16,596

Middletown, CT Homes

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  • 1 Pomeroy Place, Middletown, CT 06457
    1 Pomeroy Place, Middletown, CT 06457
    1 Pomeroy Place, Middletown, CT 06457
    /9

    $319,900

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

    1 Pomeroy Place, Middletown, CT 06457

    This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

    Craig Ings Hill Top Real Estate, LLC

    1 Pomeroy Place, Middletown, CT 06457
  • 42 Silver St Unit 1, Middletown, CT 06457
    42 Silver St Unit 1, Middletown, CT 06457
    42 Silver St Unit 1, Middletown, CT 06457
    /10

    $950 total monthly price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    42 Silver St Unit 1, Middletown, CT 06457

    This 1-bedroom, 1-bathroom apartment on the second floor at 42 Silver St offers 500 square feet of living space. The living room provides a functional area for relaxation, while the bedroom accommodates a comfortable sleeping arrangement. The bathroom features essential fixtures and is designed for convenience. The property includes amenities such as heat and hot water and is smoke-free, ensuring

    42 Silver St Unit 1, Middletown, CT 06457
  • 58 Frissell Terrace, Middletown, CT 06457

    $355,500 Sold Sep 26, 2025

    • 1,320 Sq Ft
    • $269/SF
    • 70 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1941

    58 Frissell Terrace, Middletown, CT 06457

    Nothing is sweeter than this fully remodeled 3 bedroom, 2 full bath cape. Walk into a true open floor plan. The bright sunny living room is open to the dining area and the kitchen. Refinished hardwood floors throughout the main level. The kitchen includes all new cabinets, quartz counters, stainless steel appliances and and island. The main floor also includes two spacious sized rooms, a gorgeous

    Tracey Precourt Century 21 Clemens Group

    58 Frissell Terrace, Middletown, CT 06457
  • 1A Pomeroy Place, Middletown, CT 06457
    1A Pomeroy Place, Middletown, CT 06457
    1A Pomeroy Place, Middletown, CT 06457
    /7

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    1A Pomeroy Place, Middletown, CT 06457

    This Colonial Home is situated on a small cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers 3 Bedrooms, 1.5 Baths, 2 Car Garage, and a Partially Finished Basement.

    Craig Ings Hill Top Real Estate, LLC

    1A Pomeroy Place, Middletown, CT 06457
  • 424 Main St Unit D, Middletown, CT 06457
    424 Main St Unit D, Middletown, CT 06457
    424 Main St Unit D, Middletown, CT 06457
    /9

    $2,300 total monthly price

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

    424 Main St Unit D, Middletown, CT 06457

    Welcome to Middletown's newest luxury apartments!! The NEW 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424

    Marianna Terenzio William Raveis Real Estate

    424 Main St Unit D, Middletown, CT 06457
  • 46 Sonoma Ln, Middletown, CT 06457

    $620,000 Sold Sep 26, 2025

    • 2,515 Sq Ft
    • $247/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    46 Sonoma Ln, Middletown, CT 06457

    Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

    Amy Rio Executive Real Estate Inc.

    46 Sonoma Ln, Middletown, CT 06457
  • 208 Highmeadow Ln, Middletown, CT 06457
    208 Highmeadow Ln, Middletown, CT 06457
    208 Highmeadow Ln, Middletown, CT 06457
    /34

    $599,000

    • 3 Beds
    • 3.5 Baths
    • 3,576 Sq Ft

    208 Highmeadow Ln, Middletown, CT 06457

    A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

    Danielle Spada Coldwell Banker Realty

    208 Highmeadow Ln, Middletown, CT 06457
  • 223 Tuttle Rd Unit 2nd fl, Middletown, CT 06457
    223 Tuttle Rd Unit 2nd fl, Middletown, CT 06457
    223 Tuttle Rd Unit 2nd fl, Middletown, CT 06457
    /27

    $1,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    223 Tuttle Rd Unit 2nd fl, Middletown, CT 06457

    One bedroom, One bath, Nice kitchen.2nd floor, off street parking, deck, washer/dryer/fridge/stove included and in apartment. Heat/A/C/water/internet/electric. included$1600 a month.$1600 security. Back ground checks.NO PETS

