16,593

Middletown, CT Homes

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  • 00 Villa St, Middletown, CT 06457
    00 Villa St, Middletown, CT 06457
    00 Villa St, Middletown, CT 06457
    /3

    $449,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    00 Villa St, Middletown, CT 06457

    DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

    Lisa Sherman My Realtor, LLC

    00 Villa St, Middletown, CT 06457
  • 10 Town Place, Middletown, CT 06457
    10 Town Place, Middletown, CT 06457
    10 Town Place, Middletown, CT 06457
    /35

    $1,978 - $2,407 per month plus fees

    Town Place

    1 - 3 Beds

    10 Town Place, Middletown, CT 06457

    Comfortable living without the luxury price tag. Newly updated 1, 2, and 3 bedroom apartment homes, some with stainless steel appliances, full-size washers & dryers, private patios and balconies, ample parking, and private entries.

    10 Town Place, Middletown, CT 06457
  • 22 Webster Ln, Middletown, CT 06457

    $543,000 Sold Oct 10, 2025

    • 1,412 Sq Ft
    • $385/SF
    • 20 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2021

    22 Webster Ln, Middletown, CT 06457

    Step into this beautifully designed home, in this sought-after 55+ community. This home features an open floor plan that seamlessly connects a well appointed kitchen, with granite counter tops and high end appliances, including a convection microwave and an induction range, to a casual, sunlit dining area. The dining area flows into a spacious great room, with fireplace, ideal for entertaining. A

    Sharon Sirois Showcase Realty, Inc.

    22 Webster Ln, Middletown, CT 06457
  • 85 Spencer Dr, Middletown, CT 06457
    85 Spencer Dr, Middletown, CT 06457
    85 Spencer Dr, Middletown, CT 06457
    /40

    $439,900 Pending

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft

    85 Spencer Dr, Middletown, CT 06457

    Welcome to 85 Spencer Dr. a quiet street on a cul-de-sac which offers 5 bedrooms, 2 full bathrooms. Relax on the enormous deck and take a dip in the in-ground pool! A new pool liner was put in in the begining of the summer. Roof is 8 years old. Solar panels are also in place. This home features a large eat-in granite kitchen with maple cabinets, tile backsplash, stainless steel appliances,

    Andrea Thomas SB Realty Group, LLC

    85 Spencer Dr, Middletown, CT 06457
  • 54 Oak St Unit 21, Middletown, CT 06457
    54 Oak St Unit 21, Middletown, CT 06457
    54 Oak St Unit 21, Middletown, CT 06457
    /24

    $1,600 total monthly price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    54 Oak St Unit 21, Middletown, CT 06457

    Welcome to 54 Oak Street. This lovely 3 room, second floor apartment with a large eat in kitchen, new stainless steel appliances (oven range, range hood, refrigerator & dishwasher), large living room and huge bedroom with generous closets, a full bath & central air is ready to go. Centrally located in a secure building with Intercom, it is within walking distance to Wesleyan University, Middlesex

    Barbara Coyle William Raveis Real Estate

    54 Oak St Unit 21, Middletown, CT 06457
  • 93 S Main St, Middletown, CT 06457

    $450,000 Sold Oct 10, 2025

    • 3,222 Sq Ft
    • $140/SF
    • 10 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1910

    93 S Main St, Middletown, CT 06457

    Newer asphalt roofing with solar panels for first floor unit and common areas. 2nd and 3rd floor units have new vinal windows. 1st floor and 2nd floor have new heating systems and 3rd floor the system is six years old. Electric is updated.

    Ronald Forcier Century 21 AllPoints Realty

    93 S Main St, Middletown, CT 06457
  • 30 Denison Rd, Middletown, CT 06457
    30 Denison Rd, Middletown, CT 06457
    30 Denison Rd, Middletown, CT 06457
    /37

    $389,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    30 Denison Rd, Middletown, CT 06457

    Beautifully remodeled 4-bed, 2-bath Cape located in absolutely wonderful neighborhood!! Step into a bright and sunny living room that opens to a large eat-in kitchen, fully updated with granite countertops, new stainless steel appliances, and shaker-style cabinets - plenty of space for a full dining table. The first floor also offers two bedrooms and a full bath, with brand-new hardwood flooring

    Tracey Precourt Century 21 Clemens Group

    30 Denison Rd, Middletown, CT 06457
  • 138 College St, Middletown, CT 06457
    138 College St, Middletown, CT 06457
    138 College St, Middletown, CT 06457
    /23

