4,160

Portland, CT Homes

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  • /32

    $255,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,155 Sq Ft

    436 Main St, Portland, CT 06480

    Tucked away on a private rear lot off Main Street, this charming 3-bedroom, 2-bath Cape offers a great opportunity to make it your own! The .41-acre property features a spacious side yard with plenty of room for outdoor enjoyment, gardening, or entertaining. The first floor offers an open-concept living room, dining area, and kitchen with high ceilings, plus a full bathroom. Upstairs, you'll find

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    436 Main St, Portland, CT 06480
  • /20

    $2,100 Per Month

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

    324 Main St Unit 1, Portland, CT 06480

    Modern 1st floor 2-Bedroom Rental in Portland - Heat Included! Available now! This beautifully updated 2-bedroom, 1-bath unit in Portland offers style, convenience, and comfort-all for $2,300/month with heat included! Step inside to a completely renovated interior featuring brand-new flooring, fresh paint, and a sleek, modern kitchen with brand-new stainless steel appliances. The open living

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    324 Main St Unit 1, Portland, CT 06480
  • 39 Old Carriage Rd, Portland, CT 06480

    $518,000

    Sold Sep 21, 2026

    39 Old Carriage Rd, Portland, CT 06480

    • 4 Beds
    • 2.5 Baths
    • 2,754 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Below List Price
    • $188/SF
    • 47 Days On Market

    Current Estimated Value $535,495

    Last Listing Agent Cheryl Zalewski eXp Realty

    39 Old Carriage Rd, Portland, CT 06480
    • 111 Collins Hill Rd, Portland, CT 06480

      Est $363,753

      Not Listed For Sale

      111 Collins Hill Rd, Portland, CT 06480

      • 2 Beds
      • 2.5 Baths
      • 1,744 Sq Ft
      • Built 2002
      111 Collins Hill Rd, Portland, CT 06480

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Stephanie Cuascut Coldwell Banker Realty

  • /40

    $477,500

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,866 Sq Ft

    394 Main St, Portland, CT 06480

    Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another,

    Agent Photo

    Mike Albert

    RE/MAX RISE

    394 Main St, Portland, CT 06480
  • /31

    Starting at $1,793

    Total Monthly Price

    • Studio - 2 Beds

    75 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

    Brainerd Place

    75 Marlborough St, Portland, CT 06480
  • 426 Cox Rd Unit 4, Portland, CT 06480

    $124,900

    Sold Aug 20, 2026

    426 Cox Rd Unit 4, Portland, CT 06480

    • Land
    • 4.15 Acres
    • $30,096 per Acre

    Last Sold Summary

    • 1,108 Days On Market

    Last Listing Agent Steven Lepore West Wind Realty, LLC

    426 Cox Rd Unit 4, Portland, CT 06480
    • 113 Meshomasic Trail, Portland, CT 06480

      Est $672,073

      Not Listed For Sale

      113 Meshomasic Trail, Portland, CT 06480

      • 4 Beds
      • 2.5 Baths
      • 2,595 Sq Ft
      • Built 2017
      113 Meshomasic Trail, Portland, CT 06480

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Carl Guild Carl Guild & Associates

  • /19

    $375,000

    • 2 Beds
    • 1.5 Baths
    • 958 Sq Ft

    17 Ginger Cir, Portland, CT 06480

    Welcome to 17 Ginger Circle, a beautifully maintained 2BR/2Bath condo tucked into Portland's sought-after 55+ community. Designed for easy, low-maintenance living, this home offers one-floor convenience, immaculately maintained! Walk up attic and full walk out basement, great potential. Residents enjoy clubhouse, landscaping/snow removal included, etc., all just minutes from Portland's shops,

    Kathryn Ekstrom Haynes Real Estate Services

    17 Ginger Cir, Portland, CT 06480
  • /15

    $1,682 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    51 Grove St Unit A, Portland, CT 06480

    Welcome to 51 Grove Street, Unit A in Portland! This spacious 3-bedroom, 1-bath unit features two comfortable living spaces, a large kitchen with plenty of cabinets and counter space, and three good-sized bedrooms with great natural light. The bathroom includes a full tub and shower, and there's also basement access. Off-street driveway parking is available. Owner/broker related

