31

Middletown, CT Homes for Sale under $400,000

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  • /28

    $209,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    103 Prospect St, Middletown, CT 06457

    This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

    Carl Guild Carl Guild & Associates

    103 Prospect St, Middletown, CT 06457
  • /28

    $245,000

    Open Sat 2PM - 4PM
    • 2 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    10 Countryside Ln Unit 1, Middletown, CT 06457

    Welcome home to Cedar Ridge! This beautifully maintained 2-bedroom, 1.5-bathroom end-unit townhouse offers 1,319 square feet of bright, thoughtfully designed living space across three finished levels.The main level welcomes you with an expansive living room that flows effortlessly into an open-concept dining area and kitchen-complete with a spacious pantry and seamless access to your private Trex

    Sylvia Russ Berkshire Hathaway NE Prop.

    10 Countryside Ln Unit 1, Middletown, CT 06457
  • /29

    $199,900

    Open Sat 12PM - 2PM Coming Soon
    • 1 Bed
    • 1 Bath
    • 760 Sq Ft

    198 Carriage Crossing Ln, Middletown, CT 06457

    Welcome to the highly sought-after Carriage Crossing community! This beautifully renovated condo is completely move-in ready and offers the perfect combination of style, comfort, and convenience. The stunning new kitchen features modern cabinetry, updated countertops, and stainless steel appliances, while the fully renovated interior showcases fresh finishes throughout. Enjoy year-round comfort

    Kamil Andrukiewicz New Haus Group LLC

    198 Carriage Crossing Ln, Middletown, CT 06457
  • /5

    $169,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    7 Portland St, Middletown, CT 06457

    WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

    Geraldine Mattera Luxe Realty LLC

    7 Portland St, Middletown, CT 06457
  • /29

    $284,500

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    4 Crown St, Middletown, CT 06457

    Welcome home to this well-maintained 2-bedroom, 1-bath ranch offering easy one-level living and the perfect condo alternative. The inviting floor plan features a spacious living room, formal dining room, and an updated kitchen complete with stainless steel appliances. Beautiful hardwood flooring flows throughout much of the home, while recent updates, including a newer furnace, new hot water

    Ellen Paklos William Raveis Real Estate

    4 Crown St, Middletown, CT 06457
  • /18

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    125 Stevens Ln, Middletown, CT 06457

    Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage

    Wilson Lamas Regency Real Estate, LLC

    125 Stevens Ln, Middletown, CT 06457
  • /8

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    714 Long Hill Rd, Middletown, CT 06457

    Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

    Santo Gulino William Raveis Real Estate

    714 Long Hill Rd, Middletown, CT 06457
  • /25

    $252,000

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    45 Rising Trail Dr, Middletown, CT 06457

    Just renovated. Kitchen has just been remodeled with new counters, white cabinets, white backsplash and stainless steel appliances. 1st floor is tile floor and there is a pellet stove in corner of livingroom. 1/2 bath on main level has new toilet and vanity. 2nd level offers 2 bedrooms with walk in closets and laundry in hall. Floor's just refinished. 3rd level offers 3rd bedroom and a finished

    Kerry Hart William Raveis Real Estate

    45 Rising Trail Dr, Middletown, CT 06457
  • /2

    $100,000

    • Land
    • 8.18 Acres
    • $12,225 per Acre

    0 Bell St Unit 24149149, Middletown, CT 06457

    This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

    Nancy Newman LPT Realty

    0 Bell St Unit 24149149, Middletown, CT 06457
  • /22

    $150,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    1 Russell St Unit 22, Middletown, CT 06457

    Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are

    Kadji Anderson Berkshire Hathaway NE Prop.

    1 Russell St Unit 22, Middletown, CT 06457
  • /5

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,209 Sq Ft

    153 Eastern Dr, Middletown, CT 06457

    Are you looking for a charming 3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character, this

    Roseanne Scacca Dan Combs Real Estate

    153 Eastern Dr, Middletown, CT 06457
  • /33

    $229,900

    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft

    21 Inverness Ln, Middletown, CT 06457

    Welcome to 21 Inverness Ln. Make this spacious 3 bedroom your new home. This home is nestled in the sought-after Highland Lake Community. The home features an open floor plan with generous sized rooms. Upon entering, you'll be met with an updated kitchen and a comfortable dining area. The adjacent family room features laminate flooring and sliders to a private fenced in patio complete with a

    Rose Zwolak Century 21 AllPoints Realty

    21 Inverness Ln, Middletown, CT 06457
  • /17

    $325,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    175 Newfield St, Middletown, CT 06457

    It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining

    Vaiva Baltonis Coldwell Banker Realty

    175 Newfield St, Middletown, CT 06457
  • /19

    $347,000

    Open Mon 12PM - 2PM $3K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    19 Kent Ct, Middletown, CT 06457

    Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also

    Brenda Carocari Realty ONE Group Connect

    19 Kent Ct, Middletown, CT 06457
  • /29

    $365,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 988 Sq Ft

    24 Annette Place, Middletown, CT 06457

    Tucked at the quiet end of a cul-de-sac on a level half-acre, this move-in ready split level delivers the one thing that's hard to find: it's already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get. A bright kitchen with granite counters and stainless appliances opens to warm, refined living space, where hardwood

    Jonathan Zuromski Real Broker CT, LLC

    24 Annette Place, Middletown, CT 06457
  • /12

    $299,609

    • 4 Beds
    • 2 Baths
    • 1,328 Sq Ft

    34 Inverness Ln, Middletown, CT 06457

    Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

    Keith Murphy Innovative Properties

    34 Inverness Ln, Middletown, CT 06457
  • /26

    $359,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    116 Schuyler Ave, Middletown, CT 06457