    $1,695 - $3,050 per month plus fees

    Midd-Town Apartments

    Studio - 2 Beds

    138 College St, Middletown, CT 06457

    Come experience Midd-Town Apartments, our exciting new luxury development in downtown Middletown, CT. Midd-Town offers a variety of open floor plan apartments with an on-site fitness room, rooftop deck and garage parking available for rent. Midd-Town Apartments are conveniently located near Rt. 9 and I-91, minutes to downtown Hartford, Wesleyan University, Middlesex Community College, and

    138 College St, Middletown, CT 06457
  • 106 Lorraine Terrace, Middletown, CT 06457

    $420,000 Sold Oct 09, 2025

    • 1,980 Sq Ft
    • $212/SF
    • 158 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1961

    106 Lorraine Terrace, Middletown, CT 06457

    COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

    Romanee Ives Cornerstone Homes Plus, Inc.

    106 Lorraine Terrace, Middletown, CT 06457
  • 7 Greenwich Ct, Middletown, CT 06457
    7 Greenwich Ct, Middletown, CT 06457
    7 Greenwich Ct, Middletown, CT 06457
    /30

    $429,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,013 Sq Ft

    7 Greenwich Ct, Middletown, CT 06457

    Just in time to enjoy all the holidays with family and friends in this spacious 3 bed, 2.5 bath Colonial with just over 2,000 sqft located on a desirable cul-de-sac. All your guests will be in awe when they enter the beautiful foyer with vaulted ceiling that leads to the open concept kitchen and dining room. The center island provides extra cabinet and counter space and makes cooking for guests a

    Jeff Petersen Century 21 AllPoints Realty

    7 Greenwich Ct, Middletown, CT 06457
  • 532 High St Unit 2, Middletown, CT 06457
    532 High St Unit 2, Middletown, CT 06457
    532 High St Unit 2, Middletown, CT 06457
    /18

    $1,795 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Apartment for Rent

    532 High St Unit 2, Middletown, CT 06457

    Located in the heart of Middletown this freshly painted and updated 2 bedroom, 2nd floor unit features in unit washer/dryer that are located in the kitchen. The kitchen also has a stainless stove, microwave and refrigerator. This unit also has off street parking, gleaming hardwood floors in both bedrooms and a totally new kitchen including tile flooring and granite! The unit also has two private

    Scott Nardozzi Cavanaugh & Company LLC

    532 High St Unit 2, Middletown, CT 06457
  • 181 Fowler Ave, Middletown, CT 06457

    $325,000 Sold Oct 08, 2025

    • 1,638 Sq Ft
    • $198/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    181 Fowler Ave, Middletown, CT 06457

    Highest and best due by Wednesday 9/10 at 9am!! Welcome to this charming cape cod style home filled with warmth and character. The bright sunroom is the perfect place to start your day with a nice cup of coffee or unwind after work. The spacious eat-in kitchen offers room for a table or an island, creating a wonderful space for both cooking and hosting. The kitchen looks into the living room

    Mikell Foggitt Margaret Bennett Realty

    181 Fowler Ave, Middletown, CT 06457
  • 90 Briarwood Ln, Middletown, CT 06457
    90 Briarwood Ln, Middletown, CT 06457
    90 Briarwood Ln, Middletown, CT 06457
    /38

    $450,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    90 Briarwood Ln, Middletown, CT 06457

    Welcome to your new home in the desirable Hunt Club neighborhood of Middletown! This well maintained 3 bed / 2.5 bath colonial offers 1,512 SQFT of living space, on a level half acre lot , a 2 car attached garage, on a quiet, friendly street. This property delivers both comfort and convenience, close to I91. Inside, you'll find hardwood floors throughout, a beautiful kitchen with center island,

    Lori Geraci BHGRE Gaetano Marra Homes

    90 Briarwood Ln, Middletown, CT 06457
  • 339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    /35

    $1,100 - $2,200 per month plus fees

    Woodrow Wilson Apartments

    Studio - 2 Beds

    339 Hunting Hill Ave, Middletown, CT 06457

    Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

    339 Hunting Hill Ave, Middletown, CT 06457
  • 675 Newfield St Unit 19, Middletown, CT 06457

    $280,000 Sold Oct 08, 2025

    • 1,712 Sq Ft
    • $164/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    675 Newfield St Unit 19, Middletown, CT 06457

    Well maintained end unit townhouse with open floor plan and large windows for plenty of sunshine! Living room, dining room and kitchen are all open and perfect for entertaining. Remodeled kitchen with cherry cabinets, granite countertops, pantry and sleek black appliances. Sliders lead to a deck that has a private back yard view! The 2nd level has a large master bedroom with walk in closet and

