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Recently Sold Red Oaks Mill, NY Homes

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  • 6 North Dr, Poughkeepsie, NY 12603

    $550,000

    Sold May 06, 2026

    6 North Dr, Poughkeepsie, NY 12603

    • 5 Beds
    • 3 Baths
    • 2,362 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $233/SF
    • 147 Days On Market

    Current Estimated Value $539,424

    Last Listing Agent Karen Chung KW Hudson Valley North

    6 North Dr, Poughkeepsie, NY 12603
  • 9 Pleasant Ln, Poughkeepsie, NY 12603

    $540,000

    Sold Sep 02, 2026

    9 Pleasant Ln, Poughkeepsie, NY 12603

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft
    • Built 1984

    Last Sold Summary

    • $295/SF
    • 26 Days On Market

    Current Estimated Value $541,730

    Last Listing Agent Claire Browne Compass Greater NY, LLC

    9 Pleasant Ln, Poughkeepsie, NY 12603
  • 11 Tree Top Ln, Poughkeepsie, NY 12603

    $555,000

    Sold Jun 22, 2026

    11 Tree Top Ln, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Above List Price
    • $242/SF
    • 78 Days On Market

    Current Estimated Value $547,021

    Last Listing Agent THOMAS MARTIN Century 21 Alliance Rlty Group

    11 Tree Top Ln, Poughkeepsie, NY 12603
  • 4 North Dr, Poughkeepsie, NY 12603

    $450,000

    Sold Jul 31, 2026

    4 North Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Above List Price
    • $271/SF
    • 40 Days On Market

    Current Estimated Value $401,500

    Last Listing Agent Annmarie Wheeler Real Broker NY LLC

    4 North Dr, Poughkeepsie, NY 12603
  • 10 Memory Ln, Poughkeepsie, NY 12603

    $412,500

    Sold Jan 16, 2026

    10 Memory Ln, Poughkeepsie, NY 12603

    • 3 Beds
    • 1.5 Baths
    • 1,534 Sq Ft
    • Built 1952

    Last Sold Summary

    • 41% Below List Price
    • $269/SF
    • 325 Days On Market

    Current Estimated Value $426,047

    Last Listing Agent Bernadette Smyth Coldwell Banker Realty

    10 Memory Ln, Poughkeepsie, NY 12603
  • 30 Daisy Ln, Poughkeepsie, NY 12603

    $480,000

    Sold Jul 13, 2026

    30 Daisy Ln, Poughkeepsie, NY 12603

    • 2 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Above List Price
    • $244/SF
    • 17 Days On Market

    Current Estimated Value $481,343

    Last Listing Agent Philip Messina BHHS Hudson Valley Properties

    30 Daisy Ln, Poughkeepsie, NY 12603
  • 8 Walker Rd, Poughkeepsie, NY 12603

    $388,000

    Sold Apr 22, 2026

    8 Walker Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 1 Bath
    • 1,412 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 75 Days On Market

    Current Estimated Value $396,700

    Last Listing Agent Janet Shanley Weichert Realtors

    8 Walker Rd, Poughkeepsie, NY 12603
  • 21 Panessa Dr, Poughkeepsie, NY 12603

    $491,000

    Sold Jan 05, 2026

    21 Panessa Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $296/SF
    • 36 Days On Market

    Current Estimated Value $503,629

    Last Listing Agent Michele Rios BHHS Hudson Valley Properties

    21 Panessa Dr, Poughkeepsie, NY 12603
  • 39 Alda Dr, Poughkeepsie, NY 12603

    $395,000

    Sold Feb 03, 2026

    39 Alda Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $190/SF
    • 40 Days On Market

    Current Estimated Value $410,372

    Last Listing Agent Ellen Mallet Houlihan Lawrence Inc.

    39 Alda Dr, Poughkeepsie, NY 12603
  • 31 Pleasant Ridge Dr, Poughkeepsie, NY 12603

    $610,000

    Sold Mar 18, 2026

    31 Pleasant Ridge Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 3 Baths
    • 2,982 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 38 Days On Market

