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Homes for Sale near Windsor High School

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  • /24

    $235,000

    • 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
  • /2

    $259,900

    • 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
  • /27

    $329,925 Coming Soon

    • 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 offers three spacious bedrooms, one full bath and one half bath, with a flexible floor plan that blends functionality and warmth. The living room features

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (860) 981-0837

    41 Chestnut Dr, Windsor, CT 06095
  • /40

    $424,900

    • 4 Beds
    • 1.5 Baths
    • 2,564 Sq Ft

    16 Crabapple Rd, Windsor, CT 06095

    Discover exceptional living in this pristine and stunning four bedroom New England Colonial home, nestled on a gorgeous .42 acre lot. Boasting modern updates and classic charm, this property combines elegance and convenience in a peaceful and sought after neighborhood. The fully remodeled kitchen features an abundance of maple cabinetry, granite counter tops, stainless steel appliances, tile back

    John Waters Berkshire Hathaway NE Prop.

    16 Crabapple Rd, Windsor, CT 06095
  • /36

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    29 Quail Hollow Dr, Windsor, CT 06095

    Welcome home! This beautifully maintained Raised Ranch offers the perfect blend of comfort, style, and outdoor luxury. When you step outside, prepare to be wowed! A two-tiered deck overlooks a fully fenced-in, expansive backyard designed for pure enjoyment. Take a dip in the heated in-ground saltwater pool, unwind in the hot tub, or host unforgettable gatherings on the stamped concrete pool deck

    Michael Zizzamia William Raveis Real Estate

    29 Quail Hollow Dr, Windsor, CT 06095
  • /36

    $390,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,189 Sq Ft

    145 Park Ave, Windsor, CT 06095

    Look no Further! As this Move in Ready, meticulously maintained beautiful raised Ranch home with stunning curb appeal, carefully designed opened concept floor plan, is a great home for you!.This wonderful Home boasts 3 spacious bedrooms, with each room having lots of closet space.The main Bedroom features it's own bathroom,Home has 2.5 beautiful and fully renovated baths, gleaming Hardwood floors

    Dadrie Broderick Coldwell Banker Realty

    145 Park Ave, Windsor, CT 06095
  • /30

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    190 Prospect Hill Rd, Windsor, CT 06095

    Welcome to this lovely 3-bedroom, 2.5-bath colonial nestled in a quiet Windsor neighborhood. A welcoming front porch awaits your finishing touches - the perfect spot to greet guests or enjoy a morning coffee. Inside, you'll find an updated kitchen that opens seamlessly into the living room, featuring a cozy fireplace, perfect for relaxing or entertaining. The oversized primary bedroom offers a

    Shannon King Cozy Homes Real Estate

    190 Prospect Hill Rd, Windsor, CT 06095
  • /24

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,603 Sq Ft

    28 Sunnyfield Dr, Windsor, CT 06095

    Welcome to 28 Sunnyfield Drive, a beautifully renovated 4-bedroom, 2-bath Colonial in the heart of Windsor. Every detail has been thoughtfully updated, offering over 1,600 sq. ft. of modern living space plus a finished basement. The brand-new kitchen shines with stylish finishes and flows seamlessly into bright, open living areas. Enjoy the convenience of an official laundry room and relax on one

    Christian Rivas Plata Complete Real Estate

    28 Sunnyfield Dr, Windsor, CT 06095
  • /19

    $405,000 Open Mon 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    119 Joshua Hill, Windsor, CT 06095

    Welcome home to 119 Joshua Hill! This contemporary 3 bedroom, 2 bath home is located in one of Windsor's most sought-after neighborhoods and offers a bright and functional layout. The main level features a welcoming foyer, spacious living room, dining room, and eat-in kitchen with ample cabinetry and counter space. The upper level is dedicated to the primary bedroom and full bath, while the

    Nicole Crenshaw Barile Realty Group

    119 Joshua Hill, Windsor, CT 06095
  • /40

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    63 Stage Coach Rd, Windsor, CT 06095

