Homes with Pools for Sale in Montgomery, IL

11 homes

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ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to this updated ranch home in the Boulder Hill community of Montgomery! Enjoy convenient single-level living in a move-in ready home featuring numerous recent improvements completed in 2023/2024. This comfortable and functional 1,164 sq ft floor plan offers 3 bedrooms, 1 full bath, and great indoor-outdoor living space. Step inside to find neutral decor with fresh paint, luxury vinyl flooring throughout the main living areas, and carpeting in all three bedrooms. The spacious living room features a ceiling fan and updated lighting. The updated kitchen boasts white Shaker cabinetry with hardware, Formica countertops, a stainless steel sink, pantry, and a full suite of Whirlpool stainl

$315,000

3 beds1 bath1,164 sq ft

130 Tealwood Rd, Montgomery, IL 60538

Updated ranch home • Single level living • Updated kitchen

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 1326 Park Drive! A spacious 2-bedroom, 2-bathroom all brick ranch that's been well cared for and loved by the current owners. Close proximity to Phillips Park Waterpark, a lovely zoo, an 18 hole golf course, Virgil L Gilman Bike Path (which is 11.5 miles long), medical centers, parks, shopping, dining, major roadways and other area attractions. One level living on approximately 1,427 square feet with a large fenced-in backyard for all your outdoor activities and a generous inviting front porch to enjoy. 10x12 shed. 2 car garage. Whether you're a first-time home buyer, looking to downsize or possibly looking for your next investment opportunity - don't miss out on your chance to m

$335,000

2 beds2 baths1,427 sq ft

1326 Park Dr, Montgomery, IL 60538

Front porch • 10x12 shed • Fenced-in backyard

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 3335 Big Bend Dr! This spacious home offers an impressive combination of indoor living space and a backyard built for entertaining. Step outside to your private, fully fenced backyard featuring a pool, hot tub, shed, and an expansive covered patio completed in 2025 with a natural gas fire pit and stone sitting wall-the perfect setup for relaxing or entertaining year-round. Inside, you'll find plenty of room to spread out, including a finished basement complete with an additional bedroom and bathroom plus a dedicated man cave. The main living area features a fireplace with built-in shelving, while accent walls throughout add character to the home. Additional highlights include new

$549,990

5 beds3.5 baths3,622 sq ft

3335 Big Bend Dr, Montgomery, IL 60538

Hot tub • Pool • Stone sitting wall

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 4 River Bend Road in Montgomery - a lovingly renovated 4-bedroom, 3.1-bath home with Fox River views, a private lower-level studio suite, a climate-controlled detached workshop, and a heated above-ground pool. Extensively updated since 2017, the home offers approximately 2,650 sq ft on the main and upper levels plus 1,224 sq ft below, custom millwork throughout, and smart-home convenience. The impressive 11x11 foyer features a wood-and-tile staircase with wrought-iron balusters, dimmable step lighting, and stacked-stone display niches. A dedicated 15x14 main-level office includes a wood-and-glass pocket door, custom built-in desk, cabinetry and shelving, crown molding, wainscotin

$699,000

4 beds3.5 baths2,650 sq ft

4 River Bend Rd, Montgomery, IL 60538

Custom reading nook • Fox river views • 25x17 eat-in kitchen

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to this beautifully updated and spacious Montgomery home located in the desirable Lakewood Creek West community! From the moment you step inside, you'll appreciate the fresh, modern feel, generous living space, and impressive upgrades throughout. The home features new flooring, fresh interior paint, upgraded kitchen countertops, a new range hood, new stove, new dishwasher, and new refrigerator. The main-level bathroom has also been beautifully remodeled. Perfect for entertaining, the home offers a formal living room, comfortable family room, dining room, morning room, and a spacious kitchen with plenty of room to gather. The finished basement provides incredible additional living sp

$459,900

5 beds4.5 baths3,134 sq ft

2862 Brian Ln, Montgomery, IL 60538

New stove • Remodeled bathroom • New refrigerator

Property at 2542 Shauna Dr, Montgomery, IL 60538, 3 beds, 1.5 baths

$344,900

3 beds1.5 baths1,500 sq ft

2542 Shauna Dr, Montgomery, IL 60538

Property at 144 Briarcliff Rd, Montgomery, IL 60538, 5 beds, 2.5 baths

$419,000

5 beds2.5 baths2,200 sq ft

144 Briarcliff Rd, Montgomery, IL 60538

Property at 2246 Margaret Dr, Montgomery, IL 60538, 2 beds, 1.5 baths

$275,000

2 beds1.5 baths934 sq ft

2246 Margaret Dr, Montgomery, IL 60538

Property at 2269 Rebecca Cir, Montgomery, IL 60538, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths1,396 sq ft

