Port Perry Homes with 100+ Approx Age

Port Perry Homes with 100+ Approx Age

Welcome to Port Perry, a picturesque gem nestled in the heart of Scugog, Ontario. This charming lakeside community is renowned for its rich history, vibrant culture, and stunning natural beauty. With its roots tracing back over a century, Port Perry boasts an array of homes that reflect the character and charm of yesteryear. Many of these residences, aged 100 years or more, are not only beautiful but also steeped in stories that add to the neighborhood's unique appeal.

As you wander through the tree-lined streets, you’ll be captivated by the architectural diversity, from stately Victorian homes to quaint cottages, each offering a glimpse into the past. The warmth of the community is palpable, with friendly neighbors and a strong sense of belonging. Port Perry is also home to a thriving arts scene, with local galleries, theaters, and community events that celebrate creativity and connection.

Nature enthusiasts will appreciate the abundance of outdoor activities available, from scenic walks along Lake Scugog to exploring the nearby trails and parks. The downtown area is a bustling hub, featuring charming boutiques, cozy cafes, and delightful eateries that cater to every palate.

Port Perry combines the best of small-town living with modern amenities, making it an ideal place for families, retirees, and anyone looking to embrace a slower pace of life. Whether you're drawn to the historic homes or the community spirit, Port Perry is a place where memories are made, and dreams come home. Discover the magic of this enchanting neighborhood today!

Newest Port Perry Homes with 100+ Approx Age

$1,169,900
4 Beds ⋅ 3 Baths ⋅ E13579060 MLS
220 Cochrane Street offers timeless character with none of the risk. A home that's proven itself for over a century, now updated for the way people actually live today. This magnificent home sits on a rare double lot on one of Port Perry's most coveted & iconic streets - steeped in history, elegance, & irreplaceable character. From the moment you arrive, the impression is unforgettable. Sip your morning coffee on the expansive covered front porch as a cool breeze moves through the gardens & mature trees. Step through the original front door-its carved embellishments & bevelled glass a masterpiece of 19th century craftsmanship, & feel the warmth of the home envelop you. Original elements are lovingly retained - hardwood floors that carry 140 years of stories, twin staircases, stained glass windows casting jewelled light, soaring ceilings with plaster medallions, & extraordinary wall trim that newer construction can only dream of. Yet for all its grandeur, the Jeffrey House lives beautifully in the present. Upkeep is worry free-electrical, plumbing, shingles, & insulation are all updated. Meal prep is a breeze in the modern kitchen with granite counters & stainless appliances. Carry the conversation into the expansive dining room & out to the pergola & composite deck for an evening that lingers long after dinner. Later, sink into the hot tub under the stars or gather with friends around the natural gas fire pit on the stamped concrete patio. Upstairs, the spacious primary bedroom is a true retreat, offering a gas fireplace, dressing room, private laundry, heated-floor ensuite & balcony. Three more spacious bedrooms, a modern main bath, a sitting room & a cozy library with fireplace & balcony complete the upper level. An attached 2 car garage with interior access rounds out the conveniences. Downtown Port Perry, the waterfront & all amenities are just steps away. This is not just a house. This is the Jeffrey House on iconic Cochrane Street. Come see it for yourself.

220 Cochrane Street, Scugog
$999,999
4 Beds ⋅ 2 Baths ⋅ E13560036 MLS
Charming Century Home in the Heart of Port Perry (Circa 1880), where timeless character meets thoughtful updates on a rare oversized double lot with desirable R2 zoning. Set on a beautifully landscaped 95.57 ft x 138.12 ft property lined with perennial gardens, this 4-bdrm, 2-bath home offers exceptional curb appeal just steps to downtown shops, restaurants, parks, schools, waterfront amenities & all the charm Port Perry is known for. Inside, the breathtaking main floor showcases the craftsmanship & elegance of a bygone era with soaring 10-ft ceilings, oversized windows, original trim, wainscoting, hardwood, intricate banister details & portions of original flooring in remarkable condition. The impressive ceiling heights throughout the main level create an airy, spacious feel rarely found in today's homes, enhancing natural light & the home's welcoming atmosphere. The front living room is filled with natural light & offers an impressive gathering space, while the elegant dining room is perfectly suited for entertaining. The updated kitchen (2023) blends modern style & functionality with a large island while complementing the home's historic character. Just off the kitchen, a charming enclosed back porch offers a peaceful space to relax while overlooking the backyard setting, perfect for seasonal enjoyment. Main floor laundry & abundant storage add everyday convenience. A second staircase off the kitchen adds charm & functionality, leading to the upper level where you'll find four spacious bedrooms,a 4-piece bathroom & an additional living space ideal for a home office, reading room or cozy sitting retreat. Continued high ceilings on the second level further enhance the sense of space & character throughout the home. Outside, the beautifully landscaped lot offers exceptional outdoor enjoyment, while the newly built double car garage adds valuable practicality & storage. Rarely does a property of this size, character, lot depth become available in downtown Port Perry.

