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Luxury Homes in Guilford, CT
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22 listings
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Luxury Homes in Guilford, CT

Luxury Homes in Guilford, CT

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22 Listings
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Luxury Homes in Guilford, CT

22 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 460 White Birch Drive — photoNew40Active

    $1,295,000

    4 bd · 5 ba · — sqft

    460 White Birch Drive, Guilford, CT

    David Gallitto · Huntsman,Meade & Partners Comp

  2. 321 Boston Street — photo37Active

    $1,175,000

    4 bd · 4 ba · — sqft

    321 Boston Street, Guilford, CT

    Greg Robbins · Houlihan Lawrence WD

  3. 143 Ironwood Road — photo40Active

    $2,375,000

    5 bd · 6 ba · — sqft

    143 Ironwood Road, Guilford, CT

    Rose Ciardiello · William Raveis Real Estate

  4. 345 Vineyard Point Road — photo40Active

    $5,750,000

    4 bd · 8 ba · — sqft

    345 Vineyard Point Road, Guilford, CT

    Lisa Jones · Higgins Group Bedford Square

  5. 66 High Street Unit 4 — photo40Active

    $1,200,000

    2 bd · 2 ba · — sqft

    66 High Street Unit 4, Guilford, CT

    Janet Cronin-Rumanoff · William Pitt Sotheby's Int'l

  6. 1 Hart Landing — photo39Active

    $1,675,000

    5 bd · 4 ba · — sqft

    1 Hart Landing, Guilford, CT

    Mary Tirozzi · Century 21 AllPoints Realty

  7. 45 Deerfield Drive — photo27Active

    $1,100,000

    4 bd · 4 ba · — sqft

    45 Deerfield Drive, Guilford, CT

    Jonathan Wallace · Compass Connecticut, LLC

  8. 205 State Street — photo40Active

    $1,650,000

    3 bd · 3 ba · 3,024 sqft

    205 State Street, Guilford, CT

    Leigh Whiteman · William Raveis Real Estate

  9. 173 Highwoods Drive — photo40Active

    $1,825,000

    5 bd · 9 ba · 5,414 sqft

    173 Highwoods Drive, Guilford, CT

    Kiara Rusconi · William Raveis Real Estate

  10. 9 Inwood Drive — photoPrice Reduced38Active

    $1,120,000

    4 bd · 4 ba · 3,774 sqft

    9 Inwood Drive, Guilford, CT

    Gloria Gibney · Gibney Real Estate

  11. 1640 Little Meadow Road — photo40Active

    $1,100,000

    5 bd · 3 ba · 2,879 sqft

    1640 Little Meadow Road, Guilford, CT

    Steven Koleno · Beycome of Connecticut

  12. 473 Colonial Road — photo40Active

    $1,995,000

    3 bd · 3 ba · 2,800 sqft

    473 Colonial Road, Guilford, CT

    Margaret Muir · William Pitt Sotheby's Int'l

  13. 76 Sachem Head Road — photoPrice Reduced40Active

    $2,650,000

    4 bd · 5 ba · 5,620 sqft

    76 Sachem Head Road, Guilford, CT

    Bailey Mannix · Sunset Creek Realty, LLC

  14. 57 Faulkner Drive — photoPrice Reduced28Active

    $2,999,000

    3 bd · 3 ba · 2,891 sqft

    57 Faulkner Drive, Guilford, CT

    Janet Colello · Century 21 AllPoints Realty

  15. 33 Church Street — photoPrice Reduced40Active

    $1,150,000

    6 bd · 3 ba · 3,833 sqft

    33 Church Street, Guilford, CT

    Sean Krom · RE/MAX Alliance

  16. 189 Three Mile Course — photo40Active

    $1,150,000

    3 bd · 3 ba · 2,920 sqft

    189 Three Mile Course, Guilford, CT

    Debbie Rowe · William Raveis Real Estate

  17. 51 Wimler Lane — photoPrice Reduced40Active

    $1,790,000

    4 bd · 4 ba · 2,762 sqft

    51 Wimler Lane, Guilford, CT

    Bette Zollshan · William Pitt Sotheby's Int'l

  18. 24 Village Circle Unit 24 — photo18Active

    $1,019,000

    2 bd · 3 ba · 2,197 sqft

    24 Village Circle Unit 24, Guilford, CT

    Vincent Engingro · William Raveis Real Estate

  19. 147 Boston Street — photoPrice Reduced32Active

    $1,349,000

    4 bd · 4 ba · 2,966 sqft

    147 Boston Street, Guilford, CT

    Vicky Welch · William Raveis Real Estate

  20. 405 Whitfield Street Unit 2 — photo40Active

    $3,995,000

    6 bd · 6 ba · 6,216 sqft

    405 Whitfield Street Unit 2, Guilford, CT

    Rose Ciardiello · William Raveis Real Estate

  21. 51 Pearl Street — photoPrice Reduced12Active

    $1,075,000

    4 bd · 4 ba · 2,392 sqft

    51 Pearl Street, Guilford, CT

    Philip Warner · William Pitt Sotheby's Int'l

  22. 215 Uncas Point Road — photo40Active

    $35,000,000

    6 bd · 5 ba · 5,354 sqft

    215 Uncas Point Road, Guilford, CT

    Joseph Piscitelli · Coldwell Banker Realty

About Luxury Homes in Guilford, CT

Luxury Homes in Guilford, CT: 22 active listings as of October 27, 2026, 06:52 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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Listing data & MLS disclosures

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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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Guilford, CT community profile

    Area
    49.4 sq. mi.

    Source: HJN community data

    Guilford housing market

    September 2026 · This period is still settling

    Guilford 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 17 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $572,320$450,000–$599,000 typical range
    Price per sq. ft.
    $339
    Sales
    17
    Paid in cash
    23.5%

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

    Median list price
    $889,900
    Homes for sale
    53
    Median days on market
    18 days

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

    Year-over-year
    -22.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,949 sq. ft.