2269 Rebecca Cir, Montgomery, IL 60538

Property at 2812 Rebecca Ct, Montgomery, IL 60538, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths1,412 sq ft

2812 Rebecca Ct, Montgomery, IL 60538

Property at 2820 Troon Dr, Montgomery, IL 60538, 3 beds, 1.5 baths

$285,000

3 beds1.5 baths1,412 sq ft

2820 Troon Dr, Montgomery, IL 60538

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ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 16 Sherwick Rd, a spacious and inviting 5-bedroom, 3-bathroom home nestled on a quiet street in Oswego, offering an open floor plan, abundant storage, and a peaceful setting surrounded by mature trees. This home offers a versatile layout designed for comfortable everyday living and entertaining. The main level features a bright living room, dining area, and kitchen with an eating area, breakfast bar, center island, and pantry, creating a welcoming space for gatherings. Three bedrooms are conveniently located across the main level, while the basement provides additional living space and two more bedrooms, offering excellent flexibility for guests, a home office, hobbies, you name

$375,000

5 beds3 baths1,850 sq ft

16 Sherwick Rd, Oswego, IL 60543

Open floor plan • Dining area • Bright living room

NEW 1 HR AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 2437 Semillon St. the Bradley floorplan at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. This home is ready for a quick move-in! Step inside this 1,663 square foot home with 3 bedrooms, 2.5 baths, a loft, 2-car garage and smart home technology. Entering the foyer, you will first pass the powder room, and then walk into the main level living space. The living area is open concept, with your bump out dining area, a living room, and kitchen blend together seamlessly. The kitchen shows off beautiful designer 42" cabinetry, a pantry, and an island with ample seating space that looks out to the living room. This layout is great for entertaining family and fri

$419,990

3 beds2.5 baths1,663 sq ft

2437 Semillon St, Oswego, IL 60543

Bump out dining area • Loft for home office • Ample seating space

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to Lincoln Prairie, our premier 55+ community where lifestyle comes first. To be built! The exciting Mirage, a beautifully designed ranch home offering stylish one-level living with an open-concept floor plan and thoughtfully designed private spaces. This new Mirage features 9' ceilings, enhanced vinyl plank flooring throughout the main living areas, and luxury carpeting in the bedrooms. Relax with your morning coffee in the bright and airy sunroom. The spacious kitchen is perfect for entertaining and everyday living, complete with built-in Whirlpool stainless steel appliances and a large island. The private owner's suite is tucked away from the main living space and features a larg

$493,308

2 beds2 baths1,733 sq ft

3370 Fulshear Cir, Aurora, IL 60503

Ranch home • Walk-in closet • Sunroom

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 2421 Semillon St. the Bradley floorplan at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. This home is ready for a quick move-in! Step inside this 1,663 square foot home with 3 bedrooms, 2.5 baths, Loft a 2-car garage and smart home technology. Entering the foyer, you will first pass the powder room and then walk into the main level living space. The living area is open concept, with your bump out dining area, a living room, and kitchen blend together seamlessly. The kitchen shows off beautiful designer 42" cabinetry, a pantry, and an island with ample seating space that looks out to the living room. This layout is great for entertaining family and frien

$419,990

3 beds2.5 baths1,663 sq ft

2421 Semillon St, Oswego, IL 60543

Home office loft • Ample seating space • Dual sink vanity

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome home to this beautiful 2-bedroom, 1.5-bath townhome located in the highly desirable Churchill Club community! Perfectly positioned backing to the community walking path, this home offers extra yard space and added privacy-a wonderful setting to relax and enjoy the outdoors. Step inside to a bright, open-concept layout featuring 9-foot ceilings and large windows that fill the home with natural light. The spacious kitchen offers 42-inch cabinetry and flows seamlessly into the separate dining area-perfect for everyday meals, entertaining friends, or hosting family gatherings. The inviting family room provides plenty of space to unwind while enjoying the bright and airy atmosphere. Upst