    Current Estimated Value $625,026

    Last Listing Agent John Durso Keller Williams Realty Partner

    31 Pleasant Ridge Dr, Poughkeepsie, NY 12603
  • 31 Pine Tree Dr, Poughkeepsie, NY 12603

    $460,000

    Sold Dec 30, 2025

    31 Pine Tree Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Above List Price
    • $210/SF
    • 41 Days On Market

    Current Estimated Value $486,225

    Last Listing Agent Mark Snyder eXp Realty

    31 Pine Tree Dr, Poughkeepsie, NY 12603
  • 16 Reno Rd, Poughkeepsie, NY 12603

    $500,000

    Sold Nov 19, 2025

    16 Reno Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Above List Price
    • $247/SF
    • 23 Days On Market

    Current Estimated Value $531,360

    Last Listing Agent Justin LaFalce KW MidHudson

    16 Reno Rd, Poughkeepsie, NY 12603
  • 22 Carmen Dr, Poughkeepsie, NY 12603

    $501,000

    Sold Jul 08, 2026

    22 Carmen Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1954

    Last Sold Summary

    • $249/SF
    • 26 Days On Market

    Current Estimated Value $503,040

    Last Listing Agent Helen Nelsen Ellis Sotheby's Intl Realty

    22 Carmen Dr, Poughkeepsie, NY 12603
  • /56

    $1,175,000

    Sold Sep 04, 2026

    45 Cliffdale Ct, Poughkeepsie, NY 12603

    • 3 Beds
    • 3.5 Baths
    • 3,998 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $294/SF
    • 29 Days On Market

    Last Listing Agent Jennifer Enloe Four Seasons Sotheby's Int.

    45 Cliffdale Ct, Poughkeepsie, NY 12603
  • 35 Sheldon Dr, Poughkeepsie, NY 12603

    $510,000

    Sold Nov 05, 2025

    35 Sheldon Dr, Poughkeepsie, NY 12603

    • 5 Beds
    • 2 Baths
    • 2,229 Sq Ft
    • Built 1942

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 24 Days On Market

    Current Estimated Value $530,603

    Last Listing Agent Gerard Smith Serhant LLC

    35 Sheldon Dr, Poughkeepsie, NY 12603
  • 13 Tree Top Ln, Poughkeepsie, NY 12603

    $500,000

    Sold Aug 26, 2026

    13 Tree Top Ln, Poughkeepsie, NY 12603

    • 5 Beds
    • 2 Baths
    • 2,706 Sq Ft
    • Built 1951

    Last Sold Summary

    • $185/SF
    • 56 Days On Market

    Current Estimated Value $512,164

    Last Listing Agent Peggy Rose BHHS Hudson Valley Properties

    13 Tree Top Ln, Poughkeepsie, NY 12603
  • 6 Gale Dr, Poughkeepsie, NY 12603

    $450,000

    Sold Jun 22, 2026

    6 Gale Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1952

    Last Sold Summary

    • 13% Above List Price
    • $205/SF
    • 20 Days On Market

    Current Estimated Value $430,358

    Last Listing Agent Erik Kaehler BHHS Hudson Valley Properties

    6 Gale Dr, Poughkeepsie, NY 12603
  • 13 Jane St, Poughkeepsie, NY 12603

    $501,000

    Sold Jun 03, 2026

    13 Jane St, Poughkeepsie, NY 12603

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft
    • Built 1949

    Last Sold Summary

    • 3% Above List Price
    • $280/SF
    • 32 Days On Market

    Current Estimated Value $497,703

    Last Listing Agent Elsa Ferreira Houlihan Lawrence Inc.

    13 Jane St, Poughkeepsie, NY 12603
  • 86 Vassar Rd, Poughkeepsie, NY 12603

    $429,000

    Sold May 06, 2026

    86 Vassar Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,773 Sq Ft
    • Built 1940

    Last Sold Summary

    • $242/SF
    • 20 Days On Market

    Current Estimated Value $427,723

    Last Listing Agent Josephine Diego K. Fortuna Realty, Inc.

    86 Vassar Rd, Poughkeepsie, NY 12603
  • 11 Gale Dr, Poughkeepsie, NY 12603

    $480,000

    Sold Aug 22, 2026

    11 Gale Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 1 Bath
    • 2,091 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Above List Price
    • $230/SF
    • 74 Days On Market

    Current Estimated Value $474,757

    Last Listing Agent TINA TOWNSEND BHHS Hudson Valley Properties

    11 Gale Dr, Poughkeepsie, NY 12603
  • 176 Cedar Valley Rd, Poughkeepsie, NY 12603

    $494,850

    Sold Oct 24, 2025

    176 Cedar Valley Rd, Poughkeepsie, NY 12603

    • 4 Beds
    • 3 Baths
    • 2,032 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Below List Price
    • $244/SF
    • 137 Days On Market

    Current Estimated Value $537,174

    Last Listing Agent Lori Rheingold Houlihan Lawrence Inc.

