343

Recently Sold Lakeside Woods, CT Homes

Section Image
  • 175 Old Quaker Hill Rd, Pawling, NY 12564

    $637,500

    Sold Dec 31, 2025

    175 Old Quaker Hill Rd, Pawling, NY 12564

    • 4 Beds
    • 5 Baths
    • 4,018 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $159/SF
    • 114 Days On Market

    Current Estimated Value $863,370

    Last Listing Agent Thomas Consaga RE/MAX Ace Realty

    175 Old Quaker Hill Rd, Pawling, NY 12564
  • 39 Sullivan Rd, New Milford, CT 06776

    $422,000

    Sold Jun 26, 2026

    39 Sullivan Rd, New Milford, CT 06776

    • 3 Beds
    • 1 Bath
    • 1,644 Sq Ft
    • Built 1962

    Last Sold Summary

    • 14% Above List Price
    • $257/SF
    • 35 Days On Market

    Current Estimated Value $409,243

    Last Listing Agent Chris LaCava Coldwell Banker Realty

    39 Sullivan Rd, New Milford, CT 06776
  • 103 Willow Springs, New Milford, CT 06776

    $250,000

    Sold Feb 06, 2026

    103 Willow Springs, New Milford, CT 06776

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $244/SF
    • 128 Days On Market

    Current Estimated Value $262,122

    Last Listing Agent Ashley Russell Kiwi Homes

    103 Willow Springs, New Milford, CT 06776
  • 5 Flower Hill Rd, New Milford, CT 06776

    $455,000

    Sold May 29, 2026

    5 Flower Hill Rd, New Milford, CT 06776

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft
    • Built 1967

    Last Sold Summary

    • 8% Above List Price
    • $208/SF
    • 43 Days On Market

    Current Estimated Value $453,294

    Last Listing Agent Sarah Becker Finish Line Realty

    5 Flower Hill Rd, New Milford, CT 06776
  • 14 Laurelwood Dr, New Fairfield, CT 06812

    $783,000

    Sold Aug 26, 2026

    14 Laurelwood Dr, New Fairfield, CT 06812

    • 3 Beds
    • 1.5 Baths
    • 3,265 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $240/SF
    • 156 Days On Market

    Current Estimated Value $808,800

    Last Listing Agent Cory Neumann Houlihan Lawrence

    14 Laurelwood Dr, New Fairfield, CT 06812
  • Unlisted Address

    $1,350,000

    Sold Dec 16, 2025

    Unlisted Address

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Above List Price
    • $338/SF
    • 51 Days On Market

    Current Estimated Value $1,234,758

    Last Listing Agent Chris Garrity Bain Real Estate

    Unlisted Address
  • 80 Glen Ridge Ct, New Milford, CT 06776

    $209,000

    Sold Oct 30, 2025

    80 Glen Ridge Ct, New Milford, CT 06776

    • 1 Bed
    • 1 Bath
    • 682 Sq Ft
    • Built 1991

    Last Sold Summary

    • $306/SF
    • 36 Days On Market

    Current Estimated Value $214,822

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    80 Glen Ridge Ct, New Milford, CT 06776
  • 34 Twin Oaks, New Milford, CT 06776

    $310,000

    Sold Nov 05, 2025

    34 Twin Oaks, New Milford, CT 06776

    • 2 Beds
    • 1.5 Baths
    • 1,337 Sq Ft
    • Built 1988

    Last Sold Summary

    • $232/SF
    • 51 Days On Market

    Current Estimated Value $322,533

    Last Listing Agent Michael Collins Coldwell Banker Realty

    34 Twin Oaks, New Milford, CT 06776
  • 8 Pinewood Dr, New Fairfield, CT 06812

    $1,475,515

    Sold Oct 20, 2025

    8 Pinewood Dr, New Fairfield, CT 06812

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Above List Price
    • $434/SF
    • 170 Days On Market

    Last Listing Agent Cory Neumann Houlihan Lawrence

    8 Pinewood Dr, New Fairfield, CT 06812
  • 76 Willow Springs, New Milford, CT 06776

    $315,000

    Sold May 13, 2026

    76 Willow Springs, New Milford, CT 06776

    • 2 Beds
    • 1.5 Baths
    • 1,651 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 158 Days On Market