    Zhe Feng Eagle Eye Realty PLLC

    675 Newfield St Unit 19, Middletown, CT 06457
  • 68 Orchard Hill Ln, Middletown, CT 06457
    68 Orchard Hill Ln, Middletown, CT 06457
    68 Orchard Hill Ln, Middletown, CT 06457
    /20

    $435,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 2,254 Sq Ft

    68 Orchard Hill Ln, Middletown, CT 06457

    Welcome to your peaceful retreat on a quiet Westfield cul-de-sac - where classic Colonial charm meets easy, everyday living. Loved and cared for by the same family for 40 years, this home is ready to begin its next chapter with someone who appreciates warmth, character, and the feeling of "home." The spacious living room invites gatherings and quiet moments alike, while the updated kitchen

    Debbie Huscher Real Broker CT, LLC

    68 Orchard Hill Ln, Middletown, CT 06457
  • 30 West St Unit 2, Middletown, CT 06457
    30 West St Unit 2, Middletown, CT 06457
    30 West St Unit 2, Middletown, CT 06457
    /14

    $1,600 total monthly price

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

    30 West St Unit 2, Middletown, CT 06457

    *2nd Floor unit* This beautiful remodeled home is waiting for a tenant. Freshly painted, New carpeting and move in ready unit is a one bedroom with a full bath with the washer and dryer located on the main floor. Big open living room with a great large kitchen with oak cabinets, tiled floor in kitchen & plenty of room for a big table. No pets & good credit a must. Security deposit required.

    Marco Rondinone Berkshire Hathaway NE Prop.

    30 West St Unit 2, Middletown, CT 06457
  • 10 Yellow Green Rd, Middletown, CT 06457

    $380,000 Sold Oct 08, 2025

    • 1,536 Sq Ft
    • $247/SF
    • 45 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    10 Yellow Green Rd, Middletown, CT 06457

    Welcome home to this beautifully renovated 4-bedroom, 2 full bathroom contemporary gem, tucked away in a peaceful cul-de-sac within the Wesleyan Hills community! Step inside to an open floor plan filled with natural light, featuring newly installed flooring, cathedral ceiling's and rich hardwood floors that flow throughout the home. The heart of the home is the stunning new kitchen, complete with

    Michelle Orozco mygoodagent

    10 Yellow Green Rd, Middletown, CT 06457
  • 78 Rolling Green, Middletown, CT 06457
    78 Rolling Green, Middletown, CT 06457
    78 Rolling Green, Middletown, CT 06457
    /30

    $439,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    78 Rolling Green, Middletown, CT 06457

    Looking for Space? This Home Has It All! Welcome to this classic and spacious home where charm, comfort, and functionality come together. The inviting front porch is the perfect place to relax outdoors and decorate for every season. Step inside and be amazed by the open and expansive layout. The tiled foyer leads to a beautifully designed first floor featuring gleaming hardwood floors, a large

    Alana Wall-Galvin Suburban Homes & Condos

    78 Rolling Green, Middletown, CT 06457
  • 38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    /4

    $1,500 - $1,900 per month plus fees

    On Ward Apartments

    1 - 2 Beds

    38 Ward St, Middletown, CT 06457

    Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

    38 Ward St, Middletown, CT 06457
  • 24 Stantack Rd, Middletown, CT 06457

    $325,000 Sold Oct 07, 2025

    • 1,408 Sq Ft
    • $231/SF
    • 26 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    24 Stantack Rd, Middletown, CT 06457

    Just in Time for Fall - Split-Level with In-Law Apartment! This charming split-level home, complete with a lower-level in-law suite, has just hit the market! Featuring gleaming hardwood floors, a giant sunroom, and a large rear yard, this property offers both comfort and flexibility. Set on almost 2 acres of serene land, the property showcases a decorative yet functional bridge that enhances

    Kevin Green Berkshire Hathaway NE Prop.

    24 Stantack Rd, Middletown, CT 06457
  • 10 Lorelei Cir, Middletown, CT 06457
    10 Lorelei Cir, Middletown, CT 06457
    10 Lorelei Cir, Middletown, CT 06457
    /40

    $450,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,054 Sq Ft

    10 Lorelei Cir, Middletown, CT 06457

    Welcome to your dream home! This beautifully updated cape offers 4 spacious bedrooms and 3 modern baths, perfect for comfortable living. The heart of the home is the stunning eat-in kitchen, featuring stainless steel appliances, sleek countertops, and ample storage-ideal for family meals and entertaining. The inviting living room boasts a cozy fireplace, creating a warm atmosphere for gatherings

    Stefania Bramato Berkshire Hathaway NE Prop.

