25

Thompson, CT Homes for Sale

Section Image Section Image
  • 38 Madison Ave, Thompson, CT 06277
    38 Madison Ave, Thompson, CT 06277
    38 Madison Ave, Thompson, CT 06277
    /40

    $659,900

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,301 Sq Ft

    38 Madison Ave, Thompson, CT 06277

    Modern Luxury meets timeless design on a Cul-De-Sac in Thompson, CT! 38 Madison Ave was custom-built home in 2020 and set on nearly 2 private acres, this masterpiece redefines move-in ready. Located in a subdivision with underground utilities, this home offers an impeccable blend of curb appeal and sophisticated design. The Exquisite Interior Design boosts the heart of the home a chef's dream

    Agent Photo

    Lora Savage

    XSell Realty, LLC

    (860) 318-9138

    38 Madison Ave, Thompson, CT 06277
  • 0 New Rd Unit 24172039, Thompson, CT 06277
    0 New Rd Unit 24172039, Thompson, CT 06277
    0 New Rd Unit 24172039, Thompson, CT 06277
    /7

    $325,000

    • Land
    • 17.62 Acres
    • $18,445 per Acre

    0 New Rd Unit 24172039, Thompson, CT 06277

    Discover the perfect blend of privacy, nature, and opportunity with this expansive 17.62 acre parcel in Thompson, CT. Tucked away off a shared driveway, this beautiful property offers a peaceful, wooded setting with rolling terrain, ideal for your dream home, private estate, or future investment. Surrounded by scenic New England landscape, the land features mature trees and road frontage along a

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 407-5210

    0 New Rd Unit 24172039, Thompson, CT 06277
  • 69 Meadowside Rd, Woodstock, CT 06281
    69 Meadowside Rd, Woodstock, CT 06281
    69 Meadowside Rd, Woodstock, CT 06281
    /17

    $75,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 592 Sq Ft

    69 Meadowside Rd, Woodstock, CT 06281

    Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa.

    Agent Photo

    Robbie Greene Santos

    RE/MAX One

    (860) 854-1636

    69 Meadowside Rd, Woodstock, CT 06281
  • 10 Indian Run Dr, Thompson, CT 06277
    10 Indian Run Dr, Thompson, CT 06277
    10 Indian Run Dr, Thompson, CT 06277
    /3

    $480,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    10 Indian Run Dr, Thompson, CT 06277

    Brand new construction offering easy, modern living! This thoughtfully designed home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan perfect for today's lifestyle. The spacious kitchen showcases a center island, ideal for entertaining, and flows seamlessly into the living and dining areas. Enjoy an abundance of natural light from the many windows throughout. The primary

    Cary Marcoux RE/MAX Bell Park Realty

    10 Indian Run Dr, Thompson, CT 06277
  • 3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    /40

    $290,000

    • 2 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255

    Motivated Seller. Well maintained move-in ready 2 bedroom, 1 1/2 bath condo with 1 car garage. Walk in on the lower level from the garage to an additional 416 sq ft. for an office/gym/playroom whatever you choose. Up to second floor you will find a combo-living/dining area with a slider to a deck for your enjoyment, also a completely remodeled 1/2 bath and Kitchen with granite counter. On the 3rd

    Dianne Barrett Johnston & Associates Real Estate, LLC

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
  • 369 Thompson Rd, Thompson, CT 06277
    369 Thompson Rd, Thompson, CT 06277
    369 Thompson Rd, Thompson, CT 06277
    /39

    $594,900

    • 4 Beds
    • 2.5 Baths
    • 2,944 Sq Ft

    369 Thompson Rd, Thompson, CT 06277

    In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

    Sheena Ruggirello Real Broker CT, LLC

    369 Thompson Rd, Thompson, CT 06277
  • 0 W Thompson Rd Unit 24146108, Thompson, CT 06255
    0 W Thompson Rd Unit 24146108, Thompson, CT 06255
    0 W Thompson Rd Unit 24146108, Thompson, CT 06255
    /3

    $150,000

    • Land
    • 22.8 Acres
    • $6,579 per Acre

    0 W Thompson Rd Unit 24146108, Thompson, CT 06255

    0 Thompson Road offers a picturesque 22.8 acre mixed-use commercial land opportunity located in the BDD (Business Development District) zone, allowing for energy storage, agricultural operations, multi-family housing (special permit), and light manufacturing, subject to Town Planning & Zoning approval. Gentle Slopping Bordered by the French River and North Grosvenordale Pond, the site includes

    Michael Collins Berkshire Hathaway NE Prop.

