Explore Chestnut Valley Golf Club Homes for Sale in Harbor Springs

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Chestnut Valley Golf Club

Nestled in the heart of Northern Michigan, the Chestnut Valley Golf Club community in Harbor Springs offers a unique blend of peaceful living and recreational charm. Surrounded by rolling hills, mature hardwoods, and fairway views, this quiet residential enclave caters to those seeking both serenity and an active outdoor lifestyle. 

Beyond the fairways, Chestnut Valley is just minutes from the vibrant downtown area of Harbor Springs, known for its boutique shopping, fine dining, and community events. The area also boasts top-rated schools and quick access to four-season attractions, including ski resorts like The Highlands at Harbor Springs and Nub’s Nob. Whether you’re looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, Chestnut Valley delivers a welcoming, nature-rich lifestyle.

Real Estate Statistics

Average Price	$432K
Lowest Price	$52.5K
Highest Price	$1.7M
Total Listings	31
Avg. Days On Market	11
Avg. Price/SQFT	$306

Property Types (active listings)

Browse Chestnut Valley Golf Club Homes for Sale

• All Listings
• Under $100,000
• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $800,000 - $900,000
• Over $1,000,000

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$1,680,000

6755 Pleasantview Road, Harbor Springs

5 Beds 4 Baths 4,189 SqFt Residential MLS® # 1940049

$1,499,999

↓ $124,001

645 Woodhill Court, Harbor Springs

4 Beds 4 Baths 5,865 SqFt Residential MLS® # 474773

$1,499,999

↓ $124,001

645 Woodhill Court, Harbor Springs

4 Beds 4 Baths 5,865 SqFt Residential MLS® # 474772

New

$1,395,000

5277 Tyrol Lane, Harbor Springs

4 Beds 2 Baths 2,300 SqFt Residential MLS® # 1935639

$829,000

4251 Pinehurst Lane 893, Unit 43, Harbor Springs

4 Beds 4 Baths 2,725 SqFt Residential MLS® # 477985

$649,900

251 Loveland Drive, Harbor Springs

3 Beds 2 Baths 1,415 SqFt Residential MLS® # 478235

$509,900

↓ $30,000

262 Highlands Pike, Harbor Springs

4 Beds 3 Baths 2,080 SqFt Residential MLS® # 477848

$499,900

5134 Alpine Overpass 775, Harbor Springs

2 Beds 2 Baths 1,376 SqFt Residential MLS® # 478394

$485,000

↓ $14,900

21 Sun Valley Drive 175, Harbor Springs

3 Beds 5 Baths 2,234 SqFt Residential MLS® # 477739

$479,000

1185 Hideaway Valley Drive 62, Harbor Springs

4 Beds 4 Baths 2,086 SqFt Residential MLS® # 478566

$450,000

4749 S Pleasantview Road 4, Harbor Springs

3 Beds 3 Baths 2,250 SqFt Residential MLS® # 478564

$425,000

4749 S Pleasantview Road Unit 8, Harbor Springs

2 Beds 2 Baths 1,380 SqFt Residential MLS® # 478386

$359,000

6832 Dayton Rd, Alanson

3 Beds 2 Baths 1,776 SqFt Residential MLS® # 478516

$349,900

1185 Hideaway Valley Drive #31, Harbor Springs

3 Beds 3 Baths 1,500 SqFt Residential MLS® # 478524

$334,900

4749 S Pleasantview Road 121, Harbor Springs

2 Beds 2 Baths 982 SqFt Residential MLS® # 478447

New

$325,000

4749 S Pleasantview Road #124, Harbor Springs

2 Beds 2 Baths 982 SqFt Residential MLS® # 478704

$229,000

↓ $20,000

5620 Highlands Drive 650, Harbor Springs

1 Bed 2 Baths 954 SqFt Residential MLS® # 477902

$215,000

5620 Highlands Drive, #544 59, Harbor Springs

1 Bed 2 Baths 642 SqFt Residential MLS® # 478598

$179,900

↓ $10,099

5620 Highlands Drive, #521, Harbor Springs

1 Bed 2 Baths 642 SqFt Residential MLS® # 476478

$148,000

328 Pleasant Ridge Drive, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473101

$125,000

1412 Andover Club Drive 10, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473170

$118,000

↓ $30,000

340 Pleasant Ridge Drive 55, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473369

$112,500

1387 Andover Club Drive, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 475558

$99,900

1428 Andover Club, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 477945

$75,000

4080 West Ridge Ct 2, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473163

$59,900

863 Aronimink 26, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 477554

$59,000

722 Aronimink Drive Unit 40 / Duplex, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473957

$55,000

992 Aronimink Drive Lot 14 - Single Family, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 473959

$53,000

6141 Wintergreen Drive 49, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 467721

$52,500

Tbd Meadow Wood Drive, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 478420

$52,500

↓ $22,500

86 Meadow Wood Drive, Harbor Springs

0 Beds 0 Baths 0 SqFt Land MLS® # 477751

Chestnut Valley Golf Club Homes for Sale in Harbor Springs, MI – Your 2025 Ultimate Living Guide

Discover a unique blend of luxury living, golf-front views, and Northern Michigan charm.