    223 Tuttle Rd Unit 2nd fl, Middletown, CT 06457
  • 18 Portland St, Middletown, CT 06457

    $40,000 Sold Sep 25, 2025

    • Land
    • 0.08 Acre
    • $500,000 per Acre
    • 61 Days On Market

    18 Portland St, Middletown, CT 06457

    TEAR DOWN- PROPERTY IS FIRE DAMAGED BEING SOLD AS-IS AS SEEN. CURRENT BUILDING ON THE PROPERTY IS A 2 FAMILY. ALL UTILITIES AVAILABLE ON STREET. PLEASE REACH OUT TO LISTING AGENT AARON COUTU-DO NOT ENTER PROPERTY WITHOUT PERMISSION. NO RECORDS OR HISTORY OF PROPERTY IN HAND. LAND VALUE ONLY

    Aaron Coutu Keller Williams Realty Leading Edge

    18 Portland St, Middletown, CT 06457
  • 0 Round Hill Lot 17 Rd, Middletown, CT 06457
    0 Round Hill Lot 17 Rd, Middletown, CT 06457
    /2

    $224,900

    • Land
    • 16.84 Acres
    • $13,355 per Acre

    0 Round Hill Lot 17 Rd, Middletown, CT 06457

    Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. There are no deed resrictions or HOA fees. Possible owner financing available. Please do not walk the property without permission.

    Peter Carbutti Carbutti & Co., Realtors

    0 Round Hill Lot 17 Rd, Middletown, CT 06457
  • 175 Russell St, Middletown, CT 06457
    175 Russell St, Middletown, CT 06457
    175 Russell St, Middletown, CT 06457
    /17

    $1,700 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    175 Russell St, Middletown, CT 06457

    2 bedroom, 1 bathroom, bath is in primary bedroom. Off street parking. Washer and dryer included. Close to downtown and Harbor Park

    CHARLES HARRIS CLMA Realty

    175 Russell St, Middletown, CT 06457
  • 111 Dekoven Dr Unit 802, Middletown, CT 06457

    $225,000 Sold Sep 24, 2025

    • 1,038 Sq Ft
    • $217/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    111 Dekoven Dr Unit 802, Middletown, CT 06457

    "The Rivers Edge" presents Unit #802, an updated condo w/2 bedrooms & 2 full baths in 1,038 sq. ft. The kitchen is equipped, w/granite countertops, & breakfast-bar. The living room opens to a private balcony w/scenic view of Harbor Park, the CT River, an excellent vantage point for watching 4th of July fireworks. The primary suite includes an ensuite, w/3 custom closets for storage. Another full

    Pardi & Zucco Team William Pitt Sotheby's Int'l

    111 Dekoven Dr Unit 802, Middletown, CT 06457
  • 175 Lincoln St, Middletown, CT 06457
    175 Lincoln St, Middletown, CT 06457
    175 Lincoln St, Middletown, CT 06457
    /33

    $349,900

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft

    175 Lincoln St, Middletown, CT 06457

    Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

    Michelle Mazzotta eXp Realty

    175 Lincoln St, Middletown, CT 06457
  • 26 Saint Johns St Unit 2, Middletown, CT 06457
    26 Saint Johns St Unit 2, Middletown, CT 06457
    26 Saint Johns St Unit 2, Middletown, CT 06457
    /11

    $1,450 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    26 Saint Johns St Unit 2, Middletown, CT 06457

    Renovated 2 bedroom apartment with attic access for storage. Located near downtown Middletown. HEAT Included. Stainless steel appliances. 650 credit score and no prior evictions. No smoking. Includes one garage parking space!

    26 Saint Johns St Unit 2, Middletown, CT 06457
  • 46 Johnson St, Middletown, CT 06457

    $319,900 Sold Sep 24, 2025

    • 1,480 Sq Ft
    • $216/SF
    • 52 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1886

    46 Johnson St, Middletown, CT 06457

    Welcome home to this charming and well-maintained colonial home on a large corner lot in Middletown. This property offers great updates, natural light and thoughtful features throughout, plus easy access to Route 9 and all that downtown Middletown has to offer-shopping, dining, and entertainment just minutes away. Step inside and enjoy the peace of mind that comes with new windows (2021), young

    Jennifer Stich Tier 1 Real Estate

    46 Johnson St, Middletown, CT 06457
  • 1 Russell St Unit 11, Middletown, CT 06457
    1 Russell St Unit 11, Middletown, CT 06457
    1 Russell St Unit 11, Middletown, CT 06457
    /23

