Walton Park, NY Homes for Sale

/41
$1,159,900
- 4 Beds
- 5 Baths
- 4,624 Sq Ft
16 Lori Ln, Chester, NY 10918

Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the

Randolph Rogers

eXp Realty

(845) 493-2930

16 Lori Ln, Chester, NY 10918
/48
$1,100,000
- 5 Beds
- 4 Baths
- 5,312 Sq Ft
53 Gibson Hill Rd, Chester, NY 10918

Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene

Ammar Iqbal

eXp Realty

(845) 328-2396

53 Gibson Hill Rd, Chester, NY 10918
/44
$450,000
- 4 Beds
- 2 Baths
- 1,642 Sq Ft
82 Southside Dr, Monroe, NY 10950

Welcome to 82 Southside Dr in Monroe — a beautifully renovated ranch-style home offering effortless one-level living in the highly sought-after Monroe-Woodbury School District. This 4-bedroom, 2-bath home features a versatile layout with an additional home office or den, ideal for remote work, a playroom, or guest space. Fully renovated from top to bottom, the home showcases brand-new flooring

Ammar Iqbal

eXp Realty

(329) 214-0985

82 Southside Dr, Monroe, NY 10950
/40
$960,000
- 4 Beds
- 4.5 Baths
- 4,507 Sq Ft
27 Deangelis Dr, Monroe, NY 10950

Welcome to 27 DeAngelis Drive, a spectacular 4-bedroom, 3.5-bath colonial nestled in the prestigious Estates of Briarcliff, a sought-after community masterfully crafted by renowned builder Lennar. Offering over 4,000 sq ft of elegantly appointed living space on nearly half an acre, this meticulously maintained home impresses from the moment you arrive with beautiful exterior soffit lighting and a

Rosemary DelliCarpini

eXp Realty

(329) 216-0348

27 Deangelis Dr, Monroe, NY 10950
/9
$234,999
- Land
- 5.6 Acres
- $41,964 per Acre
0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950

Build your dream home on this 5+ acre raw land with water and scenic views of Shadowmere Lake. Just off of Brower Rd on one side and Oak Rd on the other. Highly sought after location in Monroe with privacy and woods. Located within the Monroe/Woodbury schools and just 50 miles from the city makes this a great commuter location close to the bus park and ride, Tuxedo train station and Woodbury

Brenda Otero

HomeSmart Homes & Estates

(845) 684-9202

0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950
/50
$675,000
- 4 Beds
- 3.5 Baths
- 2,236 Sq Ft
349 Mountain Ave, Monroe, NY 10950

Centrally located in Monroe, this spacious 4br, 3.5 bath colonial sits on a level .78 acres and offers the perfect blend of comfort, convenience and outdoor enjoyment. Built in 1999 and thoughtfully updated, the home features a large expansive yard with a beautiful inground heated pool, hot tub and charming pool house/loft- an ideal setup for summer entertaining or weekend relaxation. Inside

Joan Wortmann

Weichert Realtors

(329) 888-5781

349 Mountain Ave, Monroe, NY 10950
/45
$559,000

$31K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,916 Sq Ft
22 Cambridge Cir, Monroe, NY 10950

Impeccably maintained contemporary raised ranch in Lake Region Estates on prime corner lot, featuring an open floor plan ideal for everyday living and entertaining. Updated kitchen with center island, stainless steel appliances, and a bright garden window perfect for herbs and plants. Spacious living room offers a cathedral ceiling and oversized windows for abundant natural light. Dining area

Jade Oliverio

Howard Hanna Rand Realty

(329) 666-0425

22 Cambridge Cir, Monroe, NY 10950
/41
$745,000
- 4 Beds
- 2.5 Baths
- 2,250 Sq Ft
5 Deangelis Dr, Monroe, NY 10950

Welcome to this beautifully maintained four-bedroom, two-and-a-half-bath home in the highly coveted Briar Cliff Estates. Offering approximately 2,162 square feet of thoughtfully designed living space, this property combines comfort, style, and functionality in one inviting package. Step into an open layout ideal for gatherings and cozy evenings alike. The spacious primary bedroom provides a quiet

Joel Ayala

HomeSmart Homes & Estates

(329) 210-5817

5 Deangelis Dr, Monroe, NY 10950
/6
$779,900
- 4 Beds
- 2.5 Baths
- 2,520 Sq Ft
126 Steven Ct, Monroe, NY 10950

~~ MONROE NEW CONSTRUCTION IS UNDERWAY WITH EST DELIVERY SEPT 1ST. ~~ "A REAL BEAUTY" - Perched on a knoll! Contemporary Colonial with welcoming rocking chair front porch! Municipal Sewer & Natural Gas! Quality Construction, Superb Craftsmanship! Fabulous "Open" Floorplan! 2 story entrance! 9 Ft ceilings! 4 Bedrooms! Great room with gas fireplace with stone surround & office/den! Formal dining