    Secluded Country living in Strawberry Hills on 1.73 acres awaits you on this enticing, large, spacious 4 bdrm,2.5 bath Colonial located in one of Windsor's most charming neighborhoods. As you arrive & turn the corner envision yourself in such a lovely, private setting away from it all. This home offers unlimited possibilities & is a must see if you appreciate the natural landscape setting which

    Steven Romero Coldwell Banker Realty

    63 Stage Coach Rd, Windsor, CT 06095
  • /33

    $489,000

    • 5 Beds
    • 2.5 Baths
    • 2,741 Sq Ft

    27 Valley View Dr, Windsor, CT 06095

    This colonial oversize colonial has all the space to grow and build new memories within. Close to major highways this property blends both proximity to peace, quiet and active lifestyle

    Andre Holloman KW Legacy Partners

    27 Valley View Dr, Windsor, CT 06095
  • /38

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1476 Poquonock Ave, Windsor, CT 06095

    Welcome to 1476 Poquonock Avenue in Windsor! This meticulously maintained Colonial offers the perfect blend of character and space. Featuring 4 bedrooms and 2 full bathrooms, this home showcases beautiful hardwood floors throughout. The partially finished attic offers flexible space, ideal for a home office, playroom, or guest retreat. The basement is also partially finished, complete with a

    Kervin Figaro Five Stars Realty

    1476 Poquonock Ave, Windsor, CT 06095
  • /30

    $425,000

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

    16 Hilltop Rd, Windsor, CT 06095

    Updated Raised Ranch on 0.75 Acres in Windsor! 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 stainless steel appliances, seamlessly flowing into the dining and living

    Joe Coelho Coldwell Banker Realty

    16 Hilltop Rd, Windsor, CT 06095
  • /39

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 1,526 Sq Ft

    94 Clubhouse Rd, Windsor, CT 06095

    Waterfront Living on the Farmington River! This Custom Contemporary Home Delivers The Lifestyle Most Only Dream About. Wake Up To Sparkling River Views And End Your Day With Sunsets Over The Water. Step Inside And Be Amazed At Just How Spacious This Home Is! The Open-Concept Main Level Is Perfect For Gathering, With A Sun-Filled Living Area, Kitchen and 2 Bedrooms ~ One With A Private Deck Where

    Eden Wimpfheimer Berkshire Hathaway NE Prop.

    94 Clubhouse Rd, Windsor, CT 06095
  • /28

    $384,900

    • 3 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    29 Bradford Dr, Windsor, CT 06095

    Welcome to 29 Bradford Drive - a beautifully renovated 3-bedroom, 2-bath home nestled in one of Windsor's most sought-after neighborhoods. This turn-key property features a bright and open layout with stylish updates throughout, including a brand-new kitchen with quartz countertops, stainless steel appliances, and custom cabinetry. Both bathrooms have been fully renovated with high-end finishes,

    Nicole Defrancesco Coldwell Banker Realty

    29 Bradford Dr, Windsor, CT 06095
  • /28

    $421,000

    • 4 Beds
    • 3 Baths
    • 2,738 Sq Ft

    957 Palisado Ave, Windsor, CT 06095

    Welcome to this charming 1773 center chimney colonial in the highly desirable town of Windsor ,CT built on over an acre of land. This classic property blends old-world charm with modern conveniences. Upon arrival you will enter a spacious, updated eat-in country kitchen with a beehive oven for family gatherings. French doors open from the kitchen out onto a large slate patio with a beautiful

    Steven Koleno Beycome of Connecticut

    957 Palisado Ave, Windsor, CT 06095
  • /2

    $400,000 Open House 10/19

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    21 Long Hill Rd, Windsor, CT 06095

    Step inside this beautifully maintained raised ranch offering 3 comfortable bedrooms and 2.5 bathrooms in a bright, inviting space. The main level features an open concept living and dining area perfect for everyday living and entertaining. The kitchen provides plenty of counter space with granite countertops, under cabinet lighting, Bosch double ovens for all your cooking or baking needs, as

    Paul Striefler LPT Realty

    21 Long Hill Rd, Windsor, CT 06095
  • /38

    $369,900

    • 3 Beds
    • 2.5 Baths
    • 1,894 Sq Ft

    158 Winterwood, Windsor, CT 06095

    Prepare to be impressed with this pristine, three bedroom Raised Ranch and its open floor plan that will simply take your breath away. In the heart of this home, the stunning kitchen boasts an abundance of oak cabinetry, granite countertops, a breakfast bar, stainless steel appliances, gleaming hardwood flooring and a vaulted ceiling. The kitchen flows seamlessly into the inviting living room

    Sharon Rispoli Berkshire Hathaway NE Prop.

