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11 Avondale Ln, Middletown
$550,000
3 Beds ⋅ 3 Baths ⋅ 24180160 MLS
Welcome home to this well-maintained and highly desirable Ranch offering easy 1st-floor living in a wonderful neighborhood setting. Welcoming entry opens to a spacious and grand living room featuring soaring ceilings, cozy fp, & a beautiful oversized window that fills the space w/ natural light. This versatile layout easily accommodates a variety of furniture arrangements & everyday living. The Kitchen features trendy white cabinetry, plenty of storage, & center island perfect for daily use. Open Dining area provides seamless access to the deck overlooking the private + level backyard. Primary bedroom offers a spacious closet and an en-suite full bathroom with a walk-in shower. Two additional bedrooms and a second full bath with a bathtub complete the main level. Lower level walkout provides about 990 sqft of additional space with endless possibilities for a family room, home office, gym, playroom, or guest area. Step outside to enjoy the level, easy-to-maintain backyard featuring a stone fire pit along with a convenient walkway leading around the side of the home. Additional highlights include natural gas heat, central air conditioning, public utilities, and a location within a sought-after neighborhood close to everyday conveniences. A wonderful opportunity to enjoy comfortable one-level living with plenty of additional space to grow.

11 Avondale Ln, Middletown

43 Flynn Ln, Middletown
$550,000
3 Beds ⋅ 3 Baths ⋅ 24176340 MLS
Located in the desirable Westfield section of Middletown, this well cared for home offers one of the lowest fire taxes in town and sits on a beautiful 1.25 acre lot. Lovingly owned since 2004, the Seller has raised their family here, creating a warm and inviting home ready for its next chapter. The main level features hardwood floors and a dramatic cathedral ceiling in the living room with an Avalon pellet stove, adding both charm and efficiency. The lower level offers a spacious great room with a Ravelli pellet stove, plus a separate 12 x 16 flex space that can be used as a man cave, woman cave, office, or dressing room and includes an exceptional custom closet. Energy efficiency is a standout with owned solar installed in 2023, resulting in a total 2025 electric cost of just 625 for the year. Recent updates include siding, windows and furnace 2017, pool and deck 2022, and hot water heater 2024. Total living space is 2,563 sq ft. This is a must see property offering comfort, updates, and value in a prime location.

43 Flynn Ln, Middletown

58 David Dr, Middletown
$550,000
3 Beds ⋅ 3 Baths ⋅ 24175954 MLS
Beautifully maintained Colonial offering timeless charm, modern comfort & an inviting layout throughout. A welcoming covered front porch creates instant curb appeal while the beautifully landscaped setting offers a peaceful backdrop surrounded by nature. Inside, the open-concept main level features rich dark hardwood floors, a stunning fireplace with custom built-ins & a spacious eat-in kitchen complete with granite countertops, stainless steel appliances, subway tile backsplash & abundant cabinet space perfect for both everyday living & entertaining. Upstairs, the primary suite provides a relaxing retreat with vaulted ceilings, a walk-in closet, skylight, double sink vanity & whirlpool tub. Two additional generously sized bedrooms & a full bath complete the second floor. Step outside to your own private backyard escape featuring a deck, patio, above-ground pool, playground & shed for additional storage. The impressive rock outcroppings & wooded backdrop create a truly unique outdoor setting, while walking paths behind the property lead directly to Crystal Lake. Conveniently located near Route 9, shopping, restaurants & Miller Pond State Park, this home offers the perfect blend of comfort, recreation & everyday convenience.

58 David Dr, Middletown

62 Greenview Ter, Middletown
$547,500
4 Beds ⋅ 3 Baths ⋅ 24207294 MLS
Welcome to 62 Greenview Terrace, a beautifully maintained 3-4 bedroom, 2.5-bath Colonial nestled in the desirable Riverbend community of Middletown. Immaculately clean and thoughtfully cared for, this spacious home offers an ideal combination of comfort, functionality, storage, and privacy in a quiet neighborhood with a convenient location. The main level features a welcoming two-story foyer with cathedral ceiling, a spacious living room, formal dining room, and an inviting eat-in kitchen with cathedral ceiling, abundant cabinetry, a pantry, and a full suite of stainless steel appliances including a gas range, refrigerator, dishwasher, and microwave. The kitchen opens to a comfortable sunken family room highlighted by a gas fireplace, creating a warm and inviting space for everyday living and entertaining. A slider leads from the main living area to a large private deck overlooking a natural tree-lined setting. An automatic awning extends over the entire deck, providing welcome shade and comfort on hot summer days. Upstairs, you'll find generously sized bedrooms, a convenient second-floor laundry room with its own washer/dryer area and folding vanity, and an impressive catwalk overlooking the kitchen and two-story foyer. The spacious primary bedroom suite offers a walk-in closet and a beautiful private bath complete with double vanities, a walk-in shower, and a Jacuzzi soaking tub.

