West Windsor Homes

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  /27

  $274,925 Pending

  • 2 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 2 spacious bedrooms with an extra room for either a den or an office, 2 full baths with one being totally renovated, with a flexible floor plan that blends

  

  Jason Kemp

  Five Stars Realty

  (860) 737-9994

  41 Chestnut Dr, Windsor, CT 06095
• Explore West Windsor

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  /68

  $1,920 - $2,995 total monthly price

  The Preserve at Great Pond

  Studio - 2 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
• 

  $500,000 Sold Oct 09, 2025

  464 Prospect Hill Rd, Windsor, CT 06095

  • 4 Beds
  • 3 Baths
  • 2,949 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Above List Price
  • $170/SF
  • 72 Days On Market

  Current Estimated Value $499,468

  Last Listing Agent Michael Barile Barile Realty Group

  464 Prospect Hill Rd, Windsor, CT 06095
• 

  Est $312,587 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  269 Mountain Rd, Windsor, CT 06095

  269 Mountain Rd, Windsor, CT 06095
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  /30

  $545,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,102 Sq Ft

  2080 Poquonock Ave, Windsor, CT 06095

  Looking for an open-concept colonial with 3000+ square feet? Search no further than 2080 Poquonock Ave. Property is located in the sought-after town of Windsor, CT. Interested in curb appeal well this is it. The exterior and interior is a combination of contemporary with a touch of georgian. One step inside and you'll be captivated by the style, elegance, and workmanship. Greet your guests in the

  Alexander Pryor Coldwell Banker Realty

  2080 Poquonock Ave, Windsor, CT 06095
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  /38

  $3,200 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • House for Rent

  44 Crabapple Rd, Windsor, CT 06095

  Rare rental opportunity in Windsor's sought-after Poquonock neighborhood! Nestled on a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial offers exceptional comfort, privacy, and versatility. The open-concept living and dining areas flow seamlessly into the kitchen, featuring granite countertops and ample cabinetry, ideal for both everyday living and entertaining. The main level

  Deepak Khatiwada eRealty Advisors, Inc.

  44 Crabapple Rd, Windsor, CT 06095
• 

  $360,000 Sold May 30, 2025

  11 Merli Rd, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,710 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Above List Price
  • $211/SF
  • 2 Days On Market

  Current Estimated Value $371,579

  Last Listing Agent Maureen Bohrer Howard Hanna Rand Realty

  11 Merli Rd, Windsor, CT 06095
• 

  Est $191,896 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,020 Sq Ft

  248 High Path Rd, Windsor, CT 06095

  248 High Path Rd, Windsor, CT 06095
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  /40

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  10 Cleary Ln, Windsor, CT 06095

  Nestled on a quiet cul-de-sac, this beautiful 4-bedroom, 2.1-bath ranch offers over 2,300 sq. ft. of stylish living space. The sunken living room is a true showstopper, featuring dramatic floor-to-ceiling windows that flood the space with natural light. A spacious dining room overlooks the living area, creating an open and inviting layout perfect for gatherings. The master suite and family room

  Tammy Ferrauola Eagle Eye Realty PLLC

  10 Cleary Ln, Windsor, CT 06095
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  /20

  $2,200 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,020 Sq Ft
  • Townhouse for Rent

  266 High Path Rd, Windsor, CT 06095

  Property Id: 2247514Welcome home to this charming 2 bedroom, 2.5 bathroom townhouse in Windsor, CT. Built in 1972, this property features modern amenities such as a dishwasher, washer, and dryer. Enjoy off-street parking, a swimming pool, and on-site laundry. Water, sewage, and garbage included. Don't miss out on this gem! Available starting 1/20/2026 for $2200/month and $3,000 security

  266 High Path Rd, Windsor, CT 06095
• 

  $125,000 Sold Oct 02, 2025

  297 High Path Rd Unit 297, Windsor, CT 06095

  • 1 Bed
  • 1.5 Baths
  • 736 Sq Ft
  • Built 1972

  Last Sold Summary

  • 17% Below List Price
  • $170/SF
  • 16 Days On Market

  Current Estimated Value $124,046

  Last Listing Agent Jessamyn Davila Coldwell Banker Realty

  297 High Path Rd Unit 297, Windsor, CT 06095
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  345 Dunfey Ln Unit D, Windsor, CT 06095

  345 Dunfey Ln Unit D, Windsor, CT 06095
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  /31

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  16 Hilltop Rd, Windsor, CT 06095

  LOOKING FOR A QUIET AREA TO LIVE IN ? This updated Raised Ranch on 0.75 Acres in Windsor might be the one you looking for. Beautifully remodeled in 2017 and meticulously maintained, this 3-bedroom, 2-bath Raised Ranch offers move-in-ready comfort with all major updates complete. The main level features an open-concept layout with a remodeled kitchen showcasing granite countertops, an island, and

  Joe Coelho Coldwell Banker Realty

  16 Hilltop Rd, Windsor, CT 06095
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  /14

  $1,600 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 723 Sq Ft
  • Apartment for Rent

  962 High Path Rd, Windsor, CT 06095

  Spacious 1 bedroom, 2 bathroom condo unit for rent in The Chateau Wood Complex in Windsor. Come enjoy the open concept living area, updated kitchen, and community pool. Lower monthly bills with heat and hot water included! Conveniently located near shopping, restaurants, and major highways. Available Feb 1st.

