Classic Dutch Colonial with stained cedar shake, stone walkways & historic architectural charm in sought-after Middletown! Showcasing timeless appeal with original wood floors, stained moldings & abundant windows streaming natural light, this home offers a lovely living room, formal dining, sunroom & updated kitchen with LVT flooring, cute dining nook, granite tops, stainless appliances & tile backsplash. Upstairs boasts 3 bedrooms & a large full bath with linen closet. Full basement with finished rooms, laundry & half bath combo. Set on a premier .26-acre lot with flower/veg gardens, fruit trees, fenced yard, long gravel drive, 3-car garage & private ''Secret Garden'' with tiki bar! Minutes to Atlantic Highlands, Seastreak NYC Ferry, Belford Ferry, NYC train, Red Bank & Sandy Hook beaches
Pending
$699,000
39 Highland Avenue, Leonardo, NJ 07737
3beds
1,448sqft
Single Family Residence
Built in 1924
0.26 Acres Lot
$747,500 Zestimate®
$483/sqft
$-- HOA
What's special
Updated kitchenHistoric architectural charmStained moldingsOriginal wood floorsStone walkwaysLong gravel driveFormal dining
- 50 days
- 135
- 2
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jacob L Smith 732-567-0162,
Ward Wight Sotheby's International Realty
Source: MoreMLS,MLS#: 22625899
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Laundry
- Description: + Half Bathroom
Heating
- Natural Gas, Hot Water, 2 Zoned Heat
Cooling
- None
Features
- Dec Molding
- Flooring: Concrete
- Basement: Finished,Full,Heated
- Attic: Attic
Interior area
- Total structure area: 1,448
- Total interior livable area: 1,448 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Gravel, Driveway, Off Street
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Stories: 2
- Exterior features: Storage
- Fencing: Fenced Area
Lot
- Size: 0.26 Acres
- Dimensions: 75x140 + 30x29
- Features: Irregular Lot, Oversized
Details
- Parcel number: 3200383000000008
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Dutch Colonial
- Property subtype: Single Family Residence
Condition
- Year built: 1924
Utilities & green energy
- Sewer: Public Sewer
Community & HOA
Community
- Subdivision: None
HOA
- Has HOA: No
Location
- Region: Leonardo
Financial & listing details
- Price per square foot: $483/sqft
- Tax assessed value: $685,600
- Annual tax amount: $10,058
- Date on market: 8/19/2026
- Inclusions: Washer, Ceiling Fan(s), Dishwasher, Dryer, Light Fixtures, Microwave, Stove, Refrigerator
Estimated market value
$747,500
$710,000 - $785,000
$3,406/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/31/2026 | Pending sale | $699,000$483/sqft |
Source: | ||
| 8/19/2026 | Listed for sale | $699,000+126.4%$483/sqft |
Source: | ||
| 4/15/2015 | Sold | $308,750$213/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,252 +21.8% | $623,200 +21.8% |
| 2024 | $8,416 +9.6% | $511,600 +12.2% |
| 2023 | $7,677 +4.8% | $456,100 +17.3% |
| 2022 | $7,323 -3.1% | $388,900 +7% |
| 2021 | $7,559 +14.7% | $363,400 +15.4% |
| 2020 | $6,589 +3.2% | $314,900 +0.9% |
| 2019 | $6,384 | $312,000 +5.4% |
| 2018 | $6,384 -8.7% | $296,100 0% |
| 2017 | $6,990 +0% | $296,200 -6.7% |
| 2016 | $6,990 +2.1% | $317,600 +0.3% |
| 2015 | $6,843 +2.2% | $316,700 +4.7% |
| 2014 | $6,695 +2.5% | $302,400 |
| 2012 | $6,535 +4.7% | $302,400 |
| 2011 | $6,242 +3.9% | $302,400 -9.9% |
| 2010 | $6,011 +30.2% | $335,600 |
| 2009 | $4,618 | $335,600 +185.6% |
| 2008 | -- | $117,500 |
| 2007 | -- | $117,500 |
| 2006 | -- | $117,500 |
| 2005 | -- | $117,500 |
| 2003 | -- | $117,500 |
| 2002 | -- | $117,500 |
| 2001 | -- | $117,500 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 07737
Nearby schools
Schools provided by the listing agent
- Elementary: Leonardo
- Middle: Bayshore
- High: Middle South
Source: MoreMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.







