29 Pine St, Lake Peekskill, NY 10537
Property image
Property image
OFF MARKET

$829,700

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,500 sqft (on 1.72 acres)

29 Pine St, Lake Peekskill, NY 10537

Est. Refi. Payment $5,317/mo*
Refinance Your Home
Currently Off Market - Sold Jan 22, 2020 for $455,000

Home Value

Trulia Estimate
$830K
Since last month
Decreased$11K (-1.3%)
Since last year
Decreased$4K (-0.4%)
Since last sale
Increased$372K (+81.7%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$827K
July 2026$838K
June 2026$843K
May 2026$840K
April 2026$814K
March 2026$804K
February 2026$779K
January 2026$781K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
162 Lake Drive, Lake Peekskill, NY
0.39
Single-Family Home
$710,000
11/09/25
4
3
2,000
26 Pugsley Parkway, Cortlandt Manor, NY
0.43
Single-Family Home
$847,500
08/19/26
3
3
2,230
150 Walnut Road, Lake Peekskill, NY
0.30
Single-Family Home
$390,000
02/19/26
2
1.5
1,060
5 Spruce Street, Lake Peekskill, NY
0.15
Single-Family Home
$440,000
02/12/26
2
2
1,302
42 Hillair Road, Lake Peekskill, NY
0.73
Single-Family Home
$470,000
09/09/25
3
2
1,600
4 W Brook Dr, Cortlandt Manor, NY
0.58
Single-Family Home
$590,000
10/14/25
3
3
2,250
160 Walnut Road, Lake Peekskill, NY
0.33
Single-Family Home
$440,000
10/02/25
2
2
1,592
43 Aqueduct Rd, Garrison, NY
0.69
Single-Family Home
$500,000
11/04/25
4
2
2,472
41 School Street, Cortlandt Manor, NY
0.50
Single-Family Home
$562,500
11/10/25
3
1.5
1,600
62 Oscawana Lake Road, Putnam Valley, NY
0.85
Single-Family Home
$735,000
10/24/25
3
3
2,650

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
18 Spruce Street, Lake Peekskill, NY 10579
0.09
$502,500
2
3
1,450
Off Market
15 Pine Street, Lake Peekskill, NY 10537
0.10
$356,700
2
1
875
Off Market
14 Pine Street, Lake Peekskill, NY 10537
0.11
$292,000
2
1
753
Recently Sold
3 Sunnyside Place, Lake Peekskill, NY 10537
0.13
$351,700
2
1
752
Off Market
10 Chestnut Street, Lake Peekskill, NY 10537
0.14
$412,000
2
1
1,088
Off Market
5 Spruce Street, Lake Peekskill, NY 10537
0.15
$440,000
2
2
1,302
Recently Sold
13 Sylvan Road, Lake Peekskill, NY 10537
0.17
$443,600
3
2
1,430
Off Market
Lot 79 Hanson Street, Lake Peekskill, NY 10537
0.17
-
-
-
-
Off Market
Fordal Place, Lake Peekskill, NY 10537
0.14
$125,000
-
-
-
For Sale
112 Hollowbrook Road, Lake Peekskill, NY 10537
0.16
$378,000
2
1
1,228
Off Market
18 Sylvan Road, Lake Peekskill, NY 10537
0.19
$684,000
4
3
2,502
For Sale
21 Sunnyside Place, Lake Peekskill, NY 10537
0.18
$564,500
2
2
1,344
Off Market

Local Information

  • Map ViewExplore the area around 29 Pine St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
1.72 acres
Living Area
2,500 sqft
Price/Sqft
$332

