Portland, CT Homes

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  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  92 Pepperidge Rd, Portland, CT 06480

  This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in 1985. This 2,272 sq ft home features a spacious family room with skylights, hardwood floors in key living areas, and a cozy fireplace. The large deck is perfect for entertaining and listening to the sounds of nature. This property is surrounded by mature trees and offers a peaceful country setting. With

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (860) 792-5342

  92 Pepperidge Rd, Portland, CT 06480
• Explore Portland

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  /50

  $1,655 - $3,120 per month plus fees

  Brainerd Place

  Studio - 2 Beds

  69 Marlborough St, Portland, CT 06480

  Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

  69 Marlborough St, Portland, CT 06480
• 

  $354,000 Sold Oct 28, 2025

  • 2,862 Sq Ft
  • $124/SF
  • 64 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1800

  72 South Rd, Portland, CT 06480

  This isn't your cookie-cutter property-it's a one-of-a-kind opportunity offering space, flexibility, and a connection to nature. With 4 bedrooms, 2.5 bathrooms, and a layout designed for flexible living, this home is perfect for multigenerational households, in-law accommodations, or a home office setup. Two possible primary bedroom suites-one on each floor-provide versatility, while a separate

  Tanya Bottaro Real Broker CT, LLC

  72 South Rd, Portland, CT 06480
• 

  Est $314,288 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  60 Jobs Gate 2, Portland, CT 06480

  60 Jobs Gate 2, Portland, CT 06480
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  /28

  $399,900 Pending

  • 5 Beds
  • 2 Baths
  • 2,673 Sq Ft

  319 Main St, Portland, CT 06480

  Charming brick 2-family home in the heart of Portland offering space, updates, and versatility for both owner-occupants and investors. The first-floor unit features 3 bedrooms, 1 bath, beautiful hardwood floors, really tall ceilings that add a sense of openness, a cozy fireplace, and updated appliances. Laundry hookups are available either in the basement or the common hallway for added

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 406-7510

  319 Main St, Portland, CT 06480
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  /36

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft
  • House for Rent

  110 Great Hill Pond Rd, Portland, CT 06480

  Enjoy serene waterfront living in this charming 892 sq. ft. ranch home directly on Great Hill Pond. Featuring two bedrooms, this residence offers incredible views along with fishing, and kayaking opportunities right outside your door. The inviting three-season porch overlooks the pond, creating the perfect spot to relax or entertain. Inside, you'll find hardwood floors throughout, a washer and

  Theresa Bitondo Berkshire Hathaway NE Prop.

  110 Great Hill Pond Rd, Portland, CT 06480
• 

  $325,000 Sold Oct 24, 2025

  • 1,264 Sq Ft
  • $257/SF
  • 63 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1900

  25 Waverly Ave, Portland, CT 06480

  Welcome to this spacious 3-bedroom, 1 full 2 half bath home that perfectly blends comfort, character, and potential. Tucked near the end of a quiet cul-de-sac, the property offers both privacy and convenience-just minutes to schools, shops, restaurants, golf courses, hiking trails, farmstands, and more. The exterior features a generous backyard and a detached two-car garage. Step inside and

  Carl Guild Carl Guild & Associates

  25 Waverly Ave, Portland, CT 06480
• 

  Est $382,896 Not Listed For Sale

  289 Middle Haddam Rd, Portland, CT 06480

  289 Middle Haddam Rd, Portland, CT 06480
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  /27

  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
• 

  $420,000 Sold Oct 21, 2025

  • 1,817 Sq Ft
  • $231/SF
  • 91 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  119 Old Marlborough Turnpike, Portland, CT 06480

  Beautifully remodeled 4 bedroom 2 bath Cape in a perfect setting. The kitchen features quartz counters, tile backsplash, all new appliances and new flooring. The rest of the first floor has hardwood throughout just refinished, a newly remodeled bathroom, dining room and two bedrooms. Upstairs the primary bedroom has plenty of closet space and LVP flooring. There is another newly remodeled

  Gary Marino William Raveis Real Estate

  119 Old Marlborough Turnpike, Portland, CT 06480
• 

  Est $656,024 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,595 Sq Ft

  113 Meshomasic Trail, Portland, CT 06480

  113 Meshomasic Trail, Portland, CT 06480
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  /34

  $250,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  156 Summer St Unit 156, Portland, CT 06480

