21 Regency Dr, Poughkeepsie, NY 12603
Property image
Property image
OFF MARKET

21 Regency Dr
Poughkeepsie, NY 12603

MacDonnell Heights
  • 3 Beds
  • 3 Baths
  • 2,544 sqft (on 0.47 acres)

$634,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $4,289/mo*
Refinance Your Home

$634,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $4,289/mo*
Refinance Your Home
3 Beds
3 Baths
2,544 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$635K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$17K (+2.8%)
Since last sale
Increased$283K (+80.9%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$633K
July 2026$636K
June 2026$637K
May 2026$631K
April 2026$618K
March 2026$611K
February 2026$606K
January 2026$602K
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
17 Tamarack Hill Drive, Poughkeepsie, NY
0.25
Single-Family Home
$480,000
04/06/26
3
2
2,072
23 Caroline Ave, Poughkeepsie, NY
0.25
Single-Family Home
$181,000
02/24/26
4
2
2,300
495 Stanton Terrace, Poughkeepsie, NY
0.16
Single-Family Home
$445,000
09/28/25
3
1.5
1,680
3 Hart Drive, Poughkeepsie, NY
0.58
Single-Family Home
$570,000
11/25/25
3
3
2,286
4 Grapevine Place, Poughkeepsie, NY
0.66
Single-Family Home
$580,000
06/24/26
3
2.5
1,985
62 Tamarack Hill Drive, Poughkeepsie, NY
0.48
Single-Family Home
$427,000
05/19/26
3
2
1,753
6 Grapevine Place, Poughkeepsie, NY
0.69
Single-Family Home
$625,000
07/13/26
3
2.5
2,120
46 Skyview Drive, Poughkeepsie, NY
0.65
Single-Family Home
$510,000
07/14/26
4
2
1,988
1214 Dutchess Turnpike, Poughkeepsie, NY
0.80
Single-Family Home
$489,000
10/15/25
3
3
2,200
42 Kensington Lane, Poughkeepsie, NY
0.72
Single-Family Home
$749,900
09/22/25
4
2.5
2,872

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
29 Regency Drive, Poughkeepsie, NY 12603
0.09
$737,400
3
3.5
3,020
Off Market
6 Conifer Court, Poughkeepsie, NY 12603
0.11
$1,600,000
4
5
5,250
For Sale
1 Harvard Drive, Poughkeepsie, NY 12603
0.12
$597,800
3
2.5
2,484
Off Market
5 Balmoral Court, Poughkeepsie, NY 12603
0.15
$910,800
4
3.5
3,300
Off Market
495 Stanton Terrace, Poughkeepsie, NY 12603
0.16
$471,700
3
1.5
1,680
Off Market
8 Conifer Court, Poughkeepsie, NY 12603
0.16
$1,628,200
4
5
5,250
Off Market
47 Townsend Boulevard, Poughkeepsie, NY 12603
0.20
$519,500
4
2.5
2,796
Off Market
24 Townsend Boulevard, Poughkeepsie, NY 12603
0.22
$440,600
4
2
1,713
Off Market
36 Regency Drive, Poughkeepsie, NY 12603
0.24
$690,400
3
2.5
2,597
Off Market
493 Stanton Terrace, Poughkeepsie, NY 12603
0.24
$593,100
4
2.5
2,767
Off Market
17 Tamarack Hill Drive, Poughkeepsie, NY 12603
0.25
$480,000
3
2
2,072
Recently Sold
72 Hornbeck Road, Poughkeepsie, NY 12603
0.25
$499,950
4
2.5
2,081
For Sale

Local Information

  • Map ViewExplore the area around 21 Regency Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
0.47 acres
Living Area
2,544 sqft
Price/Sqft
$249
Parking
Garage

About this House

Traditional yet unique four bedroom two and a half bath colonial with hardwood floors, beautiful built ins elegantly outlined with detailed trim, two fireplaces, mbr has his and hers walk in closets, jacuzzi tub in mba, large eat in kitchen leads to deck overlooking lovely gardens and level back yard, conveniently located close to schools and shopping. This home is in move in condition.
21 Regency Dr, Poughkeepsie, NY 12603 is a 3 bedroom, 3 bathroom, 2,544 sqft single-family home in MacDonnell Heights, built in 1998. It last sold for $350,000 on Oct 21, 2011. It is currently off market. The Trulia Estimate is $634,600, with a rent estimate of $4,269/month.

Home Details for 21 Regency Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Other
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price and Tax history

DateEventPrice
Oct 21, 2011
Source: N/A
Sold
$350,000
Jul 20, 2011
Source: Agent Provided
Listed For Sale
$379,000
Aug 26, 1999
Source: N/A
Sold
$253,900
Jun 22, 1999
Source: N/A
Sold
$253,900
Dec 10, 1998
Source: N/A
Sold
$45,000

Market trends in Poughkeepsie

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$5.83KMoM
Sale-to-List Price
101.1%
0.8%MoM
Price per sq ft
$236
$2MoM
Available listings
216
13MoM

Around this home

Neighborhood Overview

MacDonnell Heights
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about MacDonnell Heights

At least 1 Trulia users voted on each feature.

  • 100 % Say neighbors are friendly

  • 100 % Say car is needed

  • 100 % Say streets are well-lit

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 21 Regency Dr

  • What is 21 Regency Dr estimated to be worth?
    Trulia's estimated value for 21 Regency Dr in Poughkeepsie, NY is $634,600.
  • What is the price history for 21 Regency Dr?
    21 Regency Dr in Poughkeepsie, NY last sold for $350,000 in October 2011.
  • Is Poughkeepsie a buyer's or seller's market?
    Poughkeepsie is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Poughkeepsie?
    The median sale price in Poughkeepsie is $411K. That is up $5.83K from the prior month.
  • Does 21 Regency Dr have air conditioning?
    Yes, 21 Regency Dr in Poughkeepsie, NY has air conditioning.
  • Does 21 Regency Dr have a pool?
    Yes, 21 Regency Dr in Poughkeepsie, NY has a pool.

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Apartments for Rent

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Off Market Homes Near 21 Regency Dr

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