About this House

Great opportunity to own a 2005 custom built colonial on 1.6 acres set above the Hollow Brook Golf Course and surrounded by acres of conservation land. Nestled among nature this home offers privacy and country ambiance yet is conveniently located in Northern Westchester just minutes to Cortlandt Town Center, Shopping, Dining, Taconic Pkwy, and Metro North. For the modern buyer seeking a newer home that offers space for everyone and room to explore this exceptional home features an open floor plan perfect for entertaining, large formal dining room, formal living room, PR, family room with fireplace , expansive eat in kitchen with pantry, granite island and sliders leading to a deck with amazing sunrise and sunset views. Upper level features master bedroom suite with walk in closet and master bath with tub, shower and double vanity. Three additional bedrooms with plenty of closet space, hall bath with double vanity, and laundry room complete the second level. Unfinished walk out basement with high ceiling and sliders leading to blue stone patio and seating area. With Star savings taxes are $16,448
29 Pine St, Lake Peekskill, NY 10537 is a 4 bedroom, 3 bathroom, 2,500 sqft single-family home built in 2005. It last sold for $455,000 on Jan 22, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $829,700, with a rent estimate of $6,182/month.

Home Details for 29 Pine St

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.72 acres

Price and Tax history

DateEventPrice
Jan 22, 2020
Source: OneKey® MLS as distributed by MLS GRID #H4966627
Sold
$455,000
Oct 30, 2019
Source: Agent Provided
Pending
$479,000
Aug 21, 2019
Source: Agent Provided
PriceChange
$479,000
Price decreased by 4%
Jul 17, 2019
Source: Agent Provided
PriceChange
$499,999
Price decreased by 5%
Jun 27, 2019
Source: Agent Provided
Listed For Sale
$525,000

Market trends in Cortlandt Manor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
2MoM

Around this home

What Locals Say about Cortlandt Manor

At least 164 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say it's dog friendly

  • 85 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 83 % Say parking is easy