    0 W Thompson Rd Unit 24146108, Thompson, CT 06255
  • 6 Indian Run Dr, Thompson, CT 06277
    6 Indian Run Dr, Thompson, CT 06277
    /2

    $400,000

    New Construction
    • 1 Bed
    • 1 Bath
    • 644 Sq Ft

    6 Indian Run Dr, Thompson, CT 06277

    Similar to be built. Charming Craftsman-style home offering efficient, low-maintenance living! This thoughtfully designed 644 sq. ft. home features 1 bedroom and 1 full bathroom with a bright, open floor plan. Large windows fill the space with natural sunlight, creating a warm and inviting atmosphere. The kitchen and living areas flow seamlessly, perfect for comfortable everyday living. Enjoy

    Cary Marcoux RE/MAX Bell Park Realty

    6 Indian Run Dr, Thompson, CT 06277
  • 26 Quaddick Town Farm Rd, Thompson, CT 06277
    26 Quaddick Town Farm Rd, Thompson, CT 06277
    26 Quaddick Town Farm Rd, Thompson, CT 06277
    /32

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,420 Sq Ft

    26 Quaddick Town Farm Rd, Thompson, CT 06277

    Welcome to 26 Quaddick Town Farm Road, a stunningly revitalized residence where modern luxury meets tranquil country living. Spanning 2,420 SF on a lush 1.14-acre lot, this home has been remodeled from top to bottom, offering the pristine feel of new construction with the character of an established estate. Step across a bright open floor plan designed for effortless living with stained hardwood

    Michael Disla eXp Realty

    26 Quaddick Town Farm Rd, Thompson, CT 06277
  • 1555 Riverside Dr, North Grosvenordale, CT 06255
    1555 Riverside Dr, North Grosvenordale, CT 06255
    1555 Riverside Dr, North Grosvenordale, CT 06255
    /34

    $874,900

    • 4 Beds
    • 3.5 Baths
    • 2,114 Sq Ft

    1555 Riverside Dr, North Grosvenordale, CT 06255

    Tucked away on 26.6 peaceful acres right on the Massachusetts border, this one-of-a-kind property offers privacy, space, and endless possibilities. This 4-bedroom, 3.5-bath home features a spacious layout with extra space above the garage, a finished basement perfect for entertaining or additional living quarters, and so much more. Outside, you'll find a separate 3-bay metal garage ideal for

    Courtney Ravenelle RE/MAX Bell Park Realty

    1555 Riverside Dr, North Grosvenordale, CT 06255
  • 0 Church St, Thompson, CT 06277
    0 Church St, Thompson, CT 06277
    /2

    $225,000

    • Land
    • 13.3 Acres
    • $16,917 per Acre

    0 Church St, Thompson, CT 06277

    Picturesque lot with building site off the road. Ready to go with testing complete for a 5 bedroom home. Build your dream home!

    Amy Brunet Brunet and Company Real Estate

    0 Church St, Thompson, CT 06277
  • 17 Quaddick Rd, Thompson, CT 06277
    17 Quaddick Rd, Thompson, CT 06277
    17 Quaddick Rd, Thompson, CT 06277
    /40

    $950,000

    Open House 6/14
    • 4 Beds
    • 3.5 Baths
    • 3,667 Sq Ft

    17 Quaddick Rd, Thompson, CT 06277

    This 3,600 SF home sits near Thompson's historic town green, with church bells audible from a nearby church. Well-maintained by several owners over its 213-year history, it remains in excellent condition. Featuring one of the most elegant front entrances embellished with wreath-roping under the eaves and flanked by etched glass with bulls-eye details, setting the tone for what you will find

    Stephanie Gosselin Berkshire Hathaway NE Prop.