    158 Winterwood, Windsor, CT 06095
  • /28

    $309,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft

    3 Saville St, Windsor, CT 06095

    This renovated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, functionality, and location. Step inside to discover a warm and welcoming layout with spacious living areas and a finished basement that adds valuable bonus space - perfect for a home office, gym, or media room. This home also features an attached garage for added convenience. You'll also enjoy being just a short walk

    Fabian Weir PrefeQ Realty

    3 Saville St, Windsor, CT 06095
  • /19

    $329,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,352 Sq Ft

    107 Sunnyfield Dr, Windsor, CT 06095

    Scenic setting for this 7 room, 3 bedroom, 2.5-bath raised ranch with lower-level rec room. A paver driveway and walkways lead to the home. The fully fenced backyard features a 16' x 16' deck and a storage shed. Interior will need updating and has a strong cigarette odor. Central air and forced hot air systems are not operational; the hot water boiler is currently functioning. Property is being

    Ben Castonguay Sentry Real Estate

    107 Sunnyfield Dr, Windsor, CT 06095
  • /40

    $279,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 1.5 Baths
    • 1,518 Sq Ft

    158 Colton St, Windsor, CT 06095

    Welcome to 158 Colton Street, a bright and comfortable home tucked into a peaceful Windsor neighborhood. This well-maintained property offers 2 main floor bedrooms, 1.5 bathrooms, additional lower level living space, and a detached garage. Ideal for everyday living with room to grow. When entering the home, natural light fills the living area, creating a warm and welcoming atmosphere. The

    Jessica Boswell LPT Realty

    158 Colton St, Windsor, CT 06095
  • /36

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,495 Sq Ft

    20 Sage Park Rd, Windsor, CT 06095

    Great location. Walk to school and parks.

    Joe Aloisa Coldwell Banker Realty

    20 Sage Park Rd, Windsor, CT 06095
  • /34

    $339,900

    • 4 Beds
    • 1 Bath
    • 1,305 Sq Ft

    8 Aramamet St, Windsor, CT 06095

    Beautifully Updated Craftsman Home This classic Craftsman home welcomes you with a wide covered front porch framed by tapered columns-perfect for morning coffee or evening relaxation. Inside, you'll find sun-filled rooms with gleaming hardwood floors, rich wood trim, and original built-ins that showcase timeless character. The kitchen offers modern convenience with ample storage and counter

    Gregory Wright Great Estates, CT

    8 Aramamet St, Windsor, CT 06095
  • /37

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,558 Sq Ft

    41 Hale Dr, Windsor, CT 06095

    Welcome to this stunning split-level home tucked away on a quiet cul-de-sac! Fully renovated in 2018, this home offers a modern, spacious feel with perfectly designed separate 'zones'. From the bedroom zone, step onto the open balcony overlooking the bright and airy main living zone. Just a few steps down, you'll find the open-concept kitchen with granite countertops flowing beautifully into the

    Jeffrey Hiser Berkshire Key Realty

    41 Hale Dr, Windsor, CT 06095
  • /25

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,253 Sq Ft

    39 Warham St, Windsor, CT 06095

    Welcome to 39 Warham Street, a warm and inviting home that blends classic charm with everyday comfort. With over 1,250 square feet, this well-laid-out colonial features three bedrooms, one and a half bathrooms, and plenty of space both inside and out. Step onto the welcoming front porch and into a home filled with natural light and character. To the left is a cozy family room, perfect for

    Mark Mermelstein eXp Realty

    39 Warham St, Windsor, CT 06095
  • /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
  • /32

    $300,000 Open Sat 10:30AM - 11:30AM

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    2 Sandra Dr, Bloomfield, CT 06002

