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193 Scarborough Ln, Middletown
$900,000
4 Beds ⋅ 5 Baths ⋅ 24180844 MLS
Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing seamlessly into the kitchen. Notable upgrades include Andersen windows, a double-sided gas fireplace shared between the family room and office, whole-house speaker wiring, durable 2x6 construction, and 14-inch steel I-beams in the lower level. The luxurious primary suite offers a tray ceiling, dual walk-in closets, and a well-appointed bath with double vanities and a Jacuzzi tub. Additional highlights include three-zone heating, a heated three-car garage with utility sink, and a versatile lower level with a private entrance that offers potential for an in-law suite. Situated on 1.4 acres, the property is serviced by city sewer and private well water, providing an ideal combination of convenience and privacy. A truly outstanding home with exceptional amenities and quality throughout.

193 Scarborough Ln, Middletown

33 Knoll Ridge Ct, Middletown
$770,000
4 Beds ⋅ 3 Baths ⋅ 24174481 MLS
This beautifully designed home offers the perfect blend of comfort, flexibility, and multigenerational living. The main level features impressive 9-foot ceilings that create an open, airy feel . The kitchen has loads of counters as well as an island and dining area which leads to a large trex deck boasting a panoramic view. A spacious primary suite serves as a private retreat with a separate office, exercise area, or sitting room ideal for working from home. There are 3 more bedrooms with one conveniently located on the main floor. There are 3 full baths positioned throughout the home to accommodate family and visitors with ease. The lower level is a 1200 square foot in-law suite with an open style kitchen, living room, dining area as well as 2 bedrooms with another bathroom -- perfect for family, guests, or potential rental opportunities. This home is ideal for today's modern lifestyle.

33 Knoll Ridge Ct, Middletown

135 Saddle Hill Dr, Middletown
$760,000
5 Beds ⋅ 3 Baths ⋅ 24165569 MLS
Some homes check the boxes. This one checks the boxes and gives you the backyard everyone wishes they had. Set in a sought-after neighborhood of beautifully maintained homes, this farmhouse-style Colonial offers the perfect mix of charm, comfort, and resort-style living. The backyard is truly unforgettable with a gunite pool featuring a jacuzzi and waterfall, spacious patio for entertaining, and firepit area made for everything from summer parties to quiet nights at home. Inside, the open floor plan was designed for the way people live today. The remodeled kitchen is the heart of the home, flowing seamlessly into the main living spaces and making it easy to stay connected whether you are hosting a holiday, helping with homework, or enjoying a casual night in. Hardwood floors throughout the first floor add warmth and timeless appeal. A bright sunroom offers the perfect spot for morning coffee, reading, or simply taking in views of the backyard year-round. The home offers five bedrooms in total, giving you the flexibility for guest rooms, home offices, playrooms, or workout space. Upstairs, the primary suite feels like a private escape with a custom walk-in closet and spa-inspired bath with jacuzzi tub. Beautifully updated and thoughtfully designed, this is more than just a home. It is the backdrop for pool parties, holiday traditions, and everyday moments that become lifelong memories.

135 Saddle Hill Dr, Middletown

128 Webster Ln, Middletown
$747,925
2 Beds ⋅ 2 Baths ⋅ 24135736 MLS
Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "KIRBY II at 128 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile In the bathrooms and laundry. Enjoy an expanded 12 x 18 deck and patio and front porch, plus elegant crown molding and shadow boxes in the entry hall and custom tiled showers. The home is equipped with natural gas and central A/C for your comfort. Available for late 2025 occupancy. Some photos of Similar homes Agent/Owner related.

128 Webster Ln, Middletown

72 Annello Way, Middletown
$700,000
4 Beds ⋅ 3 Baths ⋅ 24179890 MLS
Tucked at the end of a quiet cul-de-sac in Middletown's desirable Westfield section, this beautifully maintained home offers the perfect blend of comfort, flexibility, and space. The welcoming floor plan is designed for both everyday living and entertaining, featuring a spacious kitchen with granite countertops, center island, stainless steel appliances, abundant cabinetry, and a sunny dining area that opens to the family room with soaring ceilings and a gas fireplace. A formal dining room is ready for holiday gatherings and special occasions, while a first-floor office provides the ideal work-from-home space or quiet retreat. The first-floor primary suite offers convenience and privacy with a walk-in closet and spacious bath. Upstairs are three additional bedrooms, a full bath, and a versatile bonus room that can adapt to your needs. Step outside and enjoy the backyard, complete with a Trex deck, expansive paver patio, and plenty of space for outdoor dining, entertaining, or simply relaxing. Hardwood floors, detailed moldings, central air, and a two-car garage add to the home's appeal. Conveniently located near shopping, dining, parks, golf, and commuter routes, this exceptional property offers the space and lifestyle today's buyers are looking for. Because the best spaces in a home aren't measured in square feet-they're measured in the memories made there.