    17 Quaddick Rd, Thompson, CT 06277
  • 99 Azud Rd, Thompson, CT 06277
    99 Azud Rd, Thompson, CT 06277
    /2

    $1,295,000

    • Land
    • 12.8 Acres
    • $101,172 per Acre

    99 Azud Rd, Thompson, CT 06277

    Fully approved and shovel ready for 60 Multi Family Units! Affordable project can be developed in phases. Public sewer available, private well and 3 Phase Power. Close to the airline trail for hiking and cycling. Conveniently located restaurants and shopping. Close proximity to the casinos, Worcester, Providence, Boston and the Rhode Island and Ct Shoreline.

    Cary Marcoux RE/MAX Bell Park Realty

    99 Azud Rd, Thompson, CT 06277
  • 158 Church St, Thompson, CT 06277
    158 Church St, Thompson, CT 06277
    158 Church St, Thompson, CT 06277
    /35

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,818 Sq Ft

    158 Church St, Thompson, CT 06277

    Welcome to your dream home, where comfort meets tranquility! Nestled on a sprawling 1/2 acre, this captivating house offers the perfect blend of modern living and natural beauty. Step inside to discover a bright and airy living room that invites you to relax and unwind. The open floor plan seamlessly connects the living area to the dining space, creating an ideal environment for family gatherings

    Nick Baniukiewicz LAER Realty Partners

    158 Church St, Thompson, CT 06277
  • 49 Blash Rd, North Grosvenordale, CT 06255
    49 Blash Rd, North Grosvenordale, CT 06255
    49 Blash Rd, North Grosvenordale, CT 06255
    /40

    $565,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    49 Blash Rd, North Grosvenordale, CT 06255

    Horse Property / Mini Farm on 5.16 Private Acres Well-maintained 3-bedroom, 2.5-bath home with 1,508 sq. ft. on 5.16 acres, set up for horses and ready for its next owner. The property includes a 19' x 60' barn with 3 stalls (with room to expand to 5 stalls)updated electrical, barn cameras, two frost-free hydrants, and agricultural fans. There are also 2 corrals, 3 large turnout paddocks, and

    Diane White Berkshire Hathaway NE Prop.

    49 Blash Rd, North Grosvenordale, CT 06255
  • 120 Quaddick Town Farm Rd, Thompson, CT 06277
    120 Quaddick Town Farm Rd, Thompson, CT 06277
    120 Quaddick Town Farm Rd, Thompson, CT 06277
    /17

    $445,000

    • 2 Beds
    • 1.5 Baths
    • 1,469 Sq Ft

    120 Quaddick Town Farm Rd, Thompson, CT 06277

    This newly renovated home on sizable (approximately 1 acre) lot borders protected land trust property to hike and mountain bike along the Five Mile River. The kitchen and bathrooms were completely renovated in 2026 with new fixtures throughout - appliances are included, making the house move-in ready on day one. The house was re-done top to bottom with new paint inside, low maintenance siding on

    Jason Saphire www.HomeZu.com

    120 Quaddick Town Farm Rd, Thompson, CT 06277
  • 18 Leon St, Thompson, CT 06277
    18 Leon St, Thompson, CT 06277
    18 Leon St, Thompson, CT 06277
    /17

    $389,900

    $40K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,313 Sq Ft

    18 Leon St, Thompson, CT 06277

    Step inside to find hardwood floors throughout, creating a warm and cohesive feel across the home. The updated bathroom and kitchen adds a fresh, modern touch, while the functional layout provides flexibility for family living, guests or a home office. Major improvements have already been taken care of, including a brand-new gas forced air heating system offering an easy conversion to add central

    Pat Malek First Choice Realty

    18 Leon St, Thompson, CT 06277
  • 117 Riverside Dr, North Grosvenordl, CT 06255
    117 Riverside Dr, North Grosvenordl, CT 06255
    117 Riverside Dr, North Grosvenordl, CT 06255
    /4

