99 Maple Ave, Millbrook, NY 12545
Property image
Property image
OFF MARKET

99 Maple Ave
Millbrook, NY 12545

  • 5 Beds
  • 3.5 Baths
  • 5,312 sqft (on 2.50 acres)

$1,545,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,288/mo*
Refinance Your Home

$1,545,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,288/mo*
Refinance Your Home
5 Beds
3.5 Baths
5,312 sqft
(on 2.50 acres)

Home Value

Trulia Estimate
$1.54M
Since last month
Decreased$9K (-0.6%)
Since last year
Increased$3K (+0.2%)
Since last sale
Increased$707K (+85.7%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$1.53M
July 2026$1.54M
June 2026$1.55M
May 2026$1.47M
April 2026$1.44M
March 2026$1.42M
February 2026$1.42M
January 2026$1.4M
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
32 Reservoir Drive, Millbrook, NY
0.39
Single-Family Home
$610,000
11/06/25
3
1.5
2,254
121 Valley Farm Road, Millbrook, NY
1.00
Single-Family Home
$910,000
04/07/26
4
3
3,506
3206 Sharon Turnpike, Millbrook, NY
0.61
Single-Family Home
$418,000
08/26/25
2
1.5
1,425
1 Johnson Lane, Millbrook, NY
0.90
Single-Family Home
$850,000
06/18/26
2
2
1,540
188 Nine Partners Lane, Millbrook, NY
0.38
Single-Family Home
$2,377,500
07/17/26
3
5
2,614
3715 Route 44, Millbrook, NY
1.56
Single-Family Home
$980,000
11/14/25
5
3.5
3,664
20 Orchard Hill Drive, Millbrook, NY
0.91
Single-Family Home
$2,650,000
04/24/26
7
6.5
5,486
97 Valley Farm Road, Millbrook, NY
0.84
Single-Family Home
$2,725,000
08/11/26
3
5
4,134
23 Johnson Lane, Millbrook, NY
0.91
Single-Family Home
$475,000
11/07/25
3
1
1,656
24 Valley Farm Road, Millbrook, NY
0.53
Single-Family Home
$300,000
06/25/26
3
1
1,352

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
92 MAPLE Avenue, Millbrook, NY 12545
0.06
$954,000
3
2
3,020
Off Market
12 Haight Avenue, Millbrook, NY 12545
0.19
$730,200
4
2
2,200
Off Market
22 Haight Avenue, Millbrook, NY 12545
0.22
$749,000
3
2
1,706
For Sale
26 HAIGHT Avenue, Millbrook, NY 12545
0.22
$638,100
4
3
2,189
Off Market
11 Haight Avenue, Millbrook, NY 12545
0.23
$1,444,200
3
2.5
2,630
Off Market
3440 ROUTE 44, Millbrook, NY 12545
0.20
$1,126,200
5
5
3,540
Off Market
49 LINDEN Lane, Millbrook, NY 12545
0.25
$868,900
3
2.5
4,074
Off Market
39 MERRITT Avenue, Millbrook, NY 12545
0.28
$836,300
2
1.5
2,025
Off Market
12 Ciferri Drive, Millbrook, NY 12545
0.30
$665,000
4
2
2,100
For Sale
BRUSH HILL Road, Millbrook, NY 12545
0.27
$875,000
-
-
-
Recently Sold
SHARON TPKE, Millbrook, NY 12545
0.27
-
-
-
-
Off Market
MAPLE HILL Drive, Millbrook, NY 12545
0.27
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 99 Maple Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Lot Size
2.5 acres
Living Area
5,312 sqft
Price/Sqft
$291
Parking
Garage

