Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place, originally designed to complement the home while providing additional living space and an impressive four-car garage. From the moment you arrive, the slate roof, covered rocking-chair front porch, side porch, and stunning woodwork and quarter-sawn tiger oak flooring set the tone for the home's warm, old-world charm. Inside, the custom gourmet kitchen is a chef's dream, featuring handcrafted pantry cabinetry, wood beams, a farmhouse sink, oversized island with storage, subway tile backsplash, wide plank aged flooring, spice racks, refuse drawer, custom-paneled refrigerator, breakfast nook, and a Viking dual-fuel range with four burners, grill, and double ovens. Entertain with ease in the formal dining room, inviting living room with a slate wood-burning fireplace, and the spectacular sunroom/mudroom showcasing custom stained glass and built-in cabinetry. The luxurious primary suite offers his-and-her closets, a private sitting sunroom filled with natural light. The bathroom has a spa-inspired marble bath complete with a soaking tub, oversized shower with five shower heads, porcelain vanity, and a custom six-foot medicine cabinet. Two additional bedrooms and beautiful oak doors throughout complete the second floor. Step outside to your own private resort featuring a heated gunite pool with hot tub, paver patio, outdoor kitchen with a Viking natural gas BBQ with 2 burners, outdoor shower with tankless water heater, fully fenced yard, and multiple patios spaces offer space for everyone. A wood-burning fireplace creates the perfect setting for relaxing poolside on cool evenings. The full basement provides endless possibilities, recreation space, or storage. Walk to the Village, located just moments from Mill Pond, charming village shops, restaurants, farmers markets, wineries, parks, and recreational amenities, this commuter-friendly location is approximately 50 miles from NYC and offers easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, bus service, Stewart International Airport, and West Point. A truly rare offering combining character, luxury, and versatility—schedule your private showing today and don't forget to inquire about the neighboring property at 23 Sweezy Place.
For sale
$699,000
205 High Street, Monroe, NY 10950
3beds
2,408sqft
Single Family Residence, Residential
Built in 1922
0.37 Acres Lot
$-- Zestimate®
$290/sqft
$-- HOA
What's special
Side porchStunning woodworkPaver patioTwo additional bedroomsFully fenced yardWide plank aged flooringHis-and-her closets
- 15 days |
- 1,255 |
- 86 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Howard Hanna Rand Realty 845-562-0050,
Sandra Spector 917-578-4068
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 952720
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bathroom 1
- Level: Second
Other
- Description: Sunroom / Mudroom with built in cabinetry
- Level: First
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Hot Water, Natural Gas, Steam
Cooling
- None
Appliances
- Included: Oven, Range, Refrigerator
- Laundry: Washer/Dryer Hookup, In Basement
Features
- Formal Dining
- Flooring: Hardwood
- Windows: Wood Frames
- Basement: Full,Unfinished
- Attic: Pull Stairs
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,408
- Total interior livable area: 2,408 sqft
Property
Parking
- Parking features: Off Street
Features
- Levels: Two
- Patio & porch: Covered, Patio, Porch
- Exterior features: Gas Grill
- Has private pool: Yes
- Pool features: Vinyl
- Fencing: Full
Lot
- Size: 0.37 Acres
Details
- Parcel number: 3340012060000001018.0000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod,Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Stone, Wood Siding
Condition
- Actual
- Year built: 1922
- Major remodel year: 1946
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Trash Collection Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Monroe
Financial & listing details
- Price per square foot: $290/sqft
- Tax assessed value: $59,600
- Annual tax amount: $14,449
- Date on market: 6/19/2026
- Cumulative days on market: 15 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Listed for sale | $699,000+153.3%$290/sqft |
Source: | ||
| 10/27/1999 | Sold | $276,000$115/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $59,600 |
| 2024 | -- | $59,600 |
| 2023 | -- | $59,600 |
| 2022 | -- | $59,600 |
| 2021 | -- | $59,600 |
| 2020 | -- | $59,600 |
| 2019 | -- | $59,600 |
| 2018 | -- | $59,600 |
| 2017 | $10,524 | $59,600 |
| 2016 | -- | $59,600 |
| 2015 | -- | $59,600 |
| 2014 | -- | $59,600 |
| 2013 | -- | $59,600 |
| 2012 | -- | $59,600 |
| 2011 | -- | $59,600 |
| 2010 | -- | $59,600 |
| 2009 | -- | $59,600 +7.2% |
| 2007 | -- | $55,600 |
| 2006 | -- | $55,600 |
| 2005 | -- | $55,600 |
| 2004 | -- | $55,600 |
| 2002 | -- | $55,600 |
| 2001 | -- | $55,600 |
| 2000 | -- | $55,600 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 10950
Nearby schools
GreatSchools rating
- 5/10North Main Street SchoolGrades: 2-5Distance: 0.5 mi
- 4/10Monroe Woodbury Middle SchoolGrades: 6-8Distance: 3 mi
- 7/10Monroe Woodbury High SchoolGrades: 9-12Distance: 3.1 mi
Schools provided by the listing agent
- Elementary: North Main Street
- Middle: Monroe-Woodbury Middle School
- High: Monroe-Woodbury High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Orange County
- Monroe
- 10950
- 205 High Street





