House-Keswick Rentals

(35 relevant results)
Sort by
House for rent: 381 THE QUEENSWAY STREET S, Georgina

4 photos

$2,800

381 The Queensway Street S, Georgina (Keswick South), Ontario L4P 2C4

3 beds
1 baths
15 days

Woodbine & Glenwood Well maintained cozy Bungalow in the heart of Keswick. Large private yard, 3 minutes to Hwy 404 and walking distance to lake, grocery, restaurants, stores. Steps away from Transit. A true gem in the highly sought after Keswick core. (id:27476)

Listed by: Domenic Sorbara ,Royal Lepage Your Community Realty (905) 832-6656
House for rent: BSMT - 4 ALICE AVENUE, Georgina

15 photos

$1,850

Bsmt - 4 Alice Avenue, Georgina (Keswick North), Ontario L4P 2N8

1 beds
1 baths
29 days

Cross Streets: Metro Rd./ Boyers Rd. ** Directions: Metro Rd. N. to Alice. Lovely And Fully Updated 1 Bedroom + Office/Den Lower Level Unit Located In Desirable North Keswick. This Bright And Well Maintained Space Offers A Comfortable, Modern Layout Featuring Luxury Vinyl Flooring Throughout,

Darrah Smith,Re/max All-stars Realty Inc.
Listed by: Darrah Smith ,Re/max All-stars Realty Inc. (905) 252-1062
House for rent: 399 THE QUEENSWAY SOUTH, Georgina

19 photos

$2,850

399 The Queensway South, Georgina (Keswick South), Ontario L4P 2C6

4 beds
2 baths
15 days

The Queensway S / Dovedale Dr Bright and spacious 3+1 bedroom, 1.5-bath home centrally located in the heart of Keswick. On municipal services - hydro, gas, water and sewer! Enjoy generous outdoor space, ample parking, and great potential for families or those seeking extra room to work from

House for rent: 52 ARLINGTON DRIVE, Georgina

12 photos

$3,095

52 Arlington Drive, Georgina (Keswick North), Ontario L4P 4H6

5 beds
3 baths
20 days

Cross Streets: Woodbine. ** Directions: Head West on Arlington from Woodbine. Home is on Right side. Come see this BEAUTIFUL 4 Bedroom, 3 Bathroom detached home in stunning, andPeaceful Keswick! This home is situated in a Gorgeous Family-Friendly neighbourhood, with plenty of parking and a

Joshua Fleming,Re/max Escarpment Realty Inc.
Listed by: Joshua Fleming ,Re/max Escarpment Realty Inc. (905) 575-5478
House for rent: BSMT - 26 RAINBOW COURT, Georgina

13 photos

$1,800

Bsmt - 26 Rainbow Court, Georgina (Keswick South), Ontario L4P 3Z6

2 beds
1 baths
23 days

Woodbine Ave & Glenwoods Ave Move in READY Now - A MUST SEE.. Wow!! FANTASTIC LOCATION IN Keswick - Very Spacious, Clean AndModern Basement Apartment.. 2 Full Bedrooms. Don't miss a chance to snatch this place. (id:27476)

Listed by: Lisa Ueng ,Century 21 People's Choice Realty Inc. (416) 562-8909
House for rent: 363 IRENE DRIVE, Georgina

20 photos

$2,600

363 Irene Drive, Georgina (Keswick South), Ontario L4P 3B3

3 beds
1 baths
2 days

Cross Streets: The Queensway S / Irene Dr. ** Directions: Lockbox. Whole House for Rent - Privacy & Lifestyle Combined!Enjoy privacy and comfort in this sun-filled, well-maintained home located in the heart of Keswick. Set on a quiet street, this inviting property offers a relaxed lifestyle

Sandy Liu,Jdl Realty Inc.
Listed by: Sandy Liu ,Jdl Realty Inc. (905) 731-2266
House for rent: 79 IAN DRIVE, Georgina

