Refine Search
Sort by
$274,000
3 Beds 1 Baths 24077673 MLS
Welcome to 85 Grand Street, a charming colonial home nestled in the heart of Middletown. This residence seamlessly blends historic character with modern comforts, offering an inviting space for all. Upon entering, you're greeted by a spacious eat-in kitchen or use the front door to enter through the sun room. The kitchen, abundant in cabinetry and counter space-ideal for the home chef. The dining area, filled with natural light, serves as a versatile space perfect for entertaining, setting up a home office, or creating a play area-the possibilities are endless. Flowing from the dining room is a cozy living room, providing a warm and inviting atmosphere to relax and unwind after a long day. This room hugs you!! The second floor boasts three generously sized bedrooms, including an oversized primary bedroom, and an updated bathroom. Throughout the home, beautifully refinished floors add a touch of elegance and continuity to the living spaces. A newly installed gas boiler and solar panels help you maximize efficient energy use while cutting costs. Outside, the property features off-street parking and a fenced-in backyard complete with a deck and fruit trees, making it an ideal spot for hosting gatherings or enjoying quiet moments outdoors. Its prime location allows for a leisurely stroll to Middletown's vibrant downtown, where an array of restaurants, shopping, Wesleyan University and community events await. Experience the perfect blend of comfort, convenience, and community.

85 Grand St, Middletown

$272,500
2 Beds 1 Baths 24077040 MLS
Welcome to your charming new home! If you've been searching for a cozy, updated space this could be your crown jewel. Thoughtfully refreshed in 2022 the home blends character with modern updates and is ready for its next chapter. The main level offers an open layout where the living & dining areas flow seamlessly into the kitchen-perfect for everyday living & entertaining. The kitchen stands out with its stylish cabinetry, wood countertops, center island for extra prep & storage, and all appliances are just three years young. A flexible first-floor room provides options for a home office, guest room, or creative space-whatever suits you. Upstairs, you'll find another bedroom, a full bathroom, and a versatile third room that could be a bedroom, craft room, or even a dream walk-in closet. Thoughtful storage options include access to the eaves and a walk-in space through a closet for added convenience. Enjoy peaceful moments on the enclosed front and back porch-ideal for morning coffee or evening chats. The manageable lot size makes exterior upkeep easy, giving you more time to enjoy your home. Major mechanical upgrades completed include a new roof, and installation of a high-efficiency Navien gas boiler. Plus, a 2023 energy audit led to added basement insulation for enhanced comfort and efficiency. This well-loved and well-maintained home is ready to welcome you-come take a look and fall in love with your new Home Sweet Home!

9 Crown St, Middletown

$272,000
3 Beds 2 Baths 24141681 MLS
This charming Ranch-style home at 404 Newfield St presents an exceptional opportunity to undertake a full renovation. The property is being sold strictly AS-IS, allowing buyers the chance to personalize and update this classic house to their exact specifications. Please note: This is a cash-only purchase. Built in 1964, the house offers approximately 1,332 square feet of main level living space on a generous 0.64-acre lot. The home features 3 bedrooms and 2 full bathrooms, with amenities including a fireplace and a two-car garage. The lot also provides ample outdoor space, including a wood deck (508 sq ft) and a framed open porch. The utilities include Public Water, Public Sewer , and Gas from the street. This property is a fantastic fixer-upper that is priced to reflect the necessary cosmetic and structural updates needed. Bring your vision and contractor to unlock the full potential of this wonderful home! The seller will make no repairs or concessions.

404 Newfield St, Middletown

$272,000
2 Beds 2 Baths 24139012 MLS
Looking for a perfect condo alternative without the HOA costs? This charming 2-bedroom, 1.5-bath single-family home offers the privacy, comfort, and thoughtful updates you've been searching for, all on a quiet, low-traffic street. Enjoy natural gas heat plus a newer pellet stove that efficiently warms the entire home - an incredible energy-saving opportunity! Walking through the VERY generous sized kitchen will lead you to a conveniently located laundry room featuring radiant heated flooring, providing comfort and convenience in every season. Spacious back deck perfect for summer cookouts and family gatherings. The classic charm and thoughtful updates truly create a warm and welcoming space ready for you to move right in. Detached garage also gives you additional storage if needed. Whether you're a first-timer, downsizer, or simply want easy living without condo restrictions, this home checks all the boxes. Private setting, low-maintenance living, and move-in ready - 154 Front Street is a must see! :-)

