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Oakland-Winchell Homes for Sale

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  • /28

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 1,334 Sq Ft

    1820 Oakland Dr, Kalamazoo, MI 49008

    NEW PRICE! Timeless Charm Meets Modern Comfort in coveted Winchell neighborhood.This beautifully updated 3-bed, 1.5-bath home blends turn-of-the-century character with modern upgrade, just half a mile from WMU and minutes from vibrant downtown Kalamazoo. Original woodwork adds distinction to the living room and study, while the open-concept great room connects to a fenced deck and play area,

    Agent Photo

    Paul McIntyre

    City2Shore Valley Springs

    (269) 241-9339

    1820 Oakland Dr, Kalamazoo, MI 49008
  • /35

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    2509 Broadway Ave, Kalamazoo, MI 49008

    This beautiful traditional home in the sought after Winchell neighborhood is close to downtown shopping and restaurants. A large living room with separate dining area offers plenty of room for entertaining. An additional living area off the kitchen is part of an open floor plan extending to a 3 season porch and fenced back yard. A lovely natural landscape surrounds the property. Mechanicals are

    Kathy Barnitz Chuck Jaqua, REALTOR

    2509 Broadway Ave, Kalamazoo, MI 49008
  • /25

    $189,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft

    1120 W Maple St, Kalamazoo, MI 49008

    * Open House 11-16 1-3pm * Beautifully maintained home set in the area's premier destination of Hillcrest. From the huge front porch, step inside to a large living room that blends to the dining area. There is fresh paint and plenty of windows to allow the natural light to flow in. The spacious kitchen has white cabinets and tile countertops with backsplash, complete with a gas range. The main

    Laura Fraze Chuck Jaqua, REALTOR

    1120 W Maple St, Kalamazoo, MI 49008
  • /38

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,924 Sq Ft

    2525 Sheffield Dr, Kalamazoo, MI 49008

    Welcome to 2525 Sheffield Dr. This remarkable Winchell mid-century modern home combines timeless design with a serene wooded setting. Designed by Norman F. Carver Jr., custom - built in 1960 by David Spaulding. Offering over 2,900 sq. ft. of living space, the residence welcomes you with a spacious open foyer leading to a dramatic living room featuring a fireplace, built-in bookshelves, 10 ft

    Tom Kocher Berkshire Hathaway HomeServices MI

    2525 Sheffield Dr, Kalamazoo, MI 49008
  • /22

    $875,000

    • 2 Beds
    • 3 Baths
    • 4,400 Sq Ft

    1734 Embury Rd, Kalamazoo, MI 49008

    Lovely quality brick ranch located in one of Kazoo's premiere neighborhoods. This home offers versatility for everyday living. Over 3400 fin. sq. ft. on over an 1/2 acre prime wooded lot. 3 car garage w/covered walkway to house w/ prolific perennial gardens surround. Home offers abundant natural light; 2 beds (including primary suite) 3 full Baths; Cozy Den, 4 wood burning fireplaces; Formal

    Nancy Carr Berkshire Hathaway HomeServices MI

    1734 Embury Rd, Kalamazoo, MI 49008
  • /35

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,809 Sq Ft

    2433 Oakland Dr, Kalamazoo, MI 49008

    Experience the perfect blend of classic architecture and modern comfort in this beautifully reimagined Mid-Century Modern home in the heart of Kalamazoo's sought-after Winchell neighborhood. Designed with timeless style and smart function, this 4-bedroom, 3-bath residence offers over 2,800 square feet of light-filled living space on a generous, landscaped lot.The gourmet kitchen is a true

    Brian Decker Michigan Top Producers

    2433 Oakland Dr, Kalamazoo, MI 49008
  • /6

    $84,900

    • Land
    • 1.04 Acres
    • $81,635 per Acre

    2138-2200 Shelter Pointe Dr, Kalamazoo, MI 49008

    Wooded setting in the heart of the city. 2 lots over 1.04 acres. Road frontage smaller then lot goes way back Dead end cul-de-sac. Build your dream home. Lots to be sold together. Association fee is separate for each lot. Seller has stake survey and topographic map available. Site family condo development with quality built custom built homes. Pick your builder or seller has plans with Abueva

    Suzanne McPeek Chuck Jaqua, REALTOR

    2138-2200 Shelter Pointe Dr, Kalamazoo, MI 49008
  • /37

    $299,000

    • 6 Beds
    • 2 Baths
    • 2,356 Sq Ft

    1330 W Maple St, Kalamazoo, MI 49008

    Welcome to this great 6 bedroom/ 2 full bath home with main floor primary, that has had one owner for over 54 years in the wonderful Hillcrest neighborhood located in the Kalamazoo Promise school district. This solid built home has lots of storage and many of great built in's. Even a finished attic that still has great space for storage. Great front porch to enjoy your morning coffee on, plus a

