Middletown CT 3 Bedroom Real Estate, Homes, Condos for Sale

Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and character throughout the home. The fully-fenced backyard is a perfect space for summer barbeques, relaxing, and keeping your pets safe with easy access to the detached 1-car garage. Updates include 1 year old windows with a transferable 25-year warranty, a 1 year old oil tank, a 3 year old furnace, and a 3 year old fence, offering peace of mind for years to come. Rough plumbing started for a second bath in the basement. Enjoy an unbeatable location just a 5 minute walk to the Connecticut River, Harbor Park, and vibrant downtown Middletown, known for it's bustling dining scene, local shops, parades, and community events on the Green. Close walk to Middlesex Hospital and not far from Wesleyan University. Commuters will appreciate convenient access to Rte 9 along with multiple nearby highways. A wonderful opportunity to own in a great town!

3 Flower St, Middletown

$324,900

3 Beds ⋅ 2 Baths ⋅ 24173942 MLS

** OFFER DEADLINE: MONDAY 5/18 - 6PM ** Spacious and thoughtfully expanded, this ranch-style home offers nearly 1,500 square feet of comfortable living space on the main level in a quiet neighborhood just minutes from downtown Middletown. Featuring a brand new central air system (2026), newer windows, new porch, and a freshly updated deck, this home is packed with value and versatility. Step inside to find a bright and inviting living room with hardwood flooring and a large bay window that fills the space with natural light. The eat-in kitchen offers newer stainless steel appliances, ample cabinet space, and easy access to the back deck - perfect for entertaining or relaxing outdoors. Down the hall, you'll find a massive office, playroom (or 4th bedroom!), convenient main-level laundry, and a spacious full bathroom with tile flooring. A 2006 addition significantly expanded the home, creating two generously sized guest bedrooms and a large primary ensuite complete with high ceilings, abundant natural light, and a bright full bathroom for added comfort and convenience. The finished lower level provides even more living space with a spacious recreation area, additional storage, workshop space, and access to the oversized two-car garage. Outside, enjoy a fully fenced backyard ideal for pets, play, or gardening. A rare combination of space, updates, and location - this Middletown gem is ready to welcome its next owner!

38 Harris St, Middletown

$300,000

3 Beds ⋅ 2 Baths ⋅ 24173819 MLS

Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in each unit. The first-floor unit offers two bedrooms, one full bath, and a formal dining room accented with beautiful crown molding and classic charm throughout. The second-floor unit is a spacious one-bedroom, one-bath layout featuring abundant natural light and a comfortable, functional floor plan. Whether you are looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this property presents a fantastic opportunity. Schedule your showing today! Agent is related to Seller.

118 Grove St, Middletown

$479,900

3 Beds ⋅ 3 Baths ⋅ 24170759 MLS

Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar perfect for hosting gatherings, game nights, or creating your own private retreat. Step outside to enjoy the large yard, offering plenty of space for outdoor entertaining, gardening, or simply unwinding in your own private setting. A 2 car garage with ample storage. A truly move in ready home not to be missed. AGENT RELATED TO SELLER

25 Pleasant View Dr, Middletown

$350,000

3 Beds ⋅ 2 Baths ⋅ 24169081 MLS

Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room includes updated washer, dryer, and utility sink. Upstairs offers three bedrooms, plus a full bath with a walk-in shower. The partially finished attic adds a full-size room, cedar closet, and extra storage. The primary bedroom features a private porch with views of the Arrigoni Bridge. Outside, enjoy established plantings, a detached two-car garage, walk-out basement, and three enclosed porches. Relax with sunset views from the front porch overlooking St. John's Cemetery.