26 photos

$3,160

79 Ian Drive, Georgina (Keswick South), Ontario L4P 4G3

4 beds
3 baths
7 days

Cross Streets: Ravenshoe/Laurendale. ** Directions: Leslie/Ravenshoe. Quality Built 4 Bedroom "Lancaster Home" On A Premium Corner Lot Features A Modern Open Concept, Ceramic & Gleaming Hardwood Flooring, Oak Staircase, Newer flooring on 2nd Floor, Brand New washer & Dryer, brand new toilets

Hongwu Zhu,Bay Street Group Inc.
Listed by: Hongwu Zhu ,Bay Street Group Inc. (905) 909-0101
House for rent: 342 PASADENA DRIVE, Georgina

13 photos

$2,850

342 Pasadena Drive, Georgina (Keswick South), Ontario L4P 2Z1

3 beds
2 baths
14 days

The Queensway S/Pasadena Drive Bright and spacious 3-bedroom detached home featuring an attached single-car garage and a fully fenced backyard with dual frontage, offering added convenience. Freshly painted throughout, this well-maintained residence is ideally situated in the heart of Keswick.

House for rent: 303 KENWOOD AVENUE, Georgina

14 photos

$2,400

303 Kenwood Avenue, Georgina (Keswick South), Ontario L4P 2X6

4 beds
2 baths
19 days

Kenwood Ave & Lake Dr S Spacious And Bright 2 Storey 4 Bedroom 2 Bathroom Home in Desirable South Keswick! Walk to Lake/Beach. View the Sunsets From Upper Deck! Large Updated Kitchen. Has Breakfast Bar and Stainless Steel Appliances. 2 Updated Baths, 1-3Pc, 1-4pc, Laundry on Upper Level! Updated

Listed by: Nasi Ansari Vaghef ,Royal Lepage Your Community Realty (905) 731-2000
House for rent: 339 WINNIFRED DRIVE, Georgina

23 photos

$2,800

339 Winnifred Drive, Georgina (Keswick South), Ontario L4P 3B6

4 beds
2 baths
35 days

The Queensway S / Irene Dr Well Maintained 3+1 Bedroom Home Located In Heart South Keswick. 2170 Sf(Above Grade). Large Family Room W Fireplace.Open Concept Living/Dining Rooms & Family Sized Kitchen W W/O To Deck. Master Has A W/O To Balcony. Roof(2020). Steps To Lake Simcoe Waterfront, Parks,

Listed by: Jenny Liu ,Royal Elite Realty Inc. (905) 604-9155
House for rent: 10 BENN AVENUE, Georgina

29 photos

$3,380

10 Benn Avenue, Georgina (Keswick South), Ontario L4P 0G8

4 beds
3 baths
60 days

Cross Streets: Leslie And Ravenshoe. ** Directions: Direct. Welcome to this spacious and stylish 4-bedroom, 3-bath family home offering 2801 sq ft of beautifully finished living space in the desirable Keswick South community. The grand 18 ft vaulted ceiling in the family room creates an impressive

Sandy Liu,Jdl Realty Inc.
Listed by: Sandy Liu ,Jdl Realty Inc. (905) 731-2266
House for rent: BASEMENT - 20 BILL GUY DRIVE, Georgina

15 photos

$2,190

Basement - 20 Bill Guy Drive, Georgina (Keswick South), Ontario L6P 0J1

3 beds
2 baths
11 days

The Queensway S / Garrett Styles Dr Brand New and Spacious 3 Bedroom and 2 Full Washrooms in a legally finished Basement Apartment in prime Keswick area. Large Lookout windows, Huge Living Room, Vinyl flooring throughout , High end Kitchen with Marble counter tops & Marble Backsplash; Brand

House for rent: 393 ADELINE DRIVE, Georgina

28 photos

$3,500

393 Adeline Drive, Georgina (Keswick South), Ontario L4P 3C4

4 beds
2 baths
70 days

Cross Streets: Lake Dr/Ravenshoe. ** Directions: Adeline Dr. A Bright Stunning Fully Furnished 4 Bedroom Bungalow Located In The Heart Of Keswick Steps to Lake Simcoe. Family Room With Wood Burning Fireplace, Beautifully Renovated Kitchen With New Appliances With Walkout To Large & South Facing