    $499,900

    • Land
    • 11.15 Acres
    • $44,834 per Acre

    117 Riverside Dr, North Grosvenordl, CT 06255

    Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

    Cary Marcoux RE/MAX Bell Park Realty

    117 Riverside Dr, North Grosvenordl, CT 06255
  • 597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
    /13

    $144,000

    $5K PRICE DROP
    • Land
    • 2.97 Acres
    • $48,485 per Acre

    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277

    Come build your dream home! Prime 2.97-Acre Lot with underground utilities & approved plans in beautiful Thompson, CT. Discover the perfect blend of privacy, convenience, and readiness in the peaceful town of Thompson. This exceptional lot comes equipped with underground electric already in place, within an approved subdivision plan and engineered septic plans in hand-saving you time and money as

    The Schlesman Realty Group ERA Key Realty Services

    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
  • 9 Becola Rd, Thompson, CT 06277
    9 Becola Rd, Thompson, CT 06277
    9 Becola Rd, Thompson, CT 06277
    /23

    $899,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,437 Sq Ft

    9 Becola Rd, Thompson, CT 06277

    Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the moment you arrive, you'll fall in love with the peaceful setting, breathtaking water views, and the care that has gone into maintaining this home. Whether you're enjoying your morning coffee overlooking the lake, relaxing in the hot tub, or unwinding after a long day, this property offers a true sense of

    Chelsea Greene CR Premier Properties

    9 Becola Rd, Thompson, CT 06277
  • 1 Maple Ln, Thompson, CT 06277
    1 Maple Ln, Thompson, CT 06277
    1 Maple Ln, Thompson, CT 06277
    /40

    $644,000

    Open Sun 3:30PM - 5PM $36K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    1 Maple Ln, Thompson, CT 06277

    Beautifully maintained and built to last, this spacious 4 bedroom, 3.5 bath home offers comfort, quality, and exceptional living space in a prime location near prestigious Thompson Hill. Situated on a manicured corner lot, the home features durable fiberboard construction, newer vinyl siding with a lifetime warranty, and 50-year shingles for peace of mind. Designed for easy living and

    Tracie Gagnon Berkshire Hathaway NE Prop.

    1 Maple Ln, Thompson, CT 06277
  • 28 Blackmer Downs Rd, North Grosvenordale, CT 06255
    28 Blackmer Downs Rd, North Grosvenordale, CT 06255
    28 Blackmer Downs Rd, North Grosvenordale, CT 06255
    /35

    $675,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,381 Sq Ft

    28 Blackmer Downs Rd, North Grosvenordale, CT 06255

    Exquisitely updated and impeccably maintained, this modern/contemporary home offers a seamless blend of elegance and comfort. The open-concept design features formal living and dining rooms, an inviting den, and a spacious gathering area ideal for entertaining. The chef's kitchen is beautifully appointed with abundant cabinetry and granite countertops, while a private office with custom built-ins

    Cathy Duprey Duprey Real Estate, LLC

    28 Blackmer Downs Rd, North Grosvenordale, CT 06255
  • 25 Quinebaug Rd, Dudley, MA 01571
    25 Quinebaug Rd, Dudley, MA 01571
    25 Quinebaug Rd, Dudley, MA 01571
    /38

    $409,900

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,229 Sq Ft

    25 Quinebaug Rd, Dudley, MA 01571

    Nestled in the heart of Dudley, Massachusetts, this residence at 25 Quinebaug Rd presents an opportunity to own a piece of New England charm with a history dating back to 1901. Situated on a 6534 square foot lot, offers a blend of classic architecture and the potential for modern living. With a generous 2229 square feet of living area spread across two stories provides ample space for comfortable

    Nancy Gilmour Coldwell Banker Realty - Worcester

    25 Quinebaug Rd, Dudley, MA 01571
  • 3 Dominique Dr, Webster, MA 01570
    3 Dominique Dr, Webster, MA 01570
    3 Dominique Dr, Webster, MA 01570
    /25

    $500,000

    Open Sun 2PM - 4PM $25K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    3 Dominique Dr, Webster, MA 01570

    Welcome to this young, 2013-built gem, perfectly situated on a quiet cul-de-sac in one of Webster’s most desirable neighborhoods. This modern home offers the peace of a friendly, low-traffic street with unbeatable proximity to the legendary Webster Lake and Indian Ranch for world-class concerts and summer fun. The thoughtful split-entry design features a private primary suite on its own wing of

    JOHN SNYDER Redfin Corp.

