4,157

Portland, CT Homes

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  • /40

    $500,000

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

    19 Plumrose Ct, Portland, CT 06480

    Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    19 Plumrose Ct, Portland, CT 06480
  • /20

    $2,300 Per Month

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

    324 Main St Unit 1, Portland, CT 06480

    Modern 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 space is

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    324 Main St Unit 1, Portland, CT 06480
  • 1 Brush Pasture Ln Unit 109, Portland, CT 06480

    $174,000

    Sold Aug 21, 2025

    1 Brush Pasture Ln Unit 109, Portland, CT 06480

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $209/SF
    • 50 Days On Market

    Current Estimated Value $179,591

    Last Listing Agent Maria Phillips William Raveis Real Estate

    1 Brush Pasture Ln Unit 109, Portland, CT 06480
    • 113 Meshomasic Trail, Portland, CT 06480

      Est $677,314

      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

  • /40

    $550,000

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

    39 Old Carriage Rd, Portland, CT 06480

    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

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    39 Old Carriage Rd, 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
  • 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 $480,983

    Last Listing Agent Steve Jones Jr KW Legacy Partners

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

      Est $356,822

      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

  • /25

    $275,000

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

    152 Summer St, Portland, CT 06480

    Beautiful 2 Bedroom Duplex Condo, Open Floor Planwith Nice Hardwood Floors, Remodeled Kitchenwith Granite Countertops,Gorgeous Oak Cabinets with Wood Floors, 2 Upstairs Bedrooms each with their own Baths,Laundry Room is also Upstairs between the Bedrooms, Off Street Parking

    Agent Photo

    Paul Roger

    Full Service Realty LLC

    152 Summer St, Portland, CT 06480
  • /42

    $2,490

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,774 Sq Ft
    • Condo for Rent

    78 Marlborough St Unit Suite #2, Portland, CT 06480

    This property is historic Gilbert Stancliff House, a true gem boasting a distinctive octagon-shaped design offers flexible living options with 3 bedrooms, 1 bathroom, accommodating various needs. Utility Fee Included in RENT. The total square footage 1,774, providing ample space for different layouts. Key amenities include a dishwasher and in-unit washer/dryer hidden behind the beautiful barn

    78 Marlborough St Unit Suite #2, 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 $585,174

    Last Listing Agent Lisa Fekete William Raveis Real Estate

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

      Est $383,604

      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

  • /40

    $699,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,859 Sq Ft

    235 Middle Haddam Rd, Portland, CT 06480

    Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other.

    Carl Guild Carl Guild & Associates

    235 Middle Haddam Rd, Portland, CT 06480
  • /2

    $1,990 Per Month

    • 1 Bath
    • 586 Sq Ft
    • House for Rent

    85 Marlborough St Unit 403, Portland, CT 06480

    Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Underground parking garage (reserved spaces) or outdoor parking unreserved.

    Joann DeRaffaele Bright Ravens Realty

    85 Marlborough St Unit 403, 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 $321,697

    Last Listing Agent Angela Aresco Carl Guild & Associates

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

      Est $378,324

      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

  • /12

    $124,900

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

    426 Cox Rd Unit 4, 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

    426 Cox Rd Unit 4, Portland, CT 06480
  • /17

    $2,182

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    242 Main St Unit A, Portland, CT 06480

    242 Main St Unit A, 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 $408,898

    Last Listing Agent Carl Guild Carl Guild & Associates

    4 Stoner Terrace, Portland, CT 06480
    • 18 Rustic Terrace, Portland, CT 06480

      Est $716,685

      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

  • /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
  • /15

    $1,752 Per Month

    • 3 Beds
    • 1 Bath
    • 1,005 Sq Ft
    • Apartment for Rent

    548 Main St Unit 2, Portland, CT 06480

    Spacious 3-bedroom, 1-bath apartment located on the second floor of a charming two-family home in 548 Main Street. This bright unit features a large kitchen with ample cabinet and counter space, a beautifully updated bathroom, hardwood floors, fresh gray walls, generous closet space, and abundant natural light throughout. Enjoy a dedicated private entrance and a large pantry/storage area for

    Michael Bernard Ironclad Real Estate

    548 Main St Unit 2, 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 $413,709

    Last Listing Agent Alberim Klenja RE/MAX Precision Realty

    12 Burr St, Portland, CT 06480
    • 16 Waverly Ave, Portland, CT 06480

      Est $383,384

      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.