354 Queen Street, Scugog
$889,900
4 Beds ⋅ 2 Baths ⋅ E13438678 MLS
Character, charm and convenience come together in this beautifully updated 4-bedroom circa 1910 brick century home located just steps from historic downtown Port Perry. Enjoy a walkable lifestyle with the hospital, waterfront trails, marina, library, parks, shops, restaurants, transit and Lake Scugog all nearby.Unlike many properties on Simcoe Street, this home enjoys convenient access from Paxton Street with two driveways and a detached 16' x 26' garage. A covered 20' x 30' attached carport doubles as an outdoor entertaining space while also providing sheltered parking and convenient side-entry access to both the main floor and lower level.Set on an impressive 62' x 190' in-town lot with potential severance opportunities (subject to approvals), this expansive property offers approximately 2,900 sq ft of sun-drenched living space across three finished levels, seamlessly blending original architectural character with modern updates.Main floor features spacious principal rooms, an inviting living room, formal dining room with access to the porch, combination 3-piece bathroom/laundry room and a unique minimalist kitchen complemented by a separate prep kitchen/scullery with additional workspace and storage.Second level features a beautifully renovated spa-inspired bathroom complete with double vanity, soaker tub and glass shower, along with four generous bedrooms, each with its own closet.Third level features an expansive loft offering exceptional flexibility as a family room, media lounge, home office, studio, fitness space, games room or guest retreat.Lower level offers a full-height basement with concrete floor, abundant storage, interior access and a convenient walk-up egress to the carport.Recent improvements include hardwood flooring (2025), furnace (2024), central air conditioning (2019 +/-), hot water tank (2020 +/-) and updated electrical, shingles 10 years+/-. Be sure to view the mutimedia link for video, drone, interactive floorplan & additional stills

15578 Simcoe Street, Scugog
$999,000
4 Beds ⋅ 3 Baths ⋅ E12894854 MLS
Experience the ultimate "Heritage-Modern" home in the heart of Downtown Port Perry. Circa 1870, this captivating residence offers the timeless soul of a victorian home, full character and charm, but thoughtfully updated with the kind of structural improvements buyers rarely find: The entire house was professionally raised to create a modern, full-height concrete basement. Move beyond the typical "old house" cellar and enjoy a bright and expansive lower level featuring a sprawling recreation room with a private 4th bedroom with large windows and a 3-piece bath-perfect for guests or a home office, all with newly installed carpet, carrying throughout the house. The a main floor is bathed in natural light, featuring an updated gourmet kitchen with center island, stainless steel appliances, and dining area wrapped in windows.The kitchen flows seamlessly through French doors into the inviting living room, where an electric fireplace creates a warm and welcoming focal point. cozy gas Retreat to the primary suite boasting vaulted ceilings, his and hers closets, and its own fireplace. Professional peace of mind is included with a brand-new high-efficiency furnace and A/C (2024). Outside, the unique 88' wide irregular lot features mature landscaping, a tranquil pond, and the "crown jewel" for hobbyists: a the massive 24' x 24' detached, heated garage with hydro-the ultimate year-round workshop, and parking for 6 vehicles. Just a short, scenic stroll to Queen Street shops, lakefront, and top-rated schools. This isn't just a century home; it's a modernized masterpiece ready for the next century. See the feature sheet for additional details about the property.

329 Mcdonald Street, Scugog
$6,995,000
E12199797 MLS
PRICE REDUCED. A rare opportunity to acquire one of downtown Port Perry's most iconic landmark investment properties. This fully occupied mixed-use asset features six established commercial tenants and 11 residential apartment suites, offering immediate, stable cash flow. ---||--- Formerly known as the Settlement House, this distinguished heritage building is one of the most recognizable properties in Port Perry's Historic Downtown Heritage Conservation District. Occupying a premier, high-exposure location directly across from the renowned Port Perry Post Office and surrounded by major banks, the public library, pharmacy, boutique shopping, restaurants, and the vibrant downtown core, the property enjoys exceptional visibility and year-round pedestrian traffic. Just steps from the waterfront, parks, and popular community events, it benefits from both a loyal local customer base and a steady stream of tourists. ---||--- This is more than an income property-it's a cornerstone of Port Perry's commercial district and a true trophy asset with enduring character, irreplaceable location, and long-term investment appeal. The diversified tenant mix provides reliable income, while the residential component offers meaningful revenue growth as suites transition to market rents. ---||--- Ideally situated only 15-20 minutes from Highways 407 and 412, and approximately 45 minutes from Toronto's DVP/Highway 401 interchange, the property combines small-town charm with convenient access to the Greater Toronto Area, making it well positioned to benefit from continued regional growth and increasing demand. ---||--- Whether you're expanding an investment portfolio, completing a 1031-style exchange, or seeking a landmark asset with stable income, positive cash flow, and long-term appreciation potential, this is a rare opportunity to own one of Durham Region's most prestigious downtown commercial properties.

183 Queen Street, Scugog
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