    Emily Hotop Berkshire Hathaway HomeServices MI

    1330 W Maple St, Kalamazoo, MI 49008
  • /66

    $525,000

    • 3 Beds
    • 3 Baths
    • 3,037 Sq Ft

    1907 Chevy Chase Blvd, Kalamazoo, MI 49008

    New Price! Located on over half an acre in the Winchell neighborhood, this classic 3-bedroom, 3-bath, over 3,000 sf ranch walk-out offers timeless appeal and understated elegance. Thoughtfully maintained, the home blends quiet sophistication with everyday comfort. Two fireplaces on each level for cozy living spaces, while large windows bring in natural light and frame the park-like backyard. The

    Jennifer Copeland Five Star Real Estate

    1907 Chevy Chase Blvd, Kalamazoo, MI 49008
  • /36

    $788,000 Open Sun 2PM - 3:30PM

    • 5 Beds
    • 5.5 Baths
    • 5,162 Sq Ft

    1761 Chevy Chase Blvd, Kalamazoo, MI 49008

    Classic, stately spacious home located in the heart of Kalamazoo. Just a few minutes walk & you can enjoy Coffee shops, Bookstores, Fine & casual dining, Grocery store, banks, Gift & clothing shop & many other conveniences. Schools are also within walking distance. Charming center Hall foyer flanked by Living room with wood burning fireplace & adjacent Sunroom (possible office space) with

    Carol Novak Berkshire Hathaway HomeServices MI

    1761 Chevy Chase Blvd, Kalamazoo, MI 49008

Why Live in Oakland-Winchell

Oakland-Winchell, a neighborhood in Kalamazoo, Michigan, is known for its strong community spirit and diverse architectural styles, including Bungalows, Cape Cods, Colonial Revivals, and Mid-Century Modern homes. The area is particularly festive on Christmas Eve when residents light luminaries, creating a warm, communal atmosphere. The neighborhood features large front yards, deep driveways, and limited sidewalks, making it common to see residents walking dogs or riding bikes. Local dining options include Sweetwater's Donut Mill, Bilbo's for pan pizza, and Water Street Coffee Joint, which offers a variety of beverages and snacks. Shopping is convenient with Maple Hill Pavilion nearby, home to stores like Target and Trader Joe's. The neighborhood is part of the Kalamazoo School District, with highly rated schools such as Winchell Elementary School, Loy Norrix High School, and Heritage Christian Academy. Outdoor enthusiasts can enjoy Woods Lake Park, Kleinstuck Preserve, and Asylum Lake Preserve, which offer activities like kayaking, fishing, and nature walks. Safety improvements, including curb bump-outs and mini-traffic circles, have been implemented to enhance the neighborhood. Oakland-Winchell is well-connected with U.S. Highway 131 and Interstate 94, and the Kalamazoo Metro public bus system provides easy transportation. The Kalamazoo/Battle Creek International Airport is just six miles away, and Bronson Methodist Hospital is less than three miles from the neighborhood, ensuring convenient travel and healthcare access.

Frequently Asked Questions

Is Oakland-Winchell a good place to live?
Oakland-Winchell is a good place to live. Oakland-Winchell is considered car-dependent and somewhat bikeable. Oakland-Winchell has 13 parks for recreational activities. It is sparse in population with 2.9 people per acre and a median age of 39. The average household income is $112,165 which is above the national average. College graduates make up 73.9% of residents. A majority of residents in Oakland-Winchell are home owners, with 23.6% of residents renting and 76.4% of residents owning their home. A local real estate agent serving Oakland-Winchell can help you decide if this neighborhood is the right one for you. Learn more on our Oakland-Winchell neighborhood guide.
Is Oakland-Winchell, MI a safe neighborhood?
Oakland-Winchell, MI is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Oakland-Winchell?
The median home price in Oakland-Winchell is $334,950. If you put a 20% down payment of $67,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $1,650 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $71K a year to afford the median home price in Oakland-Winchell. The average household income in Oakland-Winchell is $112K.
What are the best public schools in Oakland-Winchell?
The best public schools that serve Oakland-Winchell are:
What are the best private schools in Oakland-Winchell?
The best private schools that serve Oakland-Winchell are:
What are the most popular zip codes in Oakland-Winchell, Kalamazoo, MI?
The most popular zip codes in Oakland-Winchell, Kalamazoo, MI include 49008, 49009, 49006, 49024 and 49001.
What are the most popular neighborhoods near Oakland-Winchell, Kalamazoo, MI?
The most popular neighborhoods near Oakland-Winchell, Kalamazoo, MI are Knollwood, Oakwood, Arcadia, Parkview Hills and South Westnedge.

Home Trends in Oakland-Winchell, MI

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$327,500
Median 2 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$167
Number of Homes for Sale
9
Last 12 months Home Sales
67
Months of Supply
1.60
Median List Price
$334,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
10%
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