  • 79 % Say it's quiet

  • 74 % Say there's wildlife

  • 69 % Say they plan to stay for at least 5 years

  • 64 % Say neighbors are friendly

  • 63 % Say kids play outside

  • 62 % Say people would walk alone at night

  • 41 % Say there are community events

  • 28 % Say it's walkable to grocery stores

  • 25 % Say it's walkable to restaurants

  • 24 % Say there are sidewalks

  • 24 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • ladythekaty
    "Neighbors are respectful and create bonds to those who are equally respectful. We look out for each other once we gain trust and become a natural sense of security network. I grew up here my entire existence and I truly love this town and its beautiful resources especially its deep history. "
    0
    Flag
  • Elizabeth Garriga
    "Town recreation center with great programs for kids, sports, after school care and camps. Town family fun days and more "
    0
    Flag
  • Elizabeth Garriga
    "Streets are walkable and kids play outside. Everyone takes care of their property, everyone is friendly. "
    0
    Flag
  • Trulia User
    "Great and wonderful and safe and good schools and close to city and great place to live. "
    0
    Flag
  • William.laplaca
    "Very neighborly. outdoorsy activities to do nice place to live. Plenty of stores and restaurants nearby "
    1
    Flag
  • Trulia User
    "Sometimes there’s sometimes no sidewalks in certain neighborhoods so it’s kind of hard to walk your dog if the road is busy "
    1
    Flag
  • Melissa L.
    "There are some streets that are more perilous than others, but overall a great dog walking area. Dog friendly. "
    0
    Flag
  • Dzsigmond217
    "Cortlandt Manor is close to all major highways to Manhattan. It is possible to drive or take the local metro north train."
    3
    Flag
  • Emilia V.
    "I’ve visited this neighborhood for the past 18 years and it’s a wonderful place to live at. My family and friends live here and I know the area pretty well and it’s very safe and clean. I love coming over here all the time, I live in the city and bring over here is so peaceful. I can’t wait to finally move my family up here. "
    0
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  • Orlando_javierg
    "I really don’t know much but I don’t see to many dogs walking. Only at the park in Peekskill near the water. "
    0
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  • Dzsigmond217
    "15 minutes to Taconic State Parkway 10 minutes to Rt 9. 45 minute drive to Manhattan . 45 minutes to Poughkeepsie. Close to two major shopping centers."
    6
    Flag
  • Marjorie Z.
    "Good commute - relaxing ride to the city. Great communities - people - schools - great place to raise your kids and resources for children"
    0
    Flag
  • Sapreme69
    "I’ve lived in this neighborhood for 26 years and it’s always been a great place grow up. Now I’m raising my own family "
    3
    Flag
  • Erika B.
    "I’ve lived here for 11 years and raised 3 kids here. Great neighborhood and great people. I’ve never had a problem with any of my neighbors that wasn’t able to be quickly resolved. "
    0
    Flag
  • Tatiana L.
    "There are dog parks, it’s clean and quiet. Husband and I grew up here, schools are good. My kids are currently in high school and elementary and both are good. "
    1
    Flag
  • Justin M.
    "There is a community club house for local gatherings, in which parents and children can mingle and get to know each other. "
    1
    Flag
  • Cyclomatic411
    "Great parks, schools, public roads. Plenty of excellent places to shop and eat. Outstanding public services such as sanitation and delivery. Fantastic neighbors and community. "
    4
    Flag
  • Tmorales.hudson
    "Beautiful area to live in and it has a great school district , but no sidewalks and when you are on the main roads it’s dangerous "
    1
    Flag
  • Tmorales.hudson
    "Great schools , lots of shopping, friendly town, very expensive , not much for teens to do around here. "
    0
    Flag
  • Hpdaniele
    "Great community with a Mixed crowd of people nice community pool and close to many things by car. Train station buses "
    2
    Flag
  • Hpdaniele
    "Happy people and happy Dogs great way to meet your neighbors. There are great walking trails to also walk your dogs off leash so they can run around and have fun"
    0
    Flag
  • Salthehit
    "It’s is really nice for dogs, so many smells to sniff, that they never get tired of sniffing. They have lots of land to roam around "
    1
    Flag
  • Cyclomatic411
    "Straight down the Taconic and Sprain Brook Pkwy....about an hour to work. Very easy drive with many options depending upon conditions, ie: weather, traffic, accidents, etc. "
    1
    Flag
  • Jeanna G.
    "Historical homes and beautiful property, lots of land. Feels like you’re in the country but minutes away from city"
    0
    Flag
  • Alex M.
    "I’ve lived here for over 10yrs and the people are nice and the town is safe. Good schools. About an hr from midtown on the metro north "
    1
    Flag
  • Rosemary T.
    "it is a nice safe community next to shopping and church. bus service available close to complex. hospital 2 minutes away."
    0
    Flag
  • Shannon B.
    "Downtown Peekskill is nearby. Lots of great events and restaurants. Cortlandt Town pool is a great resident benefit. "
    0
    Flag
  • Shannon B.
    "Very family oriented neighborhood. Great schools. Town has great programs for adults and children at local community centers as well as a fantastic town pool. Also close to great walkable community of Peekskill with lots of river front festivals/activities and restaurants. "
    1
    Flag
  • Julie C.
    "Dogs are welcome. Roads are generally not good for walking dogs but there are parks and trails near by that are lovely for walking with dogs."
    0
    Flag
  • Kuehler
    "Community center parties. Little League games. High School Theater productions. Riverfront celebrations."
    0
    Flag
  • Charlene J.
    "it is about 1 mile walk to the county bus stop. Maybe 3 miles to Metro North Peekskill station by car and public transportation. The commute by car to the Bronx border is under an hour via Taconic or route 9 if you leave before 6:50 a.m "
    2
    Flag
  • Cyclomatic411
    "Teach your kids not to litter, drive safe and take responsibility for their actions! Great schools, many parks, excellent diversity and lots of area churches and places of worship. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Pine St

  • What is 29 Pine St estimated to be worth?
    Trulia's estimated value for 29 Pine St in Lake Peekskill, NY is $829,700.
  • What is the price history for 29 Pine St?
    29 Pine St in Lake Peekskill, NY last sold for $455,000 in January 2020.
  • Is Lake Peekskill a buyer's or seller's market?
    Lake Peekskill is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Lake Peekskill?
    Residents describe Lake Peekskill, NY as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Lake Peekskill, NY.
  • Does 29 Pine St have air conditioning?
    Yes, 29 Pine St in Lake Peekskill, NY has air conditioning.
  • How big is the lot at 29 Pine St?
    The lot at 29 Pine St in Lake Peekskill, NY is about 1.7 acres.

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