154 Front St, Middletown

$270,000
2 Beds 3 Baths 24148043 MLS Camden Pines BLDG.
There's something immediately comforting about a home that gives you room to breathe-and this spacious condo does exactly that. With a thoughtfully designed floor plan and generous living spaces, it feels welcoming from the moment you step inside. The living room is warm and inviting, centered around a gas fireplace that sets the tone for quiet evenings, movie nights, or gathering with friends. The spacious kitchen is designed for everyday life, with plenty of room to cook, move, and connect. Just off the kitchen, a cozy dining nook creates a natural place for morning coffee, shared meals, and easy conversations. This home offers two bedrooms, each with its own full bathroom, providing privacy and balance-perfect for hosting guests or creating your own personal retreat. The primary suite features a nicely updated bathroom, offering a calm, refreshed space to unwind at the end of the day. Downstairs, the partially finished basement opens the door to possibility-a workout space, creative studio, hobby room, or home office-whatever fits your lifestyle. When the seasons change, step outside onto your deck and enjoy al fresco dining or peaceful moments outdoors. Set in Middletown, this location offers easy access to Main Street dining, coffee shops, parks, Wesleyan University, Middlesex Hospital, and commuter routes-connecting you to both everyday convenience and vibrant community life. This is a home that lives comfortably, adapts beautifully, and invites you to make it your own.

565 Newfield St Unit APT 34, Middletown

$270,000
4 Beds 2 Baths 24137219 MLS
Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and beautifully finished. All never used, just waiting for the new owner!! The main floor offers a bright, flexible layout with a first-floor bedroom (or potential to open the space for a more expansive flow- ask for more details), along with a convenient half bath for guests. Upstairs, three spacious bedrooms with wood floors share a full bath. Step outside to enjoy a sunny back deck perfect for entertaining, a flat open yard, and a detached garage ideal for storage or workshop potential. Sidewalked streets enhance the neighborhood's walkable, community feel. Perfectly located just three minutes from downtown Middletown-home to an eclectic mix of cafes, independent shops, great restaurants and entertainment-this property combines comfort, convenience, and value. Everyday errands and weekend outings are effortless, with nearby grocery stores, coffee spots, and parks all within easy reach. While there's still room to make it your own, thoughtful updates like a newer roof, newer windows, and a brand-new gas boiler offer peace of mind as you begin customizing the interior to suit your style.

10 Silver St, Middletown

$270,000
3 Beds 1 Baths 24049573 MLS
Put this Cute Ranch located in the desirable Farm Hill neighborhood on your must see list. A charming covered front porch awaits your chairs to sit and relax on a nice fall day while taking in the view of the eastern hills. A cozy living-dining room greats you as you enter. A fireplace warms the area and built-ins provide generous storage space. The kitchen has a nice eating nook and plenty of cabinets and counter space for cooking up your meals. Good flex space can be found in the finished lower level. Enjoy the natural daylight from the many windows throughout the house and it's freshly painted interior (all wall and ceilings). Take advantage of the flat fenced yard for all your outdoor activities or pets. Newly installed solar panels will cut your utility cost and keep expenses down. This home is being sold in "as is" condition and subject to probate court approval. C Seller is requesting "Highest and Best" by Sunday Oct 6th 5pm.

28 Hillcrest Ave, Middletown

$270,000
2 Beds 2 Baths 24063121 MLS Butternut Knoll BLDG.
This 2-bedroom, 1.5-bath home offers over 1,300 square feet of well-designed living space. The open-concept layout creates a seamless flow between the living and dining areas, making it functional for both entertaining and everyday living. Off the kitchen, an exclusive patio provides a private outdoor space for dining or relaxing. Upstairs, high ceilings enhance the spacious feel of the oversized bedrooms. The primary bedroom includes a convenient powder room and two large closets, while the second bedroom also features two oversized closets, providing ample storage. The lower level adds versatility with a garage and finished space. Vinyl flooring throughout the home is durable and easy to maintain, and the newly installed central air system ensures year-round comfort. This unit is a must see!