62 Greenview Ter, Middletown

52 Sonoma Ln Unit 52, Middletown
$540,000
3 Beds ⋅ 3 Baths ⋅ 24196378 MLS ⋅ Sonoma Woods BLDG.
Run do not walk to see this spectacular Sonoma Woods home, Middletown's premier adult community. Architectural details offer multiple gables & stone to oversized windows. Inside impresses w/2 story entry & beautiful refinished hardwood flooring. 1st flr offers an open floor plan w/front dining room, kitchen w/beautiful cabinetry, granite & brand new cooktop. Open great room w/soaring vaulted ceilings, an open railing catwalk from above, corner gas FP that opens into a breakfast room with built ins & center island with seating. One will be able to walk out on your oversized deck which has recently been updated with composite decking & pvc railings. The first floor also offers a walkin laundry room, half bath & large primary bedroom with beautiful ensuite bath offering double sinks, granite & completely refurbished shower with new glass doors. One will enjoy the large walkin closet boasting California style builts ins and organizers. The upstairs of this abode offers specular 2 story views to below with open railings, an office with hardwood floors and French doors, either 3 bedrooms with a full bath or a 2nd bedroom with large bonus room. Very flexible! Full walkout LL offers potential for more space. Minutes away from downtown Middletown-one of the widest Main Streets in the US, boasting historical buildings, an array of restaurants from fine dining to pizza, Main Street shopping & CT River boardwalk. Only a 25-minute ride to some of CT's most beautiful shoreline and beaches.

52 Sonoma Ln Unit 52, Middletown

67 Bell St, Middletown
$540,000
3 Beds ⋅ 2 Baths ⋅ 24183572 MLS
BEST AND FINAL DEADLINE 6/30 at 4pm!! Welcome to 67 Bell Street, a beautifully updated ranch-style home set on over 4 private acres in one of Middletown's most desirable locations. Offering approximately 1,500 square feet of comfortable one-level living, this thoughtfully maintained 3-bedroom, 2-bath residence combines modern updates with peaceful country charm. The heart of the home is the brand-new kitchen, featuring stylish finishes, updated cabinetry, and ample workspace, making it ideal for both everyday living and entertaining. The inviting floor plan offers spacious living areas filled with natural light, creating a warm and welcoming atmosphere throughout. Three generously sized bedrooms provide flexibility for family, guests, or a home office, while two full bathrooms add convenience and comfort. Recent improvements include a freshly painted exterior, enhancing both curb appeal and long-term maintenance. Outside, the expansive 4+ acre setting offers endless possibilities for recreation, gardening, outdoor entertaining, or simply enjoying the privacy and natural beauty that surrounds the property. Offering over 4 acres of land with excellent potential for hobby farming, equestrian use, or other agricultural pursuits, subject to local zoning requirements, this unique property provides a rare opportunity to enjoy both country living and modern convenience.

67 Bell St, Middletown

56 Coles Rd, Middletown
$540,000
4 Beds ⋅ 3 Baths ⋅ 24158283 MLS
Come see this beautiful 4 bedroom, 2.5 bathroom Colonial with a 2-car garage, built in 1996 and ideally located on .41 acres in a quiet cul-de-sac setting before it is SOLD! The remodeled kitchen features granite countertops, a large center island with breakfast bar, and opens seamlessly to a cozy fireplaced family room with sliders to the back deck and a bright living room with hardwood floors-perfect for entertaining and everyday living. A spacious dining room with hardwood floors, half bath, and convenient first-floor laundry located between the kitchen and garage complete the main level. Upstairs you'll find a primary bedroom with walk-in closet and private full bathroom with tub, along with three additional bedrooms and a beautifully remodeled full bathroom. The versatile fourth bedroom offers flexible space and could easily serve as a home office, bonus room, or second family room. Enjoy outdoor living on the Trex deck overlooking the fenced-in backyard-ideal for gatherings, play, or pets. Recent updates include a new roof (2024), new oil boiler (2025), and central air condenser (2019). With public utilities and a fantastic neighborhood location, this move-in ready home is the perfect place to settle in!