  Marc Krawiec The Bridge Realty Inc.

  962 High Path Rd, Windsor, CT 06095
• 

  $430,000 Sold Aug 07, 2025

  30 Holly Cir, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 2,522 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $170/SF
  • 29 Days On Market

  Current Estimated Value $431,865

  Last Listing Agent Michael Price KW Legacy Partners

  30 Holly Cir, Windsor, CT 06095
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  Est $411,850 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  406 Old Village Cir Unit 406, Windsor, CT 06095

  406 Old Village Cir Unit 406, Windsor, CT 06095
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  /39

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,061 Sq Ft

  298 Kings Landing, Windsor, CT 06095

  Welcome to the popular and rarely available Kings Landing 55+ community, where carefree living is a way of life. This spacious 4-bedroom, 3 full-bath condo with a 2-car garage is a true rare find and is meticulously maintained and completely move-in ready. Enjoy year round comfort with high efficiency natural gas heating & central air. The updated main level features a beautiful kitchen with

  Judy Guarco Berkshire Hathaway NE Prop.

  298 Kings Landing, Windsor, CT 06095
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  /20

  $1,795 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 730 Sq Ft
  • Condo for Rent

  951 High Path Rd Unit 951, Windsor, CT 06095

  Great Alternative to Renting~Immediate occupancy~Chateau Wood Condo Complex~In-ground pool & Basketball Court. Well maintained grounds~natural setting & assigned parking just steps away from the lobby entrance. This 1BdRm, 1.1Bath rental is located on the 3rd Floor with elevator access & shows well. Flexible Open Floor Plan great for furniture placement to create Living Rm, Dining Rm area & work

  951 High Path Rd Unit 951, Windsor, CT 06095
• 

  $452,000 Sold Oct 14, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Above List Price
  • $231/SF
  • 4 Days On Market

  Current Estimated Value $439,462

  Last Listing Agent Melissa Rothman eXp Realty

  Unlisted Address
• 

  Est $447,982 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  74 Commons Crossing, Windsor, CT 06095

  74 Commons Crossing, Windsor, CT 06095
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  $509,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,237 Sq Ft

  16 Landing Cir, Windsor, CT 06095

  Welcome to your dream home! This 3 bedroom, two and half bathroom gem boasts an open-concept layout, perfect for entertaining. The chef's kitchen features granite countertops, marble mosaic back splash and stainless steel appliances, and a large peninsula. The large rear deck is ideal for gatherings or quiet evenings. Located in a Cul De Sac and minutes from highways, shopping, restaurants, this

  Helton Dornelas Golden Rule Realty

  16 Landing Cir, Windsor, CT 06095
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  /18

  $2,900 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
• 

  $347,450 Sold Jan 31, 2025

  23 Last Leaf Cir Unit 23, Windsor, CT 06095

  • 2 Beds
  • 2.5 Baths
  • 1,936 Sq Ft
  • Built 2009

  Last Sold Summary

  • 9% Below List Price
  • $179/SF
  • 121 Days On Market

  Current Estimated Value $368,677

  Last Listing Agent Elaine Birthwright-Rowe New Haus Group LLC

  23 Last Leaf Cir Unit 23, Windsor, CT 06095
• 

  Est $472,096 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  21 Marble Faun Ln Unit 21, Windsor, CT 06095

  21 Marble Faun Ln Unit 21, Windsor, CT 06095
• 

  

  /22

  $449,990 Pre-Foreclosure

  • 3 Beds
  • 3.5 Baths
  • 2,673 Sq Ft

  1 Deanne Lynn Cir, Windsor, CT 06095

  Come home every day to this spectacular custom-built contemporary set on a beautiful .65-acre lot in the prestigious Kendrick Place neighborhood. The dramatic open foyer features marble flooring, an elegant staircase, and a balcony that overlooks the stunning great room with its 16-foot vaulted ceiling, fireplace, and expansive windows that flood the space with southern light. The updated kitchen

  Kostas Travisano Sailpoint Property Group

  1 Deanne Lynn Cir, Windsor, CT 06095
• 

  $435,000 Sold Aug 19, 2025

  2 Marble Faun Ln, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,737 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Above List Price
  • $250/SF
  • 2 Days On Market