    Current Estimated Value $315,643

    Last Listing Agent Melissa Karaffa William Raveis Real Estate

    76 Willow Springs, New Milford, CT 06776
  • 87 Valley Dr Unit 87, New Milford, CT 06776

    $225,000

    Sold Jul 23, 2026

    87 Valley Dr Unit 87, New Milford, CT 06776

    • 1 Bed
    • 1 Bath
    • 746 Sq Ft
    • Built 1986

    Last Sold Summary

    • $302/SF
    • 31 Days On Market

    Current Estimated Value $211,534

    Last Listing Agent Ann Gerschefski William Raveis Real Estate

    87 Valley Dr Unit 87, New Milford, CT 06776
  • 12 Sunny Ln, Sherman, CT 06784

    $775,000

    Sold Nov 25, 2025

    12 Sunny Ln, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 3,214 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 56 Days On Market

    Current Estimated Value $813,528

    Last Listing Agent Heidi Mitchell Luks Realty

    12 Sunny Ln, Sherman, CT 06784
  • 65 West St Unit 103, New Milford, CT 06776

    $190,000

    Sold Jul 31, 2026

    65 West St Unit 103, New Milford, CT 06776

    • 1 Bed
    • 1 Bath
    • 663 Sq Ft
    • Built 1987

    Last Sold Summary

    • $287/SF
    • 33 Days On Market

    Current Estimated Value $186,251

    Last Listing Agent November Rawlings Luks Realty

    65 West St Unit 103, New Milford, CT 06776
  • Unlisted Address

    $465,000

    Sold Apr 29, 2026

    Unlisted Address

    • 2 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $328/SF
    • 23 Days On Market

    Current Estimated Value $485,331

    Last Listing Agent Robert Neumann Houlihan Lawrence

    Unlisted Address
  • 6A Rock Ridge Ct, New Fairfield, CT 06812

    $1,725,000

    Sold May 29, 2026

    6A Rock Ridge Ct, New Fairfield, CT 06812

    • 5 Beds
    • 5.5 Baths
    • 4,962 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Below List Price
    • $348/SF
    • 196 Days On Market

    Current Estimated Value $1,429,949

    Last Listing Agent Angelina Valentini Coldwell Banker Realty

    6A Rock Ridge Ct, New Fairfield, CT 06812
  • 172 Route 37 S, Sherman, CT 06784

    $690,000

    Sold Nov 13, 2025

    172 Route 37 S, Sherman, CT 06784

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Built 1800

    Last Sold Summary

    • 5% Below List Price
    • $230/SF
    • 135 Days On Market

    Current Estimated Value $789,217

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    172 Route 37 S, Sherman, CT 06784
  • 11 Willow Rd, New Milford, CT 06776

    $565,000

    Sold May 20, 2026

    11 Willow Rd, New Milford, CT 06776

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1976

    Last Sold Summary

    • 9% Above List Price
    • $353/SF
    • 55 Days On Market

    Current Estimated Value $553,393

    Last Listing Agent Lori Campbell Coldwell Banker Realty

    11 Willow Rd, New Milford, CT 06776
  • 1 Elena Dr, New Milford, CT 06776

    $615,000

    Sold Jun 05, 2026

    1 Elena Dr, New Milford, CT 06776

    • 4 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Above List Price
    • $318/SF
    • 37 Days On Market

    Current Estimated Value $611,770

    Last Listing Agent Todd Sargent Coldwell Banker Realty

    1 Elena Dr, New Milford, CT 06776
  • 22 Jotham Rd, New Milford, CT 06776

    $490,000

    Sold May 05, 2026

    22 Jotham Rd, New Milford, CT 06776

    • 3 Beds
    • 1.5 Baths
    • 2,652 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Above List Price
    • $185/SF
    • 26 Days On Market

    Current Estimated Value $487,960

    Last Listing Agent Allysa DeRosa Mapleridge Realty

    22 Jotham Rd, New Milford, CT 06776
  • 3 Alexandra Dr, New Fairfield, CT 06812

    $875,000

    Sold Feb 25, 2026

    3 Alexandra Dr, New Fairfield, CT 06812

    • 3 Beds
    • 2.5 Baths
    • 2,704 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $324/SF
    • 111 Days On Market