Middletown

$270,000
2 Beds 2 Baths 24024354 MLS Newfield Commons BLDG.
This elegant 2-bedroom, 1 1/2-bathroom unit offers the perfect blend of style and comfort. With 1,800 square feet of living space, you'll have plenty of room to relax and entertain. Step inside and be captivated by the remodeled kitchen, complete with sleek stainless appliances and stunning quartz countertops. Prepare meals with ease in this modern and functional space. The full bathroom is a true oasis, fully renovated with double sinks and beautiful tile flooring. It's the perfect place to unwind after a long day. Convenience is key with the half bathroom conveniently located on the main floor. You'll love the updated shiplap walls, adding a touch of charm to this space. The primary bedroom is a sanctuary, offering a serene view of the wooded back yard. Enjoy the luxury of a large walk-in closet, providing ample storage for all your belongings. Take a moment to embrace the beauty of nature on your private balcony. Overlooking mature trees, it's the perfect spot to enjoy your morning coffee or unwind in the evening. This unit also features a lower level 600 square foot walkout family room, complete with upgraded carpeting. It's the ideal space for entertaining or simply relaxing with loved ones. Additional benefits include a 1-car attached garage, ensuring convenience and security. Plus, you'll appreciate the low monthly condo fees, making this a smart and affordable choice. Highest and best due by 6/21 at 5pm.

675 Newfield St Unit APT 8, Middletown

$270,000
3 Beds 3 Baths 24082154 MLS Ridgely Condo I BLDG.
Discover your new end unit townhouse in a desirable Middletown location! This well maintained 3-bedroom, 2.5-bath residence offers a perfect blend of a ranch style townhouse with new windows, bright light and comfortable, quiet living. Step inside to the first floor where the living room provides open, bright space, a convenient half bath, and large eat-in kitchen and sliders out to a private deck. The second floor hosts the master bedroom, with a private bath and walk-in closet. two additional well-appointed bedrooms provide versatility for a home office or guest space. the finished basement includes lots of extra living space for an office, bedroom, bathroom and Laundry. Enjoy relaxing moments in the cozy townhouse or unwind on the private deck overlooking a landscaped backyard. easy access to shopping, Wesleyan University, downtown, and local parks, this townhouse truly has it all. Don't miss the opportunity to make this home yours!

840 Long Hill Rd Unit 840, Middletown

$270,000
2 Beds 1 Baths 170606636 MLS
This charming, 2 Bedroom, 1,200 sq ft Ranch w/garage, sits on a 1/3 acre lot … A true gem! The Living Room is spacious and inviting at 19’ x 12’, complete with beautiful hardwood floors and a cozy fireplace. It's the ideal space to unwind after a long day. The eat-in kitchen is big and bright, with a breakfast bar, and ample counter and cabinet space. You will find the Dining Room delightful with a quaint built-in hutch, adding character to your dining. The large Master Bedroom boasts a wall of ample closet space. A partially finished basement with a 20’ x 18’ Family Room awaits your personal touch. A wood-burning stove keeps this room very warm in winter. Cast iron baseboards throughout the home also offer a cozy warmth that lingers longer than newer systems, adding comfort and energy efficiency. The full bathroom has a walk-in tub, providing ease of access & relaxation. The perfect sized back yard is flat and would make for great entertaining. The shed provides extra storage for tools/equipment. From the Kitchen, the walk is covered to the 1-car garage, which will keep you dry and it allows for secure parking and additional storage. The neighborhood is quiet and it is not a through street so traffic is light. Home boasts: Newer roof and siding, vinyl windows, and 200 amp electrical. This is more than just a house; it's a home that provides comfort, convenience, and a warm sense of community in a tranquil, picturesque neighborhood. This home could be yours!

296 Newtown St, Middletown

$268,000
2 Beds 2 Baths 24153151 MLS
Sweet country-style charm meets everyday convenience in this light & bright home filled with warmth & natural sunlight. Stained glass detail & hardwood floors add timeless character throughout. The inviting eat-in kitchen features an island with breakfast nook, perfect for casual meals & gatherings. The home also offers a formal dining room highlighted by a large picture window that fills the space with an abundance of natural light. Recent updates include a new roof, offering added peace of mind for years to come. Enjoy morning coffee or evening relaxation on the adorable front porch & the level fenced yard is ideal for outdoor activities, gardening or entertaining. This home combines cozy country character with accessibility to shopping, dining, local amenities, Rt.9, Middlesex Hospital & vibrant downtown Middletown. Truly an adorable house to call HOME!