  • /20

    $229,900

    Pending
    • 1 Bed
    • 1 Bath
    • 768 Sq Ft

    4 Grove Rd, Portland, CT 06480

    *Highest and best written offers due by Mon 7/20 at 5pm* Great condo alternative to own this charming Ranch style home within walking distance to the CT river and down the street from the marina! This home used to be a 2 bedroom and prior owners converted it to a large one bedroom and remodeled the bathroom. Features include large kitchen, replacement windows, main level laundry, one car garage

    Peter Carbutti Carbutti & Co., Realtors

    4 Grove Rd, Portland, CT 06480
  • /9

    $1,250

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    1113 Portland-Cobalt Rd, Portland, CT 06480

    Electric and Heat Included in Rent!Open House Style Showings. Please book through our automated system by texting . Rent includes Electric, Heat, Hot Water, Parking, Trash Removal and Water/Sewer. Pets allowed with additional 1 month deposit and $100 increase in monthly rent. 1 month security deposit required with income documentation. Eviction, background and credit check performed on

    1113 Portland-Cobalt Rd, 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
    • 35 Summer St, Portland, CT 06480

      Est $590,899

      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

    $390,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,593 Sq Ft

    21 Tuccitto Rd, Portland, CT 06480

    BEST AND FINAL SATURDAY 7/25 AT 6PM. Don't miss the opportunity to make this beautifully maintained Cape Cod-style home your own! Offering 3 bedrooms and 1.5 bathrooms, this home has been thoughtfully updated while preserving its timeless charm. Originally designed as a 4-bedroom home, one bedroom has been opened to create a bright and inviting dining area that flows seamlessly into the living

    Kelly Lucas RE/MAX Legends

    21 Tuccitto Rd, Portland, CT 06480
  • /3

    $2,416 Per Month

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Apartment for Rent

    85 Marlborough St Unit 421, Portland, CT 06480

    Open floor plan-Living room and galley kitchen with breakfast bar, dining area, Bedroom with walk in closet, full bath. Laundry in unit. Indoor and outdoor parking and much more. Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground parking and outdoor unreserved parking

    Joann DeRaffaele Bright Ravens Realty

    85 Marlborough St Unit 421, Portland, CT 06480
  • 129 Summer St, Portland, CT 06480

    $373,000

    Sold May 11, 2026

    129 Summer St, Portland, CT 06480

    • 3 Beds
    • 1.5 Baths
    • 1,254 Sq Ft
    • Built 1948

    Last Sold Summary

    • 4% Above List Price
    • $297/SF
    • 31 Days On Market

    Current Estimated Value $368,013

    Last Listing Agent Koreen Ryan Carl Guild & Associates

    129 Summer St, Portland, CT 06480
    • 38 High St, Portland, CT 06480

      Est $369,102

      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

  • /40

    $179,900

    $8K 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
  • /7

    $1,414

    Total Monthly Price

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

    206 Main St Unit 204 2, Portland, CT 06480

    Welcome home to this spacious 2-bedroom, 1-bathroom apartment featuring a bright living room, generous closet space throughout, and two well-sized bedrooms. The kitchen offers plenty of cabinet storage, while the bathroom includes a window for natural light. Enjoy both front and back patio spaces, including a private rear deck—perfect for relaxing outdoors. Conveniently located and thoughtfully

    206 Main St Unit 204 2, Portland, CT 06480
  • 47 High St, Portland, CT 06480

    $390,000

    Sold Nov 11, 2025

    47 High St, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 2,180 Sq Ft
    • Built 1951

    Last Sold Summary

    • $179/SF
    • 2 Days On Market

    Current Estimated Value $406,088

    Last Listing Agent Deborah Fountain William Pitt Sotheby's Int'l

    47 High St, Portland, CT 06480
    • 16 Susan Cir, Portland, CT 06480

      Est $325,346

      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

  • /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
  • /9

    $1,395 Per Month

    • 2 Beds
    • 1 Bath
    • 7,748 Sq Ft
    • Apartment for Rent

    230 Main 1st Floor (Rear) St, Portland, CT 06480

    First Floor Unit on Main Street - Heat Included. Washer/Dryer hook-up in the Unit. Hardwood Floors. Convenient location for commuters to Middletown and Rt 9. Many shops and restaurants an easy walk away. Sidewalk outside the entrance. Pets are considered on a case-by-case basis. Off street parking is available. Credit check, background check, and lease. First Month and Security. Owner is looking

    Sharon Fox Carl Guild & Associates

    230 Main 1st Floor (Rear) St, Portland, CT 06480
  • 64 High St, Portland, CT 06480

    $435,000

    Sold Aug 19, 2025

    64 High St, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 1956

    Last Sold Summary

    • 24% Above List Price
    • $275/SF
    • 81 Days On Market

    Current Estimated Value $441,080

    Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

    64 High St, Portland, CT 06480
    • 1 Woodland Rd, Portland, CT 06480

      Est $410,979

      Not Listed For Sale

      1 Woodland Rd, Portland, CT 06480

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1951
      1 Woodland Rd, Portland, CT 06480

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Frank Fonteyn Prestige Realty Group

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$400,500
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$340,000
Median 1 Bedroom Sale Price
$172,000
Average Price Per Sq Ft
$255
Number of Homes for Sale
7
Last 12 months Home Sales
68
Months of Supply
1.20
Median List Price
$379,950
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-6%
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