    Current Estimated Value $907,505

    Last Listing Agent Cory Neumann Houlihan Lawrence

    3 Alexandra Dr, New Fairfield, CT 06812
  • 106 Valley Dr, New Milford, CT 06776

    $255,000

    Sold Jul 10, 2026

    106 Valley Dr, New Milford, CT 06776

    • 1 Bed
    • 1 Bath
    • 906 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $281/SF
    • 13 Days On Market

    Current Estimated Value $242,150

    Last Listing Agent Adriana Morrell Higgins Group Real Estate

    106 Valley Dr, New Milford, CT 06776
  • 107 Wynwood Dr, New Milford, CT 06776

    $563,000

    Sold Aug 05, 2026

    107 Wynwood Dr, New Milford, CT 06776

    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Below List Price
    • $209/SF
    • 38 Days On Market

    Current Estimated Value $583,988

    Last Listing Agent Bonnie Bevans BRealEstate.net

    107 Wynwood Dr, New Milford, CT 06776
  • 84 Squash Hollow Rd, New Milford, CT 06776

    $462,500

    Sold Aug 17, 2026

    84 Squash Hollow Rd, New Milford, CT 06776

    • 4 Beds
    • 2 Baths
    • 1,261 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $367/SF
    • 30 Days On Market

    Current Estimated Value $463,906

    Last Listing Agent Barbara Snyder Coldwell Banker Realty

    84 Squash Hollow Rd, New Milford, CT 06776
  • 3 Gelston Rd, Sherman, CT 06784

    $336,000

    Sold Apr 24, 2026

    3 Gelston Rd, Sherman, CT 06784

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft
    • Built 1800

    Last Sold Summary

    • $627/SF
    • 63 Days On Market

    Current Estimated Value $346,213

    Last Listing Agent Larry Corrow Coldwell Banker Realty

    3 Gelston Rd, Sherman, CT 06784
  • 8 Wampum Dr, New Milford, CT 06776

    $272,000

    Sold Nov 25, 2025

    8 Wampum Dr, New Milford, CT 06776

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Below List Price
    • $283/SF
    • 12 Days On Market

    Current Estimated Value $313,060

    Last Listing Agent Kostas Travisano Sailpoint Property Group

    8 Wampum Dr, New Milford, CT 06776
  • 4 Harbour View Dr, New Fairfield, CT 06812

    $3,145,000

    Sold Jun 11, 2026

    4 Harbour View Dr, New Fairfield, CT 06812

    • 4 Beds
    • 3.5 Baths
    • 3,688 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $853/SF
    • 83 Days On Market

    Current Estimated Value $3,109,902

    Last Listing Agent Barbara Sivba Coldwell Banker Realty

    4 Harbour View Dr, New Fairfield, CT 06812
  • 77 Squash Hollow Rd, New Milford, CT 06776

    $110,000

    Sold Jan 08, 2026

    77 Squash Hollow Rd, New Milford, CT 06776

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1966

    Last Sold Summary

    • 37% Below List Price
    • $131/SF
    • 155 Days On Market

    Current Estimated Value $137,549

    Last Listing Agent Cindy Cox William Raveis Real Estate

    77 Squash Hollow Rd, New Milford, CT 06776
  • Unlisted Address

    $875,000

    Sold Feb 07, 2026

    Unlisted Address

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $357/SF
    • 226 Days On Market

    Current Estimated Value $901,239

    Last Listing Agent Melinda Dubow Klemm Real Estate Inc

    Unlisted Address
  • 13 Bostwick Arms, New Milford, CT 06776

    $185,000

    Sold Jul 27, 2026

    13 Bostwick Arms, New Milford, CT 06776

    • 2 Beds
    • 1.5 Baths
    • 882 Sq Ft
    • Built 1969

    Last Sold Summary

    • $210/SF
    • 4 Days On Market

    Current Estimated Value $182,931

    Last Listing Agent George Mclean William Raveis Real Estate

    13 Bostwick Arms, New Milford, CT 06776
  • 23 Twin Oaks Unit 23, New Milford, CT 06776

    $280,000

    Sold Aug 19, 2026

    23 Twin Oaks Unit 23, New Milford, CT 06776

    • 2 Beds
    • 1.5 Baths
    • 1,337 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $209/SF
    • 69 Days On Market

