11,952

Windsor, CT Homes

Section Image Section Image
  • /40

    $329,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,285 Sq Ft

    780 Park Ave, Windsor, CT 06095

    Welcome to 780 Park Avenue, Windsor! This charming Cape Cod-style single-family home features 3 bedrooms, 1 full bathroom, and 1 half bathroom. The bright living spaces and flexible layout offer comfort and functionality for everyday living. Located just minutes from Northwest Park, you'll enjoy access to trails, recreation, and natural beauty right outside your door. The property also provides

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 981-0918

    780 Park Ave, Windsor, CT 06095
  • /27

    $2,000 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft
    • House for Rent

    925 High Path Rd, Windsor, CT 06095

    Two-bedroom unit in desirable Chateau Woods Complex. Open living concept - large living/dining room with slider leading out to your private patio with views of nature. This condo features new easy to maintain flooring throughout; Jack and Jill bathroom with two separate half baths on both sides of shower/bath area; lots of closet space including a large walk-in closet. Bedrooms that fit any size

    Agent Photo

    Mavourneen Costello

    NextHome Elite Realty

    (860) 851-4219

    925 High Path Rd, Windsor, CT 06095
  • 83 Pebblebrook, Windsor, CT 06095

    $449,900 Sold Oct 30, 2025

    • 2,374 Sq Ft
    • $190/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    83 Pebblebrook, Windsor, CT 06095

    Radiating character and comfort, this gorgeous three-bedroom Colonial unites traditional beauty with the convenience of contemporary living. A tranquil cul-de-sac location and a lovely, covered front porch combine to create wonderful curb appeal. In the heart of this home is the renovated kitchen featuring beautiful maple cabinetry, granite countertops, an island/breakfast bar, stainless steel

    Sharon Rispoli Berkshire Hathaway NE Prop.

    83 Pebblebrook, Windsor, CT 06095
  • /27

    $329,925

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    41 Chestnut Dr, Windsor, CT 06095

    Welcome to 41 Chestnut Drive, a charming and well-maintained Cape Cod style home nestled in a quiet Windsor neighborhood, perfect for those seeking comfort, convenience, and classic New England character. This bright and inviting residence has 3 spacious bedrooms 2 full baths with one being totally renovated, with a flexible floor plan that blends functionality and warmth. A spacious kitchen with

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (959) 300-2509

    41 Chestnut Dr, Windsor, CT 06095
  • /68

    $1,920 - $3,350 total monthly price

    The Preserve at Great Pond

    Studio - 3 Beds

    100 Lexington St, Windsor, CT 06095

    Welcome to The Preserve at Great Pond – where comfort and luxury meet. Embraced by nature, yet close to urban conveniences, our luxury apartments in Windsor, CT, cater to city dwellers and outdoor adventurers alike. Add in the thoughtful collection of services and amenities, and you’ll have everything you expect from a true home.Live the luxury life in any of our studio, one, two, or

    100 Lexington St, Windsor, CT 06095
  • 13 Early Dawn Cir, Windsor, CT 06095

    $310,000 Sold Oct 30, 2025

    • 1,338 Sq Ft
    • $232/SF
    • 37 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1982

    13 Early Dawn Cir, Windsor, CT 06095

    Experience comfort and style in this beautifully updated 2-bedroom, 1.5-bath townhouse in the highly desirable Strawberry Hills neighborhood. Meticulously maintained, this home blends modern finishes with cozy living. The kitchen boasts sleek stone countertops, a herringbone tiled backsplash, under cabinet lighting and ample cabinetry. An open-concept layout connects the spacious dining and

    Tracey Hollerbach Coldwell Banker Realty

    13 Early Dawn Cir, Windsor, CT 06095
  • /24

    $235,000 Pending

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    101 Seymour St, Windsor, CT 06095

    Turnkey Ranch with Solar & Smart Savings - Just $249,000! Welcome to this sun-soaked, energy-efficient 2-bedroom, 1-bath ranch nestled in a quiet Windsor neighborhood. Offering 960 square feet of easy, single-level living, this home is perfect for first-time buyers, downsizers, or anyone seeking comfort, convenience, and long-term savings. Enjoy the low-maintenance benefits of vinyl siding and

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 852-6386

    101 Seymour St, Windsor, CT 06095
  • /18

    $3,000 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    501 Old Village Cir, Windsor, CT 06095

    Experience the charm of the highly sought-after Villages at Poquonock in this exceptional End Unit Townhouse Condominium. Designed for modern living, this home features an open-concept layout that effortlessly blends the living room, dining area, and kitchen-ideal for both everyday comfort and entertaining. The first floor includes a spacious primary bedroom with an en-suite bath, providing

