59

Homes for Sale in 06457

Section Image Section Image
  • /38

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    95 Training Hill Rd, Middletown, CT 06457

    Welcome to 95 Training Hill Road - Where Comfort Meets Convenience in Middletown! Discover this beautifully updated ranch-style gem in one of Middletown's most desirable areas. Featuring 4 spacious bedrooms and 2 full bathrooms, this home is perfect for anyone seeking style, space, and functionality. Step inside to an inviting open floor plan that flows effortlessly from room to room - ideal

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 891-2298

    95 Training Hill Rd, Middletown, CT 06457
  • /17

    $125,000

    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    264 Burgundy Hill Ln, Middletown, CT 06457

    Welcome to your own peaceful retreat-where comfort meets convenience! 1-bedroomw- loft, ranch-style condo, ideally situated in the desirable Westfield Fire District. Step into a spacious open-concept living and dining area, where sliding doors lead to your private deck-perfect for morning coffee or unwinding after a long day. Whether you're looking for a low-maintenance owner-occupied home or a

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 850-2008

    264 Burgundy Hill Ln, Middletown, CT 06457
  • /23

    $194,900

    • 2 Beds
    • 1 Bath
    • 791 Sq Ft

    21 Portland St, Middletown, CT 06457

    Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 248-7149

    21 Portland St, Middletown, CT 06457
  • /18

    $284,900

    • 5 Beds
    • 2 Baths
    • 3,004 Sq Ft

    233 Pearl St, Middletown, CT 06457

    Welcome to 233 Pearl St! Looking for an investment opportunity? Well here it is! Big 2 family with 3,000 sqft of space! Both units have a large living room with very own dining room, Eat in Kitchen, 2 large bedrooms and bathroom. 1st floor unit has an extra bedroom off one of the bedrooms. Large 2 car garage with private driveway. Don't have to park on the street! Easy to hop on route 9,

    Agent Photo

    Jesus Cazorla

    LPT Realty

    (860) 321-6688

    233 Pearl St, Middletown, CT 06457
  • /37

    $675,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 5,678 Sq Ft

    1066 Washington St, Middletown, CT 06457

    This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

    Agent Photo

    Donna-Jean Dargie

    Eagle Eye Realty PLLC

    (860) 421-4629

    1066 Washington St, Middletown, CT 06457
  • /39

    $675,000

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

    226 Old Mill Rd, Middletown, CT 06457

    Nestled in the heart of Middletown, CT stands a house of remarkable architectural note, originally commissioned by J. Phelps Ingersoll in 1927. Inside, the residence retains much of its original details. Each of its owners have cared for it with sensitively and grace. Every corner of this special home tells a story of a bygone era; the current owner has cast a discerning eye towards appropriate

    Jackie Williams Sterling REALTORS

    226 Old Mill Rd, Middletown, CT 06457
  • /35

    $529,000

    • 4 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    1037 Bartholomew Rd, Middletown, CT 06457

    If you want NEW features without waiting for new build, then welcome to 1037 Bartholomew Rd in Middletown, CT - a single-level ranch that keeps things simple, practical, and just a little bit charming (without trying too hard). With 4 bedrooms, 2.5 baths, and 2,200+ square feet of living space, this 1969-built home has seen some updates that matter: a refreshed kitchen and bathrooms, and new

    Devon Taylor Assael Dave Jones Realty, LLC

    1037 Bartholomew Rd, Middletown, CT 06457
  • /38

    $429,999

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    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
  • /40

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 3,756 Sq Ft

    36 Mcgrath Dr, Middletown, CT 06457

    Welcome to your dream home! This spacious Colonial offers the perfect blend of comfort, style, and convenience. Inside, you'll find a thoughtfully designed layout ideal for both entertaining and everyday living. The main floor features a bright, eat-in kitchen, a formal dining room for special occasions, a cozy living room, a welcoming family room, and a private office - all complemented by a

    Tom Derick Executive Real Estate Inc.

    36 Mcgrath Dr, Middletown, CT 06457
  • /38

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    613 Ridgewood Rd, Middletown, CT 06457

    Exceptionally maintained 4 bedroom, 2.5 bath Colonial home built in 1996 is located on a secluded 1.5 acre lot, nestled away in the Westfield neighborhood of Middletown. This property offers maximum privacy, surrounded by beautiful trees and hardly visible from the road. Upon entering the home, you immediately appreciate the open concept, hardwood flooring, wainscoting and abundance of natural