72 Annello Way, Middletown

455 East St, Middletown
$700,000
5 Beds ⋅ 3 Baths ⋅ 24093365 MLS
This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop and walk-in refrigerator. The current owner invested over $200K in thoughtful improvements, including fresh interior & exterior paint, a full 1st-floor bathroom w/ secondary laundry facilities & elegant William Morris wall coverings throughout. Recent enhancements include a premium 40-year red cedar roof, copper gutters, soundproof windows and an upgraded AC/heating system. Environmental upgrades include conversion from oil to efficient natural gas. The main level features a historic tavern room-perfect as a study or family gathering space-that flows into a charming cottage-inspired eat-in kitchen equipped with new stainless steel appliances, including a premium Zline range. The freshly painted kitchen connects to a delightful three-season porch with slate floors, both overlooking the expansive grounds. Outdoor amenities include a luxurious saltwater Gunite pool with hot tub spa, w new pump and heating systems. The meticulously maintained grounds have been thoughtfully enhanced with fenced gardens and perennial plantings & 2 story barn perfect for events and only 2 easy hours from NYC!

455 East St, Middletown

134 Webster Ln, Middletown
$695,533
2 Beds ⋅ 2 Baths ⋅ 24122889 MLS
Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in early 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and elegant design. Enjoy the sophistication of white cabinetry with quartz countertops and a walk-in pantry. Hardwood floors flow through out, while tile flooring is featured in the baths and laundry room. A front porch offers sweeping views and the deck and patio at the rear of the home creates the perfect space to relax and entertain. The home is equipped with natural gas and central A/C for year-round comfort. Some photos similar and depict some upgrades. Agent/Owner related. Come see why our motto is "Choose a Carefree Lifestyle!"

134 Webster Ln, Middletown

123 Webster Ln, Middletown
$672,353
2 Beds ⋅ 2 Baths ⋅ 24069640 MLS
Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the bathrooms and laundry. Enjoy an expanded 12 x 16 deck with breathtaking views, plus elegant crown molding and shadow boxes in the entry hall. The home is equipped with natural gas and central A/C for your comfort. Available for late 2025 occupancy. Some photos of Similar homes Agent/Owner related. Come see why our motto is: "Choose a Carefree Lifestyle!"

123 Webster Ln, Middletown

34 Apple Ln, Middletown
$665,000
6 Beds ⋅ 5 Baths ⋅ 24119057 MLS
WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept with additional fireplace presently home to a wood-burning stove. The 1st floor also offers a large laundry room. Plenty of space for the cars in the oversized 3-car garage. Upstairs offers 4 generously-sized bedrooms with an en suite that will blow your socks off, including a full bath, additional half bath dressing area that leads to an oversized walk-in closet, additional office/den off the primary with fireplace. The 3rd floor offers 2 additional bedrooms with large walk-in closet between the bedrooms that can easily be turned into another full bath. This beauty sits on a gorgeous 1.5 acre private, wooded sanctuary, offering plenty of outside space for whatever might come your way. Roof has recently been replaced. Just minutes from downtown Middletown offering an array of restaurants from fine dining to pizza, a 12-plex movie theater, Main St shopping and scenic CT River boardwalk. A short drive to some of CT's most beautiful shoreline towns and beaches. About 2 miles from I-91 and Rte 9.

