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Luxury Homes in Stonington, CT
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Luxury Homes in Stonington, CT

Luxury Homes in Stonington, CT

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23 of 33 Listings
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Luxury Homes in Stonington, CT

23 of 33 Listings

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Thomas O'Leary

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  1. 32 East Main Street — photo40Active

    $1,699,000

    4 bd · 6 ba · — sqft

    32 East Main Street, Stonington, CT

    Judith Caracausa · William Pitt Sotheby's Int'l

  2. 16 Bittersweet Way — photo39Active

    $1,998,000

    3 bd · 3 ba · — sqft

    16 Bittersweet Way, Stonington, CT

    Judith Caracausa · William Pitt Sotheby's Int'l

  3. 417 River Road — photo36Active

    $1,900,000

    5 bd · 3 ba · — sqft

    417 River Road, Stonington, CT

    Erika Rossetto · Willow Properties

  4. 8 Montauk Avenue — photo40Active

    $2,200,000

    4 bd · 5 ba · — sqft

    8 Montauk Avenue, Stonington, CT

    Joe Kelly · William Pitt Sotheby's Int'l

  5. 1-A Church Street a — photo39Active

    $1,374,900

    3 bd · 3 ba · — sqft

    1-A Church Street a, Stonington, CT

    Thomas Switz · Switz Real Estate Associates

  6. 293 Mistuxet Avenue — photo40Active

    $1,164,000

    3 bd · 3 ba · 2,240 sqft

    293 Mistuxet Avenue, Stonington, CT

    Gregory Broadbent · RE/MAX Coast and Country

  7. 259 North Main Street — photo39Active

    $3,395,000

    7 bd · 7 ba · 7,060 sqft

    259 North Main Street, Stonington, CT

    Judith Caracausa · William Pitt Sotheby's Int'l

  8. 40 Grand Street — photo40Active

    $5,950,000

    5 bd · 7 ba · 9,914 sqft

    40 Grand Street, Stonington, CT

    Heather Sawyer · William Pitt Sotheby's Int'l

  9. Stonington Commons Commons — photoPrice Reduced36Active

    $2,445,000

    2 bd · 3 ba · 2,526 sqft

    Stonington Commons Commons, Stonington, CT

    Kevin Rogers · Serhant Connecticut, LLC

  10. 62 Nautilus Way — photoPrice Reduced40Active

    $1,650,000

    6 bd · 6 ba · 4,115 sqft

    62 Nautilus Way, Stonington, CT

    Jon Arruda · William Pitt Sotheby's Int'l

  11. 132 Latimer Point Road 132 — photoPrice Reduced38Active

    $1,700,000

    2 bd · 2 ba · 1,768 sqft

    132 Latimer Point Road 132, Stonington, CT

    Bill Turner · Berkshire Hathaway NE Prop.

  12. 23 Carriage Drive — photoPrice Reduced40Active

    $1,190,000

    4 bd · 3 ba · 3,666 sqft

    23 Carriage Drive, Stonington, CT

    Lucia Uchalova · William Raveis Real Estate

  13. 25 Orchard Street Unit 7 — photoPrice Reduced29Active

    $1,425,000

    3 bd · 3 ba · 1,870 sqft

    25 Orchard Street Unit 7, Stonington, CT

    Henri Gourd · Berkshire Hathaway NE Prop.

  14. 24 Bittersweet Way — photo17Active

    $1,470,000

    4 bd · 3 ba · 3,877 sqft

    24 Bittersweet Way, Stonington, CT

    Amanda Girouard · CENTURY 21 Shutters & Sails

  15. 7 Kingfisher Way — photo34Active

    $2,495,000

    4 bd · 4 ba · 4,449 sqft

    7 Kingfisher Way, Stonington, CT

    Robyn Letourneau · Berkshire Hathaway NE Prop.

  16. 455 Stonington Road — photo40Active

    $3,595,000

    7 bd · 6 ba · 11,726 sqft

    455 Stonington Road, Stonington, CT

    Judith Caracausa · William Pitt Sotheby's Int'l

  17. 30 Wilbur Hill Lane — photo39Active

    $1,795,000

    4 bd · 5 ba · 4,662 sqft

    30 Wilbur Hill Lane, Stonington, CT

    Jon Arruda · William Pitt Sotheby's Int'l

  18. 455 Stonington Road — photo40Active

    $4,459,000

    7 bd · 6 ba · 9,009 sqft

    455 Stonington Road, Stonington, CT

    Judith Caracausa · William Pitt Sotheby's Int'l

  19. 97 River Road — photo40Active

    $2,200,000

    3 bd · 3 ba · 2,265 sqft

    97 River Road, Stonington, CT

    Jeff Valentine · William Pitt Sotheby's Int'l

  20. 305 Pequot Trail — photoPrice Reduced33Active

    $4,395,000

    3 bd · 3 ba · 3,000 sqft

    305 Pequot Trail, Stonington, CT

    Mark Bevington · Coldwell Banker Realty

  21. 71 Wolcott Avenue — photoPrice Reduced40Active

    $2,275,000

    4 bd · 2 ba · 2,068 sqft

    71 Wolcott Avenue, Stonington, CT

    Lisa Neundorf · Castles Condos & Cottages,LLC

  22. 1335 Pequot Trail — photo40Active

    $1,350,000

    3 bd · 4 ba · 3,570 sqft

    1335 Pequot Trail, Stonington, CT

    Tammy Tinnerello · William Pitt Sotheby's Int'l

  23. 39 Chippechaug Trail — photoPrice Reduced40Active

    $4,995,000

    4 bd · 5 ba · 4,293 sqft

    39 Chippechaug Trail, Stonington, CT

    Danielle Malloy · Serhant Connecticut, LLC

12

About Luxury Homes in Stonington, CT

Luxury Homes in Stonington, CT: 33 active listings as of October 19, 2026, 08:43 UTC.

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
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Information is provided exclusively for consumers’ personal use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable, but is not guaranteed accurate by the MLS.©2026 State-Wide Multiple Listing Service. All rights reserved. Last Updated: 2026-10-16 19:54:51 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Stonington, CT community profile

    Population
    934
    Median income
    $93,056
    Housing units
    738
    People per sq. mi.
    37.7
    Area
    24.8 sq. mi.

    Source: HJN community data

    Stonington housing market

    September 2026 · This period is still settling

    Selling at 96.3% of asking price

    Buyers here are paying below asking. MLS · 13 sales · as of Sep 29, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $1,237,500
    Homes for sale
    32
    Median days on market
    21 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    1,984 sq. ft.