    Gregory Clancy eXp Realty

    613 Ridgewood Rd, Middletown, CT 06457
  • /40

    $589,999

    • 4 Beds
    • 2.5 Baths
    • 2,813 Sq Ft

    16 Snow Ridge S, Middletown, CT 06457

    Nestled near the top of highly desirable Westfield Hills on a private cul-de-sac, this bright, oversized Colonial offers space, comfort, and charm. With 4 bedrooms-including a spacious master suite with a walk-in closet, large office, and private bath with jacuzzi tub and shower-this home is built for relaxed living. A second full bath completes the upper level. Downstairs, the open layout is

    Bruce Bayles William Raveis Real Estate

    16 Snow Ridge S, Middletown, CT 06457
  • /20

    $475,000

    • 4 Beds
    • 1 Bath
    • 1,075 Sq Ft

    35 Boston Rd, Middletown, CT 06457

    Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

    Michael Calabro Coldwell Banker Calabro

    35 Boston Rd, Middletown, CT 06457
  • /3

    $449,900 New Construction

    • 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
  • /36

    $485,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    31 Sherman Lee Dr, Middletown, CT 06457

    Welcome to this beautifully updated 3-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in one of Middletown's most desirable neighborhoods. Move-in ready, this home blends style, space, and comfort with standout features inside and out. Step inside to find newly installed hardwood floors flowing throughout a bright, inviting interior. The heart of the home is a stunning renovated kitchen,

    Matt Donafrio GRL & Realtors, LLC

    31 Sherman Lee Dr, Middletown, CT 06457
  • /28

    $198,900

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    161 Cynthia Ln Unit E8, Middletown, CT 06457

    Welcome to this charming condominium at 161 Cynthia Ln #E8 in Middletown, CT. This well-maintained unit a spacious layout with modern finishes and plenty of natural light. The kitchen features updated appliances and ample cabinet space, appropriate for culinary enthusiasts. Enjoy the convenience of in-unit laundry and a private balcony for relaxation. The community offers amenities such as a pool

    Steven Koleno Beycome of Connecticut

    161 Cynthia Ln Unit E8, Middletown, CT 06457
  • /17

    $199,900

    • 4 Beds
    • 2 Baths
    • 2,292 Sq Ft

    14 Walnut St, Middletown, CT 06457

    Excellent opportunity to own this duplex style home featuring a total of four bedrooms and two full bathrooms, with an overall living area of 2,292 square feet. Each unit consists of two bedrooms and one full bathroom, with the first unit located on the ground floor and the second unit situated on the upper floor. Upon entering, you will be welcomed by elegant hardwood floors and an abundance of

    John Oliveri Property Works New England

    14 Walnut St, Middletown, CT 06457
  • /38

    $270,000

    • 3 Beds
    • 1 Bath
    • 1,452 Sq Ft

    2 Cottage St, Middletown, CT 06457

    Charming Colonial in the Heart of Middletown - Welcome to this beautifully maintained 3-bedroom, 1-bathroom Colonial, ideally located just steps from downtown Middletown! Offering timeless character, thoughtful upgrades, and unbeatable walkability, this home is the perfect blend of historic charm and modern convenience. Step into a cozy living room that flows seamlessly into the dining room and

    Rebecca Makas KW Legacy Partners

    2 Cottage St, Middletown, CT 06457
  • /27

    $350,000

    • 4 Beds
    • 3 Baths
    • 2,038 Sq Ft

    50 Andrew St, Middletown, CT 06457

    Deceiving is one way to describe this three bedroom, two bath Cape that offers a blend of living and functional separation ideal for multi-generational living. Or live in the main dwelling and rent out the one bedroom, one bath, in-law apartment in the basement. The second floor and living room were recently updated with new paint and carpeting. Second floor bathroom has been totally renovated.

    Colin Taylor Executive Real Estate Inc.

    50 Andrew St, Middletown, CT 06457
  • /20

    $425,000

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

    6 Bidwell Terrace, Middletown, CT 06457

    Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

    Derek Greene Derek Greene

    6 Bidwell Terrace, Middletown, CT 06457
  • /29

    $169,900

    • 1 Bed
    • 1 Bath
    • 670 Sq Ft

    202 Carriage Crossing Ln, Middletown, CT 06457

    Simply Beautiful! Great opportunity to be on your own with this ranch style condo. Including 1bd/1bath, Galley Kitchen, Laundry area in unit, dining area as well as living room with views of the balcony, high ceilings to offer the open feel with plenty of natural light. Updated appliances, flooring and windows. Close to clubhouse for Gym, pool, sauna, hot tub, tennis/basketball court, indoor

