5 Bedroom homes for sale & real estate in Monroe, NY

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Experience the ultimate in natural beauty on this expansive lot, spanning nearly half an acre, perfectly situated within the prestigious Woodbury Junction. With its prime location, this lot offers breathtaking panoramic views, providing a stunning backdrop for your future outdoor endeavors. Build your custom dream house on this incredible property, tailored to your every need and desire. Bring your vision to life! This is a rare opportunity to create a bespoke estate!

$1,250,000

5 beds3.5 baths3,100 sq ft

23 Central Vly, Monroe, NY 10950

Expansive lot • Custom dream house • Bespoke estate

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Come and experience the extraordinary, unparalleled newly renovated opportunity that awaits you at 443 Rye Hill! This is a chance you certainly don't want to overlook. Nestled within stunning grounds and encircled by lush, green trees, this property offers a serene retreat where you can fully immerse yourself in the beauty of nature. As you step inside, you're greeted by a charming foyer. Ascending further, you discover an expansive dining room complemented by a cozy fireplace, perfect for intimate gatherings and family meals. Continuing onward, the home unveils a breathtaking kitchen, equipped with an abundance of cabinets and all appliances. The home boasts numerous spacious and bright ro

$499,000

5 beds2.5 baths2,456 sq ft

443 Rye Hill Rd, Monroe, NY 10950

Cozy fireplace • Charming foyer • Newly renovated

Listing by MK Realty Inc

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Lakefront Colonial Home set back from road with front porch leading to a welcoming foyer with closet. There is a living room and formal dining room on the first floor. Open setting Kitchen with granite countertops and large den with full view of the lake with French doors open to deck. There is a half bath and large pantry. Upstairs has 5 bedrooms including a luxury primary suite, with Juliette balcony with windows with full view of the lake and 2 walk in closets, 2 Full baths. Large unfinished attic and Full unfinished basement the size of the house with sliding doors to brick patio with firepit and grill with full view of lake and a 3 car garage.

$950,000

5 beds2.5 baths3,166 sq ft

34 Twin Lakes Rd, Monroe, NY 10950

Lakefront • Juliette balcony • Front porch

Listing by Rieber Realty Inc

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Welcome home to this bright and spacious 5 bedroom colonial lovingly maintained by the same family for several decades. This home has a classic colonial layout with formal living room, formal dining room and a sunken family room with a bold and beautiful brick wood-burning fireplace. There is a STUNNING 4 seasons room added to the back of the house and continues out to a spacious outdoor deck with composite decking for easy maintenance, entertaining and relaxation. This home is unique with 5 proper bedrooms on the second level including a primary bedroom suite with a large walk-in closet. It also has a 2-car garage above ground with an additional side door for easy access. There are beautif

$549,000

5 beds2.5 baths2,112 sq ft

6 Neptune Ct, Monroe, NY 10950

Sunken family room • Outdoor deck • 4 seasons room

Listing by Century 21 Realty Center

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Nestled on 1.3 acres of private property not far from the village of Monroe, this home features a oversized living room with rustic stone fireplace with pellet insert! Large eat in kitchen with doors to private deck! To the right of the kitchen is the dining room with stone fireplace. To the right of the entry there is a bright large room that can be used as a possible mother/daughter, full bath and a bedroom, possible hook up for washer dryer or a utility sink. On the second level there are 5 bedrooms, original hardwood flooring - master has wall to wall walk in closet. Full bath off the hallway! There is recessed lighting in the living room, kitchen, hallway and other various rooms thr

$425,000

5 beds2 baths2,950 sq ft

116 Ludlum Rd, Monroe, NY 10950

Private deck • 1.3 acre lot • Garage

Listing by Keller Williams Hudson Valley

Property at 108 Circle Dr, Monroe, NY 10950, 5 beds, 4 baths

$794,999

5 beds4 baths4,615 sq ft

108 Circle Dr, Monroe, NY 10950

Listing by Century 21 Realty Center

Property at 4 Standish Rd, Monroe, NY 10950, 5 beds, 4 baths

$750,000

5 beds4 baths3,117 sq ft

4 Standish Rd, Monroe, NY 10950

Listing by eRealty Advisors, Inc

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 425 Old Dutch Hollow Rd, Monroe, NY 10950, 5 beds, 2 baths