About this House

Always admired, this Arts and Crafts home has authentic period architectural details, spacious rooms, wood floors, high ceilings, wood moldings and many built-ins.Informal living room has long window seat & fireplace and opens to the wide covered porch. The formal living room connects to the elegant dining room and there is a butler's pantry as well as spacious eat-in kitchen. Master bedroom has a private bath. Two bedrooms share a bath. Two additional bedrooms and hall bath. Full walk up attic. Two+ car garage. A unique home located on one of Millbrook village's beautiful residential streets with 2.5 park like acres. Irrigation system. Copper gutters & boiler 2015. Walk to village center, easy commute to Metro North and Taconic. 24 hours notice for accompanied showings. This is an estate property and being sold 'As Is'.
99 Maple Ave, Millbrook, NY 12545 is a 5 bedroom, 4 bathroom, 5,312 sqft single-family home built in 1910. It last sold for $825,000 on Aug 28, 2018. It is currently off market. The Trulia Estimate is $1,545,400, with a rent estimate of $5,956/month.

Home Details for 99 Maple Ave

Interior Features

Heating & Cooling
Heating: Other, OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Concrete, Hardwood
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Office
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Property Information

Year Built
Year Built: 1910Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Stone, Stucco, Wood
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 2.50 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Aug 28, 2018
Source: N/A
Sold
$825,000
Oct 10, 2017
Source: N/A
Sold
$780,000
Aug 2, 2017
Source: Agent Provided
Pending
$699,000
Apr 28, 2017
Source: Agent Provided
Listed For Sale
$699,000
Oct 6, 2016
Source: OneKey® MLS as distributed by MLS GRID #M352301
Sold
$780,000

Market trends in Millbrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
6MoM
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Around this home

What Locals Say about Millbrook

At least 22 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 86 % Say people would walk alone at night

  • 82 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 74 % Say car is needed

  • 73 % Say yards are well-kept

  • 71 % Say it's walkable to restaurants

  • 68 % Say streets are well-lit

  • 68 % Say they plan to stay for at least 5 years

  • 67 % Say neighbors are friendly

  • 67 % Say kids play outside

  • 54 % Say there's wildlife

  • 54 % Say there are sidewalks

  • 52 % Say it's walkable to grocery stores

  • 50 % Say it's quiet

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kelly L.
    "I’ve lived in and around Millbrook my whole life. I attended High School in Millbrook and currently work there. Everyone is kind, neighborly and very aware of their surroundings (which could be both a pro and a con) but it gives a sense of safety in the area. Small, quaint, and has a lot of character and history. There’s a local market, pharmacy, mini-mart, hardware store, bank, and several restaurants, including a diner. Kind of everything you need, all in one place!"
    18
    Flag
  • Taylor S.
    "very far from chain stores about a 20 to 30 minute drive but its nice in a small town. almost everything you need is on main street"
    0
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  • Arianna M. J. M.
    "People like when your dog stays in there yard and when you walk on them on a leash people are usually very friendly but they don’t like when dogs bark to much. "
    0
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  • Arianna M.
    "Busy roads but most homes have a lot of land to run around. You can always just walk up deep hollow not many cars. Also could build a fence. "
    0
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  • WAYNESEPE60
    "It's a quiet laid back area altho there is lots of road noise since the houses are parallel to the highway. Most of the families in this area have children that have left the nest so to speak, therefore this is an ideal retiree location."
    0
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Apartments for Rent

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Explore by feature - Air Conditioning

6 rentals with air conditioning in Millbrook, NY

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Millbrook, NY

Homes for sale near 99 Maple Ave

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Off Market Homes Near 99 Maple Ave

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Frequently asked questions about 99 Maple Ave

  • What is 99 Maple Ave estimated to be worth?
    Trulia's estimated value for 99 Maple Ave in Millbrook, NY is $1,545,400.
  • What is the price history for 99 Maple Ave?
    99 Maple Ave in Millbrook, NY last sold for $825,000 in August 2018.
  • Is Millbrook a buyer's or seller's market?
    Millbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Millbrook?
    Residents describe Millbrook, NY as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Millbrook, NY.
  • Does 99 Maple Ave have a pool?
    Yes, 99 Maple Ave in Millbrook, NY has a pool.
  • Does 99 Maple Ave have laundry facilities?
    Yes, 99 Maple Ave in Millbrook, NY has in-unit laundry.