Sam Roozbahani,The Real Estate Office Inc.
Listed by: Sam Roozbahani ,The Real Estate Office Inc. (416) 883-0095 X777
House for rent: 329 DANNY WHEELER BOULEVARD, Georgina

17 photos

$3,500

329 Danny Wheeler Boulevard, Georgina (Keswick North), Ontario L4P 0K1

5 beds
5 baths
31 days

Woodbine Ave & Church St Stunning custom-built modern home in the heart of Georgina on a premium corner ravine lot, offering nearly 4,000 sq ft of luxury living with 10 ft ceilings on the main floor, 9 ft ceilings on the second floor, and a 9 ft walk-up basement. Features include an open-concept

Listed by: Cecilia Guo ,Homelife Landmark Realty Inc. (905) 305-1600
House for rent: BSMT - 276 WALTER DRIVE, Georgina

19 photos

$1,800

Bsmt - 276 Walter Drive, Georgina (Keswick South), Ontario L4P 3A7

2 beds
1 baths
46 days

Walter Dr/The Queensway S Welcome to this bright and spacious 2-bedroom, 1 bathroom basement apartment offering comfort, convenience, and modern living. Featuring a private entrance overlooking the beautiful backyard and an open-concept layout. Located in a quiet, family-friendly neighborhood.

Jessica Jennings,Century 21 Leading Edge Realty Inc.
Listed by: Jessica Jennings ,Century 21 Leading Edge Realty Inc. (905) 898-9746
House for rent: 341 MIAMI DRIVE, Georgina

12 photos

$1,900

341 Miami Drive, Georgina (Keswick South), Ontario L4P 2Z6

1 beds
1 baths
33 days

Cross Streets: Lake Drive/ Miami Drive. ** Directions: The Queensway S to Miami Drive. Fantastic Private Unit with Big Windows on Bright Main Floor at Rear of House. Private Backyard with Firepit for Exclusive Use of Tenant. 2 Parking Spaces. Shared Laundry in Common Area Between Units. Note:

House for rent: 154 OAKCREST DRIVE, Georgina

20 photos

$2,300

154 Oakcrest Drive, Georgina (Keswick North), Ontario L4P 3H4

3 beds
2 baths
35 days

Pollock Rd/ Woodbine Ave Beautiful Newly Updated 3 Bedroom 2 Bathroom Home In A Quiet Location Near Pollock And The Queensway. Hardwood Flooring, Large Windows for Natural Light + A Open Concept. The Kitchen Double Doors Lead to A Large Deck and Oversized Fenced Backyard Perfect For Entertaining,

Brooke Tartibi,Century 21 Heritage Group Ltd.
Listed by: Brooke Tartibi ,Century 21 Heritage Group Ltd. (905) 764-7111
House for rent: (EAST) - 351 WINNIFRED DRIVE, Georgina

17 photos

$1,750

(east) - 351 Winnifred Drive, Georgina (Keswick South), Ontario L4P 3B6

1 beds
1 baths
55 days

Irene / Queensway Bright main floor modern suite, no one above you or below you. Full kitchen and laundry. Private parking, your own private fenced backyard in a quiet completely residential area, walking distance to the lake. Truly a special find. (id:27476)

Michael N. Mealia,Re/max Hallmark York Group Realty Ltd.
Listed by: Michael N. Mealia ,Re/max Hallmark York Group Realty Ltd. (416) 617-7998
House for rent: 141 SILAS BOULEVARD, Georgina

28 photos

$2,600

141 Silas Boulevard, Georgina (Keswick North), Ontario L4P 2K2

3 beds
1 baths
10 days

Cross Streets: Metro Rd South & The Queensway South. ** Directions: North on The Queensway South from Metro Rd South, West onto Silas Blvd. This Charming Bungalow, Boasting 3 Bedrooms and 1 Bathroom, Rests in Close Proximity to the Stunning Lake Simcoe. The Open Concept Living Area Features

Listed by: Nazanin Eshghi Moghaddam ,Sutton Group-admiral Realty Inc. (416) 739-7200
House for rent: 24 METRO ROAD N, Georgina