5 Wall St, Middletown

$265,000
2 Beds 2 Baths 24068293 MLS Long Hill BLDG.
Welcome to this rare opportunity in the desirable Wesleyan Hills community of Middletown. Located on Long Hill Road, this charming 2-bedroom, 1.5-bath townhouse offers 1,190 sq. ft. of living space across two levels, plus an unfinished basement for future expansion. With major updates already complete, including a new roof, siding, Trex deck, windows, and slider (all replaced in 2020), this home is move-in ready. The brand new KraftMaid kitchen with granite countertops is a standout feature, perfect for cooking and entertaining. The open-concept first floor offers a spacious living and dining area with a cozy fireplace, plus a half bath for convenience. Sliding patio doors lead out to a private deck, ideal for outdoor relaxation. Upstairs, you'll find two generous bedrooms with great closet space, a full bathroom, and a laundry area with a brand new washer and dryer-conveniently located near the bedrooms. The large unfinished basement offers great potential for additional living space or storage. This condo is in a peaceful, 30-acre community with miles of walking trails, ponds, and wooded areas, perfect for outdoor enthusiasts. Located just minutes from downtown Middletown, with easy access to RT 17 and RT 9, this townhouse is ideally situated for both tranquility and convenience. With all the major updates completed, this is the perfect opportunity to add your personal touch and make it your own. Don't miss out on this rare find in a prime location!

745 Long Hill Rd Unit APT D, Middletown

$264,000
2 Beds 2 Baths 24023241 MLS The Meadows BLDG.
Move right in to this spacious 2 bedroom, 1.5 bath townhouse in the highly desirable "Meadows of Middletown" Condominiums. This well maintained unit features a nice, open layout with gleaming hardwood floors throughout the entire first level. The large dining/living room combination includes a wood burning fireplace and a slider to the newly renovated rear deck. The well designed kitchen has ample storage space, newer appliances and abundant natural light. Conveniently, the half bath and laundry area are both located on the first floor. An added bonus in this condo is the beautifully finished lower level with wall to wall carpeting, and it has so many potential uses - office, rec/craft area, family room, etc. The condo association accommodates pets and has a dog park. This condos' fantastic location offers quick access to the highway plus countless amenities, while also being nestled in a quaint, quiet community, providing you with peaceful and easy living! Schedule your own private viewing today, this unit won't last long. HIGHEST AND BEST OFFER DUE MONDAY 6/10/24 3:00 P.M.

3 W Meadow Ln Unit 4, Middletown

$264,000
4 Beds 2 Baths 24108133 MLS Beacon Hill Towne Homes BLDG.
Welcome to this spacious and sun filled 4 bedroom end unit townhouse condo, offering three full levels of versatile living space! This desirable end unit provides extra privacy and a thoughtful layout. Beautiful hardwood floors flow seamlessly across all levels, adding warmth and charm to every room. The kitchen is equipped with granite countertops, stainless steel appliances, and ample cabinetry-ideal for everyday cooking and entertaining. The main level features an inviting open-concept living and dining area with a cozy fireplace and sliding glass doors that lead out to a private patio. The bonus room on the 3rd floor can be used as a fourth bedroom, office or family room. An attached 1 car garage offers convenient parking and additional storage. Located in a well-maintained community with fantastic amenities including an in-ground pool, walking trails and a clubhouse for gatherings and events. With its combination of space, comfort, and community features, this townhouse is a wonderful place to call home!