Rita Geissler ARC Realty 1 in Sales

126 Steven Ct, Monroe, NY 10950
/49
$600,000

$50K PRICE DROP
- 5 Beds
- 3 Baths
- 2,983 Sq Ft
9 Mount Ridge Ct, Monroe, NY 10950

Spacious Center Hall Colonial with open concept kitchen, fireplace, deck, and large primary suite with walk-in closets. A dramatic two-story entry leads to an open concept kitchen with abundant counter space, large dinette area, and sliding doors to a spacious deck --perfect for entertaining. The kitchen flows into the open family room and living room with fireplace, creating an ideal setup for

Richard Froehlich RE/MAX Benchmark Realty Group

9 Mount Ridge Ct, Monroe, NY 10950
/47
$670,000

Open Sat 12PM - 3PM $20K PRICE DROP
- 4 Beds
- 3 Baths
- 3,636 Sq Ft
10 Hidden Dr, Monroe, NY 10950

Tucked away on over an acre with serene lake views and deeded lake rights, this spacious Monroe retreat offers the perfect blend of privacy, comfort, and lifestyle. Wake up to natural light pouring through oversized windows and start your day on the deck overlooking the water. Inside, you’ll find 4 generously sized bedrooms and 3 full baths, along with an updated kitchen and baths that bring a

rosemary mcginn Century 21 Full Service Realty

10 Hidden Dr, Monroe, NY 10950
/32
$650,000
- 4 Beds
- 2.5 Baths
- 2,402 Sq Ft
4 Mack Place, Monroe, NY 10950

Are you looking high n low for that exclusive HOME? Well, you've found it!!This exceptional, oversized home perfectly combines space, and a prime location!Boasting a bright, open floor plan, with living room, family room and dining room! Generous bedrooms, and bathrooms. This property is ideal for both entertaining and comfortable daily life. It has been meticulously maintained and is

Joseph Rosenfeld Flag Realty Group

4 Mack Place, Monroe, NY 10950
/37
$598,000

$8K PRICE INCREASE
- 4 Beds
- 2.5 Baths
- 2,229 Sq Ft
36 Ironworks Rd, Monroe, NY 10950

Welcome to this beautifully updated single-family home, the perfect blend of comfort and modern living. The house has been freshly painted throughout, with refinished hardwood floors and all-new first-floor flooring. Recent upgrades include a new deck, a roof installed in 2020, and professional waterproofing of the foundation for added security. Step inside to a bright foyer that leads to a

Nathen Singer MK Realty Inc

36 Ironworks Rd, Monroe, NY 10950
/33
$719,000
- 4 Beds
- 3 Baths
- 2,183 Sq Ft
7 Deangelis Dr, Monroe, NY 10950

Welcome to this beautiful, bright, spacious and cheery home in Briarcliff Estates, one of the most highly-desired communities in Southern Orange County. This house offers so much from its open, architectural layout with archways and soaring ceilings to its updates and pristine condition. Enjoy hardwood floors throughout both levels, updated stainless steel appliances, gas fireplace, sliding doors

Layla Rose Boyles Century 21 Realty Center

7 Deangelis Dr, Monroe, NY 10950
/45
$899,900
- 5 Beds
- 3 Baths
- 3,846 Sq Ft
2 Heidi Ln, Chester, NY 10918

Set at the end of a quiet executive cul-de-sac, this refined modern colonial offers a rare blend of quality, scale, and effortless livability on over two acres of level, park-like grounds framed by mature trees. Designed for both everyday comfort and elevated entertaining, the home unfolds with a sense of openness and intention, where natural light and thoughtful craftsmanship define every

Frank Muccari Cronin & Company Real Estate

2 Heidi Ln, Chester, NY 10918
/50
$739,000

Coming Soon
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
16 Willard Place, Monroe, NY 10950

Welcome to 16 Willard Place in Monroe, New York, a stunning Colonial that perfectly blends elegance, comfort, and functionality. Offering approximately 2,200 square feet of beautifully maintained living space, this exceptional 4-bedroom, 2.5-bath home is truly one of a kind. Step inside to discover a warm and inviting interior featuring spacious living areas designed for both entertaining and

Virginia Corbett eXp Realty

16 Willard Place, Monroe, NY 10950
/50
$650,000

Coming Soon
- 3 Beds
- 2.5 Baths
- 2,389 Sq Ft
18 Fernglade Ct, Chester, NY 10918