34 Apple Ln, Middletown

270 Higby Rd, Middletown
$600,000
4 Beds ⋅ 3 Baths ⋅ 24155799 MLS
**HIGHEST AND BEST DUE BY MONDAY MARCH 23 AT 3 PM** Is there a 4-bedroom Colonial in Middletown with an inground pool and a full acre of land? 270 Higby Rd delivers. With over 2,800+ square feet of living space, this classic 4-bedroom, 3-bath Colonial is set on a private one-acre lot, creating a peaceful setting that's hard to find while still being close to everything Middletown has to offer. Inside, the home features a traditional center hall Colonial layout with generously sized living spaces and multiple fireplaces that add warmth and character throughout. The flexible floor plan offers room for everyday living, entertaining, and working from home. Step outside and the property truly comes to life. The fully fenced backyard is designed for summer living, complete with an in-ground pool, hot tub, and expansive yard that offers both privacy and space to gather. The screened in porch becomes the heart of the home during warmer months-perfect for hosting friends, enjoying quiet mornings with coffee, or relaxing in the evening after a swim. Mature landscaping enhances the sense of retreat while maintaining open space to enjoy the outdoors. Recent improvements include a new driveway, new pavers, newer roof, generator wiring, and an on-demand hot water heater. A pool restoration scheduled for May 2026 adds even more confidence for years to come. This is the kind of property that simply feels right-where you wake up in the morning and think "I can't believe I get to live here

270 Higby Rd, Middletown

36 Brookview Ln, Middletown
$595,000
4 Beds ⋅ 3 Baths ⋅ 24131062 MLS
BACK ON MARKET! Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining effortless and enjoyable. The living room showcases a beautiful fireplace, while the full, walk-out basement is completely finished and includes a possible theater room , bedroom, and and great room with a full-size bar-ideal for entertaining or relaxing in style. This home features numerous upgrades, including gleaming hardwood floors, tile, newer carpeting, fresh paint, updated kitchen counters, and refurbished cabinets. Additionally, there's a custom workbench in the garage, a brand-new deck, and a newly added patio with firepit-perfect for outdoor entertaining. Situated on a private interior lot, this home provides a tranquil setting with ample privacy. Conveniently located close to schools, shopping, restaurants, medical facilities, parks, and major highways, this home combines comfort, style, and accessibility in one perfect package.

36 Brookview Ln, Middletown

60 Sonoma Ln Unit 60, Middletown
$591,000
2 Beds ⋅ 3 Baths ⋅ 24151609 MLS ⋅ Sonoma Woods BLDG.
Fantastic Sonoma Woods single detached home in 55+ community. Best services for monthly fees- includes structure, roof, windows, power washing, grounds maintenance, snow removal, exterior insurance, clubhouse & more! Stunning home will impress from exterior architectural detailing, quality brick facade, key-stones in windows & multiple gabled roof lines. Amazing setting backing to woods, offering scenic location with privacy. The interior offers hardwood floors, a formal dining room, good-sized kitchen, vaulted ceiling great room with balcony overlook from loft, breakfast area off kitchen that is open to an 11'x11' year-round sunroom that takes full advantage of this gorgeous setting and leads out to an oversized deck. The 1st floor also includes laundry and a 1st floor primary suite. The upstairs offers a nice-sized loft, additional large bedroom and full bath and an oversized walk-in unfinished bonus room for additional future space or just plenty of storage. The lower level offers 10' ceilings with full-sized windows and slider, a partially finished area if additional space is needed or wanted and plenty of storage. Will not last long! 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 and CT River boardwalk. Only a 25-minute ride to some of CT's most beautiful shoreline towns & beaches. Highest & best by 2/17 @ 10am. No escalation clauses.

60 Sonoma Ln Unit 60, Middletown

175 Ridgewood Rd, Middletown
$580,000
4 Beds ⋅ 3 Baths ⋅ 24204752 MLS
Looking for the feel of new construction without the new-construction price tag? This exceptional 3-year-old home offers the best of both worlds, featuring upgrades, modern finishes & all the amenities you could ask for-without the wait or expense of building from scratch. From the whole-house generator & custom under-cabinet lighting to the smart-home features & security systems, this home has been designed with comfort, convenience & peace of mind in mind. An extended driveway provides ample parking, while the covered front entry with Trex decking welcomes you home. Beautiful front landscaping adds to the home's curb appeal. Inside, you'll discover a unique and highly versatile floor plan featuring 2 primary suites. The 1st suite is located off the entry and offers an en-suite bathroom, walk-in close/office. A 2nd bedroom is located across the hall. Continue into the main living area, where an inviting open-concept design seamlessly connects the kitchen, dining area & living room. This is the heart of the home & an ideal space for entertaining. The spacious kitchen features a large center island with seating & the living room offers a cozy fireplace. Toward the rear of the home, you'll find the 2nd primary suite w/an en-suite full bathroom for added privacy. A 4th bedroom & 3rd full bathroom are located nearby, along w/a separate laundry room.