7 photos

$2,200

24 Metro Road N, Georgina (Keswick North), Ontario L4P 1B7

3 beds
1 baths
20 days

Cross Streets: Metro Rd & Medina Dr. ** Directions: Woodbine ave, Church st, to Metro Rd. Nice 3 Br Bungalow On Amazing Oversized 74.5 X 125 Ft Fully Fenced Lot* Just A Few Steps To Lake Simcoe* Bright Spacious Living Room With Picture Window & Gas Fireplace* Galley Kitchen With Glass Backplash*

Listed by: Karina He ,Bay Street Group Inc. (905) 909-0101
House for rent: 366 IRENE DRIVE, Georgina

22 photos

$2,500

366 Irene Drive, Georgina (Keswick South), Ontario L4P 3B2

2 beds
1 baths
32 days

Cross Streets: Lake Dr S & Irene Dr. ** Directions: Entrance on Irene Dr. Welcome to 366 Irene Dr. This admirable, cottage-style, bungalow sits on a huge 66.66 x 180 feet lot. Just a short walk away from Lake Simcoe, you can easily enjoy numerous waterfront activities. Sunlight pours into the

Listed by: Jeffrey Sun (416) 222-8600
House for rent: 367 HOLLYWOOD DRIVE N, Georgina

8 photos

$2,400

367 Hollywood Drive N, Georgina (Keswick South), Ontario L4P 3A2

2 beds
1 baths
54 days

Cross Streets: Lake Drive /Hollywood Drive. ** Directions: Lake Dr S / Hollywood Dr. Sun-Filled Bungalow Steps To Lake Simcoe! Repainted Top To Bottom! Newer Kitchen With Walnut Counters, Beautiful Hand Scraped White Oak Hrdwd Throughout! Gorgeous Bathroom, Newer Fence And Deck... Just Move

Listed by: Kai Zhang ,Royal Lepage Golden Ridge Realty (905) 513-8878
House for rent: UPPER LEVEL - 213 DANNY WHEELER BOULEVARD, Georgina

31 photos

$3,400

Upper Level - 213 Danny Wheeler Boulevard, Georgina (Keswick North), Ontario L4P 0J8

4 beds
4 baths
19 days

WOODBINE AVE AND CHURCH STREET Luxurious detached residence located in the highly desirable Georgina Heights community, offering exceptional convenience and lifestyle appeal just minutes from Cook's Bay and Lake Simcoe. Ideally situated close to Highway 404, Walmart, community centres, restaurants,

Nehmat Ghai,Circle Real Estate
Listed by: Nehmat Ghai ,Circle Real Estate (905) 324-7777
House for rent: 278 PASADENA DRIVE, Georgina

11 photos

$2,750

278 Pasadena Drive, Georgina (Keswick South), Ontario L4P 2Y9

4 beds
1 baths
19 days

The Queensway South/Pasadena Drive Welcome to this bright and well-maintained 4-bedroom residence situated on a spacious lot with rare dual street frontage on Pasadena Drive and Terrace Drive. This unique configuration offers exceptional flexibility, and ample parking. The property is located

House for rent: MAIN - 14 HITCHING POST, Georgina

37 photos

$2,999

Main - 14 Hitching Post, Georgina (Keswick North), Ontario L4P 0H9

5 beds
4 baths
19 days

Hitching Post/Strathgreen Ln Beautiful 5Bd, 4Bth, 3236Sq home. High Ceiling, Appliances. Modern Zebra Blinds. Spacious And Bright! Breakfast Area Opens To Family Rm W/ Gas Fireplace, Laminate Flooring, All Rooms Have Washrooms! Close To Water, School, Many Shops, Medical Clinic, 404, And So

House for rent: #2 - 19 SHORELINE PLACE, Georgina

16 photos

$1,200

#2 - 19 Shoreline Place, Georgina (Keswick North), Ontario L4P 1L3

1 beds
1 baths
22 days

Church st & Shoreline Pl A 2nd floor bedroom with private bathroom for lease! Shared kitchen living room and dining room.**About the house: Beautiful view of private community park, and Cook's Bay / Lake Simcoe. The house has a good size kitchen with stainless refrigerator, oven, microwave,