    This 1982 saltbox style home is on a corner lot in a quiet part of Bloomfield. It has a large, flat yard, with a backyard that's fenced-in. The long driveway has space for up to 8 cars, so parking will never be a problem. Gleaming hardwood floors on the main level. Plenty of space with its four bedrooms and two and a half bathrooms. The finished lower level is fully above-grade with full-sized

    Austin Miglin Realty Negotiations LLC

    2 Sandra Dr, Bloomfield, CT 06002
  • /40

    $335,000

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

    175 E Pershing St, Bloomfield, CT 06002

    Welcome to 175 E Pershing Street-a beautifully renovated home nestled on a dead end street in one of Windsor's most charming neighborhoods. This turn-key, move-in ready property features 3 spacious bedrooms and a modern open-concept kitchen, living, and dining area-perfect for today's lifestyle and entertaining. Every detail has been thoughtfully updated, from the brand-new roof and gutters to

    Christian Flores mygoodagent

    175 E Pershing St, Bloomfield, CT 06002
  • /31

    $574,900

    • 6 Beds
    • 4 Baths
    • 2,984 Sq Ft

    30 Parkwood Dr, Windsor, CT 06095

    Welcome to 30 Parkwood Drive, an expansive and beautifully Dutch colonial home offering 6 bedrooms, 2 full baths, and 2 half baths sitting at the end of a cul de sac in Windsor. This versatile and spacious layout is perfect for today's lifestyles whether you need multiple home offices, guest rooms, or space for extended guest. Step inside to find sun-filled living areas and a kitchen featuring

    Kervin Figaro Five Stars Realty

    30 Parkwood Dr, Windsor, CT 06095
  • /8

    $399,900

    • 2 Beds
    • 3 Baths
    • 1,700 Sq Ft

    33 Mechanic St Unit 203, Windsor, CT 06095

    An artist's dream! This beautiful, spacious urban sanctuary nestled in the heart of downtown Windsor. Perfectly located between nature and convenience, with only steps from trails, the Amtrak station, coffee shops and quaint restaurants. Unlike any other unit in the complex, this property boasts 2 additional loft living spaces, a den/music room, and many other unique features. Come take a look,

    Hawwa Djuned Maria Acuna Real Estate

    33 Mechanic St Unit 203, Windsor, CT 06095
  • /16

    $344,900

    • 4 Beds
    • 2 Baths
    • 2,402 Sq Ft

    39 Loren Cir, Windsor, CT 06095

    Spacious 4-bedroom, 2-bathroom Contemporary home on a cul-de-sac. The open floor plan includes over 2400 sq ft with a grand entrance view of the upper loft. Features include a primary bedroom suite with a walk-in closet, 1st floor and 2nd floor bedrooms, a large extra room with woodstove and slider leading to the private level back yard. Enjoy the CAir on these hot summer days. Newer hot water

    Lavasha Bester CENTURY 21 AllPoints Realty

    39 Loren Cir, Windsor, CT 06095
  • /7

    $1,900,000

    • Land
    • 79 Acres
    • $24,051 per Acre

    999 Stone Rd, Windsor, CT 06095

    There are two abutting parcels that offer a total of 79 acres. 999 Stone Road is a 56.7 acre parcel that is zoned Agricultural. 965 Stone Road is a 22.3 acre parcel that is zoned Industrial. The parcels are level and wooded with some open areas. The two parcels combined offer an opportunity for Industrial, Agricultural or potential Residential development. This very convenient location is just

    John Waters Berkshire Hathaway NE Prop.

    999 Stone Rd, Windsor, CT 06095
  • /36

    $436,000

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    58 Amanda Cir, Windsor, CT 06095

    PRICED TO SELL: MAJOR DISCOUNT & FLEXIBLE PRICING! Seller is relocating out of state and wants a FAST closing! A great deal on a HEALTHY home. Key Features and Upgrades: -Solid and Move-In Ready: Roof has 15+ years of life remaining, heating system recently serviced, and all appliances in great condition. -Energy Efficient and Secure: Solar panels with backup solar generator, real-time monitored