    Jeyackumar Manickam William Raveis Real Estate

    501 Old Village Cir, Windsor, CT 06095
  • 8 Matthew Ln, Windsor, CT 06095

    $389,900 Sold Oct 22, 2025

    • 1,901 Sq Ft
    • $205/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    8 Matthew Ln, Windsor, CT 06095

    Welcome to 8 Matthew Lane, a beautifully maintained 3-bed, 2-bath raised ranch nestled in the heart of Windsor. This inviting home combines timeless elegance with modern comforts, offering a perfect blend of style and functionality. Step into a warm living room that flows seamlessly into a formal dining area and a spacious kitchen. With granite countertops, stainless steel appliances and

    Beth Hopkins Coldwell Banker Realty

    8 Matthew Ln, Windsor, CT 06095
  • /2

    $259,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,194 Sq Ft

    99 Pepperbush Way, Windsor, CT 06095

    3-bedroom, 2.5-bath raised ranch offering comfort and convenience in a desirable setting. This home features a 2-car attached garage, natural gas heat, and public utilities for ease of living. The lower level offers even more living space with a family room, half bath, laundry, and direct access to the garage. With its functional floor plan and sought-after utilities, this home is ready for its

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 300-2726

    99 Pepperbush Way, Windsor, CT 06095
  • /39

    $1,755 - $2,170 per month plus fees

    Founders Square

    Studio - 1 Bed

    150 Broad St, Windsor, CT 06095

    NOW TOURING AND LEASING!! Come find your new home at Founders Square - Where Timeless Charm Meets Modern Living.Located just steps from the heart of Windsor Center, Founders Square offers more than 120 studio and one-bedroom apartments, along with 10,000 square feet of local retail. Here, classic New England architecture blends beautifully with modern art and sophisticated design,

    150 Broad St, Windsor, CT 06095
  • 77 Pine Lane Extension, Windsor, CT 06095

    $380,000 Sold Oct 20, 2025

    • 1,627 Sq Ft
    • $234/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2011

    77 Pine Lane Extension, Windsor, CT 06095

    This beautiful home has 3 bedrooms with 2.5 bathrooms and is located on a cold cul-de-sac. The main bedroom and main ensuite bathroom are very spacious. The open floor plan of the living room and kitchen offers an environment for family gatherings. Home has an additional room that can be used as a office or family room. With a 2 car attached garage and located in a nice neighborhood, this home is

    Janet Riley The Riley Group

    77 Pine Lane Extension, Windsor, CT 06095
  • /22

    $309,999 Pre-Foreclosure

    • 3 Beds
    • 1.5 Baths
    • 1,478 Sq Ft

    76 Allen St, Windsor, CT 06095

    Beautiful two level Three Bedroom home that has been totally renovated, Newer Kitchen, new cabinets, Island in the middle of the Kitchen with stone counter tops, hardwood floors gleaming throughout entire home, Stainless steel appliances, two full bathrooms totally remodeled. The basement has expansion possibilities. This house sits on a level .25 acreage parcel looking for your landscape

    Agent Photo

    Raymond Malcolm

    Cornerstone Homes Plus, Inc.

    (860) 281-2198

    76 Allen St, Windsor, CT 06095
  • /8

    $1,490 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    121 Pleasant St, Windsor, CT 06095

    Remodeled apartment in 4 family home. Heat and hot water are included in rent. Tenant responsible for electricity, water, sewer and trash. Must have good credit. 2 months security is requested. 1 cat is ok with pet fee. Owner is related to listing agent.

    Angela Ploszaj Berkshire Hathaway NE Prop.

    121 Pleasant St, Windsor, CT 06095
  • 33 Nod Rd, Windsor, CT 06095

    $370,000 Sold Oct 17, 2025

    • 1,664 Sq Ft
    • $222/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    33 Nod Rd, Windsor, CT 06095

    Welcome to this beautifully maintained ranch home, perfectly situated in a quiet cul-de-sac neighborhood. Freshly painted and truly move-in ready, this property offers 3 bedrooms and 2.5 bathrooms with a layout designed for both comfort and function. The main level features a spacious living area centered around a gas fireplace, along with an additional family room that provides the ideal setting

    Catherine Rockoff Rockoff Realty

    33 Nod Rd, Windsor, CT 06095
  • /39

    $405,000

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    14 Loren Cir, Windsor, CT 06095

