Maple Ave, Highland, NY 12528
OFF MARKET

$832,200

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,466 sqft (on 4.20 acres)

Maple Ave, Highland, NY 12528

Est. Refi. Payment $5,417/mo*
Refinance Your Home

Home Value

Trulia Estimate
$832K
Since last month
Increased$67K (+8.8%)
Since last year
Increased$54K (+6.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +1% in the last 10 years
MonthEstimated value
2026
August 2026$830K
August 2026$825K
July 2026$763K
June 2026$786K
May 2026$785K
April 2026$765K
March 2026$772K
February 2026$748K
January 2026$730K
2025
2024

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
399 New Paltz Road, Highland, NY
0.78
Single-Family Home
$380,000
10/03/25
4
3
2,700
668 State Route 44 55, Highland, NY
0.77
Single-Family Home
$450,000
05/04/26
4
1.5
3,140
534 Route 44 55, Highland, NY
0.77
Single-Family Home
$385,000
06/03/26
3
2.5
1,104
104 New Paltz Road, Highland, NY
0.93
Single-Family Home
$510,000
07/13/26
3
2.5
2,520
17 Carmella Road, Lloyd, NY
0.72
Single-Family Home
$540,000
02/27/26
3
3
2,294
19 Emerson Terrace, Lloyd, NY
0.74
Single-Family Home
$559,000
12/09/25
3
3
2,668
142 Airport Road, Yulan, NY
0.77
Single-Family Home
$679,000
03/24/26
2
2
1,650
2 Cambridge Court, Lloyd, NY
0.83
Single-Family Home
$386,000
11/07/25
3
2.5
1,808
534 State Route 44 #55, Highland, NY
0.77
Single-Family Home
$385,000
07/14/26
3
1
1,104
380 Pancake Hollow Road, Lloyd, NY
1.10
Single-Family Home
$475,000
11/12/25
3
1
1,812

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
740 State Route 44 55, Highland, NY 12528
0.00
$1,059,500
4
2.5
4,000
Off Market
Crescent Avenue, Highland, NY 12528
0.00
-
-
-
-
Off Market
Schumacher Pond Road, Highland, NY 12528
0.00
-
-
-
-
Off Market
Bodine Lake Road, Highland, NY 12528
0.00
-
-
-
-
Off Market
Crest Lane, Highland, NY 12528
0.00
$75,000
-
-
-
For Sale
PANCAKE HOLLOW Road, Highland, NY 12528
0.00
-
-
-
-
Off Market
TBD Rt 299, Highland, NY 12528
0.00
$100,000
-
-
-
Recently Sold
Browning Boulevard, Highland, NY 12528
0.00
-
-
-
-
Off Market
Tuckers Corners Road, Highland, NY 12528
0.00
-
-
-
-
Off Market
Haviland Road, Highland, NY 12528
0.00
$100,000
-
-
-
Recently Sold
TBD Route 9w, Highland, NY 12528
0.00
$500,000
-
-
-
For Sale
route 299, Highland, NY 12528
0.00
$395,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around Maple Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1851
4.2 acre lot
4,466 sqft
$186/sqft