    Lisa Sherman My Realtor, LLC

    202 Carriage Crossing Ln, Middletown, CT 06457
  • /32

    $369,900

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

    5 Blue Orchard Dr, Middletown, CT 06457

    Located on a quiet cul-de-sac in the heart of Wesleyan Hills, this cheerful and move-in ready split-level offers over 1,500 sq ft of flexible living space-including 3 spacious bedrooms, 1.5 stylishly updated bathrooms, and a lower-level retreat for work or play. The main floor welcomes you with natural light, a cozy fireplace in the living room, and an open flow into the dining area and modern

    Christopher Clarke KW Legacy Partners

    5 Blue Orchard Dr, Middletown, CT 06457
  • /39

    $805,000

    • 5 Beds
    • 2.5 Baths
    • 3,010 Sq Ft

    455 East St, Middletown, CT 06457

    This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

    Christine Oleynick Keller Williams Realty

    455 East St, Middletown, CT 06457
  • /29

    $355,000

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    90 West St, Middletown, CT 06457

    This charming center hall Colonial near Wesleyan University is a fantastic opportunity for both homeowners and investors. With its proximity to downtown Middletown, you'll have easy access to shopping, dining, and fitness facilities. The property boasts a lovely level yard adorned with a beautiful Dogwood tree at the entrance, creating a welcoming atmosphere. Inside, the bright living room

    Jackie Williams Sterling REALTORS

    90 West St, Middletown, CT 06457
  • /34

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,147 Sq Ft

    234 S Main St Unit 303, Middletown, CT 06457

    Let me know your thoughts! Welcome to 234 S Main St, Unit 303-a charming 2-bedroom, 2-bath condo in a beautifully maintained building that's proudly listed on the National Register of Historic Places. With exposed brick, massive timber beams, and unique plank ceilings, this 120-year-old treasure blends timeless character with modern comfort. Inside, you'll find 1,147 sq ft of easy, one-level

    Devon Taylor Assael Dave Jones Realty, LLC

    234 S Main St Unit 303, Middletown, CT 06457
  • /16

    $165,000

    • 1 Bed
    • 1.5 Baths
    • 738 Sq Ft

    111 Dekoven Dr Unit 508, Middletown, CT 06457

    TURN KEY UNIT AT RIVER'S EDGE WITH WATER VIEWS- THIS MOVE IN READY CONDO FEATURES A FULLY APPL KIT WITH LAMINATE FLS- LIVING RM-DINING AREA WITH SLIDERS LEADING TO A BALCONY OVERLOOKING THE CT RIVER- LARGE BDRM WITH A FULL BATH & WALK IN CLOSET- 1.5 TOTAL BATHS- COMMON FEE INCLS HEAT, HW, AC, WATER & SEWER, POOL, GYM, COMMUNITY RM & A STORAGE AREA FOR PERSONAL BELONGINGS- NO PETS-

    Michael Vitale Vitale Realty

    111 Dekoven Dr Unit 508, Middletown, CT 06457
  • /34

    $350,000

    • 5 Beds
    • 2 Baths
    • 2,275 Sq Ft

    8 Batt St, Middletown, CT 06457

    Discover 8 Batt St, Middletown, CT-a stunning 5-bed, 2-bath ranch blending single-level ease with modern updates. Nestled in a quiet, family-friendly area, this move-in-ready home offers comfort and style. Step into a bright foyer leading to a spacious living room with hardwood floors and large windows. The updated kitchen boasts stainless steel appliances, quartz counters, a breakfast nook, and

    Luke Florian SSG Real Estate LLC

    8 Batt St, Middletown, CT 06457
  • /14

    $374,900

    • 7 Beds
    • 4 Baths
    • 2,236 Sq Ft

    68 High St, Middletown, CT 06457

    Two family home rented until March 2026! Immediate investment opportunity! Large 2-unit home located within a few minutes of Wesleyan University and downtown Middletown! Tenants pay for their own heat and hot water too! Well maintained home that you'll be proud to add to your investment portfolio!

    Dawn Satagaj William Raveis Real Estate

    68 High St, Middletown, CT 06457
  • /28

    $249,900

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    120 Saybrook Rd, Middletown, CT 06457

    Welcome to 120 Saybrook Road in Middletown-a delightful 2-bedroom, 1-bath home offering 1,008 square feet of comfortable living space. Perfectly situated for easy access to shopping, dining, major highways, and more, this home is ideal for anyone seeking a blend of charm and convenience. Step inside to find a warm, inviting layout with plenty of natural light and cozy living areas. The kitchen

    Sean Doran William Raveis Real Estate

    120 Saybrook Rd, Middletown, CT 06457
  • /18

    $169,900

    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    1221 Washington St Unit 8, Middletown, CT 06457

    Run - do not walk to see this spectacular 2 bedroom loft home at Woodgate. Complex has been completely remodeled on the exterior, including new roof, new windows, new decks, new siding, new doors - the community looks brand new! This 2-level home offers large open vaulted living room, oversized galley kitchen, 1st floor laundry, full bath and guest bedroom. The upstairs offers an oversized 2nd

    Mark Toledo Berkshire Hathaway NE Prop.