    Tucked at the end of a quiet cul-de-sac, this beautifully maintained raised ranch offers a perfect blend of comfort and modern updates. The bright open layout features gleaming recently refinished hardwood floors, an inviting living and dining area, and a remodeled kitchen with granite countertops, stainless steel appliances, and tile flooring. Upstairs you'll find three spacious bedrooms,

    Agent Photo

    Mike Albert

    RE/MAX RISE

    (959) 215-6076

    14 Loren Cir, Windsor, CT 06095
  • /63

    $1,690 - $3,300 total monthly price

    Windsor Station

    Studio - 2 Beds

    69 Mechanic St, Windsor, CT 06095

    Windsor Station is a beloved property located in the heart of Windsor CT . We are walking distance to restaurants, shopping, and entertainment. Hop on the Amtrak or the new CT Rail train right outside of our community doorsteps! We are pet friendly, offering a private dog park for residents with access to the Windsor River Trail and views of the famous Windsor pond. Our unique fitness center has

    69 Mechanic St, Windsor, CT 06095
  • 149 Tobey Ave, Windsor, CT 06095

    $280,000 Sold Oct 15, 2025

    • 1,554 Sq Ft
    • $180/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    149 Tobey Ave, Windsor, CT 06095

    For the astute investor or buyer, this three bedroom, Ranch presents a prime opportunity for contractors or new home buyers interested in realizing this property's full potential. Nestled on a .26 acre lot, this home provides the perfect canvas for your creativity, a stunning transformation and the opportunity for one level living. The kitchen features recessed lighting, an island with a granite

    Sharon Rispoli Berkshire Hathaway NE Prop.

    149 Tobey Ave, Windsor, CT 06095
  • /40

    $254,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    19 Cook Hill Rd, Windsor, CT 06095

    SELLER IS HIGHLY MOTIVATED-1,300 SF, new roof, gutters, and a private yard are waiting for the next owner! This home offers 3 bedrooms, hardwood floors, a foyer, and a sun front porch. Additional highlights include 100-amp electrical service, a full basement with hatchway access, a covered patio, and an oversized two-car garage. Act fast-don't miss your chance to make this property yours!

    Lori Gabriel Coldwell Banker Realty

    19 Cook Hill Rd, Windsor, CT 06095
  • /9

    $2,500 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,212 Sq Ft
    • House for Rent

    3 Robin Rd, Windsor, CT 06095

    Charming ranch-style home in Windsor offering 3 bedrooms and 1 bathroom. This cozy residence features a spacious living room, dining area, and a beautiful yard, perfect for outdoor enjoyment. Conveniently located near highways 91, 84, and 291. Pet Friendly w/ Pet fee. Ask about our move-in specials.

    Naihommy Colon Rainbow Realty

    3 Robin Rd, Windsor, CT 06095
  • 35 Niles Rd, Windsor, CT 06095

    $450,000 Sold Oct 15, 2025

    • 2,496 Sq Ft
    • $180/SF
    • 40 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1890

    35 Niles Rd, Windsor, CT 06095

    Welcome to your dream home! This exquisitely remodeled 5-bedroom, 3 full bathroom home seamlessly blends timeless elegance with modern luxury. From the moment you step in you'll be captivated by the soaring ceilings, expansive open-concept living spaces, and designer finishes throughout. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, and an enormous

    Amanda Mangene William Raveis Real Estate

    35 Niles Rd, Windsor, CT 06095
  • /37

    $369,900

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    88 Lincoln Way, Windsor, CT 06095

    Nestled in a peaceful neighborhood, this striking three bedroom two and one-half bath Raised Ranch offers great curb appeal. A cathedral ceiling and an innovative and open floor plan create a bright and inviting open space that unites the living room and dining room. The gorgeous kitchen boasts crisp, white cabinetry, granite counter tops, stainless steel appliances, a dine-in area, hardwood

    Sharon Rispoli Berkshire Hathaway NE Prop.