About this House

The John Thompson House is one of the best examples of Victorian Italianate style in Ulster County. The house was built in 1851 by John Thompson as the family's country villa in the Hudson Valley. John Thompson and his sons, Samuel and Frederick founded the Chase National Bank, a predecessor of the Chase Manhattan Bank. The Thompson Family's main house was on 295 Madison Avenue in New York City. The family affectionately called their summer home, "The Anchorage". The Anchorage is built in the Victorian Italianate villa (also known as Tuscan Villa Revival) style of designer Andrew Jackson Downing, an American landscape designer, horticulturist & writer of American architecture, who lived just down the Hudson River in Newburgh, New York. Andrew Jackson Downing's grand country designs with their highly decorated interiors were popular among wealthy American socialites of the Victorian Age. The house has been maintained as originally built with updates for modern amenities such as electricity. Significant exterior design features include a Belvedere tower with elongated windows on three sides with views of Poughkeepsie, NY across the Hudson River. The Hudson River is now visible from the tower only in the winter when the trees have lost their leaves. Its broad verandas overlook multiple gardens that so often graced the grounds of country villa homes. The wrap-around porch is thought to have been added in 1904. The main house has sixteen rooms, five on the first floor, eight on the second, and three on the third. The five first-floor rooms are nearly twelve feet high. Seven of the ten fireplaces are made of sculpted imported Italian marble. The ten fireplaces were meant to provided heat during the spring and fall months while the house's northern orientation and double-brick walls provide protection from the summer heat. The rooms are decorated with ornate scroll and designed plaster. The center chandeliers in four first floor rooms are surrounded by large plaster medallions. The large paneled doors are painted with wood grain, a common feature of ornate homes of the period, and are surrounded by 10-inch-wide ) moldings. The entry-way has a large marble floor and rounded staircases with scroll work on the side. The stairwell includes an arched niche built to hold decorative art. A massive four-tier brass Italian gasolier (chandelier) in the living room is decorated with grape clusters that turned on the gas and women that hold up the glass globes. The lighting was originally gas and has since been converted to electricity. The house's eight-foot double-hung windows contribute to the vertical Victorian design. The windows on the first floor include solid-wood interior folding shutters that fit into side pockets when folded in to let in the natural light. This innovation was added during the Victorian era to meet the preferences of the period to keep rooms dark and the thick walls made closing exterior shutters difficult to close. The house is accompanied by a stone carriage house with a carriage pit to fix the underside of the carriages. The Thompson's gardener lived in a carriage apartment above the garage. The grounds are extensive, which was typical of Italianate villas of the time.
Maple Ave, Highland, NY 12528 is a 5 bedroom, 4 bathroom, 4,466 sqft single-family home built in 1851. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $832,200.

Home Details for Maple Ave

Property Information

Year Built
Year Built: 1851
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 4.20 acres

Price and Tax history

DateEventPrice
Oct 15, 2016
Source: Agent Provided
ListingRemoved
$1,500,000
Oct 16, 2015
Source: Agent Provided
Listed For Sale
$1,500,000

Market trends in Highland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
2MoM

Around this home

What Locals Say about Highland

At least 88 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 84 % Say parking is easy

  • 77 % Say yards are well-kept

  • 77 % Say it's dog friendly

  • 76 % Say there's wildlife

  • 72 % Say there's holiday spirit

  • 71 % Say it's quiet

  • 60 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 54 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 41 % Say it's walkable to restaurants