$415,000

5 beds2 baths1,825 sq ft

425 Old Dutch Hollow Rd, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 33 Winchester Dr, Monroe, NY 10950, 5 beds, 2 baths

$660,000

5 beds2 baths2,220 sq ft

33 Winchester Dr, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 4 Makan Rd, Monroe, NY 10950, 5 beds, 4 baths

$875,000

5 beds4 baths3,103 sq ft

4 Makan Rd, Monroe, NY 10950

Listing by HomeSmart Homes & Estates

Property at 15 Cox Dr, Monroe, NY 10950, 5 beds, 3.5 baths

$2,500,000

5 beds3.5 baths6,227 sq ft

15 Cox Dr, Monroe, NY 10950

Listing by Corcoran Baer & McIntosh

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, 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

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Opportunities like this don’t come around often. Finding a property that offers both lifestyle and versatility is rare, but this one delivers on every level. Sitting directly on the shores of Greenwood Lake, this unique property features two separate homes on one waterfront lot, offering endless possibilities. Use one as your primary home and the other for guests, extended family, or supplemental income — the flexibility is yours. What makes this property truly special is the combination of a spacious yard, beautiful waterfront views, and a private dock, an incredibly hard-to-find feature on Greenwood Lake. Step outside and get right onto your boat, enjoy peaceful mornings on th

$799,999

5 beds3 baths— sq ft

25 Teneyck Ave, Greenwood Lake, NY 10925

Private dock • Lakeside yard • Two separate homes

Listing by Keller Williams Rlty Integrity

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Welcome to a residence that doesn’t just say luxury it lives it. Tucked at the end of a peaceful cul-de-sac and set on over an acre of manicured grounds (with sprinkler system) this breathtaking 5 bed 4.5 bath colonial delivers upscale living in its most refined form. The moment you step inside you’re greeted with warm hardwood floors sophisticated millwork & an effortless open flow designed for both grand entertaining & intimate everyday living. A stunning living room with a gas fireplace & built in wet bar invites evening cocktails & conversations. The formal dining room sets the scene for unforgettable holidays & celebrations. The designer chefs

$989,000

5 beds4.5 baths3,608 sq ft

20 Winding Ln, Central Valley, NY 10917

1.1 acre lot • 3 garage spots • Built 2019

Listing by Coldwell Banker Realty

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Welcome to 5 Sears Road, Blooming Grove, NY! * * Brand new Construction * * Ready to move in!! Discover this spacious and brand new 9-room apartment featuring an incredible amount of living space—perfect for anyone who values comfort and flexibility. This impressive residence offers 5 generous bedrooms and 4 modern bathrooms, ensuring everyone has their own space and privacy. Opportunities like this don’t come often. Don’t miss your chance to call this exceptional apartment, your home! Schedule a viewing today!

$879,000

5 beds3.5 baths3,058 sq ft

5 Sears Rd #102, Monroe, NY 10950

2 parking spots • Built 2025 • Listed 17 days

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
Welcome to 5 Sears Road, Blooming Grove, NY! * * Brand new Construction * * Ready to move in!! Discover this spacious and brand new 9-room apartment featuring an incredible amount of living space—perfect for anyone who values comfort and flexibility. This impressive residence offers 5 generous bedrooms and 4 modern bathrooms, ensuring everyone has their own space and privacy. Opportunities like this don’t come often. Don’t miss your chance to call this exceptional apartment, your home! Schedule a viewing today!

$879,000

5 beds3.5 baths3,058 sq ft

5 Sears Rd #101, Monroe, NY 10950

2 parking spots • Built 2025 • Listed 17 days

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
5 Bedroom Homes for Sale in Monroe, NY
The one you don't to miss. Nestled on a serene cul-de-sac in the executive subdivision of Country Woods, this magnificent home sits on one of the most beautiful streets within the sought-after Monroe-Woodbury School District. Step into perfection as you enter the grand foyer and are immediately welcomed by a light-filled, open floor plan that exudes elegance and sophistication. This meticulously maintained home showcases exquisite craftsmanship and attention to detail throughout Custom moldings, gleaming hardwood floors, designer lighting, and stately architectural columns that evoke the feel of a Westchester or Bergen County estate. The bright and spacious formal living room flows seamless

$1,098,888

5 beds3 baths5,080 sq ft

4 Camelback Rd, Chester, NY 10918

Open floor plan • Grand foyer • Custom moldings

Listing by Prominent Properties Sotheby's

Property at 32 Dallas Dr, Monroe, NY 10950, 5 beds, 2.5 baths

$785,000

5 beds2.5 baths2,204 sq ft

32 Dallas Dr, Monroe, NY 10950

Listing by Master Realty Group Inc.