    Michael Bernard Ironclad Real Estate

    51 Grove St Unit A, Portland, CT 06480
  • 24 Jobs Pond Rd, Portland, CT 06480

    $452,000

    Sold Oct 02, 2025

    24 Jobs Pond Rd, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • Built 2003

    Last Sold Summary

    • 26% Above List Price
    • $237/SF
    • 5 Days On Market

    Current Estimated Value $482,931

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    24 Jobs Pond Rd, Portland, CT 06480
    • 10 Fairview St, Portland, CT 06480

      Est $369,161

      Not Listed For Sale

      10 Fairview St, Portland, CT 06480

      • 3 Beds
      • 2.5 Baths
      • 1,556 Sq Ft
      • Built 1900
      10 Fairview St, Portland, CT 06480

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brian Kubeck Coldwell Banker Realty

  • /39

    $690,000

    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    68 High St, Portland, CT 06480

    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

    Jody Smaglis Coldwell Banker Realty

    68 High St, Portland, CT 06480
  • /16

    $1,622

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    200 Main St Unit 3, Portland, CT 06480

    Spacious second-floor 2-bedroom, 1-bathroom apartment featuring beautiful granite countertops, abundant kitchen cabinet space, and a full appliance package. Enjoy hardwood floors, large windows that fill the home with natural light, and generously sized bedrooms with closets. The bathroom offers a stylish vanity, a full tub/shower combination, and impressive high ceilings. The oversized living

    200 Main St Unit 3, Portland, CT 06480
  • 103 Fairway Dr, Portland, CT 06480

    $725,000

    Sold Aug 07, 2026

    103 Fairway Dr, Portland, CT 06480

    • 4 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1994

    Last Sold Summary

    • 17% Above List Price
    • $225/SF
    • 4 Days On Market

    Current Estimated Value $614,399

    Last Listing Agent Lisa Fekete William Raveis Real Estate

    103 Fairway Dr, Portland, CT 06480
    • 20 Waverly Ave, Portland, CT 06480

      Est $408,865

      Not Listed For Sale

      20 Waverly Ave, Portland, CT 06480

      • 4 Beds
      • 2 Baths
      • 2,218 Sq Ft
      • Built 1850
      20 Waverly Ave, Portland, CT 06480

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Taheera Pinto William Raveis Real Estate

  • /9

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,326 Sq Ft

    164 Airline Ave, Portland, CT 06480

    Calling all INVESTORS and BOATERS, as well as anyone else willing to give this cozy nest some TLC! Situated walking distance to the NEW River Bend Landing, a short distance to Birdon Marina and a hop, skip and a jump to the Members-Only Meriden Motor Boat Club, all this home needs, is a vision to bring this Cape to life! Brand new furnace and all new pipes; half bathroom has started a

    Vaiva Baltonis Coldwell Banker Realty

    164 Airline Ave, Portland, CT 06480
  • /12

    $1,975 Per Month

    • 2 Beds
    • 1 Bath
    • 1,462 Sq Ft
    • Townhouse for Rent

    71 Freestone Ave, Portland, CT 06480

    Townhouse-style living in a convenient Portland location! This 2-bedroom apartment offers a comfortable two-level layout with a spacious living room and eat-in kitchen on the main level and both bedrooms upstairs, providing separation between your living and sleeping spaces. Enjoy convenient parking directly in front of the unit and a laundry hookup on the main level. Located close to Portland's

    Mimi Perrotti Century 21 AllPoints Realty

    71 Freestone Ave, Portland, CT 06480
  • 7 Sherwood Ct, Portland, CT 06480

    $324,000

    Sold Feb 12, 2026

    7 Sherwood Ct, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $319,729

    Last Listing Agent Angela Aresco Carl Guild & Associates

    7 Sherwood Ct, Portland, CT 06480
    • 10 Brainerd Dr, Portland, CT 06480

      Est $385,487

      Not Listed For Sale

      10 Brainerd Dr, Portland, CT 06480

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1956
      10 Brainerd Dr, Portland, CT 06480

