$439,000
3 Bed • 2.5 Bath • 2,330 Sq. Ft.3 bd · 2.5 ba · 2,330 sqft
103 Fairfax Avenue
Middletown, NY 10940
Listed with KW Hudson Valley United
$465,000
Est. $3,307/moMonroe, NY 10950 · Orange County
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Step back in time without sacrificing the comforts of today! Welcome to this beautifully vintage Colonial, perfectly positioned on a picturesque property in the heart of the Village of Monroe. Rich in architectural character and timeless charm, this remarkable home offers a wonderful combination of classic craftsmanship, generous living spaces, and modern conveniences, all just moments from the vibrant shops, restaurants, and amenities that make village living so desirable. From the moment you arrive, the home's storybook setting makes an unforgettable impression. Mature trees frame the property, while the beautiful composite wraparound porch invites you to slow down, enjoy your morning coffee, and take in the peaceful surroundings. Inside, soaring ceilings, gorgeous original hardwood floors, and thoughtfully preserved architectural details create an atmosphere of warmth and understated elegance. The main level unfolds with an inviting floor plan designed for both everyday comfort and memorable gatherings. A spacious eat in kitchen provides abundant room for cooking and casual dining, while the formal dining room offers a beautiful setting for entertaining. One of the home's most distinctive features is its gorgeous double sided gas fireplace, creating a warm and inviting connection between the dining room and family room. Imagine cozy evenings gathered around the fire, with its gentle glow enjoyed from both spaces. A conveniently located bathroom and laundry area complete the main level. Ascend the staircase to discover three generously proportioned bedrooms, each offering beautiful hardwood floors, high ceilings, and deep closets that provide exceptional storage. An additional room offers the perfect opportunity for a dedicated home office, creative studio, or quiet retreat. A spacious full bathroom completes this level. And just when you think you've seen it all, an extraordinary surprise awaits! Continue upstairs to the beautifully renovated walk up third floor, where six skylights fill the space with natural light and create an airy, inviting atmosphere. This wonderful bonus area offers tremendous versatility for recreation, hobbies, a studio, or additional flexible living space. The home's appeal extends well beyond its architectural beauty. A detached one car garage provides convenient parking and storage, while the generous side and rear yards offer wonderful opportunities for gardening, outdoor entertaining, or simply enjoying the surrounding landscape. Additional highlights include three heating zones, a basement Humidex system, and the convenience of municipal water and sewer. Ideally situated in the Village of Monroe, this property places you just minutes from local shops, restaurants, Smith's Clove Park, shopping destinations, and everyday conveniences. With convenient access to commuter bus service, nearby train stations, and major highways, the location offers an appealing balance of village charm and regional accessibility. Homes with this level of authentic character and architectural personality are increasingly difficult to find. From the inviting wraparound porch to the original hardwood floors, distinctive fireplace, and light filled third floor, every corner tells a story. Come discover the warmth, charm, and possibilities of this truly special Village of Monroe Colonial!
As reported by the listing office; verify enrollment with the district.
Listed with Cronin & Company Real Estate · Frank Muccari · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 18, 2026, 6:07 AM ET. ©2026 One Key MLS.
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Current listings
New in the last 30 days
57
Oct 2026
Average price
Active listings
$711,890
Oct 2026
Average days on market
Active listings
95 days
Oct 2026
Computed from 272 active OneKey MLS listings in Monroe, NY.
$439,000
3 Bed • 2.5 Bath • 2,330 Sq. Ft.3 bd · 2.5 ba · 2,330 sqft
103 Fairfax Avenue
Middletown, NY 10940
Listed with KW Hudson Valley United
$380,000
3 Bed • 2 Bath • 1,728 Sq. Ft.3 bd · 2 ba · 1,728 sqft
67 Cottage Street
Middletown, NY 10940
Listed with Keller Williams Realty Group
$419,000
3 Bed • 1.5 Bath • 1,510 Sq. Ft.3 bd · 1.5 ba · 1,510 sqft
125 Berme Road
Port Jervis, NY 12771
Listed with RE/MAX Benchmark Realty Group