56 Coles Rd, Middletown

600 Laurel Grove Rd, Middletown
$537,000
3 Beds ⋅ 2 Baths ⋅ 24174064 MLS
This beautifully renovated Ranch offers the comfort of one-floor living, an open-concept layout with vaulted ceilings, and a stunning level lot with sweeping views of Powder Ridge Mountain. From the moment you walk through the door, you'll feel right at home. The sun-filled space seamlessly blends the kitchen, dining, and living areas, creating the perfect atmosphere for both everyday living and entertaining. The kitchen is truly the heart of the home, featuring gorgeous Carrera countertops, KraftMaid cabinetry, stainless steel appliances, and an oversized workspace designed for both function and style. Beautiful bamboo flooring throughout combines the warmth of traditional hardwood with a fresh, modern look. The spacious primary suite features vaulted ceilings and an updated full bath with a walk-in shower. The finished lower level provides additional space for media, playroom, and office. Car enthusiasts, hobbyists, and collectors will appreciate the attached oversized 2.5-car garage (24x28) in addition to the detached 2-car garage, offering exceptional storage and workspace. Additional updates include double-pane windows in all bedrooms, a 2025 water heater, and an ultra-high-efficiency forced air heating system. Step outside on the composite deck and enjoy breathtaking views, a spacious yard, and plenty of room to roam and relax. An unbeatable combination of location, layout, and update--this is one you won't want to miss! Best and Final Offer due by Saturday 5/16 6pm.

600 Laurel Grove Rd, Middletown

175 Rolling Grn, Middletown
$535,100
4 Beds ⋅ 3 Baths ⋅ 24183267 MLS
****Highest and Best by Monday July 13 at 5:00pm.**** This beautifully maintained Colonial, tucked away on a quiet cul-de-sac, in the highly sought after Riverbend development is a must-see! Filled with natural light and abundant storage, this home also features two spacious decks for relaxing and entertaining. The sun-filled eat-in kitchen boasts soaring ceilings that extend to the second floor, creating an open and airy feel. Large windows flood the space with light, while direct access to the upper deck and adjoining family room make it ideal for everyday living and gatherings. The main level also offers a spacious living room with oversized windows that flows seamlessly into the formal dining room. Upstairs, the primary suite features a walk-in closet and a private full bath. Two additional bedrooms each include walk-in closets and share a full bath, while a fourth bedroom is currently being used as a home office. A conveniently located second-floor laundry room adds to the home's functionality. The finished lower level offers a generous recreation room with walkout access to the lower deck, along with entry to a third garage bay that provides exceptional space for storage, a workshop, or hobby area. With abundant storage throughout, versatile living spaces, and a desirable cul-de-sac location, this home is ready to impress. It's only minutes away from I-91 and Route 9 so commuting is no problem. HOA includes grounds maintenance and snow removal of common areas only.

175 Rolling Grn, Middletown

98 S Front St, Middletown
$535,000
5 Beds ⋅ 3 Baths ⋅ 24194393 MLS
98 S Front Street, Middletown Welcome home to this lovingly maintained and meticulously cared-for Cape, ideally situated on a quiet and welcoming neighborhood. Offering a wonderful blend of comfort, functionality, and quality updates, this move-in-ready home has been thoughtfully maintained both inside and out. The inviting floor plan features a bright eat-in kitchen that flows seamlessly into the cozy family room with a fireplace, creating the perfect gathering space for everyday living and entertaining. Just beyond, a sun-filled four-season room provides additional year-round living space with easy access to the deck and private backyard. A dedicated first-floor laundry room adds everyday convenience. The flexible layout includes a spacious primary en suite on the main level, along with an additional bedroom and a convenient half bath. Upstairs, you'll find two generously sized bedrooms and a third smaller room, ideal as a home office, nursery, or hobby space. Every bedroom offers excellent closet space, providing abundant storage throughout the home. The walk-out lower level offers exceptional storage and workshop space, with the potential to be finished for additional living area.

