Old Simcoe Street Homes for Sale
Old Simcoe Street Homes
The Old Simcoe Street area features some of Port Perry’s most historic homes and streetscapes. Buyers are drawn to its character properties, mature setting, and close proximity to downtown shops and restaurants.
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354 Queen Street in Scugog: Port Perry House for sale : MLS®# E13560036
354 Queen Street Scugog L9L 1J9 
$999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13560036
- Bedrooms:
- 4
- Bathrooms:
- 2
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. More detailsListed by RIGHT AT HOME REALTY- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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1781 Scugog Street in Scugog: Port Perry House for sale : MLS®# E13583984
1781 Scugog Street Scugog L9L 1J6
$859,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13583984
- Bedrooms:
- 5
- Bathrooms:
- 3
This meticulously maintained all brick 3 + 2 bedroom home is spacious, brightly sunlit & beautifully updated. Step into an airy open concept main level which flows seamlessly from the kitchen to the living & dining areas. Walkout from the kitchen onto the deck & enjoy your morning coffee while overlooking the extremely private & fenced backyard with lush perennial gardens. Recent updates on the main level include kitchen cabinetry, large centre island w/breakfast bar, quartz counters, all appliances, 2 main floor bathrooms & windows. The home has been freshly painted throughout & is carpet-free except for the family room. The main level is enhanced by attractive bamboo flooring. There is a kitchen pantry & ample closet storage in all bedrooms. The finished lower level expands the living space with an oversize family room with a newer patio door leading to the beautiful backyard, 2 generous size bedrooms, 4 piece bathroom, office space & laundry room. There are 2 separate entrances to the bright lower level allowing the potential for this level to ideally be an apartment or a home-based business space. Separate entrances from the driveway & garage to the lower level as well as the patio door. This property is a large corner lot with access from Crandell Street for easy entrance & exit to the repaved driveway which easily accommodates 4 vehicles. Well designed hardscaping leads from the driveway to the front door. Additional improvements include shingles +/- 5 years, washer & dryer +/- 4 years, garage door & electric garage door opener 1 year & gas furnace & central air 2014. Located an easy walk to schools, downtown Port Perry, where you can enjoy local shops, restaurants, parks, Lake Scugog & all the amenities & activities this vibrant town has to offer. More detailsListed by Re/Max All-Stars Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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99 Earl Cuddie Boulevard in Scugog: Port Perry House for sale : MLS®# E13557090
99 Earl Cuddie Boulevard Scugog L9L 1T3
$1,024,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13557090
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 99 Earl Cuddie Blvd., a beautifully maintained 3-bedroom, 4-bathroom home showcasing true pride of ownership throughout. The spacious and functional layout features soaring cathedral ceilings in the living room, an open-concept kitchen overlooking the family room. The generous primary suite includes a private ensuite bath, two walk in closets creating the perfect retreat. The professionally finished basement offers additional living space ideal for family gatherings and presents excellent in-law suite potential. Located in one of Port Perry's most sought-after neighbourhoods, this exceptional home is less than an hour from the GTA and Highway 407, and just minutes from Lake Scugog, shopping, restaurants, parks, and local amenities. Move-in ready and meticulously cared for, this stunning home is waiting for its next owners. Book your private showing today! More detailsListed by The Nook Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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69 Casimir Street in Scugog: Port Perry House for sale : MLS®# E13128628
69 Casimir Street Scugog L9L 1B7
$799,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13128628
- Bedrooms:
- 3
- Bathrooms:
- 2