    176 Cedar Valley Rd, Poughkeepsie, NY 12603
  • 28 Red Oaks Mill Rd, Poughkeepsie, NY 12603

    $425,000

    Sold Mar 30, 2026

    28 Red Oaks Mill Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 1 Bath
    • 1,302 Sq Ft
    • Built 1948

    Last Sold Summary

    • $326/SF
    • 37 Days On Market

    Current Estimated Value $422,353

    Last Listing Agent Nicholas Torsiello K. Fortuna Realty, Inc.

    28 Red Oaks Mill Rd, Poughkeepsie, NY 12603
  • 96 Daley Rd, Poughkeepsie, NY 12603

    $515,000

    Sold Dec 17, 2025

    96 Daley Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft
    • Built 1952

    Last Sold Summary

    • 5% Above List Price
    • $298/SF
    • 22 Days On Market

    Current Estimated Value $537,940

    Last Listing Agent WHITNEY HOSTETTER Houlihan Lawrence Inc.

    96 Daley Rd, Poughkeepsie, NY 12603
  • 11 Caudie Dr, Poughkeepsie, NY 12603

    $365,000

    Sold Aug 18, 2026

    11 Caudie Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Above List Price
    • $210/SF
    • 31 Days On Market

    Current Estimated Value $364,080

    Last Listing Agent Kumar Laidley HomeSmart Homes & Estates

    11 Caudie Dr, Poughkeepsie, NY 12603
  • 164 Vassar Rd, Poughkeepsie, NY 12603

    $760,000

    Sold Dec 12, 2025

    164 Vassar Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft
    • Built 1799

    Last Sold Summary

    • 4% Below List Price
    • $353/SF
    • 71 Days On Market

    Current Estimated Value $739,171

    Last Listing Agent Jennifer Enloe Four Seasons Sothebys Intl

    164 Vassar Rd, Poughkeepsie, NY 12603
  • /50

    $649,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,790 Sq Ft

    44 Pleasant Ridge Dr, Poughkeepsie, NY 12603

    Nestled among mature trees on beautifully landscaped grounds, this extraordinary four-bedroom, three full-bath residence offers timeless architecture, luxurious updates, and an exceptional indoor-outdoor lifestyle. Every room has been thoughtfully designed to maximize comfort, elegance, and an abundance of natural light. A gracious circular driveway welcomes you home, where classic curb appeal

    Jennifer Amicucci Houlihan Lawrence Inc.

    44 Pleasant Ridge Dr, Poughkeepsie, NY 12603
  • 34 Brentwood Dr, Poughkeepsie, NY 12603

    $490,000

    Sold Oct 27, 2025

    34 Brentwood Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 3.5 Baths
    • 2,811 Sq Ft
    • Built 1981

    Last Sold Summary

    • 21% Below List Price
    • $174/SF
    • 77 Days On Market

    Current Estimated Value $555,869

    Last Listing Agent Diane Crittenden Diane E. Crittenden

    34 Brentwood Dr, Poughkeepsie, NY 12603
  • 40 Brentwood Dr, Poughkeepsie, NY 12603

    $600,000

    Sold Jul 20, 2026

    40 Brentwood Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 2.5 Baths
    • 2,373 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $253/SF
    • 45 Days On Market

    Current Estimated Value $606,023

    Last Listing Agent Michele Marina Atlantica East Associates LLC

    40 Brentwood Dr, Poughkeepsie, NY 12603
  • 131 Vassar Rd, Poughkeepsie, NY 12603

    $325,000

    Sold Dec 31, 2025

    131 Vassar Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1940

    Last Sold Summary

    • $289/SF
    • 35 Days On Market

    Current Estimated Value $338,137

    Last Listing Agent Samantha McCrory Exit Realty Connections

    131 Vassar Rd, Poughkeepsie, NY 12603
  • 7 Carnelli Ct, Poughkeepsie, NY 12603

    $627,000

    Sold Jun 30, 2026

    7 Carnelli Ct, Poughkeepsie, NY 12603

    • 6 Beds
    • 3 Baths
    • 2,761 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Above List Price
    • $227/SF
    • 24 Days On Market