23 Rising Trail Dr Unit C, Middletown

$263,500
2 Beds 2 Baths 24097048 MLS Ridgely Condo I BLDG.
Welcome to this well-maintained 2-bedroom, 1.5-bath condo, perfectly priced to sell. This inviting home features a bright and functional eat-in kitchen with a newer refrigerator, double sink, tile flooring, and durable Formica countertops. While the stove and dishwasher are older, they remain fully operational. Upstairs, two spacious bedrooms are connected by a convenient Jack & Jill bathroom, offering privacy and ease for shared living. The fully finished basement adds valuable living space with a cozy fireplace and sliders that lead out to a private patio and backyard-perfect for relaxing or entertaining. The home also includes a newer central air conditioning unit, electric heat, a newer water heater, and carpet throughout the main living areas. A half bath is conveniently located on the main level, and the washer and dryer are in the basement. Newer windows enhance energy efficiency, and active Ring cameras are installed on both the front and back patios for added security. With a smart layout and thoughtful updates, this condo offers a blend of comfort, privacy, and potential to make it your own.

880 Long Hill Rd Unit 880, Middletown

$261,000
3 Beds 2 Baths 24106871 MLS Ridgely Condo I BLDG.
Welcome to easy living in the desirable Wesleyan Hills community of Middletown! This move-in ready townhouse offers 3 spacious bedrooms, 1.5 bathrooms, and plenty of space to spread out. The updated kitchen features newer appliances and flows seamlessly into the dining and living areas, making entertaining a breeze. Step out back to your own private deck perfect for a morning coffee or relaxing evenings. Downstairs, a large finished basement adds valuable extra living space for a playroom, home office, or media room. Enjoy the comfort of central air, a well maintained complex, and a convenient location just minutes from shopping, restaurants, parks, and highways. Whether you're looking for your first home or the perfect low-maintenance lifestyle, this one checks all the boxes. Don't miss your chance to call this Middletown gem home!

846 Long Hill Rd Unit 846, Middletown

$261,000
2 Beds 1 Baths 170622531 MLS
Welcome to 193 Spencer Drive in Middletown! This beautifully maintained ranch features open layout, great space for relaxing and enjoying time with family and friends! Tastefully updated throughout you will enjoy every square foot of the usable space. The full basement area also offers additional flexible space for workout, hobbyist, crafts or expanding your livable footprint. If you are a lover of the outdoors, Spring season will showcase flowers in bloom, fresh blueberry bushes on this level, partially fenced lot and enjoy the patio area for relaxing with a glass of fresh lemonade or grilling out until your heart is content. Lastly the two-car garage and shed gives ample space for storage of your vehicles, tools and any other items for gardening and enjoying your space. Close proximity to Wadsworth mansion, falls, a plethora of restaurants on the bustling main street and access to all major highways. This home puts you in a great location for access to everything you could possibly want in every season of New England. Will this be your next home?

193 Spencer Dr, Middletown

$260,000
3 Beds 2 Baths 24175495 MLS
Welcome home to 10 Inverness Lane! Don't miss this lovely updated home in a highly desirable neighborhood. The main level features an updated kitchen with granite countertops, stainless steel appliances, and breakfast area. The open floor plan has the kitchen flowing into the living room featuring a sliding glass door out to a Trex deck. A half bath rounds out the first floor. Upstairs, find three nicely sized bedrooms and a large den/flex space perfect for working from home or just relaxing. Laundry is conveniently located on the upper level as well as the newly updated full bathroom. This home is sure to bring many wonderful memories. Due to multiple showings and multiple offers, sellers are asking that final and best offers are submitted by Monday, 5/18 at 6:00PM. Thank you!

10 Inverness Ln, Middletown

$260,000
3 Beds 2 Baths 24151900 MLS Beacon Hill Towne Homes BLDG.
Move right into this beautifully refreshed 3-bedroom, 1.5-bath condominium offering 1,232 sq. ft. of bright, comfortable living space. Freshly repainted throughout, the home delivers a clean, modern feel with an efficient layout designed for everyday living. The inviting living area features a central fireplace, creating a warm and welcoming atmosphere year-round. This unit also includes a 1-car garage, adding convenience and additional storage. Plenty of parking. Enjoy added lifestyle benefits with access to a community swimming pool, all within a well-maintained association with a low HOA of only $450 per month. Conveniently located near major highways and a variety of popular restaurants, this home offers the perfect balance of comfort and accessibility-ideal for today's busy lifestyle. Available now-schedule your private showing and discover easy, low-maintenance living in a prime Middletown location.

182 Rising Trail Dr Unit 182, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.