    Steven Koleno Beycome of Connecticut

    58 Amanda Cir, Windsor, CT 06095
  • /2

    $114,900

    • Land
    • 1.42 Acres
    • $80,915 per Acre

    1999 Poquonock Ave, Windsor, CT 06095

    Build your own home or Investor/Builder opportunity! Discover the privacy of a flag 1.42 acre lot in Windsor's Poquonock pocket - quiet and minutes to everyday conveniences. Tucked off the road this private flag lot offers city water and septic on a level sandy site - ideal for an efficient build! Design a long driveway approach, position your home well off the street, and enjoy a serene setting

    Jen Daddario Coldwell Banker Realty

    1999 Poquonock Ave, Windsor, CT 06095
  • /37

    $579,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft

    318 Capen St, Windsor, CT 06095

    COOK HILL - Windsor Development! "The Cindy Lou MODEL!" Gorgeous Ranch style home w/covered front porch and back porch. Open Kitchen, Living Room and Dining Room w/Cathedral ceilings. Unique second suite and office. Large mudroom with Laundry, Master suite w/Cathedral ceilings and Huge walk-in closet. Wonderful Open Floor Plan, Rare Find with plentiful Living space, granite countertops in

    Lori Gabriel Coldwell Banker Realty

    318 Capen St, Windsor, CT 06095
  • /6

    $569,900 New Construction

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

    342 Capen St, Windsor, CT 06095

    Desirable Cook Hill - Don't Miss Out! "The Darlene Model" Offers 1,800SF of thoughtfully designed Living with 3 Bedrooms, 2.5 Baths, a 2-Car Garage, second-floor Laundry, and a versatile Office Nook. Each home features a Ready-Finish Basement/Foundation, making it easy to finish the lower level for a future Mancave, Family room, or extra Living space. Built for Energy Efficiency and modern

    Lori Gabriel Coldwell Banker Realty

    342 Capen St, Windsor, CT 06095
  • /5

    $579,900 New Construction

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

    26 Cook Hill Rd, Windsor, CT 06095

    NEW CONSTRUCTION COLONIAL! Don't miss this RARE OPPORTNITY to own the Brand-new Darlene Model in the highly sought-after Cook Hill neighborhood! This thoughtfully designed 1,800 SF home offers 3 spacious Bedrooms, 2.5 Baths, a 2-Car Garage, 2nd-floor Laundry, and a versatile large Office Nook/Loft, perfect for modern Family living or remote work. Inside, you'll find Modern Lighting, white doors

    Lori Gabriel Coldwell Banker Realty

    26 Cook Hill Rd, Windsor, CT 06095
  • /34

    $225,000 Pre-Foreclosure

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

    310 High Path Rd Unit 310, Windsor, CT 06095

    Welcome to 310 High Path Rd #310, a beautifully kept two-level townhouse-style condo in the desirable Chateau Woods community of Windsor. This spacious home offers a bright and functional layout with comfortable living areas on the main floor, private bedrooms upstairs, and a fully finished basement that provides the perfect space for a home office, gym, or guest area. The primary bedroom

    Alanna Burwell Hudson Home Services LLC

    310 High Path Rd Unit 310, Windsor, CT 06095
  • /6

    $489,999 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    9 Meadowlark Dr, Windsor, CT 06095

    Welcome to this beautifully refreshed Cape-style home offering 4 spacious bedrooms and 3 full bathrooms. This home features a bright and welcoming interior and is move-in ready! The main level includes a comfortable bedroom and a full bathroom, perfect for flexible living arrangements. You'll also find an inviting living area, dining room, a well-appointed kitchen with ample storage, and a

    Maritza Zavala Naples Realty Group, LLC

    9 Meadowlark Dr, Windsor, CT 06095
  • /36

    $359,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 1,790 Sq Ft

    25 Patriot Rd, Windsor, CT 06095

    Welcome to 25 Patriot Road, a beautifully updated raised ranch located in a quiet Windsor neighborhood. This move-in-ready home features new windows, refinished hardwood floors, and a bright, open layout perfect for modern living. The spacious living room flows into the dining area and an inviting kitchen with access to the back deck - ideal for entertaining or enjoying your morning coffee. The

    Reza Abbassi New Door Realty

    25 Patriot Rd, Windsor, CT 06095

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