    $169,900

    • 2 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    1 Russell St Unit 11, Middletown, CT 06457

    Live in a beautiful piece of history! These converted condos are housed within the oldest surviving textile mill in Middletown, situated at the corner of East Main St. & Russell St. in the South Farms district of town. This lovely updated 2-bedroom condo combines the charm of a vintage brick exterior with the sleek updates of modern living. Inside, you'll find an open & airy layout, updated

    Michelle Mazzotta eXp Realty

    1 Russell St Unit 11, Middletown, CT 06457
  • 52 Spring St Unit 2ND FL, Middletown, CT 06457
    52 Spring St Unit 2ND FL, Middletown, CT 06457
    52 Spring St Unit 2ND FL, Middletown, CT 06457
    /6

    $1,750 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    52 Spring St Unit 2ND FL, Middletown, CT 06457

    TWO BEDROOM LOCATED IN WALKING DISTANCE TO DOWNTOWN MIDDLETOWN AND HARBOR PARK. ALL APPLIANCES INCLUDED IN THIS 2ND FLOOR APT.

    CHARLES HARRIS CLMA Realty

    52 Spring St Unit 2ND FL, Middletown, CT 06457
  • 108 Barry Ct, Middletown, CT 06457

    $225,000 Sold Sep 24, 2025

    • 912 Sq Ft
    • $247/SF
    • 69 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    108 Barry Ct, Middletown, CT 06457

    A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

    Thomas Mele Dorrance Realty

    108 Barry Ct, Middletown, CT 06457
  • 146 Liberty St, Middletown, CT 06457
    146 Liberty St, Middletown, CT 06457
    146 Liberty St, Middletown, CT 06457
    /21

    $318,000

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    146 Liberty St, Middletown, CT 06457

    Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

    Mike Sangapore eXp Realty

    146 Liberty St, Middletown, CT 06457
  • 16 Durant Terrace, Middletown, CT 06457
    16 Durant Terrace, Middletown, CT 06457
    16 Durant Terrace, Middletown, CT 06457
    /43

    $2,490 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    16 Durant Terrace, Middletown, CT 06457

    A great single family home in a quiet set back neighborhood yet with easy nearby access to many local commercial venues as well as easy access to Rt9. Freshly renovated and ready for your family to make home. The house has a high efficiency gas boiler and great insulation to provide draft free and very affordable heating and endless hot water from the on demand system. Off street parking for

    16 Durant Terrace, Middletown, CT 06457
  • 184 Frisbie St, Middletown, CT 06457

    $240,000 Sold Sep 23, 2025

    • 874 Sq Ft
    • $275/SF
    • 114 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1957

    184 Frisbie St, Middletown, CT 06457

    2-bedroom 1 bath home offers a fantastic opportunity to build your equity, and with just a little effort its full potential will truly shine! The lower level provides plenty room for storage. Outside the deck overlooks the yard- though it needs some updates it could easily become a perfect spot to relax or entertain. This home is perfect for someone looking for an investment/income property.

    Sheila Soto Puorro Realty Group

    184 Frisbie St, Middletown, CT 06457
  • 120 Scenic View Dr, Middletown, CT 06457
    120 Scenic View Dr, Middletown, CT 06457
    120 Scenic View Dr, Middletown, CT 06457
    /24

    $550,000

    • 4 Beds
    • 3.5 Baths
    • 3,833 Sq Ft

    120 Scenic View Dr, Middletown, CT 06457

    Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

    Meghan Hess Real Broker CT, LLC

    120 Scenic View Dr, Middletown, CT 06457
  • 654 High St, Middletown, CT 06457
    654 High St, Middletown, CT 06457
    654 High St, Middletown, CT 06457
    /15

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Apartment for Rent

    654 High St, Middletown, CT 06457

    654 High Street has two separate rentals available, one on 2nd Floor & 3rd Floor. 2 Bedrooms with closets separated by 1 Full Bathroom. Living and Dining Room with hardwood floors. Kitchen with Washer/Dryer in unit. Balcony off front and rear of unit. Make this your home today!

    Gregory Morse Berkshire Hathaway NE Prop.