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Michael Disla eXp Realty

  • /40

    $550,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 3,188 Sq Ft

    15 Payne Blvd, Portland, CT 06480

    Set on a beautifully landscaped .57-acre lot, 15 Payne Boulevard is a distinctive 3-bedroom Colonial offering possible 4th-bedroom flexibility and finished space across four levels. Hardwood floors lead through the main level, where a wood-burning fireplace anchors the living room and the formal dining room, eat-in kitchen, renovated half bath, first-floor laundry, and private office create a

    Mustafa Muaremi Coldwell Banker Realty

    15 Payne Blvd, Portland, CT 06480
  • /15

    $1,682

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    51 Grove St Unit A, Portland, CT 06480

    Welcome to 51 Grove Street, Unit A in Portland! This spacious 3-bedroom, 1-bath unit features two comfortable living spaces, a large kitchen with plenty of cabinets and counter space, and three good-sized bedrooms with great natural light. The bathroom includes a full tub and shower, and there’s also basement access. Off-street driveway parking is available. Resident Benefits Package

    51 Grove St Unit A, Portland, CT 06480
  • 27 Edgewood Rd, Portland, CT 06480

    $430,000

    Sold Sep 17, 2026

    27 Edgewood Rd, Portland, CT 06480

    • 4 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Above List Price
    • $241/SF
    • 5 Days On Market

    Current Estimated Value $388,713

    Last Listing Agent Danielle Dube RE/MAX Right Choice

    27 Edgewood Rd, Portland, CT 06480
    • 18 Rustic Terrace, Portland, CT 06480

      Est $727,061

      Not Listed For Sale

      18 Rustic Terrace, Portland, CT 06480

      • 4 Beds
      • 2.5 Baths
      • 3,810 Sq Ft
      • Built 1991
      18 Rustic Terrace, Portland, CT 06480

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Joshua Brown KW Legacy Partners

  • /33

    $365,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    43 High St, Portland, CT 06480

    Welcome to this well-cared-for Cape-style home in a convenient Portland location! This inviting 3-bedroom, 1.5-bath home offers charm, comfort, and many updates. The main level features a spacious living room with fireplace, a first-floor bedroom currently being used as an office, a beautifully remodeled eat-in kitchen with plenty of cabinetry, and a formal dining room perfect for family meals or

    Margaret Curry William Raveis Real Estate

    43 High St, Portland, CT 06480
  • /19

    $2,050 Per Month

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft
    • House for Rent

    945 Glastonbury Turnpike Unit 2, Portland, CT 06480

    Rare gem of a rental available now at 945 Glastonbury Turnpike in Portland! A spacious, light-filled unit within a well-maintained two-family home that truly feels like a single-family. This 2nd floor unit offers space and serenity with your own private deck, 1,016 sq ft, 2 bedrooms, 1 full updated bathroom, and kitchen with a spacious living room, laundry in unit and 2 parking spaces! Set on the

    Adam Dion eXp Realty

    945 Glastonbury Turnpike Unit 2, Portland, CT 06480
  • 4 Stoner Terrace, Portland, CT 06480

    $400,000

    Sold Dec 19, 2025

    4 Stoner Terrace, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 1960

    Last Sold Summary

    • $239/SF
    • 53 Days On Market

    Current Estimated Value $412,393

    Last Listing Agent Carl Guild Carl Guild & Associates

    4 Stoner Terrace, Portland, CT 06480
    • 16 Waverly Ave, Portland, CT 06480

      Est $387,692

      Not Listed For Sale

      16 Waverly Ave, Portland, CT 06480

      • 4 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1930
      16 Waverly Ave, Portland, CT 06480

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kadji Anderson Berkshire Hathaway NE Prop.