Welcome to this beautifully appointed Colonial that perfectly blends timeless design with modern living. Offering 3 generously sized bedrooms—including a spacious primary suite with a large walk-in closet and a spa-like ensuite bath featuring a soaking tub and separate 4-foot shower—this home delivers both comfort and style. A versatile bonus room provides the flexibility for a home office,

Richard Froehlich RE/MAX Benchmark Realty Group

18 Fernglade Ct, Chester, NY 10918
/34
$650,000
- 4 Beds
- 1.5 Baths
- 2,139 Sq Ft
108 Highland Ave, Monroe, NY 10950

Discover your dream home in this exceptional residence! Perfectly situated on serene, oversized lot, for both convenience and tranquility. This impeccably maintained property is move-in ready just for you!! Picture perfect kitchen, inviting living room and, airy bedrooms. Step into your private outdoor oasis, ideal for gardening, entertaining, or simply soaking up the sun. Embrace a lifestyle of

Joseph Rosenfeld Flag Realty Group

108 Highland Ave, Monroe, NY 10950
/37
$849,900
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
Lot 3 - 62 Camp Monroe Rd, Monroe, NY 10950

You will fall in love with this beautiful new construction Colonial offering the perfect blend of modern design and urban farmhouse charm, all set on a stunning private 2+ acre lot. One of several available homesites, with additional locations also available, this home is expected to be completed in time for you and your family to enjoy this summer. The home is thoughtfully designed with

Sandra Spector Howard Hanna Rand Realty

Lot 3 - 62 Camp Monroe Rd, Monroe, NY 10950
/10
$589,000

$9K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,198 Sq Ft
28 Peter Bush Dr, Monroe, NY 10950

Welcome to this wonderful, bright, spacious, and solid turn-key home. The downstairs floor was completely redone. Freshly painted, cleaned, and priced to sell, you'll love this 4-bedroom 2.5-bathroom home with 2 wood-burning fireplaces, executive office, den, living room, formal dining room, large, eat-in kitchen, and a lovely yard. Enjoy a master suite, two-car garage, and municipal water,

Moses Zwiebel MS Realty Group USA, Inc

28 Peter Bush Dr, Monroe, NY 10950
/40
$625,000

$25K PRICE DROP
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
82 Walton Terrace, Monroe, NY 10950

COME SEE WHAT'S NEW! NEW KITCHEN! NEW ROOF! NEW DRIVEWAY! NEW FLOORS! 82 Walton Terrace is a beautiful 4 bedroom 2 bath Colonial home in a lake community and is set back from the road for maximum privacy. The home has many recent updates! The first floor features a spacious eat in kitchen with beautiful new cabinets, granite counter tops & stainless appliances. First floor also has a large living

Karin Poggio HomeSmart Homes & Estates

82 Walton Terrace, Monroe, NY 10950
/22
$560,000

$10K PRICE INCREASE
- 3 Beds
- 3 Baths
- 1,792 Sq Ft
10 Willard Place, Monroe, NY 10950

Charming Monroe colonial with BONUS SECOND LOT!!! Major updates already completed—newer roof, windows, siding, insulation throughout, plumbing, and more! This 3 (possible 4) bedroom 3-bath home offers 1,792 sq ft of comfortable living space with timeless character and modern improvements. Features include a wood-burning stove, spacious layout, private backyard, and scenic mountain/neighborhood

Joseph Morello Keller Williams Hudson Valley

10 Willard Place, Monroe, NY 10950
/46
$499,000
- 5 Beds
- 2.5 Baths
- 2,456 Sq Ft
443 Rye Hill Rd, Monroe, NY 10950

Nestled on a sprawling, lush lawn, the single-family home at 443 Rye Hill Rd offers a perfect blend of comfort and elegance. As you step inside, you're welcomed by a bright and airy foyer that sets the tone for the rest of the home. To your right, a warm and inviting living room awaits, featuring a cozy fireplace and plush couches, ideal for relaxation and gatherings. Continuing on the first

Avi Samet Avion

443 Rye Hill Rd, Monroe, NY 10950
/26
$525,000

$25K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,004 Sq Ft
21 Crescent Place, Monroe, NY 10950

Welcome to this well-maintained split-level residence ideally situated on a quiet residential street in the Village of Monroe. Set on an approximate 0.26-acre level lot with mature trees and established landscaping, this home offers a desirable combination of comfortable interior living space and practical outdoor usability.The home features three bedrooms, two full baths, and a powder room,