    Welcome to 116 Schuyler Ave! This home is conveniently located on a dead end close to Middletown's shopping and restaurant district, highways, parks and more. This 3 bedroom home was built in 1890 and carries a lot of colonial charm like the incredible hardwood floors throughout, a fully finished attic, and built-in cabinets. The Main level has a full bathroom with a walk-in shower, living room,

    Moira Dill mygoodagent

    116 Schuyler Ave, Middletown, CT 06457
  • /29

    $175,000

    • 1 Bed
    • 1 Bath
    • 670 Sq Ft

    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457

    Middletown's Best Buy! Excellent opportunity to own third floor one bedroom condo in desirable Carriage Crossing, a community known for it's distinct contemporary architectural features like vaulted ceilings and oversized windows. This unit features open floor plan with newer flooring through out and private balcony. The Carriage Crossing complex offers in ground pool, tennis court, fitness

    Matthew Guida Eagle Eye Realty PLLC

    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
  • /38

    $163,000

    $7K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 738 Sq Ft

    111 Dekoven Dr Unit 908, Middletown, CT 06457

    Premium Connecticut River views from this 9th floor, almost end unit on the bridge side. This beautiful unit is in move in condition. It includes a newly renovated kitchen, 1.5 updated bathrooms, freshly painted, and new flooring throughout. The laundry is conveniently located in the unit and there are plenty of closets in this well laid out condo. The building has a comcrete wall construction

    Sally McMahon William Raveis Real Estate

    111 Dekoven Dr Unit 908, Middletown, CT 06457
  • /2

    $350,000

    • Land
    • 21.46 Acres
    • $16,309 per Acre

    0 Middle St, Middletown, CT 06457

    21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

    Nancy Newman LPT Realty

    0 Middle St, Middletown, CT 06457
  • /40

    $394,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    492 Long Hill Rd, Middletown, CT 06457

    Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets, quartz countertops, and modern

    Atif Seyal RE/MAX Heritage

    492 Long Hill Rd, Middletown, CT 06457
  • /34

    $229,900

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    111 Dekoven Dr Unit 609, Middletown, CT 06457

    Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with

    Sally McMahon William Raveis Real Estate

    111 Dekoven Dr Unit 609, Middletown, CT 06457
  • /29

    $229,500

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,109 Sq Ft

    1231 Washington St Unit 2, Middletown, CT 06457

    Buyer Financing Fell Through - Enjoy one of only a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new

    Chris Hogan Century 21 Classic Homes

    1231 Washington St Unit 2, Middletown, CT 06457
  • /38

    $319,900

    Open Sun 12PM - 2PM Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,282 Sq Ft

    824 Randolph Rd, Middletown, CT 06457

    Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a

    Giulia Terese Hagel & Assoc. Real Estate

    824 Randolph Rd, Middletown, CT 06457
  • /16

    $239,000

    • 2 Beds
    • 2 Baths
    • 866 Sq Ft

    93 Carriage Crossing Ln, Middletown, CT 06457

    Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full

    Karen Murphy Berkshire Hathaway NE Prop.

    93 Carriage Crossing Ln, Middletown, CT 06457
  • /11

    $125,000

    • Land
    • 3.58 Acres
    • $34,916 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
  • /25

    $315,000

    • 5 Beds
    • 2 Baths
    • 1,760 Sq Ft

    19 Portland St, Middletown, CT 06457

    * INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were replaced less than

    Shannon Driscoll Carl Guild & Associates

    19 Portland St, Middletown, CT 06457
  • /2

    $349,900

    • 6 Beds
    • 2 Baths
    • 2,454 Sq Ft

    10 Glover Place, Middletown, CT 06457

    It's not easy to find a 2 family with 3 bedrooms on each level and it includes ALL separate utilties and each unit has c/a. Each tenant pays their own utilities. The first floor is leased until July 2027 and the 2nd floor lease is up Sept. 1st, 2026. The furnaces, electrical, hot water tanks have all been updated.

    Sally McMahon William Raveis Real Estate

    10 Glover Place, Middletown, CT 06457
  • /40

    $370,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    417 Mile Ln, Middletown, CT 06457

    Beautifully maintained ranch offering the perfect blend of comfort, style, and functionality! This move-in-ready home features 3 spacious bedrooms and 2 full bathrooms, including a generous primary suite with a private en-suite bath. The bright and inviting living spaces are ideal for both everyday living and entertaining. A true highlight of the home is the stunning full-glass sunroom

    Natacha Lafleur RE/MAX Heritage

    417 Mile Ln, Middletown, CT 06457
  • /24

    $315,000

    $35K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,509 Sq Ft

    475 Ballfall Rd, Middletown, CT 06457

    Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel

    Michelle Mazzotta eXp Realty

    475 Ballfall Rd, Middletown, CT 06457
  • /7

    $299,609

    • 4 Beds
    • 2 Baths
    • 1,328 Sq Ft

    33 Inverness Ln, Middletown, CT 06457

    Welcome to this spacious move in ready four bedroom, two bath home located in the desirable Highland section of Middletown. This well maintained property features an updated kitchen with granite countertops and stainless steel appliances, offering both style and functionality. The first floor includes laminate flooring throughout the main living areas, while the bedrooms feature carpeting for

    Keith Murphy Innovative Properties

    33 Inverness Ln, Middletown, CT 06457

Home Price Trends

Median Sale Price
$358,000
Median Single Family Sale Price
$430,625
Median Townhouse Sale Price
$245,000
Median 2 Bedroom Sale Price
$245,000
Median 1 Bedroom Sale Price
$194,250
Average Price Per Sq Ft
$255
Number of Homes for Sale
29
Last 12 months Home Sales
371
Months of Supply
0.90
Median List Price
$350,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
12%
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