  Welcome to Summer Meadow Condos! This half-duplex offers the perfect combination of comfort, convenience, and low-maintenance living. Step inside to an inviting open floor plan featuring a spacious living/dining area that flows seamlessly into a galley-style kitchen-perfect for both everyday living and entertaining. French doors off the living room fill the space with natural light and open to a

  

  Cheryl Zalewski

  eXp Realty

  (860) 467-0352

  156 Summer St Unit 156, Portland, CT 06480
• 

  $301,500 Sold Oct 16, 2025

  • 1,442 Sq Ft
  • $209/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1732

  523 Main St, Portland, CT 06480

  Welcome to the Ebenezer Gibbs Home --- 523 Main Street, Portland. Originally built in 1732 for Ebenezer Gibbs and his wife, Ruth Bates, this historic residence has been cherished for nearly 300 years by generations of families. The current owner has enjoyed almost two decades here, continuing the tradition of thoughtful stewardship. Inside, you'll find 2 bedrooms with the potential to convert the

  Todd Namnoun Eagle Eye Realty PLLC

  523 Main St, Portland, CT 06480
• 

  Est $387,247 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,218 Sq Ft

  20 Waverly Ave, Portland, CT 06480

  20 Waverly Ave, Portland, CT 06480
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  /2

  $789,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
• 

  $320,000 Sold Oct 14, 2025

  • 1,001 Sq Ft
  • $320/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1925

  101 Great Hill Pond Rd, Portland, CT 06480

  Welcome home to 101 Great Hill Pond Rd! Enjoy water views all year long from this adorable,2/3 bedroom, 1 bath home. Set on a rare double lot, you will fall in love with this homes location and charm. The light-filled first floor features an eat-in kitchen with ss appliances, renovated full bathroom, office/bedroom, living room, and a 3 season front porch. Upstairs are 2 bedrooms with storage.

  Brian Kubeck Coldwell Banker Realty

  101 Great Hill Pond Rd, Portland, CT 06480
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  Est $403,278 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  7 Myrtle Rd, Portland, CT 06480

  7 Myrtle Rd, Portland, CT 06480
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  /39

  $399,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  4 Stoner Terrace, Portland, CT 06480

  Looking for a solid home with tons of potential? This spacious 3-bedroom, 2-bath ranch in Portland has been owned by the same family since it was built in 1960! Sitting on a flat corner lot in a super convenient spot close to schools and everything you need, this home has great bones and just needs your personal touch. There are hardwood floors hiding under the carpets, and with a little

  Carl Guild Carl Guild & Associates

  4 Stoner Terrace, Portland, CT 06480
• 

  $301,000 Sold Oct 14, 2025

  • 2,792 Sq Ft
  • $108/SF
  • 22 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1910

  25 Church St, Portland, CT 06480

  Looking for an Investment Property. This Two Family Home in Portland has 15 rooms and sits on .39 acres and has 2,792 Square Feet of Living Space. There is a large porch with multiple access points and a detached 2 car garage and ample parking for more vehicles. Located right off of Main Street.

  Robert Roya Jr. Aspen Realty Group

  25 Church St, Portland, CT 06480
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  Est $384,475 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft

  5 Coe Ave, Portland, CT 06480

  5 Coe Ave, Portland, CT 06480
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  /25

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,141 Sq Ft

  5 Scenic Dr, Portland, CT 06480

  Welcome to this beautifully maintained and thoughtfully updated ranch home offering comfort, flexibility, and peace of mind. Featuring 3 spacious bedrooms, 2 full baths and a 2-car attached garage. This home also includes a versatile family room that could serve as a 4th bedroom, home office, or guest space. Cozy up by one of the two gas fireplaces. Two supplemental Rinnani propane direct vent

  Christie Diaz-o William Raveis Real Estate

  5 Scenic Dr, Portland, CT 06480
• 

  $370,925 Sold Oct 10, 2025

  • 1,816 Sq Ft
  • $204/SF
  • 64 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  5 Woodland Rd, Portland, CT 06480