Introduction to Chestnut Valley Golf Club

Tucked into the rolling hills of Northern Michigan, Chestnut Valley Golf Club in Harbor Springs offers more than just an exceptional game of golf—it's a way of life. This sought-after golf course community combines peaceful, scenic living with easy access to world-class recreation, fine dining, and the stunning natural beauty of Lake Michigan. Whether you’re looking for a permanent home, a vacation retreat, or an investment property, homes for sale in Chestnut Valley Golf Club bring you closer to that dream lifestyle.

Why Choose Harbor Springs, MI

Harbor Springs is a charming, small-town gem along Lake Michigan's Little Traverse Bay. With a history dating back over a century, this resort community boasts quaint downtown streets, four-season outdoor activities, and a welcoming atmosphere. Residents enjoy:

• Top-ranked schools and community involvement

• Access to ski resorts, hiking trails, and sandy beaches

• Rich culture with art galleries, local theaters, and festivals

• A peaceful pace of life with upscale amenities

For homeowners seeking tranquility without sacrificing access to modern comforts, Harbor Springs is a match made in real estate heaven.

Real Estate Overview in Chestnut Valley

The Chestnut Valley Golf Club real estate market features a diverse array of properties ranging from golf-view cottages to custom-built luxury homes.

Types of Homes Available

Buyers can expect:

• Single-family homes

• Cottage-style retreats

• Custom estates with designer features

• Select vacant lots for new construction

Whether you're eyeing a turnkey property or a lot to build your dream home, Chestnut Valley caters to multiple lifestyles and budgets.

Lot Sizes and Golf Course Frontage

Many homes offer golf-frontage views, generous acreage, and strategic positioning along fairways or wooded ridges. Typical lot sizes range from half an acre to over 2 acres, offering privacy without seclusion.

Architectural Styles and Floor Plans

The community reflects Northern Michigan’s rustic elegance, with:

• Craftsman-inspired exteriors

• Vaulted ceilings

• Open-concept living spaces

• Expansive decks or porches

• Walk-out basements for entertaining

Some homes even include bonus rooms, wine cellars, or private studies, ideal for remote work or hosting guests.

Chestnut Valley Golf Club Amenities

Living here isn’t just about where you rest your head—it’s about the lifestyle you lead.

Golf Course Details

Chestnut Valley’s 18-hole championship course winds through lush hardwood forests, ponds, and hills. Designed to challenge golfers of all skill levels, the course is celebrated for:

• Breathtaking fairways

• Well-maintained greens

• Scenic elevation changes

• Seasonal league play and events

Golfers enjoy quiet rounds with nature, often spotting deer or wild turkeys along the way.

Clubhouse and Dining Options

The cozy clubhouse offers:

• Pro shop and gear rentals

• Casual dining with views of the 18th green

• Private event hosting and seasonal gatherings

Community Perks and Social Life

Chestnut Valley fosters a close-knit environment with golf leagues, social mixers, charity events, and community clean-up days. Even non-golfers find plenty to love here.

Check out this video for a look at the Chestnut Valley Golf Club

Living the Golf Lifestyle

Benefits of Golf Course Living

• Tranquil atmosphere with manicured surroundings

• Higher property values due to community appeal

• Access to recreation right out your front door

• Lower density neighborhoods and more green space

For many, it’s about waking up with coffee on the deck and falling asleep under a starlit sky—with no noisy traffic or hustle in sight.

Homeowner Testimonials

"Moving here was the best decision we ever made."
"We’re not even big golfers, but we love the view and vibe."
"Safe, peaceful, and close to everything we need."

These sentiments echo across residents, whether they’ve been here five months or fifteen years.

Pricing Trends and Market Insights

Current Listings and Average Prices

As of early 2025, homes for sale in Chestnut Valley Golf Club generally range from $450,000 to over $1.2 million, depending on location, size, and finishes.

Investment Potential

• Steady appreciation in Harbor Springs real estate

• Growing interest in vacation rentals and second homes

• Low inventory increases demand and resale value

Chestnut Valley homes are not just residences—they’re smart investments.

Steps to Buying a Home in Chestnut Valley

Working with a Local Real Estate Expert

Navigating Northern Michigan’s market requires someone who knows the area. Brook Walsh, Managing Broker of BrookWalsh.com, brings unmatched expertise.

Benefits of working with Brook:

• Local insight into ROI-rich properties

• Access to off-market listings

• Vacation rental performance analysis

• Coordination of inspections, financing, and closing

Financing Options and Pre-Approval Tips

Before shopping seriously, secure pre-approval to show sellers you're ready. Popular loan options include:

• Conventional mortgages

• Second-home financing

• Jumbo loans for higher-value homes

Speak with a lender familiar with Northern Michigan markets.