Nancy Liu,Re/max Hallmark Realty Ltd.
Listed by: Nancy Liu ,Re/max Hallmark Realty Ltd. (647) 801-1969
House for rent: 48 ALICE AVENUE, Georgina

7 photos

$1,900

48 Alice Avenue, Georgina (Keswick North), Ontario L4P 3C8

2 beds
1 baths
40 days

Cross Streets: Metro / Alice. ** Directions: North Of Alice. The Bungalow Is On A Sought After Oversize 66 X 150 Ft Lot, In A Quiet Neighborhood Near Lake Simcoe. Spend Your Days With Your Family In The Spacious Backyard Or Walking Along Scenic Lake Drive. The Cabana And Custom Deck Compliment

Listed by: Kam Novin ,Re/max Imperial Realty Inc. (416) 898-7115
House for rent: LOWER LEVEL - 215 BAYVIEW AVENUE, Georgina

1 photos

$1,800

Lower Level - 215 Bayview Avenue, Georgina (Keswick South), Ontario L4P 2T3

1 beds
1 baths
25 days

Cross Streets: The Queensway & Bayview. ** Directions: Google Map. Beautiful and spacious basement unit located in a newly built custom home, offering a bright and modern living space with 8-foot ceilings throughout. This well-designed unit includes its own private in-suite laundry for maximum

House for rent: BASEMENT - 99 TULIP STREET N, Georgina

11 photos

$1,590

Basement - 99 Tulip Street N, Georgina (Keswick North), Ontario L4P 1C6

1 beds
1 baths
4 days

OLD HOMESTEAD RD/ METRO RD N A Bright and Large 1 Bedroom Basement , Family Room, Separate Entrance, Open Concept With a Large Kitchen and a Pantry, Close to all Amenities, School, Grocery stores, community Centre. On a Very Beautiful Quiet Street. Available Immediately, Separate Laundry, Tenant

Listed by: Farid Alakozai ,Re/max Metropolis Realty (416) 818-2845
House for rent: BASEMENT - 346 ANNSHIELA DRIVE, Georgina

13 photos

$1,950

Basement - 346 Annshiela Drive, Georgina (Keswick South), Ontario L4P 3A5

1 beds
1 baths
6 days

The Queensway and Annshiela Move-in anytime! Newly renovated, elegant unit featuring high ceilings, heated floor, separate laundry and kitchen, and large front and back decks. Upgrades include pot lights, updated electrical, vinyl windows, new flooring, fresh paint throughout, newer blinds,

Listed by: Wayne Yu ,Century 21 Leading Edge Realty Inc. (416) 494-5955
House for rent: 215 BAYVIEW AVENUE, Georgina

1 photos

$1,700

215 Bayview Avenue, Georgina (Keswick South), Ontario L4P 2T3

1 beds
1 baths
25 days

Cross Streets: The Queensway & Bayview. ** Directions: The Queensway Ask Google Map. Beautiful and spacious basement unit located in a newly built custom home, offering a bright and modern living space with 8-foot ceilings throughout. This well-designed unit includes its own private in-suite

House for rent: B - 177 THE QUEENSWAY S, Georgina

32 photos

$2,550

B - 177 The Queensway S, Georgina (Keswick South), Ontario L4P 2A3

3 beds
2 baths
43 days

The Queensway & Morton Ave Welcome to 177 The Queensway, Almost new residence. This three-bed, two-bath unit boasts large windows, a separate entrance, washer and dryer, and a dishwasher. Enjoy abundant natural light and an open floor plan connecting the living, dining, and kitchen areas. With

Ari Zadegan,Re/max Hallmark Ari Zadegan Group Realty
Listed by: Ari Zadegan ,Re/max Hallmark Ari Zadegan Group Realty (416) 618-0188
House for rent: BASEMENT - 148 RIVERGLEN DRIVE, Georgina