98 S Front St, Middletown

224 Coleman Rd, Middletown
$532,000
4 Beds ⋅ 2 Baths ⋅ 24171363 MLS
Tucked away in a peaceful country setting yet just minutes from everything, this beautifully maintained 4-bedroom, 2 full bath ranch offers the perfect blend of privacy, comfort, and convenience. Backing directly to Oak Ridge Tree Farm, the property provides a serene backdrop and picturesque surroundings year-round. Step through the elegant foyer into a bright and inviting open floor plan designed for both everyday living and entertaining.The stunning kitchen features cherry cabinetry, stainless steel appliances, a large center island, and a sunny breakfast nook highlighted by a dramatic floor-to-ceiling window that fills the space with natural light. The bright and open living room showcases a beautiful stone fireplace with propane insert and flows seamlessly into the spacious dining room. Just beyond, the sunroom offers the perfect place to relax, complete with sliders leading to the deck and private fenced backyard. On the opposite side of the home, the primary suite offers plenty of closet space, a walk-in shower, and a peaceful retreat-like feel, while three additional generously sized bedrooms and another full bath provide plenty of space for family or guests. Hardwood floors run throughout the entire home, adding warmth and character. Additional highlights include a walk-up attic and walk-out lower level offering abundant storage.

224 Coleman Rd, Middletown

49 Harvard Ct, Middletown
$530,000
4 Beds ⋅ 3 Baths ⋅ 24199220 MLS
Welcome home to this extremely spacious 4-bedroom, 2.5-bath Colonial tucked away on a cul-de-sac, offering the best of both worlds-a quiet neighborhood setting with convenient access to everything Middletown has to offer. The open and inviting layout provides plenty of room to gather, entertain and enjoy everyday living, while generously sized bedrooms include a spacious primary suite. The finished lower level adds even more flexible living space, perfect for a family room, game room, home gym or office. Outside, enjoy a well-kept yard with room to spread out, play, entertain or simply relax. Close to Middletown's vibrant downtown, restaurants, shopping, parks, recreation and major commuting routes, yet nicely tucked away from it all. A home with the space you want, the location you need and room to settle in and make it your own.

49 Harvard Ct, Middletown

68 Pleasant View Dr, Middletown
$530,000
3 Beds ⋅ 3 Baths ⋅ 24172644 MLS
From the moment you pull into the driveway, this classic brick Ranch feels like home. Tucked away in a peaceful neighborhood on nearly half an acre of lush, level land, it offers a rare sense of sanctuary where the world outside seems to slow down. With nearly 2,000 square feet of main-level living space, this is a home designed for making memories-whether it's gathering around the warmth of the wood-burning fireplace on a crisp autumn evening or enjoying the quiet glow of natural light that fills the spacious rooms. The heart of this home's charm extends far beyond the main floor, leading you into a fully finished basement that was truly built for connection. This incredible lower level features a second full kitchen and a dedicated bar, creating the ultimate setting for hosting lively holiday celebrations, Sunday football games, or intimate family gatherings. Whether you're whipping up a late-night snack or serving drinks to friends, this versatile space adds a whole new dimension of comfort and entertainment. Every corner of this residence speaks to possibility. The three inviting bedrooms provide a soft place to land at the end of the day, while the expansive backyard serves as your own private canvas for summer garden parties and morning coffee in the grass. This isn't just a house; it's a solid, enduring retreat offering the perfect balance of neighborly charm and your own private piece of Middletown.

68 Pleasant View Dr, Middletown

364 Coleman Rd, Middletown
$525,000
3 Beds ⋅ 2 Baths ⋅ 24188822 MLS
Some homes are built to impress. Others are built to be lived in. This extraordinary farmhouse does both. A charming covered front porch, framed by mature perennial gardens that bloom with the seasons, welcomes you home. It's the kind of place where evenings are best spent watching breathtaking sunsets as the sounds of nature replace the noise of the day. Inside, rustic charm blends seamlessly with modern design. Exposed beams, leathered granite countertops, and a stunning tile backsplash create a kitchen that is as beautiful as it is functional. Tucked behind the home, a detached viewing deck overlooks the neighboring tree farm, offering a peaceful retreat immersed in nature. Whether you're enjoying your morning coffee while listening to birdsong or simply taking in the ever-changing landscape, this setting provides a sense of tranquility that's hard to find. As evening falls, gather beneath the pergola around the fire pit, where laughter lingers and every night feels like a getaway. The primary bedroom offers its own private sanctuary with fireplace and private balcony overlooking the peaceful surroundings. This is more than a beautifully designed farmhouse-it's a home that celebrates simple pleasures, timeless craftsmanship, and a connection to nature. **HIGHEST AND BEST DUE 07/13 7PM**