Steven Brown Hudson Valley Realty & Busines

21 Crescent Place, Monroe, NY 10950
/17
$349,900
- 2 Beds
- 1 Bath
- 1,387 Sq Ft
26 St Georges Ave, Monroe, NY 10950

Welcome to 26 St. Georges Avenue, a cozy and inviting 2-bedroom, 1-bath ranch-style home nestled in a quaint Monroe neighborhood. This well-laid-out home offers comfortable single-level living and is perfect for those seeking simplicity and convenience. Enjoy being just minutes from beautiful local lakes, ideal for outdoor recreation and relaxation. The surrounding neighborhood offers a peaceful,

Elizabeth Muniz Howard Hanna Rand Realty

26 St Georges Ave, Monroe, NY 10950
/50
$1,295,000

New Construction
- 5 Beds
- 3.5 Baths
- 3,164 Sq Ft
548 Lakes Rd, Monroe, NY 10950

Welcome to this newly built (November 2025) lakefront residence offering 5 bedrooms and 3.5 bathrooms on a 0.98-acre property. This home features an open-concept layout with abundant natural light through Low-E Argon gas windows and doors. The first floor is finished with imported European porcelain tile flooring and radiant in-floor heating. Interior features include a custom red oak staircase

Erion Bejta Link NY Realty

548 Lakes Rd, Monroe, NY 10950
/11
$349,999

$25K PRICE DROP
- Land
- 4.9 Acres
- $71,428 per Acre
8 Camelback Rd, Chester, NY 10918

Nestled at the end of a private cul-de-sac, this 5 acre homesite offers breathtaking mountain and valley views in the sought-after Bull Mill Road area of Monroe/Chester, NY. The property’s gentle slopes create the perfect opportunity for a walkout lower level, allowing you to capture spectacular sunsets. This shovel-ready, fully approved, and engineered building lot features Belgian block

James Feldhaus eXp Realty

8 Camelback Rd, Chester, NY 10918
/2
$485,000
- Land
- 20,473 Sq Ft
- $1,031,915 per Acre
50 Central Valley, Monroe, NY 10950

Rare opportunity to own land in the desirable Woodbury Junction / Woodbury Villas development. This property offers a great opportunity to build your dream home and create the outdoor space you’ve always envisioned. Conveniently located near shopping, schools, dining, and major roadways. Don’t miss your chance to secure a piece of land in a sought-after location and bring your vision to life!

Joel Brach Keller Williams Realty

50 Central Valley, Monroe, NY 10950
/5
$110,000
- Land
- 1 Acre
- $110,000 per Acre
0 St Georges Ave Unit KEY875311, Monroe Town, NY 10950

Rare Opportunity! Lot ready to build + Potential to subdivide! This lot has road frontage to Sunset Terrace & St George Ave! Needs engineering for sewer approval. Great commuter location! Perfect fit for any Homeowner-to-be - Builder - Investor or anyone looking for a Great Buy!

Nathen Singer MK Realty Inc

0 St Georges Ave Unit KEY875311, Monroe Town, NY 10950
/50
$999,000
- 5 Beds
- 4.5 Baths
- 3,665 Sq Ft
83 Fredrick Dr, Monroe, NY 10950

Welcome to 83 Fredrick Drive in Monroe, an exceptional 4-bedroom, 3.5-bath Lennar built home located in the highly sought-after Briarcliff Estates community, where timeless design meets everyday luxury.From the moment you enter, you’re greeted by a dramatic two-story foyer that sets the tone for the home’s spacious and airy feel. Rich hardwood floors flow throughout the main level, adding

Lauren Kelly Howard Hanna Rand Realty

83 Fredrick Dr, Monroe, NY 10950
/48
$569,000

$11K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,112 Sq Ft
150 Lake Region Blvd, Monroe, NY 10950

Welcome to 150 Lake Region Blvd, a beautifully maintained home in Monroe’s sought-after Lake Region / Walton Park community. Step inside to warm hardwood floors and a thoughtfully designed layout that feels both inviting and functional. The main living spaces flow effortlessly, creating an ideal setting for everyday living and entertaining. Offering 4 spacious bedrooms and 3 full bathrooms, the

Pete Wolven Hudson Valley Home Connection

150 Lake Region Blvd, Monroe, NY 10950
/23
$315,000
- 2 Beds
- 1 Bath
- 736 Sq Ft
301 Mountain Ave, Monroe, NY 10950

Move right into this beautifully renovated 2 bedroom 1 bathroom home which has been fully updated for modern living. Upon entry you will find an open dining and kitchen area with new stainless steel appliances, quartz countertops and ample cooking space. The living room leads into the updated bathroom and two spacious bedrooms. Find new oak floors, new paint and tons of natural light throughout