11 photos

$1,650

Basement - 148 Riverglen Drive, Georgina (Keswick South), Ontario L4P 2R2

1 beds
1 baths
4 days

The Queensway S & Riverglen Dr This well-maintained walk-up basement apartment offers a comfortable and spacious layour, ideal for a single professional or a couple. Featuring a large bedroom, an open-concept living area, a modern full bathroom, and a fully equipped kitchen, the space is both

Listed by: Ardy Arjomandkhah ,Century 21 Heritage Group Ltd. (905) 895-1822
House for rent: BSMT - 21 NATANYA BOULEVARD, Georgina

9 photos

$2,200

Bsmt - 21 Natanya Boulevard, Georgina (Keswick North), Ontario L4P 3R6

2 beds
1 baths
83 days

Woodbine/Wexford Available For Fast Move-In. This Newly Updated Unit Features New Flooring And Fresh Paint, A Functional Layout With Two Bedrooms And One Bathroom, Stainless Steel Kitchen Appliances, And Ensuite Washer & Dryer. One Driveway Parking Spot Included. Rent Includes Utilities And

Bonnie Lin,Union Capital Realty
Listed by: Bonnie Lin ,Union Capital Realty (289) 317-1288
House for rent: 57 LAMPKIN STREET, Georgina

42 photos

$3,200

57 Lampkin Street, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

4 beds
3 baths
21 days

Cross Streets: John Link Ave & Lampkin St/ Dr. George Burrows Pkwy & Lampkin St. ** Directions: John Link Ave to Lampkin St. This Beautifully Upgraded And Truly Turnkey Home Offers 4 Bedrooms And 3 Bathrooms, With Approximately 2200 Sq. Ft Of Functional Living Space. The Main Level Boasts 9Ft

Listed by: Felicia Savella ,Royal Lepage Your Community Realty (905) 722-3211

Buying a house in Keswick: practical guidance for end-users, investors, and cottage seekers

When you search “house Keswick,” you're usually weighing two worlds: full-time suburban living with Highway 404 access to the GTA, and Lake Simcoe's shoreline lifestyle with cottage-like amenities. Keswick (part of the Town of Georgina, York Region) blends newer subdivisions with established lakefront pockets, marinas, and conservation lands. This overview focuses on zoning realities, resale potential, seasonal dynamics, and the local factors that shape both ownership and investment outcomes.

Neighbourhood fabric and lifestyle appeal

Keswick North and Keswick South offer family-friendly streets with mid-2000s and newer construction, while older bungalows and split-levels dot the central and lakeside areas. Streets like Connell Drive, Keswick in the Simcoe Landing area illustrate the move-up suburban profile: larger lots than many inner-GTA communities, garages sized for gear, and walkable school parks. Lakeside, expect a mix—from renovated cottages to custom builds—plus public access points for boating and ice fishing.

Commuters benefit from 404's extension to the south end of Georgina. Transit options are evolving (GO buses via Newmarket and regional services), but most residents still plan around vehicle travel. Year-round recreation is robust: trails, arenas, marinas, and proximity to provincial and conservation parks around Lake Simcoe. If you're comparing broader Canadian lifestyle fits, browsing regional examples on KeyHomes.ca—like an orchard house in Victoria or a house in Mount Forest—can help calibrate expectations on lot size, climate, and property age against Keswick's offerings.

Zoning and permitting: what to verify before you write an offer

Residential zones, ARUs, and basement suites

Keswick properties fall under the Town of Georgina's Zoning By-law (commonly referenced as By-law 500, as amended). Ontario's provincial framework now encourages Additional Residential Units (ARUs), but specifics—such as parking, servicing, and maximum floor area—are set locally. Don't assume a basement apartment or garden suite is legal or legalizable without confirming zoning and capacity with the Town. Newer subdivisions may have stricter lot coverage and setback limits, while older areas can have legacy non-conformities that affect expansions or secondary units.