Schools and Education Nearby

Families considering full-time living will be pleased to know Harbor Springs offers:

• Harbor Springs Public Schools (top-rated district)

• Private options like Concord Academy or St. Francis

• Access to nearby Petoskey schools and NCMC (North Central Michigan College)

These schools focus on academics, arts, and community involvement.

Year-Round Activities in Harbor Springs

Outdoor Recreation and Natural Attractions

• Skiing at The Highlands at Harbor Springs and Nub’s Nob

• Boating and kayaking on Lake Michigan or Crooked Lake

• Biking trails, state parks, and sandy beaches

• Fall color tours and winter snowmobiling

Dining, Shopping, and Arts

Downtown Harbor Springs features:

• Gourmet restaurants

• Boutique shopping

• Art galleries and music festivals

• Farmer’s markets and summer concerts

It’s a town that’s quaint—but never boring.

Rental Income Opportunities

Vacation Rentals and Short-Term Leasing

Chestnut Valley homes can double as short-term rentals, especially during:

• Golf season (spring–fall)

• Ski season (winter)

• Holiday weekends and festivals

Partner with Northern Michigan Escapes for turn-key property management and listing services.

ROI Potential and Property Management

• High nightly rates for golf-front properties

• Streamlined guest services

• Full-service cleaning, maintenance, and bookings

• Transparent reporting on occupancy and income

This isn’t just a getaway—it’s a potential cash flow machine.

Comparing Chestnut Valley to Nearby Communities

Wondering how Chestnut Valley stacks up against other golf communities in Northern Michigan? Here's a quick look:

Birchwood Farms Golf & Country Club

• More traditional country club amenities

• Gated community with 27-hole golf course

• HOA fees are typically higher

• Less rustic and more resort-like

True North Golf Club

• Ultra-exclusive private club

• Homes tend to be custom and high-end

• Heavily wooded lots offer privacy

• Membership is required and limited

Chestnut Valley offers a middle ground—a mix of community feel, golfing lifestyle, and accessible pricing without sacrificing quality or views.

Building Your Dream Home

Didn’t find the right listing? You can always build.

Custom Home Builders in Harbor Springs

Trusted local builders include:

• The Copper Ridge Group

• Birchwood Construction

• Lakeview Builders

These professionals understand local regulations, design trends, and environmental sustainability practices.

Building Costs and Timelines

Expect:

• $225–$400 per square foot depending on features

• Build time ranging from 6–12 months

• Permits, architectural plans, and design services included in some packages

Build your perfect golf course home from the ground up—personalized to your needs and tastes.

Sustainability and Energy Efficiency Options

Eco-conscious buyers will appreciate that many homes in Chestnut Valley incorporate:

• Energy Star appliances

• High-efficiency HVAC systems

• Smart thermostats and lighting

• Insulated foundations and triple-pane windows

Some builders also offer solar-ready designs and rainwater collection systems.

You get the charm of a rustic golf setting without compromising on modern, green living.

Testimonials from Current Residents

"The peaceful mornings on the deck with a view of the fairway are priceless."
"I never expected to find a community so friendly and welcoming."
"I bought as a vacation home, and now I’m planning to retire here full-time."

These are just a few voices from a community that continues to grow in both spirit and value.

Frequently Asked Questions

Q. What is the average home price in Chestnut Valley?

A. As of 2025, homes range from $450,000 to $1.2 million, depending on size, lot, and amenities.

Q. Are there HOA fees in the community?

A. Yes, but they are relatively low—typically under $1,000 annually, covering common area maintenance and road upkeep.

Q. Can non-golfers enjoy living here?

A. Absolutely. Many residents don’t play golf but love the quiet streets, natural views, and sense of community.

Q. What utilities and services are included?

A. Utilities are billed separately. However, most homes have access to natural gas, high-speed internet, well water, and private septic systems.

Q. Is Chestnut Valley pet-friendly?

A. Yes. It’s a great place for dog lovers—many homes have large yards and walking trails nearby.

Q. Are short-term rentals allowed?

A. Yes, with certain restrictions. Work with NorthernMichiganEscapes.com for management and compliance guidance.

Conclusion: Your Next Steps

If you’ve been dreaming of golf course living with Northern Michigan charm, Chestnut Valley Golf Club in Harbor Springs, MI should be at the top of your list. Whether you're ready to buy today or exploring the idea of a second home, this community delivers value, lifestyle, and investment potential.

Ready to take the next step?

Contact Brook Walsh and Northern Michigan Escapes

As a trusted real estate expert and local resident, Brook Walsh knows the ins and outs of this market. With insider knowledge and proven results, Brook helps buyers find homes that fit both their lifestyle and financial goals.

• Visit BrookWalsh.com

• Explore vacation rental potential at Northern Michigan Escapes

Don't just buy a house—invest in a lifestyle.