38 Johnson St, Middletown

$209,900

3 Beds ⋅ 2 Baths ⋅ 24163396 MLS

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 looking to build equity over time. Set on a manageable lot, this property is part of an estate and is being sold as-is. If you've been waiting for an opportunity to create something from the ground up, this could be the one worth exploring! as is, where is, with remaining contents at closing. Subject to probate approval

103 Prospect St, Middletown

$499,900

3 Beds ⋅ 2 Baths ⋅ 24159101 MLS

This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set apart for added privacy, while two additional generously sized bedrooms and a second full bath provide flexibility for guests or home office needs. A dedicated laundry area and convenient entryway from the attached one-car garage enhance everyday functionality. Nathan Hale Estates is a thoughtfully planned residential community in Middletown, Connecticut, offering a quiet neighborhood setting while remaining conveniently close to shopping, dining, schools, parks, and major commuter routes. The central location provides easy access to the shoreline, making this an ideal place for you and your family. The builder offers generous allowances, allowing buyers to thoughtfully curate finishes and selections. Builder requires a one-time construction-to-permanent loan, financed by Elm Tree Funding.

Lot 4 Nathan Hale, Middletown

$499,900

3 Beds ⋅ 2 Baths ⋅ 24159033 MLS

This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set apart for added privacy, while two additional generously sized bedrooms and a second full bath provide flexibility for guests or home office needs. A dedicated laundry area and convenient entryway from the attached one-car garage enhance everyday functionality. Nathan Hale Estates is a thoughtfully planned residential community in Middletown, Connecticut, offering a quiet neighborhood setting while remaining conveniently close to shopping, dining, schools, parks, and major commuter routes. The central location provides easy access to the shoreline, making this an ideal place for you and your family. The builder offers generous allowances, allowing buyers to thoughtfully curate finishes and selections. Builder requires a one-time construction-to-permanent loan, financed by Elm Tree Funding.

Lot 3 Nathan Hale, Middletown

$270,000

3 Beds ⋅ 2 Baths ⋅ 24156410 MLS

Excellent opportunity in a quiet. Ideal for rental portfolio expansion, or owner-occupants looking to build equity. All offers welcome. Fast closing available. featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and new sliding doors in the dining room right out to the private backyard with updated deck and concrete work. Upstairs, you'll find three bedrooms filled with natural light with the primary bedroom upgraded with vaulted ceilings. Theres also a second full bath upstairs serving the upper level, providing comfort and functionality. This house is move in ready and even has a brand new roof!

6 Hillside Ct, Middletown

$249,609

3 Beds ⋅ 2 Baths ⋅ 24153719 MLS

146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short sale as a result of known foundation issues. Sale subject to third party approval. Short sale process has begun.*

146 Liberty St, Middletown

$217,500

3 Beds ⋅ 2 Baths ⋅ 24111633 MLS

Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and appliances. Upstairs, you'll find comfortably sized bedrooms, with plenty of closet space. Additional highlights include in-unit laundry, a private patio for outdoor relaxation, and convenient Carport. Located in a quiet, well-managed complex with easy access to shopping, restaurants, and major highways-this home offers the perfect blend of comfort, style, and location. Don't miss the opportunity to make it yours!

36 Rising Trail Dr Unit 36, Middletown

$549,000

3 Beds ⋅ 2 Baths ⋅ 24014755 MLS

Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite. This suite features a generous walk-in closet and a private bath with a double-sink setup. At the heart of the home, you'll find a sleek, modern kitchen graced with granite countertops, selected by the builder yet tailored to the buyer's preference. This is complemented by a seamless flow into the living areas, encouraging interaction and fostering a sense of community with guests and loved ones. The Cameron offers an exquisite blend of comfort and convenience. Modern charm throughout the home will give you a clean, welcoming feel. The oversized two-car garage not only has space for your vehicles but storage as well! Situated on just over an acre, there are plenty of opportunities to make this a one-of-a-kind oasis. Take advantage of this convenient location with Lyman Orchards and Lyman Orchard's Golf Club, parks, restaurants, shops, and major roadways and highways all within close proximity.

18-A Talcott Ridge Dr, Middletown

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