Waterfront and conservation authority oversight

Lands near the lake are often regulated by the Lake Simcoe Region Conservation Authority (LSRCA). That can trigger permits for shoreline work, docks, grading, and even some interior renovations if they impact foundations or septic. Floodplain mapping and hazard setbacks are non-negotiable, and tree removals may require approval. Always add a condition to verify conservation authority permissions for any contemplated improvements.

Short-term rentals (STRs)

Georgina has implemented licensing for short-term rental accommodations. Rules continue to evolve, but generally expect requirements for licensing, life-safety equipment, occupancy limits, parking, and potential caps or restrictions by zone. Fines for non-compliance can be significant. If your business model includes Airbnb-type use, build in time to confirm whether the property and street segment qualify and whether the licence can transfer.

Water, sewer, and rural-style utilities

Many Keswick subdivisions are on municipal water and sewer. Some fringe or lake-adjacent pockets may still use private wells and septic systems. For all non-municipal services:

  • Septic: Request recent pump-out and inspection records; confirm tank location, size, and bed condition. Lenders and insurers may require evidence of functionality. Replacements near the lake may need LSRCA sign-off and can be costly.
  • Wells: Test potability, flow rate, and mineral content. A shock chlorination history isn't a substitute for lab results.
  • Insurance: Overland water coverage and sewer backup are key. If mapping shows flood risk, premiums can rise, or coverage can be limited.

As a comparison point, rural-market nuances appear in other regions featured on KeyHomes.ca, like this house in Haliburton or a house in Middle Sackville—useful for understanding how wells, septic, and road maintenance can impact financing and ownership across Canada.

Financing scenarios: primary residence vs. cottage vs. investment

Most Keswick homes qualify under standard conventional or insured mortgage guidelines. However, for seasonal or cottage-like properties (particularly older lakefront), lenders may classify them as Type A (four-season, year-round road access, potable water) or Type B (more seasonal attributes). Type A properties typically qualify for insured products with lower down payments, while Type B often require larger down payments and fewer lender options. CMHC, Sagen, and Canada Guaranty each have criteria—check with your broker early if the property has electric baseboards, no permanent heat, or non-standard foundations.

For investors, remember Ontario's rent rules: units first occupied as residences on or after November 15, 2018 are generally exempt from rent control caps, though notice periods and frequency limits still apply. Municipal licensing or registration may apply for secondary suites. Underwrite conservatively for vacancy and maintenance on older stock, and stress-test with higher rates and insurance costs.

Resale potential and marketability

What sells best in Keswick

Detached homes in family-oriented pockets with walkability to schools and trails tend to hold value well. Garages that store boats or sleds, and backyards with privacy, are prized. For lake-adjacent buyers, winter access and sturdy four-season features (insulation, windows, roofs) matter. In photo-driven markets—where you might encounter “eskandary real estate photos” or a local agent like Karina Eskandary—remember that photography style helps with click-throughs, but buyers still validate fundamentals: inspections, utility costs, and zoning compliance.

To benchmark Keswick against the wider GTA, browse sold and active comparables on recognized portals (for example, data-focused roundups you might see labeled as “Zolo Keswick”) and pair them with local MLS insights. Cross-compare layouts and finishes with a suburban reference like a 4-bedroom house in Mississauga, or even the value proposition versus a Kitchener 2-bedroom house to understand pricing per square foot and commute trade-offs.

Seasonal market trends on and off the lake

Spring typically sees the broadest buyer pool, with more listings and family-oriented moves timed to the school year. Summer favours waterfront shoppers—showings are more pleasant, docks are in the water, and curb appeal peaks. Fall can offer motivated sellers and less competition. Winter brings negotiating openings, especially for properties that show better in fair weather; however, lakeview and ice-fishing-driven rentals can keep certain pockets active.

Investors focusing on off-season furnished rentals or STR shoulder seasons should verify local bylaws and carry costs. A winter-friendly, insulated garage or finished basement can shift rentability and vacancy risk.