Enjoy views of Lake Scugog right from your driveway and experience the convenience of in-town living in one of Port Perry's most desirable locations! Located in the heart of downtown Port Perry, this well-maintained 3-bedroom, 2-bathroom side split sits on a corner lot just steps from the waterfront, local amenities, and some of Durham Region's best restaurants. Side yard to the East of the house provides potential for severance in prime downtown location. Inside, the spacious main level features a bright living room with a large bay window, a dedicated dining area, and an eat-in kitchen perfect for everyday living and entertaining. Upstairs offers 3 generously sized bedrooms and an updated 4-piece bathroom with tub. The ground level includes a convenient laundry room with garage access and a walkout to the backyard. Downstairs, the basement provides additional living space with a large above-grade window and cozy brick fireplace, plus a large utility room and crawlspace offering plenty of storage. Outside, enjoy a huge driveway with parking for 5 vehicles, an extra deep garage, deck, and large side yard with plenty of room to relax or entertain. Recent updates include flooring, light fixtures, paint, furnace (2026), hot water tank (2 years), windows (approx. 8 years), and roof (approx. 10 years). A fantastic opportunity to own a move-in ready home in an unbeatable downtown location! More detailsListed by Royal LePage Frank Real Estate- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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14814 Simcoe Street in Scugog: Port Perry House for sale : MLS®# E13577796
14814 Simcoe Street Scugog L9L 1G2
$759,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13577796
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this meticulously maintained and beautifully upgraded 3-bedroom, 3-bathroom two-storey home, perfectly situated on a private 66x165 ft (0.25 acre) lot in the heart of Port Perry. Just minutes to downtown shops, restaurants, the waterfront, and only 15 minutes to Highway 407, this property offers the perfect balance of small-town charm and commuter convenience. Designed for both everyday living and entertaining, the main floor features a spacious kitchen with granite countertops, generous dining room, separate living and family rooms, a stunning double-sided gas fireplace, and two walkouts to the large back deck overlooking the fully fenced, exceptionally private backyard. Upstairs, you'll find three spacious bedrooms, including a primary retreat complete with a walk-in closet and walkout to a large elevated balcony-an ideal place to enjoy your morning coffee or unwind at the end of the day. The finished basement expands your living space with a large recreation room, office or potential fourth bedroom, and a new 4-piece bathroom. Car enthusiasts, hobbyists, and business owners will appreciate the incredible detached heated garage featuring an 11-foot ceiling, separate hydro panel, and ethernet connection, while the oversized driveway provides parking for 12+ vehicles. Thoughtfully updated throughout, this home offers peace of mind withnumerous recent improvements including the roof (2022), deck (2020), luxury vinyl flooring(2024), front steps, interlock and garden beds (2023), furnace (2019), driveway (2021), garagegas heater (2018), exterior doors (2022-2024), basement windows (2022), basement bathroom(2026), fence (2021), washer and dryer (2025), and attic insulation in both the house andgarage (2019). Additional features include a water softener, furnace humidifier, reverse osmosis, & sediment filter. This is a rare opportunity to own a move-in ready home at an affordable price in the heart of Port Perry! More detailsListed by Royal LePage Frank Real Estate- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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MAIN 211 Casimir Street in Scugog: Port Perry House for lease : MLS®# E13574304
MAIN 211 Casimir Street Scugog L9L 1B7
$2,200Residential Freehold- Status:
- For Lease
- MLS® Num:
- E13574304
- Bathrooms:
- 1
***ALL INCLUSIVE*** Welcome to this bright and beautifully finished legal accessory apartment, tucked into a lovely home in the heart of Downtown Port Perry. This main-level executive studio offers easy, single-level living with no steps - perfect for anyone wanting comfort and convenience in one of Scugog's most walkable neighbourhoods.Inside, you'll find a spacious, light-filled layout (607 sq ft) with a large bathroom complete with in-suite laundry, a full kitchen, and generous living and dining space. All appliances are included, and the unit enjoys excellent natural light throughout the day. Step outside to your own private backyard area, ideal for relaxing outdoors.Tandem shared parking in the driveway. All-inclusive rent - heat, hydro, and water covered by the landlord - makes budgeting simple. Just steps to downtown Port Perry's shops, restaurants, and the lake. This is a rare opportunity for a tenant looking for a turnkey, low-maintenance home in an unbeatable location. More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E12903226
158 Blossom Court Scugog L9L 1G5
$779,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12903226
