooring

Listing by Exit Realty Venture

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Welcome to this beautifully maintained colonial with a charming wrap-around front porch, set on 1.5 private acres within the sought-after Monroe-Woodbury School District. Offering over 3,100 square feet of living space, this 5-bedroom, 2.5-bath home blends timeless style with thoughtful design. Step inside the two-story foyer and you’ll find a bright, flowing layout designed for both everyday living and effortless entertaining. Gleaming hardwood floors, generous living spaces, and quality finishes create a warm and welcoming atmosphere throughout. The family room features a vaulted ceiling, wood-burning fireplace, and abundant natural light—beautifully showcased from the open up

$674,999

5 beds2.5 baths3,115 sq ft

507 Bull Mill Rd, Chester, NY 10918

1.5 acre lot • 2 garage spots • Built 2003

Listing by Keller Williams Hudson Valley

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
This colonial home is truly designed for both family living and entertaining. Upon entering, a two-story entry provides easy access to all areas without needing to pass through other rooms unnecessarily. The spacious kitchen is a highlight, featuring oak cabinets, a pantry, updated appliances and a tiled backsplash and floor. For more casual gatherings, the family room offers hardwood floors. For more formal entertaining, the living room and dining room provide excellent spaces for hosting guests. The primary bedroom is a luxurious retreat, boasting a whirlpool tub, a separate shower and a walk-in closet. The additional bedrooms are all well-lit and offer ample space. The laundry is conveni

$650,000

5 beds3.5 baths2,550 sq ft

3 Derose Ln, Chester, NY 10918

Large deck • Two story entry • Spacious kitchen

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Welcome to 65 Oxford Springs Road, Chester, NY a custom-built Country Contemporary set on a private, 2.3-acre hilltop. This property offers the perfect mix of privacy, space, and convenience, all just minutes from the NYS Thruway, local state parks, and about 50 minutes from NYC. Inside, the home features a bright, open floor plan with plenty of natural light. You’ll find rich hardwood floors, custom trim work, and impressive 26-foot ceilings that give the main living area a spacious, inviting feel. The living room centers around a striking stone fireplace and flows into a modern granite kitchen with an oversized island and stainless steel appliances ideal for both everyday living and

$650,000

5 beds3.5 baths3,617 sq ft

65 Oxford Springs Rd, Chester, NY 10918

Rich hardwood floors • Stone fireplace • Custom trim work

Listing by eXp Realty

Property at 80 Pewter Cir, Chester, NY 10918, 3 beds, 2.5 baths

$534,900

3 beds2.5 baths1,946 sq ft

80 Pewter Cir, Chester, NY 10918

Listing by BHG Real Estate Green Team

Property at 391 Bull Mill Rd, Chester, NY 10918, 3 beds, 2 baths

$519,999

3 beds2 baths1,800 sq ft

391 Bull Mill Rd, Chester, NY 10918

Listing by Century 21 Realty Center

Property at 25 High St, Chester, NY 10918, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths2,898 sq ft

25 High St, Chester, NY 10918

Listing by Christie's Int. Real Estate

Property at 16 Mari Rd, Chester, NY 10918, 4 beds, 3 baths

$500,000

4 beds3 baths2,098 sq ft

16 Mari Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 70 Main St, Chester, NY 10918, 4 beds, 2.5 baths

$475,000

4 beds2.5 baths1,357 sq ft

70 Main St, Chester, NY 10918

Listing by Keller Williams Hudson Valley

Property at 39 Shore Dr, Blooming Grove, NY 10914, 2 beds, 2.5 baths

$465,000

2 beds2.5 baths2,282 sq ft

39 Shore Dr, Blooming Grove, NY 10914

Listing by Windsor Realty Services Inc

Property at 69 Shore Dr, Blooming Grove, NY 10914, 1 bed, 1 bath

$449,000

1 bed1 bath1,192 sq ft

69 Shore Dr, Blooming Grove, NY 10914

Listing by Corcoran Baer & McIntosh

Property at 84 Pine Hill Rd, Chester, NY 10918, 3 beds, 1 bath

$425,000

3 beds1 bath1,266 sq ft

84 Pine Hill Rd, Chester, NY 10918

Listing by eRealty Advisors, Inc

Property at 18 Oakland Ave, Chester, NY 10918, 2 beds, 1 bath

$369,900

2 beds1 bath1,084 sq ft

18 Oakland Ave, Chester, NY 10918

Listing by Keller Williams Realty

Property at 1503 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$339,900

3 beds2.5 baths1,331 sq ft

1503 Whispering Hls, Chester, NY 10918

Listing by Century 21 E & M Williams Rlty

Property at 2104 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,331 sq ft

2104 Whispering Hls, Chester, NY 10918

Listing by ARC Realty 1 in Sales

Property at 1401 Whispering Hls, Chester, NY 10918, 2 beds, 1 bath

$295,000

2 beds1 bath1,084 sq ft

1401 Whispering Hls, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 2812 Whispering Hls, Chester, NY 10918, 2 beds, 1 bath