364 Coleman Rd, Middletown

315 E Ridge Rd, Middletown
$525,000
3 Beds ⋅ 3 Baths ⋅ 24182543 MLS
The perfect blend of privacy and natural beauty, makes this home a wonderful retreat. Nestled on a spacious lot set back from the road, you'll enjoy serene surroundings that connect you with nature, as the property abuts the Brock farm and its idyllic open pastures. The lovingly maintained 3-bedroom home features vaulted ceilings that create an open and inviting atmosphere, complemented by bright, airy rooms that make it feel warm and welcoming. Whether you're entertaining guests or enjoying a quiet evening at home, the open floor plan allows for easy flow between spaces. In addition to the convenience of a 2-car garage, you'll find a 28 x 32 detached garage, complete with 10-foot doors, perfect for accommodating larger vehicles and equipment. There's also a 10 x 28 carport, providing additional shelter for all your toys and hobbies. This property truly embodies the essence of comfortable living in a tranquil setting. Don't miss the opportunity to make it your own.

315 E Ridge Rd, Middletown

1512 Country Club Rd, Middletown
$520,000
3 Beds ⋅ 3 Baths ⋅ 24191099 MLS
Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional 800+ square feet on the lower level. The home offers 2 full and 1 half baths, including a primary bathroom upgraded in 2022. More than $70,000 in recent improvements include a new upper-level balcony, siding, refinished deck, Driveway, new appliances and a washing machine installed in 2025. Additional updates include a 30-year architectural roof installed in 2004, replacement shingles adjacent to the rear balcony in 2026, a new central-air condenser installed in 2016 and two 100-amp electrical panels, including one installed in 2018. The versatile lower level features a heated family room with a fireplace, a new sliding door and existing plumbing, creating exciting possibilities for an en-suite guest area, potential in-law, home office, studio or salon. Buyers should perform their own diligence regarding any intended use and applicable municipal requirements and approvals. The outdoor space has been beautifully refreshed with more than $5,000 in new landscaping and a brand-new saltwater above-ground pool installed just three weeks ago...

1512 Country Club Rd, Middletown

10 Guarino Dr, Middletown
$520,000
3 Beds ⋅ 3 Baths ⋅ 24163419 MLS
Beautiful Colonial offering a perfect blend of classic charm, thoughtful updates & versatile living space. From the moment you enter, you're welcomed by a spacious, light-filled layout featuring brand new hardwood floors in the living room, creating a warm & inviting space centered around a cozy fireplace. Sliding doors provide seamless access to a custom-designed stone patio, ideal for entertaining or enjoying quiet outdoor moments. The fully remodeled kitchen showcases quartz countertops, stainless steel appliances & a clean, modern design, opening nicely to the dining area for effortless everyday living. Upstairs, the primary suite features a walk-in closet, plus a secondary customized closet & private full bathroom, accompanied by two additional generously sized bedrooms also with customized closets. The fully finished, heated lower level offers approximately 900 sq. ft. of additional living space, perfect for a recreation room, home office, gym, or guest area. Step outside to a fully fenced yard complete with a pool, professional landscaping & beautiful custom stonework, creating a private outdoor retreat. Additional updates include a new roof October 2021 & updated half bathroom, providing both style & peace of mind. Situated on an exceptional corner lot with a fantastic yard & convenient access to local amenities & Rt. 9, this home offers the perfect combination of comfort, space & location. Schedule your private showing today & experience all this home has to offer