    Current Estimated Value $308,042

    Last Listing Agent Dawn Hough Coldwell Banker Realty

    23 Twin Oaks Unit 23, New Milford, CT 06776
  • 22 Candlewood Common, New Milford, CT 06776

    $125,000

    Sold Apr 17, 2026

    22 Candlewood Common, New Milford, CT 06776

    • Land
    • 30,056 Sq Ft
    • $181,159 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 218 Days On Market

    Current Estimated Value $126,465

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    22 Candlewood Common, New Milford, CT 06776
  • 23 Town View Dr, New Milford, CT 06776

    $385,000

    Sold Aug 31, 2026

    23 Town View Dr, New Milford, CT 06776

    • 3 Beds
    • 1 Bath
    • 1,894 Sq Ft
    • Built 1977

    Last Sold Summary

    • 10% Above List Price
    • $203/SF
    • 36 Days On Market

    Current Estimated Value $393,500

    Last Listing Agent Ray Getman William Raveis Real Estate

    23 Town View Dr, New Milford, CT 06776
  • 26 Bostwick Arms Unit 26, New Milford, CT 06776

    $140,000

    Sold Jul 27, 2026

    26 Bostwick Arms Unit 26, New Milford, CT 06776

    • 1 Bed
    • 1 Bath
    • 618 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $227/SF
    • 30 Days On Market

    Current Estimated Value $142,315

    Last Listing Agent George Mclean William Raveis Real Estate

    26 Bostwick Arms Unit 26, New Milford, CT 06776
  • 26 Carlson Ridge Rd, New Milford, CT 06776

    $515,000

    Sold Jul 31, 2026

    26 Carlson Ridge Rd, New Milford, CT 06776

    • 2 Beds
    • 2 Baths
    • 2,963 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 4 Days On Market

    Current Estimated Value $521,822

    Last Listing Agent Robert Leonard William Raveis Real Estate

    26 Carlson Ridge Rd, New Milford, CT 06776
  • 47 Mist Hill Dr, New Milford, CT 06776

    $80,000

    Sold Jun 15, 2026

    47 Mist Hill Dr, New Milford, CT 06776

    • Land
    • 26,136 Sq Ft
    • $133,333 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 250 Days On Market

    Current Estimated Value $97,129

    Last Listing Agent Sal Calafiore SalCal Real Estate Connections

    47 Mist Hill Dr, New Milford, CT 06776
  • 74 Prospect Hill Rd, New Milford, CT 06776

    $448,000

    Sold Jun 09, 2026

    74 Prospect Hill Rd, New Milford, CT 06776

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1976

    Last Sold Summary

    • $292/SF
    • 62 Days On Market

    Current Estimated Value $449,479

    Last Listing Agent Daniele Amelia Global Realty

    74 Prospect Hill Rd, New Milford, CT 06776
  • 159 State Route 37, New Fairfield, CT 06812

    $600,000

    Sold Nov 06, 2025

    159 State Route 37, New Fairfield, CT 06812

    • 4 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • Built 1977

    Last Sold Summary

    • $272/SF
    • 72 Days On Market

    Current Estimated Value $655,048

    Last Listing Agent Jean Flynn Luks Realty

    159 State Route 37, New Fairfield, CT 06812
  • 35 Candle Hill Rd, New Fairfield, CT 06812

    $275,000

    Sold Dec 05, 2025

    35 Candle Hill Rd, New Fairfield, CT 06812

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Below List Price
    • $521/SF
    • 40 Days On Market

    Current Estimated Value $284,375

    Last Listing Agent Shaylene Neumann Houlihan Lawrence

    35 Candle Hill Rd, New Fairfield, CT 06812
  • 3 Brook Hollow Dr, New Milford, CT 06776

    $525,000

    Sold Dec 29, 2025

    3 Brook Hollow Dr, New Milford, CT 06776

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $239/SF
    • 7 Days On Market

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    3 Brook Hollow Dr, New Milford, CT 06776
  • 30 Reynolds Farm Rd, New Milford, CT 06776

    $600,000

    Sold Jun 18, 2026

    30 Reynolds Farm Rd, New Milford, CT 06776

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $247/SF
    • 57 Days On Market

    Current Estimated Value $599,960

    Last Listing Agent Kimberly Cicchiello Coldwell Banker Realty

    30 Reynolds Farm Rd, New Milford, CT 06776

Showing Results 1 - 40, Page 1 of 9

How to Buy a Home How to Finance a Home How to Sell a Home