    1221 Washington St Unit 8, Middletown, CT 06457
  • /9

    $255,000

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

    15 Wall St, Middletown, CT 06457

    Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing

    Lisa Sader-Goede Aspen Realty Group

    15 Wall St, Middletown, CT 06457
  • /13

    $360,000

    • 6 Beds
    • 3 Baths
    • 2,622 Sq Ft

    23 Portland St, Middletown, CT 06457

    This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

    Sacha Armstrong William Pitt Sotheby's Int'l

    23 Portland St, Middletown, CT 06457
  • /20

    $299,999

    • 4 Beds
    • 1.5 Baths
    • 1,415 Sq Ft

    10 Silver St, Middletown, CT 06457

    Welcome to 10 Silver Street in Middletown! This charming colonial featuring a newer roof, brand new gas boiler, newer windows, wood floors, has been freshly painted and is move-in ready. The main floor boasts an oversized kitchen, a bright living room, a half bath, and a versatile flex space that can be used as an office, additional bedroom, or family room. Upstairs, you'll find three generously

    Sacha Armstrong William Pitt Sotheby's Int'l

    10 Silver St, Middletown, CT 06457
  • /38

    $420,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    156 S Main St, Middletown, CT 06457

    Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

    Alan Stewart Jr. ASJ Realty Partners

    156 S Main St, Middletown, CT 06457
  • /15

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    80 Prospect St, Middletown, CT 06457

    Discover a fantastic opportunity at 80 Prospect Street! This beautifully remodeled 2-family home in the heart of Middletown boasts newer mechanicals and brand-new appliances in both units, perfect for comfortable living or rental income. The 3-car garage is great for storage or the car enthusiast, and yet the home still has ample off-street parking. The second floor unit has a partially finished

    Paul Magliochetti Coldwell Banker Realty

    80 Prospect St, Middletown, CT 06457
  • /39

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    5 Westmont Dr, Middletown, CT 06457

    Conveniently located close to Wesleyan University and just minutes from downtown Middletown, this beautifully updated home offers a perfect blend of comfort and potential. The main level features a spacious primary bedroom with a full bath, providing ease and accessibility. Upstairs, you'll find two additional bedrooms with gleaming hardwood floors. The eat-in kitchen has new SS appliances,

    Natuzza Dimasi William Raveis Real Estate

    5 Westmont Dr, Middletown, CT 06457
  • /7

    $230,000

    • 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
  • /24

    $299,000

    • 6 Beds
    • 3.5 Baths
    • 3,110 Sq Ft

    71 E Main St, Middletown, CT 06457

    This four unit brick building sits on a corner lot within very close proximity to downtown Middletown. A vacant commercial space on the ground level provides a potential owner operator with tremendous opportunity. Three residential units fill the upper two floors including a one bedroom, two bedroom, and three bedroom apartment. The commercial space was once operated as a bar/restaurant and

    Connor Wenchell VC Property Group, LLC

    71 E Main St, Middletown, CT 06457
  • /29

    $397,000

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    20 Mulberry Ln, Middletown, CT 06457

    Charming Colonial in a Desirable Neighborhood Don't miss this amazing opportunity to own a charming colonial in a highly sought-after neighborhood! Nestled in a peaceful cul-de-sac, this cozy, well-maintained home offers a space efficient floor plan and is part of a planned unit development (PUD). This home also includes a weather protected entrance on an inviting front porch. The first floor

    Noreen Sinclair Berkshire Hathaway NE Prop.

    20 Mulberry Ln, Middletown, CT 06457
  • /7

    $145,000

    • Land
    • 3.58 Acres
    • $40,503 per Acre

    0 Mountain Laurel Dr, Middletown, CT 06457

    Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

    Siobhan McLaughlin William Raveis Real Estate

    0 Mountain Laurel Dr, Middletown, CT 06457
  • /31

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    310 Newfield St, Middletown, CT 06457

    MOVE-IN ready 3-bedroom & 2 bathroom home just minutes from Wesleyan University. Main floor ADDITIONAL ROOM of 312 SQFT perfect for a den, family room or home office with its own entry way. New flooring throughout the whole house adds to a beautiful modern flow. Updated kitchen with new stainless-steel appliances, granite countertop, Lazy-Susan corner cabinets and custom open shelving. Both

    Jackie Espinoza Berkshire Hathaway NE Prop.

    310 Newfield St, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2

How to Buy a Home How to Finance a Home How to Sell a Home