  • 37 % Say streets are well-lit

  • 27 % Say there are community events

  • 24 % Say there are sidewalks

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • R Longobardi
    "Great safe area my kids love it here. I love that I can play outside with them and not feel unsafe. "
    0
    Flag
  • Corlitams
    "We either work from home, or we drive. One commute is 10-15 minutes from our neighborhood. The other is 30 minutes. "
    0
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  • Denise Burchell
    "My neighborhood is 10 minutes from the train station and 10-15 for shopping and hospitals. Schools are good and not too large"
    0
    Flag
  • Alice W.
    "it is a beautiful neighborhood it is quiet and peaceful and a great place to raise children and the school district is excellent"
    3
    Flag
  • Hannahrlyon
    "It’s ok if you have a good amount of land, but the roads are dangerous to walk on because they are windy and hilly and there are no sidewalks. "
    1
    Flag
  • Josephine.ingoglia
    "Most people keep their dogs on their own property. There really aren’t many people walking dogs ......."
    7
    Flag
  • Destiny.turner4
    "The block parties we have every year! Also the community always comes together for holidays and do something fun for the kids. Halloween is special in highland because everyone is ready for the trick or treaters and it’s tradition every year "
    7
    Flag
  • Hannahrlyon
    "Wonderful neighborhood. Safe, scenic, quiet, respectful neighbors. 10 minutes from 87. Close to police station."
    0
    Flag
  • Austin
    "I see dogs being walked very often. we live outside town and it's a dog paradise. highly recommend."
    0
    Flag
  • S. M. .
    "We have holiday events in the town/hamlet that are enjoyed by children and adults. Not a lot of crime. "
    0
    Flag
  • Amber T.
    "Everyone’s incredibly nice and it’s easy to get around. Not a lot of crime and the rail trail is beautiful to walk on. "
    0
    Flag
  • Susan
    "No decent groomers. N the one that is local is extremely rude. Dog came back in almost same shape as I gave it to her and was rude and over priced and took too long."
    0
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  • 8 year resident
    "Not quite a unique neighborhood. Some people are quite friendly but sometimes that depends on where you see them and who there with. People don’t wave when they drive passed your house even if they live a few houses down the road. Hard enough to drive down the road let alone walk with your kids. The sense of community is depleting yearly. "
    6
    Flag
  • Truffle1207
    "We have many community events. We do a block party annually. Some neighbors organize Christmas caroling. Another does a Halloween Party every year, etc."
    0
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  • Cheyinza
    "It’s a small quiet town. But with amazing locations nearby. Mountains nearby for fun hikes and more, college town next door if you want to eat at various types of restaurants, then on the other side you can go over the bridge to the suburbs with a mall."
    3
    Flag
  • Matt S. Y.
    "It's a good school district and has a lot of outdoor activities. The town hold multiple family friendly event for all seasons. "
    2
    Flag
  • Marcos P.
    "Great town , close to everything and just far enough too. Great food and restaurants nearby. Walkway Over The Hudson is here with great picturesque views up and down the Hudson River. "
    4
    Flag
  • jrburger70
    "We moved to Highland as we needed a centralized location for our service business. We are less than 15 minutes to major highways, we can hop on a train to NYC in 10 minutes as well as 2 major hospitals. Major shopping is accessible both in Kingston (20 minutes North) or in Poughkeepsie (10 minutes). Thruway takes you to Paramus and Woodbury in 1 hr. If you are into Hiking and more natural items, New Paltz has tons of activities as well as Northern Ulster. HOWEVER, best of all is now the Walkway, Rail Trail which goes to Hopewell, and Franny Reese park for great walking and hiking along river. History buffs have West Point and all the mansions from the rich of the late 1800's and early 1900's. Nightlife around Highland is very diverse as Poughkeepsie and New Paltz are 10 minutes each way. The beauty of Highand, which is what we love most, is it is a small family oriented town. We can go to Poughkeepsie and wherever, but at the end of the day, we get home to a quiet home to relax. The schools are wonderful, the teachers are hands on, and the community activities for families are never ending. As a local business owner, I can also say businesses are revitalizing, and you will find more Mom & Pop businesses than chain stores in our town (it's nice to walk into a deli and they know you by name!). Hope this helps - A very happy Highland resident. Moving close to the Hamlet offers you quite a bit! However, the mix of homes and residential neighborhoods caters to almost every desire. Best of all, in the fall, drive through the town and you smell the Apples! What more can you ask for! "
    4
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  • ted c.
    "Great community, great schools. In beautiful Hudson Valley"
    0
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  • Elizabeth J.
    "Tucked into a Great Neighborhood, this home offers Privacy and QUIET. Step out the door and you hear nothing but the birds singing. The backyard is completely private. The perennial gardens start with daffodils in the spring and just keep on blooming throughout the year. Located near the end of a dead end road there is little traffic. 6 miles to NYS Thruway in New Paltz, 8 miles to Metro North Train Station and 30 minutes to Stewart International Airport. "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about Maple Ave

  • What is Maple Ave estimated to be worth?
    Trulia's estimated value for Maple Ave in Highland, NY is $832,200.
  • Is Highland a buyer's or seller's market?
    Highland is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Highland?
    Residents describe Highland, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Highland, NY.
  • What are the closest schools to Maple Ave?
    The closest schools to Maple Ave in Highland, NY are Highland Elementary School (rated 4/10), Highland High School (rated 8/10), Highland Middle School (rated 2/10).
  • How big is the lot at Maple Ave?
    The lot at Maple Ave in Highland, NY is about 4.2 acres.

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