    654 High St, Middletown, CT 06457
  • 20 Benjamin Ln, Middletown, CT 06457

    $429,900 Sold Sep 22, 2025

    • 2,076 Sq Ft
    • $207/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    20 Benjamin Ln, Middletown, CT 06457

    Fantastic Riverbend Cape! This amazing floor plan offers it all. Open living room large windows and beautiful fireplace, large center dining room, good size kitchen open to large dining room/dining area. First floor primary bedroom with full bath and walkin closet. Additional den/office and powder room. The upper level of this abode offers 2 large bedrooms and an additional full bath. This

    Mark Toledo Berkshire Hathaway NE Prop.

    20 Benjamin Ln, Middletown, CT 06457
  • 52 Rising Trail Dr, Middletown, CT 06457
    52 Rising Trail Dr, Middletown, CT 06457
    52 Rising Trail Dr, Middletown, CT 06457
    /7

    $210,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    52 Rising Trail Dr, Middletown, CT 06457

    Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

    Thomas Galvin Precision Realty LLC

    52 Rising Trail Dr, Middletown, CT 06457
  • 7 Maple St Unit 2ND FLOOR, Middletown, CT 06457
    7 Maple St Unit 2ND FLOOR, Middletown, CT 06457
    7 Maple St Unit 2ND FLOOR, Middletown, CT 06457
    /52

    $1,695 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,148 Sq Ft
    • Condo for Rent

    7 Maple St Unit 2ND FLOOR, Middletown, CT 06457

    Available Now!!! Do not miss out!!!It is not going to last for long. Great location, quiet building and close to Middlesex Hospital, Harbor Park, CVS Pharmacy, Post Office, YMCA, Stop & Shop, Downtown bus line, Wesleyan University, Main Street, Restaurants, Shopping center and easy access to Rt.9. It is on the 2nd floor, 2 Nice sized bedrooms, 1 Living room, 1 Eat-in kitchen, 1 full bathroom,

    7 Maple St Unit 2ND FLOOR, Middletown, CT 06457
  • 672 E Main St, Middletown, CT 06457

    $325,000 Sold Sep 19, 2025

    • 1,313 Sq Ft
    • $248/SF
    • 24 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    672 E Main St, Middletown, CT 06457

    Welcome to 672 East Main Street, Middletown - a diamond in the rough set on a sprawling 4.25-acre lot. This 3-bedroom, 1.5-bathroom house presents a prime opportunity for builders and house flippers looking for their next lucrative project. While the house is mid-renovation with a significant amount of work remaining, the foundation for a stunning transformation is already laid out. Among the

    Leslie Blaser eXp Realty

    672 E Main St, Middletown, CT 06457
  • 0 Arbutus St Unit 24065180, Middletown, CT 06457
    0 Arbutus St Unit 24065180, Middletown, CT 06457
    0 Arbutus St Unit 24065180, Middletown, CT 06457
    /11

    $525,000

    • Land
    • 26.43 Acres
    • $19,864 per Acre

    0 Arbutus St Unit 24065180, Middletown, CT 06457

    **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

    Heather Kilbourn Cavanaugh & Company LLC

    0 Arbutus St Unit 24065180, Middletown, CT 06457
  • 41 Oak St Unit 3, Middletown, CT 06457
    41 Oak St Unit 3, Middletown, CT 06457
    41 Oak St Unit 3, Middletown, CT 06457
    /13

    $1,750 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,944 Sq Ft
    • Apartment for Rent

    41 Oak St Unit 3, Middletown, CT 06457

    Spacious third floor unit in a three family house, ample kitchen freshly painted and hardwood floors throughout Close to Wesleyan University, Downtown stores, shops and restaurants. Easy access to Interstates and just minutes to the shore.

    Tania Pinzon CLS Group

    41 Oak St Unit 3, Middletown, CT 06457
  • 826 Long Hill Rd Unit 826, Middletown, CT 06457

    $290,000 Sold Sep 19, 2025

    • 1,600 Sq Ft
    • $181/SF
    • 41 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1975

    826 Long Hill Rd Unit 826, Middletown, CT 06457

    Don't walk - RUN!!! You'll fall in love with this gorgeous, completely remodeled three level townhouse the minute you step inside! This beautifully decorated condo is located in a desirable small complex in the South End with walking trails, beautiful park, and event space. The bright living room with recessed lighting and gleaming floors leads to the spacious eat-in kitchen with granite

    Brittany O'Hara William Raveis Real Estate

    826 Long Hill Rd Unit 826, Middletown, CT 06457

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