Browse All Montgomery IL Properties with Pool for Sale

3 Beds ⋅ 3 Baths ⋅ 12710718 MLS ⋅ ACTIVE Status

Best Value in the Area! This spacious home is packed with desirable features, including a fenced yard, beautiful paver patio, oversized pantry/mudroom, versatile loft that can serve as a second living area or 4th bedroom, walk-in closets in every bedroom, and a large primary suite. The home also offers a full basement with endless possibilities for additional living, entertaining, storage, or recreation space. Solar panels help keep utility costs low. Conveniently located in the Yorkville School District, near shopping, dining, major highways, and the future Fox Valley YMCA. A fantastic opportunity you don't want to miss!

1715 Ivy Lane, Montgomery

$419,900

4 Beds ⋅ 3 Baths ⋅ 12690348 MLS ⋅ RE-ACTIVATED Status

Welcome to this well-maintained 4-bedroom, 2.5-bath home in the highly sought-after Seasons Ridge community, located in the award-winning Oswego School District! Offering the perfect blend of comfort, space and functionality, this move-in ready home is designed for today's lifestyle. The inviting floor plan features a spacious living room, a formal dining room and a warm, welcoming family room with a cozy fireplace - perfect for relaxing evenings or gathering with family and friends. The well-appointed kitchen boasts a center island, ample cabinetry and a bright breakfast area overlooking the backyard. Need more space? The unfinished basement is ready for your personal touch, offering endless possibilities for a recreation room, home theater, fitness area or additional living space. Step outside to your own backyard retreat. Enjoy summer days on the patio, cool off in the above-ground pool and take advantage of the large beautifully maintained yard with plenty of room for outdoor entertainment, play or gardening. Lovingly cared for and exceptionally well maintained, this home truly has it all - space, style and an unbeatable location close to parks, shopping, dining and everything Montgomery and Oswego have to offer. Whether you are hosting holiday gatherings, enjoying summer days by the pool or simply relaxing by the fireplace, this is a place you'll be proud to call home.

95 Winter Hill Circle, Montgomery

$524,000

5 Beds ⋅ 4 Baths ⋅ 12648746 MLS ⋅ CONTINGENT Status

Multiple Offers - Highest + Best called for by Sat 6/20 @5PM. The one you've been waiting for! Welcome to 2321 Amsterdam Circle, a beautifully updated 5-bedroom, 3.1-bath home that perfectly blends modern luxury, functional living space, and exceptional finishes throughout- Offering Over 4000+ FINISHED SqFt! The true definition of a "Turn-Key Ready" home with no HOA. Located within the highly acclaimed and sought-after Oswego Community School District 308, this remarkable home offers the ideal combination of style, comfort + convenience. From the moment you step inside you'll be impressed by the bright and airy two-story foyer that creates a grand first impression. The inviting main level features a cozy living room, a separate formal dining room, updated kitchen, large family room w/gas fireplace, 1st floor laundry, bright/sunny breakfast room and a flexible fifth bedroom, office, playroom, or flex space to suit your lifestyle needs. Upstairs, you'll find four generously sized bedrooms along with an oversized loft, providing endless possibilities for a second living area, media room, study space, or additional gathering area. The spacious MASTER Bdrm features vaulted ceilings, an impressive 11x7 walk-in closet, and a beautifully updated MASTER bathroom. The stunning, updated kitchen is designed to impress and includes all Stainless-Steel Appliances, Farmhouse Sink, QUARTZ Countertops, refinished cabinetry, recessed Bluetooth speaker lighting, a charming tile backsplash, and a huge breakfast room surrounded by bright, sun-filled windows. Whether hosting guests or enjoying everyday living, this space offers endless possibilities. The expansive family room is the perfect place to relax and entertain, featuring built-in surround sound speakers with Bluetooth connectivity and a cozy gas-start fireplace. The FULLY FINISHED basement is truly an entertainer's dream, complete with sleek EPOXY and Luxury Vinyl Plank flooring, freshly sprayed ceilings, recessed Bluetooth-accessible lighting, and a stunning custom Granite-Topped Bar that creates the ultimate gathering space for family and friends. A beautifully upgraded full bathroom was added in 2025, making the lower level both functional and luxurious. Basement also includes full/large, easily accessible crawlspace to meet any storage needs. Step outside and continue the entertainment experience with the incredible backyard retreat. Enjoy the custom outdoor kitchen, bar, + lounge area installed in 2023, featuring a refrigerator, TV, drapes, and bar stools-all included. The pool, installed in 2020 and meticulously maintained, creates the perfect summer oasis for relaxation and entertaining. This is far from your typical home. Every detail has been thoughtfully upgraded, meticulously maintained, and carefully designed to provide a truly move-in-ready experience. Notable Updates and Improvements Include: New Roof (2023), Fully Finished Basement (2025) featuring Epoxy Flooring, Moveable Granite-Topped Bar, Luxury Vinyl Plank Flooring, Freshly Sprayed Ceilings, Recessed Bluetooth Lighting, Covered Crawlspace (2025), Full Basement Bathroom Addition (2025), Fresh Paint in Kitchen, Hallway, and Upstairs Bedroom(s) (2025), Refinished Kitchen Cabinets (2025), New Refrigerator (2025), All New Toilets (2025), All New Light Fixtures (2021). Luxury Flooring Throughout First Floor (2021 & 2025), Luxury Flooring Throughout Second Floor (2022), Washer (2021), Stove (2019), Newer Carpet in Bedrooms and Staircase (2023), Air Conditioning Unit (2019), Fully Renovated Master Bathroom featuring a Soaking Tub, Walk-In Shower, Smart Mirrors, and Barn Door (2023 + 2025), Outdoor Kitchen/Bar (2023) - Refrigerator, TV, Drapes, and Bar Stools Included, Pool Installed (2020) and Meticulously Maintained, Fresh Mulch Throughout Landscaping (2025). A rare opportunity to own a truly one-of-a-kind home that has been updated from top to bottom- Every available upgrade was added and then some!

2321 Amsterdam Circle, Montgomery

$305,000

3 Beds ⋅ 1 Baths ⋅ 12646987 MLS ⋅ PENDING Status

Beautifully maintained 3 bedroom ranch home with a 4th bedroom/den, located in the established Boulder Hill community of Montgomery featuring comfortable one-level living and a spacious oversized detached garage. This move-in ready home offers an updated kitchen complete with stainless steel appliances, abundant cabinet space, and room for everyday dining. Generous living spaces and well-sized bedrooms provide a functional layout perfect for a variety of lifestyles. Mature trees and a large backyard create a private outdoor setting ideal for relaxing, entertaining, or gardening. Located within highly regarded Oswego District 308 schools and just minutes from shopping, restaurants, parks, and recreation along the Orchard Road and Route 30 corridors. Boulder Hill is known for its tree-lined streets, larger lots, and convenient access to Oswego, Aurora, and Yorkville. Easy access to Route 34 and I-88 makes commuting convenient while still enjoying a quieter suburban atmosphere. A wonderful opportunity for buyers seeking affordability, space, and location in a well-established neighborhood.

69 Paddock Street, Montgomery

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Montgomery Homes with Pool

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