    Current Estimated Value $626,727

    Last Listing Agent STEVEN WROBEL JR. Serhant LLC

    7 Carnelli Ct, Poughkeepsie, NY 12603
  • 43 Winnie Ln, Poughkeepsie, NY 12603

    $465,000

    Sold Oct 27, 2025

    43 Winnie Ln, Poughkeepsie, NY 12603

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1940

    Last Sold Summary

    • 16% Above List Price
    • $245/SF
    • 22 Days On Market

    Current Estimated Value $477,986

    Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

    43 Winnie Ln, Poughkeepsie, NY 12603
  • 2 Gerry Rd, Poughkeepsie, NY 12603

    $460,000

    Sold Oct 14, 2025

    2 Gerry Rd, Poughkeepsie, NY 12603

    • 4 Beds
    • 1.5 Baths
    • 1,660 Sq Ft
    • Built 1971

    Last Sold Summary

    • $277/SF
    • 27 Days On Market

    Current Estimated Value $495,002

    Last Listing Agent Vanessa Pichardo Dixon Smith Realty

    2 Gerry Rd, Poughkeepsie, NY 12603
  • 4 Pleasant Ln, Poughkeepsie, NY 12603

    $495,000

    Sold Jun 10, 2026

    4 Pleasant Ln, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Above List Price
    • $295/SF
    • 19 Days On Market

    Current Estimated Value $484,561

    Last Listing Agent Ronald Green KW MidHudson

    4 Pleasant Ln, Poughkeepsie, NY 12603
  • 2123 New Hackensack Rd, Poughkeepsie, NY 12603

    $490,000

    Sold Feb 20, 2026

    2123 New Hackensack Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 1.5 Baths
    • 1,824 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Below List Price
    • $269/SF
    • 78 Days On Market

    Current Estimated Value $484,041

    Last Listing Agent Ann Scarano Realty Center Hudson Valley

    2123 New Hackensack Rd, Poughkeepsie, NY 12603
  • 5 David Ct, Poughkeepsie, NY 12603

    $387,000

    Sold Dec 19, 2025

    5 David Ct, Poughkeepsie, NY 12603

    • 4 Beds
    • 1.5 Baths
    • 1,660 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Below List Price
    • $233/SF
    • 25 Days On Market

    Current Estimated Value $418,815

    Last Listing Agent Angela Ingham BHHS Hudson Valley Properties

    5 David Ct, Poughkeepsie, NY 12603
  • 5 Rockcrest Place, Poughkeepsie, NY 12603

    $540,000

    Sold Oct 06, 2025

    5 Rockcrest Place, Poughkeepsie, NY 12603

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft
    • Built 2000

    Last Sold Summary

    • 6% Below List Price
    • $277/SF
    • 37 Days On Market

    Current Estimated Value $578,811

    Last Listing Agent Sharmistha 'Mish' Dutta RE/MAX Town & Country

    5 Rockcrest Place, Poughkeepsie, NY 12603
  • 27 King Dr, Poughkeepsie, NY 12603

    $700,000

    Sold Apr 24, 2026

    27 King Dr, Poughkeepsie, NY 12603

    • 4 Beds
    • 4 Baths
    • 2,529 Sq Ft
    • Built 2003

    Last Sold Summary

    • $277/SF
    • 20 Days On Market

    Current Estimated Value $696,556

    Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

    27 King Dr, Poughkeepsie, NY 12603
  • 104 Sutton Park Rd, Poughkeepsie, NY 12603

    $474,220

    Sold May 08, 2026

    104 Sutton Park Rd, Poughkeepsie, NY 12603

    • 3 Beds
    • 1.5 Baths
    • 2,298 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $206/SF
    • 31 Days On Market

    Current Estimated Value $482,681

    Last Listing Agent Anita Sutherland River Realty Services, Inc.

    104 Sutton Park Rd, Poughkeepsie, NY 12603
  • 11 High Ct, Poughkeepsie, NY 12603

    $495,000

    Sold Apr 28, 2026

    11 High Ct, Poughkeepsie, NY 12603

    • 4 Beds
    • 1.5 Baths
    • 1,696 Sq Ft
    • Built 1974

    Last Sold Summary

    • $292/SF
    • 99 Days On Market

    Current Estimated Value $493,102

    Last Listing Agent Valerie Moldow Howard Hanna Rand Realty

    11 High Ct, Poughkeepsie, NY 12603
  • 49 Colburn Dr, Poughkeepsie, NY 12603

    $445,000

    Sold Feb 20, 2026

    49 Colburn Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1960

    Last Sold Summary

    • 10% Below List Price
    • $371/SF
    • 92 Days On Market

    Current Estimated Value $442,842

    Last Listing Agent Jonathan Minerick HomeCoin.com

    49 Colburn Dr, Poughkeepsie, NY 12603

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