    88 Lincoln Way, Windsor, CT 06095
  • /50

    $1,551 - $2,604 per month plus fees

    Rivers Bend

    1 - 2 Beds

    One Phaeton St, Windsor, CT 06095

    River’s Bend Apartments in Windsor, Connecticut sits on a gorgeous 88-acre riverfront. The open spaces, quiet walkways, and picnic spaces add to the comfortable small-town atmosphere. Enjoy the warm sunny days in the resort-style outdoor pool. Farmington River Park is right next door and is a favorite amongst our residents. Last but certainly not least, our central location is close to a

    One Phaeton St, Windsor, CT 06095
  • 118 High Path Rd Unit 118, Windsor, CT 06095

    $160,000 Sold Oct 15, 2025

    • 1,020 Sq Ft
    • $157/SF
    • 18 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1972

    118 High Path Rd Unit 118, Windsor, CT 06095

    Welcome to Chateau Woods, where comfort and convenience come together in this inviting townhouse-style residence. Step inside to a bright and open main level, featuring a spacious living room that flows seamlessly into the dining area and kitchen. From here, sliding doors open to a large backyard perfect for entertaining, relaxing, or enjoying the outdoors. A half bathroom completes the first

    Jonathan Gineo Silver and Oak Realty

    118 High Path Rd Unit 118, Windsor, CT 06095
  • /23

    $479,999

    • 4 Beds
    • 3.5 Baths
    • 2,290 Sq Ft

    45 Timothy Terrace, Windsor, CT 06095

    Prime location!! A MUST SEE!! Well maintained beautiful colonial on quiet street with gleaming wood floors. Two master bedrooms with private bathrooms. Large sun filled family room with cozy fireplace. Open kitchen with brand new granite countertop. Massive backyard, great place to host summer gets together. Owner related to agent.

    Camtu Nguyen William Raveis/First Town RE

    45 Timothy Terrace, Windsor, CT 06095
  • /22

    $2,575 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • House for Rent

    87 Henry St, Windsor, CT 06095

    Recently updated Cape featuring 3 bedrooms and 2 full baths, ideally situated near shopping, grocery stores, public transportation, parks, and other conveniences. Inside, you'll find a bright and functional layout with a partially finished basement that includes a welcoming family room, offering extra space for work, play, or entertaining. This home combines comfort with accessibility, making it

    Michelle Mandel Carl Guild & Associates

    87 Henry St, Windsor, CT 06095
  • 14 Alden Rd, Windsor, CT 06095

    $410,000 Sold Oct 15, 2025

    • 2,515 Sq Ft
    • $163/SF
    • 91 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1960

    14 Alden Rd, Windsor, CT 06095

    Spacious, Immaculately Maintained Home in Sought-After Pilgrim Village, Motivated Seller! Discover this beautifully cared-for two-owner home offering classic charm and thoughtful updates in one of the area's most desirable neighborhoods. Step into a warm, front-to-back living room with a cozy fireplace, perfect for relaxing or entertaining. The adjacent family room features a nostalgic coal

    Sasha Iyamu ERIS, LLC

    14 Alden Rd, Windsor, CT 06095
  • /28

    $449,900

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft

    680 Kennedy Rd, Windsor, CT 06095

    Welcome Home to a Stunning, freshly renovated ranch that combines modern style with classic comfort. This move-in-ready home features a brand-new roof and siding, offering excellent curb appeal and peace of mind for years to come. Inside, you'll find a bright and airy layout with new flooring, fresh paint, and thoughtful finishes throughout. The updated kitchen boasts sleek countertops, stainless

    Timothy Faucher eXp Realty

    680 Kennedy Rd, Windsor, CT 06095
  • /31

    $4,187 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Condo for Rent

    100 Lexington St Unit 6307.1412539, Windsor, CT 06095

    Landing offers flexible lease terms from weeks to months. Please always visit our website or contact us for the latest pricing & availability.Stay longer, save more:6-Month Minimum base rent: starts at $4354/mo12-Month Minimum base rent: starts at $4187/moLanding offers flexible leases across a network of over 35,000 fully-furnished apartments throughout 375+ cities so you can

    100 Lexington St Unit 6307.1412539, Windsor, CT 06095
  • Unlisted Address

    $452,000 Sold Oct 14, 2025

    • 1,957 Sq Ft
    • $231/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    Unlisted Address

    Welcome to this beautifully maintained desirable 3BR/2BA detached condo in Walden Woods, offering 1,957 sq ft of comfortable, one-level living! Tucked at the end of a quiet cul-de-sac, this move-in ready home greets you with soaring ceilings, sunlit windows, and a cozy wood-burning fireplace. The granite/stainless kitchen with island opens to a formal dining room-perfect for gatherings. The

    Melissa Rothman eXp Realty

    Unlisted Address

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$358,450
Median Single Family Sale Price
$369,900
Median Townhouse Sale Price
$348,725
Median 2 Bedroom Sale Price
$323,900
Median 1 Bedroom Sale Price
$105,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
35
Last 12 months Home Sales
332
Months of Supply
1.30
Median List Price
$350,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home