  Welcome to this charming 4 bedroom cape in the heart of historic Portland. This spacious 4 bedroom home offers gleaming hardwood floors throughout. Relax in the cozy living room by the pellet stove and built in shelves or in the quiet three season porch. The large kitchen offers plenty of room for entertaining with a grand island. This home has 2 bedrooms on the main floor for those looking for

  Jessica Fedorich Stone Crest Realty LLC

  5 Woodland Rd, Portland, CT 06480
• 

  Est $340,758 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  38 High St, Portland, CT 06480

  38 High St, Portland, CT 06480
• 

  

  /40

  $469,000

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  171 Bartlett St, Portland, CT 06480

  Step into timeless charm at 171 Bartlett Street in Portland, CT. This 1897 farmhouse sits on a scenic 2.46-acre corner lot and offers 4 bedrooms, 1 full bath, and 2,126 sq ft of living space. Inside, original hardwood floors, vintage woodwork, and classic windows showcase the home's historic character. A walk-up attic adds flexible space for a studio, office, or guest room. The property's rich

  Anthony Olivo Sunset Creek Realty, LLC

  171 Bartlett St, Portland, CT 06480
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  $410,000 Sold Oct 09, 2025

  • 2,292 Sq Ft
  • $179/SF
  • 329 Days On Market

  • 7 Beds
  • 3 Baths
  • Built 1872

  20 Middlesex Avenue Extension, Portland, CT 06480

  This property was purchased as part of an investment portfolio and is too far from the seller's other properties. His loss is your gain! This year there has been all new windows installed, a new roof, and gutters are being installed currently. The entire downstairs first floor apartment has been gutted and renovated. Many updates were made to the 2 other apartments including finishing the attics

  Heather Besmond Agnelli Real Estate

  20 Middlesex Avenue Extension, Portland, CT 06480
• 

  Est $483,559 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  118 Rose Hill Rd, Portland, CT 06480

  118 Rose Hill Rd, Portland, CT 06480
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  /7

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  76 Maple Rd, Portland, CT 06480

  Secure your brand new home before It's built! Here's your chance to lock in today's price on a thoughtfully designed, expertly crafted new build in sought-after Portland-and make it truly yours with personalized finish selections. Step inside (virtually, for now) and picture an open floor plan with 9-foot ceilings, a cozy gas fireplace with slate surround and custom wood mantle, and a gourmet

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480
• 

  $280,000 Sold Oct 06, 2025

  • 1,314 Sq Ft
  • $213/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  182 Summer St, Portland, CT 06480

  Here's an opportunity to "Come on Over" to Portland! Don't miss this move in ready condo 5 minutes off the Arrigoni Bridge with convenience to everything while tucked on a quiet residential street. Summer Meadow provides stress free outdoor maintenance for low fees allowing more time to relax at home. 2 bedrooms each feature full baths, the primary was fully renovated in 2023! Main level features

  Tracy Wagner Rockoff Realty

  182 Summer St, Portland, CT 06480
• 

  Est $628,901 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  1086 Portland Cobalt Rd, Portland, CT 06480

  1086 Portland Cobalt Rd, Portland, CT 06480
• 

  

  /20

  $419,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  58 Cedar Terrace, Portland, CT 06480

  Nestled in the highly sought-after Paley Farms neighborhood, this beautiful home offers a perfect blend of comfort, space, and convenience in a serene cul-de-sac setting. The main level offers a cozy family room, a formal dining, and an eat-in kitchen with access to a spacious deck and a half bath. Upstairs, enjoy a bright and airy great room with recessed lighting and vaulted ceilings, creating

  Windy Collin Berkshire Hathaway NE Prop.