Property at 5 Tappan Dr, Monroe, NY 10950, 5 beds, 2 baths

$867,000

5 beds2 baths2,000 sq ft

5 Tappan Dr, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 3 Derose Ln, Chester, NY 10918, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths2,550 sq ft

3 Derose Ln, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 74 Tower Hill Loop E, Tuxedo Park, NY 10987, 5 beds, 5.5 baths

$2,400,000

5 beds5.5 baths5,378 sq ft

74 Tower Hill Loop E, Tuxedo Park, NY 10987

Listing by Ellis Sotheby's Intl Realty

Property at 9 Country Woods Dr, Chester, NY 10918, 5 beds, 2.5 baths

$739,900

5 beds2.5 baths3,124 sq ft

9 Country Woods Dr, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 3 Carroll Dr, Highland Mills, NY 10930, 5 beds, 2.5 baths

$579,000

5 beds2.5 baths2,288 sq ft

3 Carroll Dr, Highland Mills, NY 10930

Listing by eRealty Advisors, Inc

Property at 34 Capital Dr, Washingtonville, NY 10992, 5 beds, 2.5 baths

$479,900

5 beds2.5 baths1,702 sq ft

34 Capital Dr, Washingtonville, NY 10992

Listing by eXp Realty

Property at 32 Fox Hollow Dr, Blooming Grove, NY 10914, 5 beds, 3.5 baths

$900,000

5 beds3.5 baths3,500 sq ft

32 Fox Hollow Dr, Blooming Grove, NY 10914

Listing by Keller Williams Hudson Valley

Property at 96 Bellvale Lakes Rd, Warwick, NY 10990, 5 beds, 6 baths

$1,999,999

5 beds6 baths6,414 sq ft

96 Bellvale Lakes Rd, Warwick, NY 10990

Listing by R2M Realty Inc

Property at 2 Myrtle Ave, Greenwood Lake, NY 10925, 5 beds, 4.5 baths

$1,150,000

5 beds4.5 baths4,700 sq ft

2 Myrtle Ave, Greenwood Lake, NY 10925

Listing by Howard Hanna Rand Realty

Property at 11 Merriewold Ln N, Monroe, NY 10950, 5 beds, 2 baths

$869,000

5 beds2 baths1,900 sq ft

11 Merriewold Ln N, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 52 Woodland Rd, Highland Mills, NY 10930, 5 beds, 2 baths

$649,000

5 beds2 baths2,368 sq ft

52 Woodland Rd, Highland Mills, NY 10930

Listing by Greene Realty Group

Property at 40 Southfield Fls, Monroe, NY 10950, 5 beds, 2.5 baths

$1,399,000

5 beds2.5 baths3,769 sq ft

40 Southfield Fls, Monroe, NY 10950

Listing by MK Realty Inc

Property at 20 Bernadette Way, Washingtonville, NY 10992, 5 beds, 5 baths

$799,900

5 beds5 baths4,089 sq ft

20 Bernadette Way, Washingtonville, NY 10992

Listing by eXp Realty

Based on information submitted to the MLS GRID as of Sun Nov 30 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.

5 Bedroom Homes for Sale in Monroe

There are currently 12 5 bedroom homes in Monroe. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe stay on the market for 56 days and receive 2 offers. Popular neighborhoods include Central Valley. This map is refreshed with the newest listings in Monroe every 15 minutes.

In the past month, 9 homes have been sold in Monroe. In addition to houses in Monroe, there were also 8 condos, 1 townhouse, and 2 multi-family units for sale in Monroe last month. Find your dream home in Monroe 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 Monroe are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe. Our Monroe real estate stats and trends will give you more information about home buying and selling trends in Monroe. If you're looking to sell your home in the Monroe area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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5 Bedroom homes for sale & real estate in Monroe, NY

5 Bedroom Homes for Sale in Monroe

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