25

Homes for Sale near Gildersleeve School

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  • /27

    $660,000

    • Land
    • 39 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

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 981-0331

    0 Gildersleeve Rd, Portland, CT 06480
  • /30

    $369,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,239 Sq Ft

    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.

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 615-3684

    4 John Place, Portland, CT 06480
  • /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!

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 943-4408

    62 Cornwall St, Portland, CT 06480
  • /31

    $335,000

    • 3 Beds
    • 3 Baths
    • 1,264 Sq Ft

    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
  • /35

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,985 Sq Ft

    51 Appletree Ln, Portland, CT 06480

    Welcome to this stunning contemporary home that blends modern design with natural beauty. Offering 2 spacious bedrooms, 2 full bathrooms, and an open-concept kitchen and dining area, this home is designed for comfort and style. The airy layout flows seamlessly into the sunroom, where you can relax and enjoy views of the peaceful backyard. Upstairs, a loft space overlooks the lower level, perfect

    Carl Guild Carl Guild & Associates

    51 Appletree Ln, Portland, CT 06480
  • /25

    $475,000

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

    5 Scenic Dr, Portland, CT 06480

    Welcome to this beautifully updated 3-bedroom, 2.5-bath home, thoughtfully designed and built by the original owners and lovingly maintained by the family ever since. The home features a fully finished walk-out lower level with excellent potential for an in-law suite or guest accommodations, offering flexibility to meet a variety of needs. Ideal for gardening enthusiasts, the expansive yard

    Christie Diaz-o William Raveis Real Estate

    5 Scenic Dr, Portland, CT 06480
  • /40

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 2,669 Sq Ft

    286 Marlborough St, Portland, CT 06480

    A Rare Blend of Lifestyle & Opportunity! They say you shouldn't mix business with pleasure - but this unique property might just be the exception. Upstairs, you'll find a bright and inviting two-bedroom, one-bath apartment, ideal for comfortable living or strong rental potential. Downstairs, a flexible commercial space - formerly a charming salon - awaits your vision. Whether it's a boutique,

    Kris Robinson Eagle Eye Realty PLLC

    286 Marlborough St, Portland, CT 06480
  • /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
  • /36

    $319,900

    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft

    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
  • /26

    $275,000

    • 5 Beds
    • 3.5 Baths
    • 2,792 Sq Ft

    25 Church St, Portland, CT 06480

    Looking for an Investment Property. This Two Family Home (previously 3 Family) 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
  • /13

    $550,000

    • 8 Beds
    • 5.5 Baths
    • 3,654 Sq Ft

    12 Fairview St, Portland, CT 06480

    12 Fairview Street, a XL 2 family in one of Portland's downtown residential neighborhoods. Close to food, highways, shopping, municipal buildings and more! Fully renovated in 2013, updated in 2023 and producing $4800/mo! This multi is updated with two units. The first unit is 1,000sq ft. A recently renovated 2 bed 2 full baths with fresh paint, floors, and master bathroom. Includes galley kitchen

    Moira Dill mygoodagent

    12 Fairview St, Portland, CT 06480
  • /13

    $239,000

    • 3 Beds
    • 1.5 Baths
    • 994 Sq Ft

    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
  • /30

    $375,000

    • 2 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    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
  • /7

    $110,000

    • Land
    • 1.79 Acres
    • $61,453 per Acre

    0 Jobs Pond Rd, Portland, CT 06480

    Discover your perfect private escape on this nearly 2-acre approved building lot. Bordering a tranquil brook, this nature lover's paradise is just steps to the scenic Airline Trail for hiking and biking. Conveniently located just minutes from Route 66, providing easy access to local amenities, schools, and commuting routes. House and site plans available. Agent is related to owner. Your peaceful

    Julia King William Raveis Real Estate

    0 Jobs Pond Rd, Portland, CT 06480
  • /40

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft

    3 Indian Hill Ave, Portland, CT 06480

    *A moment in time*. This is a very rare opportunity to own a piece of Portland History. The Job Bates Home was crafted in or around the year of 1747 and is available for the first time in 53 years. Located near the CT River this home is unique in so many ways. With original features such as wide plank flooring, not one but 2 beautiful original brownstone and fieldstone fireplaces, built in nooks

    Stacy King Eagle Eye Realty PLLC

    3 Indian Hill Ave, Portland, CT 06480
  • /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
  • /12

    $99,900

    • Land
    • 1.05 Acres
    • $95,143 per Acre

    408 Cox Rd Unit 7, 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

    408 Cox Rd Unit 7, Portland, CT 06480
  • /12

    $99,999

    • Land
    • 1.00 Acre
    • $99,999 per Acre

    414 Cox Rd Unit 6, 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

    414 Cox Rd Unit 6, Portland, CT 06480
  • /12

    $124,900

    • Land
    • 2.80 Acres
    • $44,607 per Acre

    432 Cox Rd Unit 3, 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

    432 Cox Rd Unit 3, Portland, CT 06480
  • /12

    $99,900

    • Land
    • 1.00 Acre
    • $99,900 per Acre

    420 Cox Rd Unit 5, 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

    420 Cox Rd Unit 5, Portland, CT 06480
  • /12

    $99,900

    • Land
    • 1.04 Acres
    • $96,058 per Acre

    438 Cox Rd Unit 2, 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

    438 Cox Rd Unit 2, Portland, CT 06480
  • /12

    $99,900

    • Land
    • 1.34 Acres
    • $74,552 per Acre

    444 Cox Rd Unit 1, 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

    444 Cox Rd Unit 1, Portland, CT 06480
  • /2

    $85,000

    • Land
    • 1.77 Acres
    • $48,023 per Acre

    0 Thompson Hill Rd, Portland, CT 06480

    If you are looking for the perfect spot to build your new home than you need to come walk this property! An interior lot, 1.77 acres, approved and perc tested. The lot has drainage pipes installed so that the stream that appears intermittently will not affect your driveway access. Seller will also bring in the utilities and shape the driveway for the buyer! The lot has been staked, wooded lot

    Laura Maturo William Raveis Real Estate

    0 Thompson Hill Rd, Portland, CT 06480
  • /12

    $124,900

    • 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
  • /2

    $300,000

    • Land
    • 1.68 Acres
    • $178,571 per Acre

    271 Marlborough St, Portland, CT 06480

    Seize the opportunity to own a premium piece of commercial real estate located on the bustling Route 66 in Portland. This exceptional parcel offers about 136 feet of road frontage on one of Connecticut's most traveled state roads, ensuring maximum visibility and exposure for any business. Benefit from the high volume of drive-by traffic that Route 66 sees daily, providing your business with the

    Carl Guild Carl Guild & Associates

    271 Marlborough St, Portland, CT 06480
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