  Current Estimated Value $427,373

  Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

  2 Marble Faun Ln, Windsor, CT 06095
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  Est $131,500 Not Listed For Sale

  801 Stone Rd, Windsor, CT 06095

  801 Stone Rd, Windsor, CT 06095
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  /38

  $435,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  19 Rainbow Creek, Windsor, CT 06095

  Presenting 19 Rainbow Creek in Windsor, a modern Colonial that has been fully updated to reflect today's lifestyle. Thoughtful renovations, clean lines, and contemporary finishes create a home that feels both polished and welcoming. The main level offers an open-concept living space ideal for everyday living and effortless entertaining. Stunning electric fireplace, updated kitchen, walk-in custom

  Danielle Dube RE/MAX Right Choice

  19 Rainbow Creek, Windsor, CT 06095
• 

  $355,000 Sold Jun 12, 2025

  808 Matianuck Ave, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • Built 1930

  Last Sold Summary

  • 15% Above List Price
  • $208/SF
  • 4 Days On Market

  Current Estimated Value $350,943

  Last Listing Agent Patty Kilpatrick ERA Blanchard & Rossetto

  808 Matianuck Ave, Windsor, CT 06095
• 

  Est $403,832 Not Listed For Sale

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

  1846 Poquonock Ave, Windsor, CT 06095

  1846 Poquonock Ave, Windsor, CT 06095
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  /36

  $489,999 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  9 Milo Peck Ln, Windsor, CT 06095

  Welcome to this beautiful colonial set in a quiet, sought-after neighborhood. This well-maintained home offers 4 spacious bedrooms, all with gleaming hardwood floors. The inviting primary suite features a private, fully tiled bath with a walk-in shower. With a total of 2.5 baths, comfort and convenience are throughout. The first floor boasts a large, light-filled family room with a fireplace that

  Carla Juvencio RE/MAX Precision Realty

  9 Milo Peck Ln, Windsor, CT 06095
• 

  $682,000 Sold Sep 15, 2025

  35 Jubrey Dr, Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 3,191 Sq Ft
  • Built 2010

  Last Sold Summary

  • 5% Above List Price
  • $214/SF
  • 37 Days On Market

  Current Estimated Value $672,222

  Last Listing Agent Sherri Schwartz Coldwell Banker Realty

  35 Jubrey Dr, Windsor, CT 06095
• 

  Est $585,233 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,084 Sq Ft

  211 Sunnyfield Dr, Windsor, CT 06095

  211 Sunnyfield Dr, Windsor, CT 06095
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  /35

  $438,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  418 Pond Bridge Rd, Windsor, CT 06095

  Nestled in the desirable Walden Woods community is this beautifully remodeled 2,304sf Colonial-style PUD home with 8 spacious rooms and exceptional modern comfort. This 4 bedroom home features a bright, open layout with a large center hallway on each floor, a fireplaced family room, and a stunning updated kitchen that opens to a private deck, perfect for relaxing or entertaining. The first floor

  Michael Ferris eXp Realty

  418 Pond Bridge Rd, Windsor, CT 06095
• 

  $300,000 Sold Jan 16, 2026

  552 Stone Rd, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $266/SF
  • 147 Days On Market

  Last Listing Agent Eric Tellier Trend 2000 Real Estate

  552 Stone Rd, Windsor, CT 06095
• 

  Est $434,128 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  508 Stillwater, Windsor, CT 06095

  508 Stillwater, Windsor, CT 06095
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  /32

  $369,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  26 Hickory Dr, Windsor, CT 06095

  Welcome home to this updated ranch set in one of the area's most desirable neighborhoods. This home features 3 bedrooms, 2 full bath. The kitchen has been updated with cherry cabinets, granite counters, newer stainless steel appliances and tile backsplash. Off the kitchen is a multifunctional space which could serve as a mudroom or a sitting room with sliders to the back yard. Living room with

  Jason Donaldson Mulberry Real Estate

  26 Hickory Dr, Windsor, CT 06095
• 

  $170,000 Sold Aug 27, 2025

  217 High Path Rd, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft
  • Built 1972

  Last Sold Summary

  • $177/SF
  • 7 Days On Market

  Current Estimated Value $169,251

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  217 High Path Rd, Windsor, CT 06095
• 

  Est $326,100 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  16 Whitward Place, Windsor, CT 06095

  16 Whitward Place, Windsor, CT 06095
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  /11

  $325,000

  • Land
  • 12.18 Acres
  • $26,683 per Acre

  490 Old Day Hill Rd, Windsor, CT 06095

  Attention Farmers!! This 12+ acre location is strictly for the farmers. With a tobacco barn and newly updated potato barn this piece of property is ready for you to start your farming business. Agents please reach out for the specific guidelines with this property or read the agent notes

  Heather Heeb Keller Williams Realty-Longmdw

  490 Old Day Hill Rd, Windsor, CT 06095

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