    3 Dominique Dr, Webster, MA 01570
  • 16 Black Point Rd, Webster, MA 01570
    16 Black Point Rd, Webster, MA 01570
    16 Black Point Rd, Webster, MA 01570
    /14

    $149,000

    $50K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $876,471 per Acre

    16 Black Point Rd, Webster, MA 01570

    BRING YOUR IMAGINATION & YOUR OFFER ON THIS RARE DIRECT WATERFRONT LOT on FULLY RECREATIONAL WEBSTER LAKE! Come take a look at this .17 acre lot & envision lake life! Public Water & Sewer at street. Well established neighborhood. Direct frontage plus additional access on Colonial Road, part of Colonial Park.

    Paul Clifford The Neighborhood Realty Group

    16 Black Point Rd, Webster, MA 01570
Connecticut Windham County Thompson

Real Estate & Homes for Sale in Thompson, CT

Why Live in Thompson

Thompson, located in the northeastern corner of Connecticut, borders Massachusetts and Rhode Island, offering a rural atmosphere characterized by woodlands, parks and country roads. The town is known for its quiet appeal and Marianapolis Preparatory School, a highly regarded Catholic high school with rigorous academics. Housing in Thompson varies, with options ranging from ranch-style, split-level and Cape Cod homes to Colonial and modern transitional styles. Build dates range from the 1800s and the 2020s. Waterfront properties, particularly those near Quaddick Reservoir, are among the priciest and most sought-after. Thompson offers several attractions, including the Thompson Speedway Motorsports Park, which hosts NASCAR events, and the Air Line State Park Trail, a multi-use path ideal for hiking. Quaddick State Park provides opportunities for fishing, boating and ice skating, while Riverside Park features basketball and softball facilities. For dining, ANYA is a local favorite for gourmet meals, and nearby Putnam offers additional shopping and dining options, including antique stores and restaurants like 85 Main and The Hare & the Hound. Thompson is car-dependent, with Interstate 395 providing access to Worcester, Massachusetts, located about 25 miles away. The town's rural charm and proximity to both Massachusetts and Rhode Island make it an attractive location for homebuyers seeking a quieter lifestyle.

Learn more about living in Thompson

Frequently Asked Questions

What is the average home price in Thompson, CT?
Homes for sale in Thompson, CT have an average home price of $506,416.
Are home prices dropping in Thompson?
Yes, home prices in Thompson are down 6% in the last 12 months.
How many homes have sold over the last 12 months in Thompson, CT?
50 homes have sold in Thompson, CT over the last 12 months.
What is the average household income in Thompson, CT?
The average household income in Thompson, CT is $102K.
What are the most popular zip codes in Thompson, CT?
The most popular zip codes in Thompson, CT include 06255, 06277, 01571, 06260 and 01570.
How much do you need to make to afford a house in Thompson?
The median home price in Thompson is $464,900. If you put a 20% down payment of $93,000 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $2,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $101K a year to afford the median home price in Thompson. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Thompson is $102K.
How are the schools in Thompson, CT?
Thompson, CT has highly rated public and private schools. Some of the best schools in Thompson based on Niche Grades are Marianapolis Preparatory School, Putnam Science Academy and The Woodstock Academy. Browse all the schools in Thompson, CT to learn more.

Home Prices in Thompson, CT

The median home sale price in Thompson, CT is $453,500, up 5% year-over-year. Homes in Thompson sell in 40 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$453,500
Median Single Family Sale Price
$460,000
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$386,000
Median 1 Bedroom Sale Price
$395,000
Average Price Per Sq Ft
$327
Number of Homes for Sale
11
Last 12 months Home Sales
50
Months of Supply
2.60
Median List Price
$464,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group