Portland Homes with Central Air Cooling

Welcome to Portland, Connecticut – a charming town nestled in the heart of Middlesex County, where the serene beauty of nature meets the warmth of a tight-knit community. Known for its picturesque landscapes, Portland offers a delightful blend of rural charm and modern conveniences. With the Connecticut River flowing gracefully nearby, residents enjoy a plethora of outdoor activities, from hiking and biking to fishing and boating. The town's rich history is reflected in its well-preserved architecture and vibrant local culture, making it a fantastic place to call home.

One of the highlights of living in Portland is the variety of housing options available, particularly homes equipped with central air cooling. These properties are designed to provide comfort and convenience, ensuring you stay cool during the warm summer months. With central air conditioning, you can enjoy a refreshing indoor environment, perfect for relaxing after a day of exploring the beautiful parks, local shops, and eateries that Portland has to offer.

Families will appreciate the top-rated schools and community-oriented atmosphere, while nature enthusiasts will revel in the nearby hiking trails and scenic views. Whether you’re looking for a cozy cottage or a spacious family home, Portland’s real estate market has something for everyone. Experience the charm of this vibrant town and discover your dream home with central air cooling – where comfort meets community in the heart of Connecticut. Come for the homes, stay for the lifestyle!

Newest Portland Homes with Central Air Cooling

$849,900

3 Beds ⋅ 4 Baths ⋅ 24200612 MLS

Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom.

41 Gildersleeve Rd, Portland

$459,900

2 Beds ⋅ 2 Baths ⋅ 24190743 MLS

Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry, central vacuum (system installed but no unit), and rain-sensor skylights in the primary bedroom. Recent updates include a newer roof, remodeled bathrooms, newer bedroom flooring, and a recently painted exterior. The home is also hardwired for a generator. Ideal as a year-round residence or seasonal retreat, this peaceful property is across from Arrigoni Winery & Cider Co. and River Ridge Farm, 15 minutes from the Air Line State Park Trail, 12 minutes from Stop & Shop in East Hampton, and 20 minutes from Glastonbury.

64 Jobs Gate, Portland

$549,900

4 Beds ⋅ 3 Baths ⋅ 24197375 MLS

ATTRACTIVE NEW PRICE! Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and built-in bar, the living room creates a second option for family time or socializing. Step out from the living room onto the luxurious, fully-covered deck. This inviting space expands the living room and is ideal for indoor-outdoor entertaining. Custom plantation-style shutters keep the space cool and offer weather protection. Large dining room features a chic light fixture and can seat a large number. A convenient sitting room creates a nice flow from dining to the family room and kitchen. Speaking of the kitchen, enjoy a beautifully remodeled space in sleek grays, complete with stainless steel appliances, venting chimney and granite countertops. Adjacent breakfast nook is great for a quick bite and also leads to the updated half bath. Upstairs, enjoy hardwood throughout! Primary bedroom has 3 closets and a fully remodeled bath boasting a tiled shower and modern fixtures. Three additional, well-sized bedrooms share a second, remodeled bath in trendy black and white. Laundry is currently housed in one of the upper walk-in closets for convenience.

15 Michele Dr, Portland

$690,000

4 Beds ⋅ 4 Baths ⋅ 24196429 MLS

Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into the impressive front-to-back living room featuring an oversized fireplace with a stately mantle, ceilings with exposed beams and a sunken area with a slider that leads you out to a private deck creating warm inviting spaces perfect for gathering. The expansive kitchen offers abundant cabinetry, custom wood block island, pantry, hardwood floors, and a cozy seating nook overlooking the backyard. Formal dining room , mudroom and laundry area conveniently located off the kitchen. Elegant crown molding and hardwood throughout the home.The upper level offers 3 bedrooms and 2 full baths with a spacious primary suite with a walk-in closet and full bath.The finished walk-out lower level provides excellent in-law potential with an additional bedroom, kitchen, bathroom, and flexible living space. Enjoy the outdoors from the wraparound deck overlooking the tranquil, private backyard setting.

68 High St, Portland

$525,000

4 Beds ⋅ 3 Baths ⋅ 24194816 MLS

Welcome to this custom-built 4-bedroom, 2.5-bath Colonial, ideally situated on a beautiful corner lot! Offering timeless craftsmanship, spacious rooms, and endless potential, this well-maintained home is ready for its next chapter. Inside, you'll find hardwood floors, including all four bedrooms. The inviting front-to-back living room features a wood-burning fireplace, while the spacious family room offers a second fireplace and direct access to the rear deck-perfect for entertaining or relaxing. The eat-in kitchen includes solid wood cabinetry, a breakfast bar, and ample workspace. The primary suite features a private bath with a stall shower and dual closets. A generously sized secondary bedroom includes a dressing area and walk-up access to a large attic, providing exceptional storage or future expansion possibilities. The partially finished lower level with fireplace offers flexible space for a recreation room, home gym, or workshop. Currently used as an in-law area.The attached two-car garage is complemented by a detached two-car carriage house with electrical service and a storage loft-ideal for hobbyists, car enthusiasts, or additional storage (Built -1997). Outside, enjoy mature trees and perennial gardens creating a beautiful backyard retreat. Built by respected local builder Don Harmon, this quality home presents a rare opportunity to personalize a classic Colonial in an exceptional location! Newer heating system and well storage tank & generator hookup

39 Old Carriage Rd, Portland

$499,900

4 Beds ⋅ 4 Baths ⋅ 24183461 MLS

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting.

57 Summer St, Portland

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