175 Ridgewood Rd, Middletown

265 Briarwood Ln, Middletown
$576,000
3 Beds ⋅ 3 Baths ⋅ 24175571 MLS
Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that everything has already been done - simply move in and enjoy. The fully remodeled kitchen serves as the heart of the home with crisp cabinetry, beautiful quartz countertops, stainless appliances, an oversized island for gathering, and finishes that blend timeless design with everyday function. Hardwood floors and inviting living spaces create warmth and flexibility throughout, while the thoughtful layout offers room to entertain, work from home, or simply relax and unwind. Upstairs, the spacious primary suite provides a peaceful retreat complete with a beautifully remodeled bathroom designed with comfort and style in mind. Additional bedrooms offer flexibility for guests, hobbies, office space, or changing lifestyle needs. Major updates throughout the home provide peace of mind, including a roof only 4 years old, allowing the next owner to enjoy a truly turnkey experience. Outside your door, enjoy the feeling of a true neighborhood community while being just minutes from Middletown's thriving downtown filled with local restaurants, coffee shops, arts, live music, Wesleyan

265 Briarwood 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

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

17 Flynn Ln, Middletown
$531,000
4 Beds ⋅ 3 Baths ⋅ 24143899 MLS
***Location, Location, Location*** This stunning Westfield Colonial is nestled within a picturesque enclave of homes, set on a serene 1.1-acre Currier & Ives private lot. The moment you step inside, you'll be greeted by an impressive two-story foyer featuring dramatic open railings. You will enter into spacious rooms and an inviting open floor plan. The generous center formal dining room flows seamlessly into the eat-in kitchen-perfect for modern living and effortless entertaining. Love to cook? The fantastic 9' x 9' walk-in pantry is a dream come true. A front-to-back living room with a charming fireplace offers an ideal setting for cozy evenings and memorable holiday gatherings. Upstairs, the home continues to impress with soaring 10-foot ceilings, 3 beautifully sized bedrooms, a primary bedroom with an ensuite bath, and an additional family room/game room for versatile living. Updates include newer furnace, windows, roof, driveway, garage doors, front entry door, patio door and exterior house accent siding. Just minutes from downtown Middletown offering an array of restaurants from fine dining to pizza, a 12-plex movie theater, Main Street shopping and scenic CT River boardwalk. A short drive to some of CT's most beautiful shoreline towns and beaches. About 2 miles to I-91 and Rte 9.

17 Flynn Ln, 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

63 Meadowood Dr, Middletown
$525,000
4 Beds ⋅ 3 Baths ⋅ 24142770 MLS
HIGHEST AND BEST REQUESTED BY WED 12/10 @2PM. Discover the perfect blend of space, comfort, and potential in this expansive Cape-style home offering over 3,300 sf of living space. Tucked away on a quiet dead-end street, this property features a two-car attached garage and a flat, partially fenced backyard ideal for gatherings, gardening, or play. Irrigations is also included making lawn maintenance effortless and keeping the yard looking its best throughout the season. Inside, you'll find hardwood floors throughout and an abundance of room for entertaining, whether you're hosting holidays, game nights, or casual get-togethers. Off the back of the home is an expansive three-season room, filled with natural light-perfect for morning coffee, relaxing evenings, or additional entertaining space. The home is also equipped with solar panels, adding energy efficiency and long-term savings. A true standout feature is the massive, newly finished basement, offering endless flexibility-ideal for a home gym, media room, playroom, or additional entertaining area. The spacious primary bedroom suite includes a full en-suite bath and two generous closets, along with direct access to a large walk-in attic area. This oversized attic provides exceptional storage and also offers the exciting potential to be finished for even more living space. Brimming with character and opportunity, this spacious Cape is simply waiting for the right person to bring their personal touches and make it their own.

63 Meadowood 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

70 Timothy Dr, Middletown
$511,000
4 Beds ⋅ 3 Baths ⋅ 24161420 MLS
Highest and Best Due by 03/30 at 4pm. A Riverbend Stunner that is aimed to please and priced to sell! Situated at the end of a cul de sac flanked by only one neighbor to your right and woods to your left. Everyone knows the boss of the neighborhood is always the home at the end of the cul de sac and 70 Timothy Dr is no exception. Carefully updated throughout with key upgrades by the current owner, including, but not limited to; 3.25" white oak hardwoods that spill from one room to the next throughout most of the first floor, all first floor windows plus slider were replaced, cozy designer carpet on the stairs and 2nd floor, light fixtures (including a 2 story foyer motorized chandelier lift system which makes changing light bulbs a breeze,) kitchen appliances, new granite counter bathrooms and much more. Other drool worthy features include, wood burning fireplace for those crisp New England nights, finished basement with separate utility room, 2nd floor laundry room, primary bathroom double vanity suite with HUGE walk-in closet! Don't miss your chance to see Middletown's hottest new listing before it's gone!