$285,000

2 beds1.5 baths1,841 sq ft

403 Bluegrass Pkwy, Oswego, IL 60543

Extra yard space • Two separate closets • 42-inch cabinetry

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Montgomery, IL:
Welcome to 1486 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This homesite includes a full basement, 3-car garage, fully sodded yard and landscaping package. This home is ready for quick move-in! The Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 full baths, a loft plus a flex room, perfect for a first-floor office or additional sitting area. As you enter the home you are greeted by a 2- story entry way and 9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a gourmet kitchen package that provides ample storage. The kitchen boasts a large island with an overhang fo

$639,990

5 beds3 baths3,044 sq ft

1486 Vintage Dr, Oswego, IL 60543

Fully sodded yard • Open-concept kitchen • Full basement

Property at 1444 Vintage Dr, Oswego, IL 60543, 4 beds, 2.5 baths

$559,990

4 beds2.5 baths2,836 sq ft

1444 Vintage Dr, Oswego, IL 60543

Property at 2310 Hirsch Rd, Oswego, IL 60543, 4 beds, 2.5 baths

$539,990

4 beds2.5 baths2,600 sq ft

2310 Hirsch Rd, Oswego, IL 60543

Property at 2277 Barbera Dr, Oswego, IL 60543, 3 beds, 2.5 baths

$374,990

3 beds2.5 baths1,543 sq ft

2277 Barbera Dr, Oswego, IL 60543

Property at 612 Belmont Ave, Oswego, IL 60543, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,861 sq ft

612 Belmont Ave, Oswego, IL 60543

Property at 308 Timbalier St, Yorkville, IL 60560, 3 beds, 2 baths

$415,000

3 beds2 baths2,098 sq ft

308 Timbalier St, Yorkville, IL 60560

Property at 397 Meadowview Ln, Aurora, IL 60502, 3 beds, 2 baths

$420,000

3 beds2 baths1,578 sq ft

397 Meadowview Ln, Aurora, IL 60502

Property at 3264 Mallory Creek Ln, Aurora, IL 60503, 2 beds, 2.5 baths

$645,894

2 beds2.5 baths2,213 sq ft

3264 Mallory Creek Ln, Aurora, IL 60503

Property at 3338 Fulshear Cir, Aurora, IL 60503, 2 beds, 2 baths

$450,799

2 beds2 baths1,625 sq ft

3338 Fulshear Cir, Aurora, IL 60503

Property at 224 Burnett St, Yorkville, IL 60560, 5 beds, 3.5 baths

$399,900

5 beds3.5 baths2,135 sq ft

224 Burnett St, Yorkville, IL 60560

Property at 2407 Semillon St, Oswego, IL 60543, 3 beds, 2.5 baths

$414,990

3 beds2.5 baths1,663 sq ft

2407 Semillon St, Oswego, IL 60543

Property at 309 Foxworth Ct, Aurora, IL 60502, 3 beds, 2.5 baths

$490,000

3 beds2.5 baths1,910 sq ft

309 Foxworth Ct, Aurora, IL 60502

Property at 150 N Madison St, Oswego, IL 60543, 4 beds, 3 baths

$635,000

4 beds3 baths3,385 sq ft

150 N Madison St, Oswego, IL 60543

Property at 2256 Bodega Rd, Oswego, IL 60543, 3 beds, 2.5 baths

$359,990

3 beds2.5 baths1,543 sq ft

2256 Bodega Rd, Oswego, IL 60543

Property at 2416 Semillon St, Oswego, IL 60543, 4 beds, 2.5 baths

$449,990

4 beds2.5 baths1,953 sq ft

2416 Semillon St, Oswego, IL 60543

Based on information submitted to the MLS GRID as of Mon Oct 12 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Montgomery

There are currently 11 homes with pools for sale in Montgomery at a median listing price of $389K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Montgomery stay on the market for 51 days and receive 3 offers. Popular neighborhoods include West Side, Southeast Aurora, Blackberry Countryside, Downtown Oswego, and East Side. This map is refreshed with the newest listings in Montgomery every 15 minutes.

In the past month, 24 homes have been sold in Montgomery. In addition to houses in Montgomery, there were also 3 condos, 19 townhouses, and 1 multi-family unit for sale in Montgomery last month. Montgomery is a not walkable city in Kane County with a Walk Score of 15. Montgomery is home to approximately 18,312 people and 6,809 jobs. Find your dream home in Montgomery using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Montgomery are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Montgomery. Our Montgomery real estate stats and trends will give you more information about home buying and selling trends in Montgomery. If you're looking to sell your home in the Montgomery area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Montgomery with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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