    10 Lorelei Cir, Middletown, CT 06457
  • 565 E Main St, Middletown, CT 06457
    565 E Main St, Middletown, CT 06457
    565 E Main St, Middletown, CT 06457
    /14

    $1,295 total monthly price

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    565 E Main St, Middletown, CT 06457

    Charming 1-Bedroom, 2nd Floor unit with hardwood flooring and fresh paint is ready for you to move in. Enjoy the comfort of energy-efficient natural gas heat and hot water, perfect for staying warm during the winter months. The gleaming hardwood floors throughout add a touch of charm to this inviting space. The covered porch is a great space to sit and relax. This unit includes one off-street

    Scott Nardozzi Cavanaugh & Company LLC

    565 E Main St, Middletown, CT 06457
  • 175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

    $207,000 Sold Oct 07, 2025

    • 760 Sq Ft
    • $272/SF
    • 34 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1988

    175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

    LIGHT AND BRIGHT! Fabulous one bedroom home with open balcony loft! Highly desirable Carriage Crossing Condo * Second floor unit in a great location! * OPEN FLOOR PLAN * Step into the vaulted living room with fireplace and built-ins; spiral staircase to open balcony loft with walkin closet! Dining area streams natural light with oversized, two-story windows. Kitchen with stainless steel

    Pat Blanko William Raveis Real Estate

    175 Carriage Crossing Ln Unit 175, Middletown, CT 06457
  • Lot 2 Coleman Rd, Middletown, CT 06457
    Lot 2 Coleman Rd, Middletown, CT 06457
    /2

    $159,000

    • Land
    • 2.22 Acres
    • $71,622 per Acre

    Lot 2 Coleman Rd, Middletown, CT 06457

    Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

    Dori Degennaro William Raveis Real Estate

    Lot 2 Coleman Rd, Middletown, CT 06457
  • 562 Main St, Middletown, CT 06457
    562 Main St, Middletown, CT 06457
    562 Main St, Middletown, CT 06457
    /9

    $1,000 - $1,700 per month plus fees

    Apartment for Rent

    1 - 2 Beds

    562 Main St, Middletown, CT 06457

    562 Main St, Middletown, CT 06457
  • 62 Grand St, Middletown, CT 06457

    $400,000 Sold Oct 07, 2025

    • 2,016 Sq Ft
    • $198/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    62 Grand St, Middletown, CT 06457

    Welcome to 62 Grand St, Middletown! An exceptional Multi-Family investment opportunity in the heart of the city! This fully leased 3-Family property offers immediate cash flow with all units under active 1-year leases. Each unit features separate water heaters and electrical, hardwood flooring, updated bathrooms, in-unit washer/dryer hookups, uniform interior paint throughout, and updated

    Sean Wilding LPT Realty - IConn Team

    62 Grand St, Middletown, CT 06457
  • 347 Farm Hill Rd, Middletown, CT 06457
    347 Farm Hill Rd, Middletown, CT 06457
    347 Farm Hill Rd, Middletown, CT 06457
    /15

    $314,900

    • 3 Beds
    • 1 Bath
    • 1,974 Sq Ft

    347 Farm Hill Rd, Middletown, CT 06457

    This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

    Lisa Sader-Goede Aspen Realty Group

    347 Farm Hill Rd, Middletown, CT 06457
  • 10 Wall St, Middletown, CT 06457
    10 Wall St, Middletown, CT 06457
    10 Wall St, Middletown, CT 06457
    /10

    $1,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,941 Sq Ft
    • Apartment for Rent

    10 Wall St, Middletown, CT 06457

    This bright and inviting first-floor unit offers hardwood flooring throughout and a large sun-lit living room perfect for relaxing or entertaining. The eat-in kitchen provides plenty of space for meals and gatherings. Enjoy a generously sized, level backyard ideal for outdoor fun and entertaining. Heat and hot water are included! Conveniently located with easy access to major highways and nearby

    Kristen Merrill Countryside Realty

    10 Wall St, Middletown, CT 06457
  • 956 S Main St Unit 956, Middletown, CT 06457

    $280,000 Sold Oct 07, 2025

    • 1,176 Sq Ft
    • $238/SF
    • 52 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    956 S Main St Unit 956, Middletown, CT 06457

    Rarely available townhouse with low HOA fees, an attached garage, central air, 2 large bedrooms with generous size closets & 1 1/2 bathrooms. The dining & living room offer an open layout with a warm & inviting stone facade fireplace & tv mount. The updated kitchen features modern finishes, stainless steel appliances & granite counter-tops. The back patio & yard are perfect for relaxing, grilling

    Michelle Mazzotta eXp Realty

    956 S Main St Unit 956, Middletown, CT 06457

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