$290,000

2 beds1 bath1,084 sq ft

2812 Whispering Hls, Chester, NY 10918

Listing by Exit Realty Connections

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Nearby homes that match your criteria

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Charming Opportunity Awaits! * * Discover the perfect blend of privacy and potential with this beautifully maintained cozy home, nestled on a spacious, flat lot with ample frontage. Located in a highly sought-after area, this property offers a fantastic opportunity to build your dream home or even consider a subdivision, Currently, you can design and construct a stunning 3,500 sq. ft. residence, complete with a half above-ground basement. Additionally, there’s ample space to possibly add another home on the other side of the lot, providing endless possibilities for investment or multi-family living. Don’t miss out on this rare opportunity to secure a prime piece of real estate

$699,000

2 beds1.5 baths1,006 sq ft

252 Schunnemunk Rd, Monroe, NY 10950

Spacious flat lot • Ample frontage • 0.54 acre lot

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
COME SEE THIS BEAUTIFUL PROPERTY AND FALL IN LOVE!! FROM YOUR DRIVEWAY TO THE GEORGE WASHINGTON BRIDGE IN UNDER AN HOUR!! Custom-Built Cape with Over 4,300 Sq Ft of total living space on 1.7 Private Acres!!! Welcome to this exceptional custom-built Cape-style home, proudly set on 1.7 acres of professionally landscaped grounds. Offering a peaceful setting with outdoor space to truly revel in natures beauty, this property combines quality, comfort, and serenity—all just minutes from all major NYC commuting channels, award winning restaurants, wineries, farm stands and the areas best shopping! Enjoy the views of your incredible back yard while enjoying meals or coffee on your expansive

$674,999

3 beds4.5 baths4,324 sq ft

331 Ridge Rd, Campbell Hall, NY 10916

Large eat in kitchen • Custom built cape • Expansive rear deck

Listing by Cronin & Company Real Estate

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Welcome to your dream home in the heart of Monroe, NY—where modern elegance meets everyday convenience. This beautifully appointed 1,987 sq ft raised ranch offers a perfect blend of contemporary design, generous living space, and a prime location just one hour from New York City. With 3 spacious bedrooms, 2 updated bathrooms, and a layout crafted for both comfort and style, this home is ready to impress even the most discerning buyer. Step into the open-concept main level, where natural light fills the space and seamlessly connects the living room, dining area, and kitchen. The modern kitchen is the true centerpiece—thoughtfully designed with sleek marble countertops, high-end f

$660,000

3 beds2 baths1,987 sq ft

39 Peddler Hill Rd, Monroe, NY 10950

Marble countertops • Modern kitchen • Prime location

Listing by Keller Williams Hudson Valley

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The home sits on an unfinished basement, offering excellent storage or the opportunity to create additional living space. There is also room to expand out the back, making this a property with true long-term flexibility. A cozy pellet stove insert brings warmth and character to the main living space, whi

$660,000

5 beds2 baths2,220 sq ft

33 Winchester Dr, Monroe, NY 10950

0.46 acre lot • 2 garage spots • Pool

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Step into history with this exceptional offering—two distinct homes nestled on a picturesque wooded lot. Built in the 1800s, the primary residence exudes old-world charm, featuring 4 bedrooms, 3.5 baths, and 2,622 sq. ft. of character-filled living space. From its timeless architecture to its spacious layout, this home offers warmth and charm at every turn. The second home, a more modern retreat, provides 880 sq. ft. with 2 bedrooms and 1 bath—perfect for multigenerational living, guest accommodations, or rental income to offset taxes or mortgage costs. Conveniently located just off the highway yet tucked away for privacy, this unique property offers versatility, history, and op