70 Timothy Dr, 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

281 Briarwood Ln, Middletown
$510,000
3 Beds ⋅ 2 Baths ⋅ 24151665 MLS
Beautifully Remodeled 281 Briarwood Lane awaits you, ideally located in the sought-after Hunt Club of Westfield in Middletown. From the moment you step inside, you're welcomed by tall cathedral ceilings, a central fireplace, and an open floor plan that creates a warm, inviting atmosphere-perfect for both everyday living and effortless entertaining. This remodeled 3-bedroom ranch features a stunning, brand-new kitchen at the heart of the home, complete with quartz countertops, a center island, new stainless steel appliances and sliders that open to the deck overlooking the private back yard that backs up to Open Space. Brand New Hardwood floors flow throughout. Oversized windows fill the home with natural light, giving each space a bright and airy feel. The primary BR suite offers a peaceful retreat with a walk-in closet and a remodeled full private bath, complemented by two additional bedrooms and a second remodeled full bath. Downstairs, the full unfinished walk-out basement provides endless potential for future living space, a home gym, or a media room. Additional highlights include Main level laundry, a 2-car attached garage, new roof, new central air, new garage doors and a newly paved driveway. Thoughtfully updated and truly move-in ready, this home is waiting for its next chapter to be written. A must See!

281 Briarwood Ln, 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

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

153 Country Club Rd, Middletown
$495,000
3 Beds ⋅ 2 Baths ⋅ 24159528 MLS
Well maintained colonial home with charm & curb appeal! Great commuter location close to highways, shopping & Middletown's vibrant restaurant scene. The backyard at this property is a relaxing sanctuary with a $25,000 swim spa/hot tub, a koi pond, bluestone patio, stone fireplace, large deck, outdoor lighting & mature trees & plantings! The front entryway welcomes you with a covered wraparound front porch. First floor has a living room, open to the dining room, a large eat-in kitchen, half bath, and a first floor office/bedroom. Kitchen sliders open up to the deck & patio area. The pantry/utility room has a stand up shower & could be made into a laundry room. Upstairs are 3 additional bedrooms, a full bath & a lovely open foyer/sitting area. The walk-up attic is fully insulated & a great storage area & is currently set up as a recreation room. Recent updates include a new boiler & indirect water heater, 2 A/C split units, central air system for 2nd floor, updated 200 AMP electrical panel that is wired for a generator. Roof is less than 2 years old & has newer solar panels! City water & sewer! Detached 2 car garage plus a garden shed adds plenty of additional storage. This home is loaded with charm & character!! Don't miss this one!

153 Country Club Rd, Middletown

168 Lisa Ln, Middletown
$491,000
3 Beds ⋅ 2 Baths ⋅ 24146171 MLS
Set on a unique cul-de-sac, this meticulously maintained ranch offers comfort, convenience, and exceptional curb appeal on a beautifully landscaped .82-acre lot. A charming front porch welcomes you home, while mature plantings, an irrigation system, and an elegant stone wall create a peaceful, private outdoor setting. Inside, the well-designed one-level layout includes three bedrooms, with a spacious primary suite with a full private bath and walk-in closet, along with two full bathrooms and main-level laundry for effortless living. The home has been lovingly cared for and thoughtfully maintained, featuring a new roof and a whole-house generator for added peace of mind. The full basement, boasting 8-foot ceilings, is immaculate and offers exceptional potential-ready to become a seamless extension of the home for additional living space, a home gym, office, or recreation area. An attached two-car garage adds everyday convenience. Despite the serene setting, this home offers the best of both worlds-peaceful country-style living close to stores, restaurants, fitness centers and everyday conveniences. The expansive yard provides ample room to relax, entertain, or simply enjoy the quiet surroundings. A rare, move-in-ready ranch that blends privacy, future potential, and modern comforts-all in a truly special location. Property is being sold AS IS and is subject to probate court approval.

168 Lisa Ln, Middletown

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