27 Regency Dr, Poughkeepsie, NY 12603
OFF MARKET

27 Regency Dr
Poughkeepsie, NY 12603

MacDonnell Heights
  • 5 Beds
  • 3.5 Baths
  • 2,900 sqft (on 0.54 acres)

$618,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $4,188/mo*
Refinance Your Home

$618,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $4,188/mo*
Refinance Your Home
5 Beds
3.5 Baths
2,900 sqft
(on 0.54 acres)

Home Value

Trulia Estimate
$619K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$19K (+3.2%)
Since last sale
Increased$571K (+1,142.6%)
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$621K
July 2026$624K
June 2026$628K
May 2026$624K
April 2026$610K
March 2026$601K
February 2026$588K
January 2026$592K
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
23 Caroline Ave, Poughkeepsie, NY
0.31
Single-Family Home
$181,000
02/24/26
4
2
2,300
25 Dartmouth Drive, Poughkeepsie, NY
0.70
Single-Family Home
$890,000
08/29/25
5
3.5
3,423
17 Tamarack Hill Drive, Poughkeepsie, NY
0.28
Single-Family Home
$480,000
04/06/26
3
2
2,072
15 Dartmouth Drive, Poughkeepsie, NY
0.71
Single-Family Home
$845,000
01/23/26
4
3
3,233
42 Kensington Lane, Poughkeepsie, NY
0.69
Single-Family Home
$749,900
09/22/25
4
2.5
2,872
12 Kensington Lane, Poughkeepsie, NY
0.70
Single-Family Home
$729,750
05/11/26
4
3
2,886
21 Dartmouth Drive, Poughkeepsie, NY
0.71
Single-Family Home
$820,000
04/22/26
4
2.5
3,149
3 Hart Drive, Poughkeepsie, NY
0.59
Single-Family Home
$570,000
11/25/25
3
3
2,286
4 Grapevine Place, Poughkeepsie, NY
0.65
Single-Family Home
$580,000
06/24/26
3
2.5
1,985
140 Stratford Drive, Poughkeepsie, NY
0.76
Single-Family Home
$660,000
01/22/26
4
2.5
2,700

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
0.02
$737,400
3
3.5
3,020
Off Market
5 Balmoral Court, Poughkeepsie, NY 12603
0.12
$910,800
4
3.5
3,300
Off Market
6 Conifer Court, Poughkeepsie, NY 12603
0.15
$1,600,000
4
5
5,250
For Sale
8 Conifer Court, Poughkeepsie, NY 12603
0.16
$1,628,200
4
5
5,250
Off Market
36 Regency Drive, Poughkeepsie, NY 12603
0.18
$690,400
3
2.5
2,597
Off Market
1 Harvard Drive, Poughkeepsie, NY 12603
0.19
$597,800
3
2.5
2,484
Off Market
495 Stanton Terrace, Poughkeepsie, NY 12603
0.22
$471,700
3
1.5
1,680
Off Market
43 Regency Drive, Poughkeepsie, NY 12603
0.24
$700,000
4
3
3,366
For Sale
47 Townsend Boulevard, Poughkeepsie, NY 12603
0.25
$519,500
4
2.5
2,796
Off Market
72 Hornbeck Road, Poughkeepsie, NY 12603
0.27
$499,950
4
2.5
2,081
For Sale
17 Tamarack Hill Drive, Poughkeepsie, NY 12603
0.28
$480,000
3
2
2,072
Recently Sold
24 Townsend Boulevard, Poughkeepsie, NY 12603
0.29
$440,600
4
2
1,713
Off Market

Local Information

  • Map ViewExplore the area around 27 Regency Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.54 acres
Living Area
2,900 sqft
Price/Sqft
$213
Parking
Garage

About this House

5 bedroom with a bonus room that is now an exercise room. Double support in the bonus room for heavy equipment. Full basement. Indoor heated pool.
27 Regency Dr, Poughkeepsie, NY 12603 is a 5 bedroom, 4 bathroom, 2,900 sqft single-family home in MacDonnell Heights, built in 1999. It last sold for $50,000 on Dec 1, 2000. It is currently off market. The Trulia Estimate is $618,500, with a rent estimate of $4,649/month.

Home Details for 27 Regency Dr

Interior Features

Interior Details
BasementAtticTypes of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, PantryCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl, Slate
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle, VinylLawnPorch
Parking & Garage
GarageParking: Carport, Garage

Property Information

Year Built
Year Built: 1999Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Dec 1, 2000
Source: N/A
Sold
$50,000
Jun 24, 1999
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 27 Regency Dr

  • What is 27 Regency Dr estimated to be worth?
    Trulia's estimated value for 27 Regency Dr in Poughkeepsie, NY is $618,500.
  • What is the price history for 27 Regency Dr?
    27 Regency Dr in Poughkeepsie, NY last sold for $50,000 in December 2000.
  • 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 27 Regency Dr have air conditioning?
    Yes, 27 Regency Dr in Poughkeepsie, NY has air conditioning.
  • Does 27 Regency Dr have laundry facilities?
    Yes, 27 Regency Dr in Poughkeepsie, NY has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 27 Regency Dr

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