10 Guarino Dr, Middletown

23 Brentwood Ct, Middletown
$515,000
3 Beds ⋅ 2 Baths ⋅ 24177686 MLS
Just Listed in Middletown's Desirable The Hunt Club in Westfield Section! Welcome home to this lovely Dutch Colonial nestled on a level lot on a quiet cul-de-sac in one of Middletown's most sought-after neighborhoods. A true gardener's delight, this exceptional home is surrounded by professionally landscaped grounds featuring winding pathways, a tranquil koi water pond w/a waterfall & thoughtfully designed outdoor spaces that create your own private retreat. A Pergola Covered 21 x 11 stamped concrete patio w/Retractable Awning creates the perfect setting for outdoor dining, entertaining or simply enjoying the peaceful surroundings. Step inside to find a freshly painted & remodeled interior w/gleaming floors, abundant natural light & an inviting floor plan designed for comfortable living. Front to back livingroom with gas fireplace. A formal Diningroom w/crown molding & a beautiful light & bright updated kitchen with Granite counters & stainless steel appliances. Offering 3 BRs, 1.5 baths, a 2 car garage & a split mini split Central Air system on each floor for added comfort, this home blends charm, functionality & pride of ownership throughout. Additional highlights include a remodeled full bath w/tile, New Roof 2025, New Windows 2025, 2 year old hot water heater, full basement offering potential for future expansion & a 14x10 storage shed for all your gardening & outdoor needs. From the picturesque grounds to the inviting interior, this home is one you won't want to miss

23 Brentwood Ct, Middletown

390 Coleman Rd, Middletown
$515,000
5 Beds ⋅ 3 Baths ⋅ 24175551 MLS
The Elisha Fairchild House is an exceptional circa 1759 home has been beautifully preserved and offers the perfect balance of timeless charm and modern convenience. Having passed through the hands of now only six families over the years, it is not simply a historic property but a home that lives with a certain rhythm and mood, where old meets new in a way that feels like home. Once part of the Coleman family's dairy farm, this home has a warmth that has surrounded those who have lived there. This center chimney colonial has a trio of massive brownstone fireplaces, the one in what is now used as the dining room complete with a built-in brick lined oven. In the 1880s an addition to the back of the house was added, including the kitchen and a second-floor chamber connected to the first floor by back stairs that is currently being used as the primary bedroom. Upstairs are high ceilings and four additional bedrooms, each bathed in natural light, along with two full baths. Although the current owners have only been there a short time, they have updated the home by refinishing and repairing the hardwood floors, removing old popcorn ceilings, repainting most of the interior in modern, light colors, and adding stainless steel appliances to the kitchen. They also uncovered a hidden brick front walkway and updated the electric panel. The home is connected to nature with the rear gravel patio adjacent to a 56-acre tree farm that offers peace and privacy. This is more than a home-

390 Coleman Rd, Middletown

87 Meech Rd, Middletown
$510,000
4 Beds ⋅ 3 Baths ⋅ 24199864 MLS
Welcome to this beautifully updated, bright and spacious home, conveniently located in a desirable Middletown neighborhood. Thoughtfully updated inside and out, this home offers an inviting layout with generous living spaces. The living room is centered around a cozy fireplace, while central heating and cooling provide year-round comfort. The kitchen is made for both everyday living and entertaining, featuring stainless steel appliances, a powerful double oven, and a center island with cooktop. The oversized primary suite is a true highlight, offering an impressive amount of space along with its own private full bath featuring a floating tub and walk in shower. Just outside the primary suite is the conveniently located in-home washer and dryer. A second generously sized bedroom features an exceptionally large closet and great lighting. The finished basement provides even more versatile living space, perfect for a family room, home office, recreation area, gym, or additional entertaining space. Outside, enjoy a spacious fully fenced backyard and patio with plenty of room for gatherings, relaxing, and outdoor entertaining. Additional updates and features include a new 40-gallon electric hot water heater and propane heating, with the leased propane tank located in the backyard. With its bright updated interior, oversized rooms, finished lower level, central air, fireplace, and fantastic outdoor space, this home offers an ideal combination of comfort, space, and conven

87 Meech Rd, Middletown

279 Congdon St, Middletown
$510,000
3 Beds ⋅ 3 Baths ⋅ 24194846 MLS
*Multiple offers received - Seller is requesting all offers to be submitted by Tuesday 8/4 @ 2:00pm.* Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level offers spacious gathering areas, convenient first-floor laundry, a half bath, and a flexible room that can easily serve as a home office, playroom, den, or additional living space to fit your lifestyle. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including an exceptional primary suite featuring an oversized bedroom, an expansive walk-in closet, and a private en-suite bath-your own peaceful retreat at the end of the day. Step outside and enjoy the beautiful deck beneath the gazebo while overlooking the large, level yard-perfect for entertaining, gardening, pets, or creating lasting memories with family and friends. The full unfinished basement offers approximately 1,000sq.ft of potential, giving you the opportunity to create a home gym, media room, recreation space, or whatever you've been dreaming of. Lovingly cared for by its original owners, this home offers the perfect combination of pride of ownership, timeless charm, and endless possibiliti