Due diligence checklist for a Keswick purchase

  • Confirm zoning and any ARU potential with the Town of Georgina; do not rely solely on listing remarks.
  • Order a professional home inspection, plus a separate septic inspection if applicable. Verify ESA permits for any electrical upgrades.
  • Check with the LSRCA for floodplain and shoreline restrictions; ask about permitted dock/boathouse work before you plan improvements.
  • Obtain utility history (gas, hydro, water) for heating cost clarity, especially in older homes or electric-heated cottages.
  • Review title for easements, shared driveways, and the status of any waterfront road allowance.
  • For investors, validate current tenancy, rent deposits, and whether any units are legal. Confirm fire code and parking compliance.

Investor angles: long-term rental, STR, and value-add

Long-term rentals in Keswick draw family tenants seeking schools and GTA access at lower price points than inner suburbs. Aim for durable finishes, fenced yards, and storage. For STRs, licensing and neighbourhood fit are crucial; cap your occupancy respectfully and price to reflect seasonality. Value-add opportunities often include renovating vintage cottages into four-season homes, finishing basements (where legal), and improving energy efficiency. Before finishing a basement, confirm ceiling heights, egress, and parking ratios for potential secondary suites.

To sense how amenities influence rent, contrast a house with a pool in Moncton or a prairie-market house with a pool in Lethbridge with Keswick's lake-forward appeal; pools in Keswick can extend summer enjoyment but add maintenance and insurance considerations.

Construction age, inspections, and renovations

Older lakeside dwellings may conceal piecemeal additions. Look for proper permits, insulated crawl spaces, and moisture control. In subdivisions, watch for roof age, window seals, and driveway heave. If you're comparing accessory-building rules, consider how different municipalities treat detached suites—a western example is a carriage house in Kelowna—then revert to Georgina's standards, which are more conservative near environmental features.

Open-house culture can be seasonal; if you want to study attendee traffic patterns against a commuter suburb, browse open houses in Milton and compare how showings differ from Keswick's lakeside properties.

Regional considerations and practicalities

Property taxes in Georgina vary by assessed value; waterfront premiums are common. Snow load and wind exposure off Lake Simcoe warrant regular roof inspections. Boat and trailer storage needs attention—check local bylaws for driveway parking and side-yard setbacks. If future resale matters, select layouts with flexible family space and avoid over-customization. Proximity to schools, parks, and the 404 interchange remains a reliable driver of long-term demand.

While most searches are local, leveraging national context helps. KeyHomes.ca offers data and licensed guidance you can apply broadly, whether you're comparing a cottage-country house in Haliburton to Keswick's lake access, or evaluating family layouts by reviewing a 4-bedroom house in Mississauga. Even urban-to-rural trade-offs—seen by contrasting coastal options with an orchard house in Victoria—can inform what matters most for your Keswick shortlist.

How to read listings effectively

Listing photos and descriptions vary in quality—some brokerages invest heavily in staging and photography, which is why searches occasionally surface terms like “eskandary real estate photos” or agent names such as Karina Eskandary. Use images to shortlist, but validate with floor plans, lot dimensions, survey availability, and permits. Cross-reference time on market, price adjustments, and neighbourhood averages. Data-driven roundups branded as “Zolo Keswick” can offer trend snapshots; combine that with local MLS stats and on-the-ground context from licensed advisors. For cross-referencing home types and sizes, review examples like a Kitchener 2-bedroom house or a small-town value check with a house in Mount Forest.

Buyer takeaways specific to Keswick

  • Waterfront rules first: Conservation authority oversight and shoreline allowances can limit what you can build or expand.
  • Services vary street by street: Confirm municipal vs. private water/sewer; budget for septic and well testing where applicable.
  • Secondary units are possible but not automatic: Verify ARU eligibility, parking, and egress before counting on rental income.
  • Seasonality matters: Waterfront pricing and activity surge in summer; off-lake family homes track school calendars.
  • Insurability counts: Ask your broker to quote early if flood mapping or prior water events are disclosed.

For balanced research, many buyers and investors lean on KeyHomes.ca to compare listings, neighbourhood data, and regulatory nuances across markets. Even if you ultimately buy in Keswick, scanning different geographies—be it a prairie home with a pool or coastal-vs.-inland contrasts—helps sharpen your criteria before you focus on a specific street like Connell Drive, Keswick.