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to this charming, sun-filled 3+1-bedroom home nestled on a quiet cul-de-sac in a family-friendly neighbourhood-just a short stroll to historic downtown Port Perry. This beautifully maintained raised bungalow offers a bright and inviting layout, featuring a newly renovated modern kitchen and semi-ensuite , updated windows and flooring throughout the main floor. The spacious, open-concept rec room is perfect for relaxing or entertaining, complete with a cozy gas fireplace and large above-grade windows that fill the space with natural light. Step outside to your private, fully fenced backyard, surrounded by mature trees and thoughtful landscaping-ideal for family time, gardening, or hosting summer gatherings. Enjoy the convenience of being within walking distance to local restaurants, charming shops, the waterfront, schools, parks, and more. This home truly offers the perfect blend of comfort, convenience, and community. Don't miss your chance to make this exceptional property your own! More detailsListed by Re/Max All-Stars Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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29 Applewood Crescent in Scugog: Port Perry House for sale : MLS®# E13573288
29 Applewood Crescent Scugog L9L 1G7
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13573288
- Bedrooms:
- 3
- Bathrooms:
- 3
Move right in to this well maintained and updated 4 level sidesplit in an established Port Perry neighbourhood , within walking distance to schools, shopping and neighbourhood park on the crescent. Freshly painted throughout; wide plank luxury vinyl floors through home; family room with gas fireplace, sliding door walkout to rear yard & custom toy/storage bin bench; bright updated kitchen overlooking family room with quartz counters, good cabinet space plus pantry closet & large windows with backyard views; living room/dining room combination -perfectly sized for entertaining and highlighted with an electric fireplace in living room and barn doors in dining area; 2 bedrooms on second level with updated family bath plus a Primary suite with updated 3 pc ensuite and walk in closet. Basement level of home finished with spacious laundry room with loads of built in cabinetry and additional L- shape entertaining/man cave space with bar area. Main floor mudroom with built ins and garage access and 2piece bath. Fully fenced and private rear yard- great for the kids and family dog, large deck for relaxation/entertaining space and shed for additional storage. Updates include Napolean electric fireplace(+/-2024); luxury vinyl plank flooring(+/-2024); hand railings and stairs(+/-2024); fireplace gas insert(+/-2022), ensuite bath (+/-2023), family bath(+/-2023); powder room & mudroom (+/-2024); kitchen (+/-2019); windows/roof (+/-2017); front door & sidelight (+/-2024); back sliding door (+/-2024); water softener (+/-2019); 200 amps breakers. More detailsListed by Re/Max All-Stars Realty Inc.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
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29 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13218940
29 Lakeview Drive Scugog L9L 1G9
$803,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13218940
- Bedrooms:
- 3
- Bathrooms:
- 2
*Freshly Updated & Back on the Market*29 Lakeview Drive has just undergone a stylish refresh and is now move-in ready with a bright new look. After taking the home off the market briefly to complete a series of tasteful upgrades, it now features fresh paint throughout the upper level, updated door hardware, all new light fixtures, and a beautifully refinished deck-giving the home a more modern, polished feel both inside and out.This rarely offered all-brick bungalow sits on the desirable south side of Lakeview Drive in the Apple Valley neighbourhood, with no direct neighbours behind-offering an added sense of privacy. Featuring three spacious bedrooms and a functional layout, this home provides plenty of potential to make it your own.A welcoming front porch offers the perfect spot to enjoy your morning coffee or unwind in the evening. The finished basement creates a great space for entertaining, complete with a built-in wet bar and a convenient separate entrance to the garage, while the attached two-car garage adds everyday practicality.Step outside to a private backyard featuring a large refinished deck, gazebo, and two custom-built wood sheds-ideal for those who appreciate outdoor living and extra storage.Recent major improvements include a renovated kitchen (2024), new roof (2024), freshly paved driveway (2025), and Eco Water System (2026), adding value and peace of mind.Situated in a quiet, well-established community close to schools, parks, and all local amenities, this home is well-suited for families, downsizers, or anyone looking to enter a desirable neighbourhood.Located along the shores of Lake Scugog, Port Perry is known for its scenic waterfront, historic downtown, boutique shopping, and locally owned restaurants-making it a wonderful place to call home. More detailsListed by RE/MAX ALL-STARS REALTY INC.- DORI ROMANTINI
- RIGHT AT HOME REALTY
- 1 (647) 2016397
- Contact by Email
Data was last updated July 22, 2026 at 02:15 AM (UTC)
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