Samantha McCrory Exit Realty Connections

301 Mountain Ave, Monroe, NY 10950
/44
$415,000

Open Sat 12PM - 3PM $25K PRICE DROP
- 3 Beds
- 1 Bath
- 1,203 Sq Ft
27 Cooper Dr, Monroe, NY 10950

Charming ranch-style home located on a quiet dead-end street in a desirable area of Monroe. This well-maintained 3-bedroom, 1-bathroom home offers comfortable single-level living and a highly convenient commuter location, approximately one hour from New York City with easy access to major highways, as well as nearby train and bus transportation. The home features an eat-in kitchen with new

Susan Giordano John J Lease REALTORS Inc

27 Cooper Dr, Monroe, NY 10950
/29
$569,900
- 3 Beds
- 1.5 Baths
- 1,508 Sq Ft
554 High St, Monroe, NY 10950

BEAUTIFUL BI-LEVEL! Very Well Maintained! 3 Bedrooms! 11/2 Bathrooms! 2 Car Garage! Updated Kitchen with Granite Counter Tops, Ceramic Tile, Stainless Steel Appliances and Custom Back Splash! Large Living Room/Dining Room with Gleaming Hard Wood Floors! Master Bedroom! Updated Bathrooms! Trex Deck Leading to a Level Property! Basement Finished for Endless Possibilities! Custom Paver Walk Way!

Amanda Dnistrian ARC Realty 1 in Sales

554 High St, Monroe, NY 10950
/14
$439,000

$113K PRICE DROP
- Land
- 19,898 Sq Ft
- $961,033 per Acre
304 Round Lake Terrace, Monroe, NY 10950

Discover the rare opportunity to own 105 ft of pristine lakefront property. Watch sunrise and sunset views each morning and evening. This is a one of a kind parcel on Round Lake. This natural setting offers direct shoreline access and a peaceful setting surrounded by nature to provide you with both privacy and breathtaking scenery year-round. Whether you are seeking your dream home, private

Carol Scully Keller Williams Realty

304 Round Lake Terrace, Monroe, NY 10950
/35
$365,000

$35K PRICE DROP
- 2 Beds
- 1 Bath
- 600 Sq Ft
33 E Crossman Ave, Monroe, NY 10950

Discover 33 E Crossman Avenue! A charming 2-bedroom, 1-bath ranch nestled on a serene 0.38-acre lot in the Village of Monroe. This cozy 700 sq. ft. retreat blends comfort and potential, perfect as a starter home, weekend escape, or investment property. Set in a peaceful, park-like setting with partial woods and seasonal water views, this home offers lake access and timeless character with key

Kewin Garabito eXp Realty

33 E Crossman Ave, Monroe, NY 10950
/8
$675,000
- Land
- 18,730 Sq Ft
- $1,569,767 per Acre
21 Pullman Route, Monroe, NY 10950

Shovel Ready! Fully approved lot for sale in the sought-after Woodbury Villas Complex! See approved plans uploaded by documents.

Dovid Hoffman MK Realty Inc

21 Pullman Route, Monroe, NY 10950
/36
$495,000
- 4 Beds
- 3 Baths
- 1,792 Sq Ft
18 Southside Dr, Monroe, NY 10950

Welcome to 18 Southside Drive, this charming ranch-style home nestled in the highly sought-after Walton Park neighborhood of Monroe. Offering the ultimate ease of effortless one level living, this spacious residence boasts 4 bedrooms, 3 full bathrooms, and a versatile layout situated within the premier Monroe-Woodbury School District. Major mechanical updates over the past decade provide ultimate

Nikki Grzegorzewski Keller Williams Realty

18 Southside Dr, Monroe, NY 10950
/11
$8,995,000
- Land
- 56.2 Acres
- $160,053 per Acre
55 Claire Dr, Monroe, NY 10950

Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless

Layla Rose Boyles Century 21 Realty Center

55 Claire Dr, Monroe, NY 10950
/7
$211,000

$38K PRICE DROP
- 2 Beds
- 1 Bath
- 760 Sq Ft
429 Rye Hill Rd, Monroe, NY 10950

Opportunity awaits in beautiful Monroe! This charming 2-bedroom, 1-bath cottage is full of potential and ready for your personal touch. With some TLC, this home can be transformed into the perfect weekend getaway, first-time home, or investment property for long- or short-term rental opportunities.Situated on a generously sized lot, there is ample space to expand or enhance the outdoor living

Alissa Taylor-Vetell Keller Williams Realty

429 Rye Hill Rd, Monroe, NY 10950

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