279 Congdon St, Middletown

184 Congdon St E, Middletown
$505,000
4 Beds ⋅ 3 Baths ⋅ 24199292 MLS
WOW!!! Run - do not walk to see this amazing property! Extremely versatile floor plan with first floor bedroom and den or second bedroom with full bath and laundry for easy first floor living. Upstairs offers two large bedrooms and additional full bath. The open kitchen, dining room and sitting area makes for an amazing space for entertaining or just enjoying. Plenty of large windows, letting the outside in, filling this home with sunlight. The large first floor bath with laundry is a pleasure. Additional half bath on first floor for guests. Oversized living room with beautiful brick fireplace and bow window adds to the first floor amenities. In addition to attached garage, one will enjoy an oversized 2-car detached garage building with high ceilings, power and second floor room ready for additional space. The property lends itself to privacy and gardens that offer an oversized deck leading out to a fantastic above-ground pool. Many updates include remodeled kitchen and bathrooms, floors, and so much more! This abode offers it all - do not miss out! Just minutes away from downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and scenic CT River boardwalk. A short 25-minute ride to some of CT's most beautiful shoreline towns and beaches. Easy access to major highways.Highest & Best by 9/26/26 by 7:00pm. No escalation clauses.

184 Congdon St E, Middletown

24 Meadowood Dr, Middletown
$505,000
4 Beds ⋅ 3 Baths ⋅ 24168515 MLS
WOW! Do not miss out on this spectacular 4 bedroom home located in the Westfield section of Middletown. This beautiful abode sits on a gorgeous level landscaped lot on a quiet cul-de-sac street. The exterior boasts a front porch with brick front accent, a manicured picturesque yard with double patios, large deck, above ground pool and beautiful plantings and flowers. Amazing space to enjoy spring, summer and fall. The interior boasts a large front to back living room with a stunning fireplace with wood stove insert for those winter months. Oversized dining room with French doors, recently remodeled kitchen, gorgeous hardwood floors throughout. The upstairs offers a large primary suite and 3 additional bedrooms and 1 and 1/2 baths. One will enjoy the large finished rec room in the lower level for additional space or game room. Some of the updates include 5 1/2 year old roof, wired for generator and so much more. This home truly will not last! Don't miss out! Minutes away from downtown Middletown. This thriving New England downtown offers local venues to include many shops and boutiques and an array of restaurants from pizza to fine dining. Hop on Rte 9 and you're only 25 - 30 minutes from some of CT's most beautiful beaches and shoreline.

24 Meadowood Dr, Middletown

58 Morning Glory Dr, Middletown
$505,000
4 Beds ⋅ 3 Baths ⋅ 24161658 MLS
WOW this Riverbend beauty is absolutely a show stopper! Nestled on a beautiful home site with stunning views of the CT River Valley hills and amazing sunsets from every window of the back of this abode. The exterior affords plenty of color with seasonal flowers throughout the year. The interior of this abode is equally as impressive with a kitchen that will blow your socks off that opens up to a large dining area and family room with wood burning fireplace and built ins all taking advantage of that incredible view. Beautiful high end flooring throughout. Newer high end windows throughout. The 2nd floor boasts an oversized primary bedroom with ensuite and 3 large additional bedrooms. If more space is what you are looking for the above grade full walkout basement with sliders and full size windows is waiting for your personal finishing touches. Do not miss out on this amazing home. Minutes away from downtown Middletown. This thriving New England downtown offers local venues to include many shops and boutiques and an array of restaurants from pizza to fine dining. Hop on Rte 9 and you're only 25 - 30 minutes from some of CT's most beautiful beaches and shoreline towns. Highest and best by 3/30/26 @ 9am. No escalation clauses.

