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Luxury Homes in Weston, CT
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31 listings
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Luxury Homes in Weston, CT

Luxury Homes in Weston, CT

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24 of 31 Listings
Map

Luxury Homes in Weston, CT

24 of 31 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 108 Good Hill Road — photo40Active

    $1,750,000

    6 bd · 4 ba · — sqft

    108 Good Hill Road, Weston, CT

    Brett Lieberman · The Riverside Realty Group

  2. 8 Glen Lane — photo39Active

    $1,475,000

    6 bd · 4 ba · — sqft

    8 Glen Lane, Weston, CT

    Peter Depalo · William Raveis Real Estate

  3. 26 Pent Road — photo39Active

    $2,250,000

    4 bd · 6 ba · — sqft

    26 Pent Road, Weston, CT

    Kathryn Schmitt · William Raveis Real Estate

  4. 11 Soundview Farm — photo40Active

    $1,495,000

    5 bd · 5 ba · — sqft

    11 Soundview Farm, Weston, CT

    Nadine Chikuni · William Raveis Real Estate

  5. 108 Old Farm Road — photo40Active

    $2,600,000

    5 bd · 7 ba · 6,000 sqft

    108 Old Farm Road, Weston, CT

    Alex De Camargo · eXp Realty

  6. 1 Greenlea Lane — photo40Active

    $1,299,900

    5 bd · 3 ba · 3,437 sqft

    1 Greenlea Lane, Weston, CT

    Basil Amso · RE/MAX Right Choice

  7. 46 Valley Forge Road — photo40Active

    $2,000,000

    3 bd · 4 ba · 3,039 sqft

    46 Valley Forge Road, Weston, CT

    Amelia Otworth · Dagny's Real Estate

  8. 32 Bernhard Drive — photo40Active

    $3,200,000

    4 bd · 6 ba · 6,198 sqft

    32 Bernhard Drive, Weston, CT

    Sandy Chang · Century 21 Scala Group

  9. 143 Old Hyde Road — photoPrice Reduced40Active

    $1,595,000

    6 bd · 4 ba · 4,900 sqft

    143 Old Hyde Road, Weston, CT

    Tyler Toren · Compass Connecticut, LLC

  10. 36 Old Orchard Drive — photoPrice Reduced40Active

    $2,095,000

    5 bd · 5 ba · 5,912 sqft

    36 Old Orchard Drive, Weston, CT

    Carrie Shea · Camelot Real Estate

  11. 158 Steep Hill Road — photo40Active

    $1,795,000

    5 bd · 4 ba · 4,577 sqft

    158 Steep Hill Road, Weston, CT

    Christine Oleynick · Keller Williams Realty

  12. 16 Katydid Lane — photo38Active

    $3,075,000

    5 bd · 6 ba · 5,000 sqft

    16 Katydid Lane, Weston, CT

    Randy Musiker · Compass Connecticut, LLC

  13. 30 Soundview Farm Road — photoPrice Reduced40Active

    $1,899,000

    5 bd · 7 ba · 7,261 sqft

    30 Soundview Farm Road, Weston, CT

    Lisa Holler · Compass Connecticut, LLC

  14. 181 Georgetown Road — photoPrice Reduced35Active

    $1,249,000

    4 bd · 4 ba · 2,958 sqft

    181 Georgetown Road, Weston, CT

    Brett Lieberman · The Riverside Realty Group

  15. 6 Old Orchard Drive — photoPrice Reduced31Active

    $1,950,000

    4 bd · 6 ba · 5,605 sqft

    6 Old Orchard Drive, Weston, CT

    Kristi Law · William Pitt Sotheby's Int'l

  16. 81 Trails End Road — photo33Active

    $1,549,900

    6 bd · 6 ba · 4,348 sqft

    81 Trails End Road, Weston, CT

    Michael Morris · Vylla Home (CT) LLC

  17. 79 Cavalry Road — photo36Active

    $2,199,000

    5 bd · 8 ba · 8,392 sqft

    79 Cavalry Road, Weston, CT

    Alexander Chingas · Coldwell Banker Realty

  18. 10 Dragonwood Lane — photo40Active

    $6,500,000

    4 bd · 5 ba · 8,586 sqft

    10 Dragonwood Lane, Weston, CT

    Bill Martin · Douglas Elliman of Connecticut

  19. 7 White Oak Lane — photoPrice Reduced36Active

    $1,700,000

    4 bd · 4 ba · 3,702 sqft

    7 White Oak Lane, Weston, CT

    Randy Musiker · Compass Connecticut, LLC

  20. 103 Steep Hill Road — photo37Active

    $1,000,000

    4 bd · 3 ba · 3,532 sqft

    103 Steep Hill Road, Weston, CT

    Avery Saitta · RE/MAX Heritage

  21. 4 Aspetuck Hill Lane — photoPrice Reduced39Active

    $1,269,900

    5 bd · 4 ba · 5,398 sqft

    4 Aspetuck Hill Lane, Weston, CT

    Vickie Kelley · Camelot Real Estate

  22. 235 Newtown Turnpike — photoPrice Reduced39Active

    $1,299,900

    4 bd · 3 ba · 3,768 sqft

    235 Newtown Turnpike, Weston, CT

    Frank Fonteyn · Prestige Realty Group

  23. 96 Georgetown Road — photo18Active

    $2,200,000

    5 bd · 6 ba · 4,500 sqft

    96 Georgetown Road, Weston, CT

    Christine Poppy · Compass Connecticut, LLC

  24. 11 Hunt Lane — photo40Active

    $1,399,995

    4 bd · 4 ba · 3,506 sqft

    11 Hunt Lane, Weston, CT

    Denise Melendez · Berkshire Hathaway NE Prop.

12
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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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Listing data & MLS disclosures

SmartMLS
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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Weston, CT community profile

    Area
    20.6 sq. mi.

    Source: HJN community data

    Weston housing market

    September 2026 · This period is still settling

    Weston 12-month median sale price trend

    Selling at 100.1% of asking price

    Sales here are closing essentially at asking. MLS · 15 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 17, 2026

    Median sale price
    $1,625,000$1,187,500–$2,078,750 typical range
    Price per sq. ft.
    $494
    Sales
    10
    Paid in cash
    40.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $1,865,000
    Homes for sale
    42
    Median days on market
    32 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    42.9%

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

    Median home size
    3,120 sq. ft.