$650,000

6 beds4.5 baths3,502 sq ft

75 Old Minisink Trl, Goshen, NY 10924

2.9 acre lot • Built 1800 • Listed 42 days

Listing by Keller Williams Realty

ABOUT THIS HOME
Homes for sale under $700k in Chester, NY
Embrace the Quiet Country Lifestyle – Just 1.5 Hours from NYC! Discover the best of both worlds in this spacious raised ranch set on over 3 acres of lush, wooded grounds in beautiful Monroe. With 4 bedrooms, 2.5 baths, and over 3,000 sq. ft. of living space, this home is perfectly designed for comfort, flexibility, and entertaining. Main Level Living Enter through the welcoming front landing that opens to both the main and lower levels. The main floor flows into an eat-in kitchen with brand-new counters, stainless steel appliances, and a charming brick oven that shares a double-sided fireplace with the cozy living room. A formal dining room and an adjoining 3-season sunroom with cath

$649,000

4 beds2.5 baths2,467 sq ft

27 Jean Dr, Monroe, NY 10950

Brand-new counters • Charming brick oven • Over 3 acres

Listing by RE/MAX Team

Property at 4 Mack Pl, Monroe, NY 10950, 3 beds, 2.5 baths

$645,000

3 beds2.5 baths2,402 sq ft

4 Mack Pl, Monroe, NY 10950

Listing by Flag Realty Group

Property at 65 Hawxhurst Rd, Monroe, NY 10950, 5 beds, 1.5 baths

$639,000

5 beds1.5 baths2,600 sq ft

65 Hawxhurst Rd, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 14 Cameron Ln, Goshen, NY 10924, 4 beds, 2.5 baths

$635,000

4 beds2.5 baths2,588 sq ft

14 Cameron Ln, Goshen, NY 10924

Listing by Hudson Valley Griffith

Property at 129 Barnes Rd, Washingtonville, NY 10992, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,284 sq ft

129 Barnes Rd, Washingtonville, NY 10992

Listing by Blooming Realty

Property at 15 Cropsey St Unit 15-3A, Warwick, NY 10990, 2 beds, 2 baths

$625,000

2 beds2 baths1,823 sq ft

15 Cropsey St Unit 15-3A, Warwick, NY 10990

Listing by Howard Hanna Rand Realty

Property at 31 Rose St, Florida, NY 10921, 3 beds, 1.5 baths

$599,999

3 beds1.5 baths2,015 sq ft

31 Rose St, Florida, NY 10921

Listing by Realty Executives Exceptional

Property at 106 Maple Ave, Monroe, NY 10950, 3 beds, 2 baths

$599,999

3 beds2 baths1,755 sq ft

106 Maple Ave, Monroe, NY 10950

Listing by Terrie OConnor

Property at 33 Island View Ave, Monroe, NY 10950, 4 beds, 3 baths

$595,000

4 beds3 baths1,952 sq ft

33 Island View Ave, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 2 Berry Rd, Monroe, NY 10950, 4 beds, 2 baths

$579,900

4 beds2 baths2,222 sq ft

2 Berry Rd, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 52 Gregory Dr, Goshen, NY 10924, 5 beds, 2.5 baths

$579,900

5 beds2.5 baths2,988 sq ft

52 Gregory Dr, Goshen, NY 10924

Listing by Hudson Valley Griffith

Property at 132 Neptune Dr, Monroe, NY 10950, 4 beds, 3.5 baths

$575,000

4 beds3.5 baths2,280 sq ft

132 Neptune Dr, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 78 Pickerel Rd, Monroe, NY 10950, 4 beds, 2.5 baths

$569,999

4 beds2.5 baths2,040 sq ft

78 Pickerel Rd, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 12 Sulky Way, Goshen, NY 10924, 2 beds, 2.5 baths

$569,000

2 beds2.5 baths1,727 sq ft

12 Sulky Way, Goshen, NY 10924

Listing by Keller Williams Realty

Property at 12 Juniper Ln, Monroe, NY 10950, 4 beds, 3 baths

$559,000

4 beds3 baths2,288 sq ft

12 Juniper Ln, Monroe, NY 10950

Listing by Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of Fri Nov 28 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes for sale under $700k in Chester

There are currently 18 homes for sale under $700k in Chester. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chester stay on the market for 39 days and receive 4 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 4 homes have been sold in Chester. In addition to houses in Chester, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Chester last month. Find your dream home in Chester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chester. Our Chester real estate stats and trends will give you more information about home buying and selling trends in Chester. If you're looking to sell your home in the Chester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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