Welcome to High Meadows! Monroe's 55+ Community is located on the Eastern edge of Connecticut's Fairfield County! Miles away from the Housatonic River's historic Stevenson Dam. Short drive to the NY border 23 miles+/- of Brewster on CT-I-84 and only 46 miles +/- I-95. This is an END-UNIT 1 Bedroom with 1.5 bathroom condo that hasn’t hit the market in over 20 years! Additional finished upper and lower levels with mechanical room for plenty of storage/workshop space. Washer and dryer on the main floor. Attached 1 car garage with additional parking. Clubhouse. Close to restaurants, entertainment, family farms/wine vineyards, ice cream shops, retail/food shopping, health care facilities/gyms and so much more! Come live in Monroe - a small town with New England charm!
Sold for $374,000 on 07/07/25
$374,000
53 Highland Drive, Monroe, CT 06468
2beds
1,011sqft
Condominium, Apartment
Built in 1995
-- sqft lot
$380,300 Zestimate®
$370/sqft
$2,509 Estimated rent
Home value
$380,300
$342,000 - $422,000
$2,509/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: October 21, 2023 at 08:14am
Listed by:
Stephen Thrower 203-543-3438,
Realty ONE Group Connect 203-590-1111
Bought with:
Marissa Papa, REB.0792268
Preston Gray Real Estate
Source: Smart MLS,MLS#: 170591678
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: Main
- Area: 169 Square Feet
- Dimensions: 13 x 13
Bedroom
- Level: Lower
- Area: 210 Square Feet
- Dimensions: 14 x 15
Bathroom
- Level: Main
- Area: 25 Square Feet
- Dimensions: 5 x 5
Bathroom
- Level: Main
- Area: 50 Square Feet
- Dimensions: 5 x 10
Dining room
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Family room
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Kitchen
- Level: Main
- Area: 234 Square Feet
- Dimensions: 13 x 18
Loft
- Level: Upper
- Area: 360 Square Feet
- Dimensions: 24 x 15
Rec play room
- Level: Lower
- Area: 322 Square Feet
- Dimensions: 14 x 23
Heating
- Forced Air, Electric
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Electric Cooktop, Electric Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater
- Laundry: Mud Room
Features
- Wired for Data, Open Floorplan
- Basement: Partially Finished,Heated,Cooled,Storage Space
- Attic: Walk-up,Finished,Storage
- Has fireplace: No
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 1,011
- Total interior livable area: 1,011 sqft
- Finished area above ground: 1,011
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 1
Accessibility
- Accessibility features: Bath Grab Bars, Raised Toilet
Features
- Stories: 3
- Patio & porch: Patio, Porch, Enclosed
- Exterior features: Rain Gutters, Sidewalk
Lot
- Features: Secluded, Few Trees
Details
- Parcel number: 179229
- Zoning: ER
Construction
Type & style
- Home type: Condo
- Architectural style: Ranch,Apartment
- Property subtype: Condominium, Apartment
- Attached to another structure: Yes
Materials
- Shingle Siding, Wood Siding
Condition
- New construction: No
- Year built: 1995
Utilities & green energy
- Sewer: Shared Septic
- Water: Public
Community & neighborhood
Community
- Community features: Adult Community 55, Golf, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
Senior living
- Senior community: Yes
Location
- Region: Monroe
- Subdivision: East Village
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $489 monthly
- Amenities included: Clubhouse, Management
- Services included: Maintenance Grounds, Trash, Snow Removal
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2025 | Sold | $374,000+5.4%$370/sqft |
Source: Public Record | ||
| 10/20/2023 | Sold | $355,000+4.7%$351/sqft |
Source:  Smart MLS #170591678 | ||
| 8/16/2023 | Listed for sale | $339,000+142.3%$335/sqft |
Source: Smart MLS #170591678 | ||
| 5/10/1995 | Sold | $139,900$138/sqft |
Source: Public Record | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,818 +17.2% | $237,800 +56.4% |
| 2024 | $5,817 +1.9% | $152,000 |
| 2023 | $5,708 +1.9% | $152,000 |
Find assessor info on the county website
Neighborhood: East Village
Nearby schools
GreatSchools rating
- 8/10Fawn Hollow Elementary SchoolGrades: K-5Distance: 2.1 mi
- 7/10Jockey Hollow SchoolGrades: 6-8Distance: 2.3 mi
- 9/10Masuk High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- High: Masuk
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$380,300
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$387,906