58 Morning Glory Dr, Middletown

117 David Dr, Middletown
$501,000
3 Beds ⋅ 3 Baths ⋅ 24184294 MLS
Nestled at the end of a quiet cul-de-sac, this beautifully maintained Colonial offers the perfect blend of privacy, comfort, and timeless charm on nearly an acre of professionally landscaped grounds surrounded by nature. A welcoming front porch framed by classic pillars invites you inside, while the expansive two-tier Trex deck creates an ideal setting for outdoor entertaining and offers ample space for a future pool. Additional exterior features include a storage shed. Step inside to discover gleaming Brazilian cherry hardwood floors, a cozy living room with a fireplace, and a formal dining room accented by elegant crown molding and a stylish chandelier. The spacious eat-in kitchen is equipped with newer appliances and sliders that lead directly to the deck, seamlessly connecting indoor and outdoor living. A convenient half bath completes the main level. Upstairs, you'll find three generously sized bedrooms featuring vaulted ceilings and brand-new carpeting throughout. The primary suite offers a walk-in closet and private full bath, while a second full bath serves the additional bedrooms. The partially finished basement provides valuable flex space perfect for a recreation room, home office, gym, or media area. Additional highlights include central air conditioning, whole-house generator, a two-car garage, and meticulous ownership evidenced by consistent maintenance and care throughout the years. MULTIPLE OFFERS HIGHEST AND BEST BY 7/6 AT 5 PM

117 David Dr, Middletown

38 Sylvan Dr, Middletown
$500,000
3 Beds ⋅ 3 Baths ⋅ 24186798 MLS
Welcome to 38 Sylvan Drive, a beautifully maintained raised ranch nestled on a quiet cul-de-sac in the highly sought-after Sylvan Run neighborhood. Rarely available, this exceptional home offers the perfect combination of comfort, curb appeal, and an unbeatable location. Featuring 3 bedrooms, 3 full bathrooms, and beautiful hardwood floors, this home has been meticulously cared for and is ready for its next owner. The timeless brick exterior, professionally landscaped grounds, and inviting curb appeal make a lasting first impression. Step outside to enjoy the expansive deck and charming gazebo-perfect for entertaining, summer barbecues, or simply relaxing while overlooking the beautifully maintained private yard. A roof that's only 6 years old provides added peace of mind. Residents of Sylvan Run also enjoy two beautifully maintained common areas, creating a picturesque neighborhood setting. The annual Unit Owners Association HOA fee is only $265, and the Westfield Fire Tax of approximately $570 per year. Conveniently located near shopping, restaurants, parks, golf courses, major highways, and everything Middletown has to offer, this is a rare opportunity to own a home in one of the area's most desirable neighborhoods. Don't miss your chance to make 38 Sylvan Drive your next home!

38 Sylvan Dr, Middletown

1020 Bartholomew Rd, Middletown
$500,000
3 Beds ⋅ 3 Baths ⋅ 24182020 MLS
Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT A/C, and SLIDING DOORS that open to a BACK PATIO-perfect for relaxing or entertaining while taking in the peaceful surroundings. The home also features a SPACIOUS LAUNDRY ROOM conveniently located next to a HALF BATH, along with a 2-CAR GARAGE for added convenience. Set far back from the road, the LONG DRIVEWAY and WOODED SURROUNDINGS provide exceptional PRIVACY and a TRANQUIL setting filled with NATURAL WILDLIFE. The EXTERIOR LANDSCAPING is WELL MAINTAINED, offering great curb appeal while still preserving the natural beauty of the land. The BASEMENT presents incredible VALUE-ADD POTENTIAL, with ample space to create additional living areas that could SIGNIFICANTLY INCREASE THE PROPERTY'S VALUE. A dedicated WORKSMAN TOOL ROOM makes it ideal for hobbyists or storage.

1020 Bartholomew Rd, Middletown

30 Nathan Hale Rd, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24178985 MLS
Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary bedrooms connected by a Jack-and-Jill style full bath. The home then leads you into a stunning open-concept design perfect for everyday living and entertaining. A chef-inspired kitchen complete with a large island fit for entertaining flows seamlessly into an expansive family room featuring a cozy gas fireplace and direct access to the backyard patio. Privately situated, the luxurious primary suite offers spacious walk-in closets and a beautifully designed primary bath complete with a walk-in shower. Additional features include high-end luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, energy-efficient systems, central air, and quality finishes throughout. Generous builder allowances allow buyers to personalize appliances, tile, flooring, cabinetry, and granite countertops. Conveniently located near shopping, dining, parks, major commuter routes, and the Connecticut shoreline. Optional two-car garage upgrade available. Builder requires a one-time construction-to-permanent loan financed by Elm Tree Funding.

30 Nathan Hale Rd, Middletown

8 Nathan Hale Rd, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24159102 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.

8 Nathan Hale Rd, Middletown

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