  • /40

    $149,000

    $39K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    52 Jobs Gate 2, Portland, CT 06480

    WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

    Ron Jedziniak eXp Realty

    52 Jobs Gate 2, Portland, CT 06480
  • /9

    $1,014

    Total Monthly Price

    • Studio
    • 0.5 Baths
    • 533 Sq Ft
    • Condo for Rent

    238 Main St, Portland, CT 06480

    Bright and open commercial space with lots of natural light and large windows. The front area offers plenty of room to customize for your business, plus air conditioning and heat. There’s also great storage throughout, a back storage area with additional windows, and a convenient half bath. Resident Benefits Package Fee of $32 included in the listed rent for one tenant per unit. Additional

    238 Main St, Portland, CT 06480
  • 12 Burr St, Portland, CT 06480

    $390,000

    Sold Dec 16, 2025

    12 Burr St, Portland, CT 06480

    • 3 Beds
    • 3.5 Baths
    • 2,158 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $181/SF
    • 94 Days On Market

    Current Estimated Value $418,826

    Last Listing Agent Alberim Klenja RE/MAX Precision Realty

    12 Burr St, Portland, CT 06480
    • 35 Summer St, Portland, CT 06480

      Est $551,047

      Not Listed For Sale

      35 Summer St, Portland, CT 06480

      • 5 Beds
      • 4.5 Baths
      • 4,535 Sq Ft
      • Built 1924
      35 Summer St, Portland, CT 06480

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Olivia Crable Berkshire Hathaway NE Prop.

  • /40

    $195,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    1 Brush Pasture Ln Unit 103, Portland, CT 06480

    Welcome to The Atrium, a desirable 55+ community tucked into a lightly wooded, peaceful setting in historic Portland,former Brownstone capital of Connecticut. If you're looking to downsize without giving up comfort, convenience, or location, this affordably priced first-floor 2 bedroom condo is an opportunity worth seeing. Rarely available, this spacious two-bedroom unit offers easy single-level

    Mary Jean Agostini RE/MAX Right Choice

    1 Brush Pasture Ln Unit 103, Portland, CT 06480
  • /10

    $2,200 Per Month

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

    7 Jobs Gate 1, Portland, CT 06480

    Waterfront Living at Its Best in Portland, CT. Imagine waking up to breathtaking water views in this charming two-bedroom, one-bathroom waterfront home. Located in a peaceful, serene community in Portland, Connecticut, this property offers the perfect setting for outdoor enthusiasts and those seeking a tranquil retreat. Step right out your back door to enjoy fishing, kayaking, swimming, or simply

    Roseanne Scacca Dan Combs Real Estate

    7 Jobs Gate 1, Portland, CT 06480
  • 4 Grove Rd, Portland, CT 06480

    $255,000

    Sold Aug 21, 2026

    4 Grove Rd, Portland, CT 06480

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft
    • Built 1940

    Last Sold Summary

    • 11% Above List Price
    • $332/SF
    • 4 Days On Market

    Current Estimated Value $227,910

    Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

    4 Grove Rd, Portland, CT 06480
    • 38 High St, Portland, CT 06480

      Est $367,500

      Not Listed For Sale

      38 High St, Portland, CT 06480

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 2001
      38 High St, Portland, CT 06480

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Julia White Coldwell Banker Realty

  • /12

    $99,900

    • Land
    • 1.23 Acres
    • $81,220 per Acre

    402 Cox Rd Unit 8, Portland, CT 06480

    NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

    Steven Lepore West Wind Realty, LLC

    402 Cox Rd Unit 8, Portland, CT 06480
  • /13

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • House for Rent

    21 Fairview St, Portland, CT 06480

    Well kept, large 2 bedroom rental on the 1st floor. Quiet yet central location for easy access to Route 66, the Arrigoni Bridge and Route 9. Front porch and enclosed back porch included. Refrigerator, range, washer and dryer included. Off street parking. Tenant is responsible for all utilities, credit check, security deposit.

    Rick Berkenstock CENTURY 21 AllPoints Realty

    21 Fairview St, Portland, CT 06480
  • 2 Earle St, Portland, CT 06480

    $370,000

    Sold Jun 30, 2026

    2 Earle St, Portland, CT 06480

    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Above List Price
    • $205/SF
    • 45 Days On Market

    Last Listing Agent Augie Smith Coldwell Banker Realty

    2 Earle St, Portland, CT 06480
    • 16 Susan Cir, Portland, CT 06480

      Est $315,663

      Not Listed For Sale

      16 Susan Cir, Portland, CT 06480

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1961
      16 Susan Cir, Portland, CT 06480

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$401,000
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$365,000
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
4,160
Last 12 months Home Sales
72
Months of Supply
1.80
Median List Price
$389,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-5%
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