  58 Cedar Terrace, Portland, CT 06480
• 

  $335,000 Sold Oct 02, 2025

  • 1,656 Sq Ft
  • $202/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  35 Copper Beech Ln Unit 35, Portland, CT 06480

  Stunning end-unit townhouse in the quiet, well-maintained Copper Beech Village Complex. The inviting front porch leads to a warm entryway that flows seamlessly into the living room, dining area, and kitchen, creating an open layout perfect for entertaining or spending time with family. Step outside to your private deck-a wonderful spot to enjoy morning coffee or evening sunsets. Upstairs, you'll

  Bill Mamak RE/MAX Right Choice

  35 Copper Beech Ln Unit 35, Portland, CT 06480
• 

  Est $312,193 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  16 Susan Cir, Portland, CT 06480

  16 Susan Cir, Portland, CT 06480
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  /26

  $390,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,180 Sq Ft

  47 High St, Portland, CT 06480

  This isn't your typical ranch-it's a home that surprises and delights with thoughtful design, flexible spaces, and outdoor living potential that exceeds all expectations. Modern conveniences include generator hook-up for peace of mind during power outages, ensuring your family stays comfortable year-round. Two full baths on the main level provide convenience and comfort, along with the added

  Deborah Fountain William Pitt Sotheby's Int'l

  47 High St, Portland, CT 06480
• 

  $452,000 Sold Oct 02, 2025

  • 1,907 Sq Ft
  • $237/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  24 Jobs Pond Rd, Portland, CT 06480

  MULTIPLE OFFERS PRESENT, SELLER IS REQUESTING HIGHEST AND BEST OFFER BY SUNDAY 8/31 AT 6PM. Welcome to 24 Jobs Pond Road, a home that perfectly blends comfort, convenience, and charm. Inside, you'll find a spacious kitchen with granite countertops, hardwood flooring, updated cabinets, and a large island (2015/2016 upgrades), ideal for gathering and entertaining. The kitchen flows into a dining

  Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
• 

  Est $391,189 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1 Woodland Rd, Portland, CT 06480

  1 Woodland Rd, Portland, CT 06480
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  /40

  $449,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,503 Sq Ft

  19 Plumrose Ct, Portland, CT 06480

  This is your chance to come live in the wonderful 55+ community of Bartlett Hill! This move-in ready "Berkshire" style home is a wonderful size - 1500 sf. Located off a cul-de-sac, backing up to woods. And what a garden! Come spring, you will be astounded at the beauty of this meticulously planned and nurtured landscape - just one more bonus of owning this gem. The home has an open floor plan, a

  Georgia Newcomb Houlihan Lawrence WD

  19 Plumrose Ct, Portland, CT 06480
• 

  $378,500 Sold Oct 01, 2025

  • 1,239 Sq Ft
  • $305/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  4 John Place, Portland, CT 06480

  Located in one of Portland's most desirable neighborhoods, this classic ranch offers timeless curb appeal with its beautiful brick exterior and welcoming front porch. Inside, enjoy 1,239 sq ft of comfortable single-level living featuring 4 bedrooms, 2 full bath. The bright and inviting layout provides an easy flow from room to room, creating the perfect balance of everyday function and comfort.

  Amy Rio Executive Real Estate Inc.

  4 John Place, Portland, CT 06480
• 

  Est $511,254 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  63 Rose Hill Rd, Portland, CT 06480

  63 Rose Hill Rd, Portland, CT 06480
• 

  

  /35

  $399,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,158 Sq Ft

  12 Burr St, Portland, CT 06480

  Welcome to 12 Burr Street, a charming 2,000-square-foot ranch nestled in a beautiful Portland neighborhood. This inviting home boasts a spacious floor plan, perfect for comfortable living and entertaining. With a modern kitchen, cozy living areas, and ample natural light, the main level offers a warm and welcoming atmosphere. The finished basement provides versatile additional space, ideal for a

  Alberim Klenja RE/MAX Precision Realty

  12 Burr St, Portland, CT 06480
• 

  $240,000 Sold Sep 29, 2025

  • 994 Sq Ft
  • $241/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  1 Ferry Ln, Portland, CT 06480

  Welcome to 1 Ferry Lane in Portland, CT - a beautifully renovated 3-bedroom, 1-bathroom single-family home nestled on a quiet and private .23-acre lot. This sun-filled 997 sq ft home features fresh paint throughout, gleaming hardwood floors, and a fully remodeled kitchen and bathroom. Enjoy peaceful sunsets from the newly painted front porch. With plenty of space for parking and located near

  Karandeep Singh Ironclad Real Estate

  1 Ferry Ln, Portland, CT 06480

Showing Results 1 - 40, Page 1 of 18