Aerial view of Rolling Oaks

Rolling Oaks
Homes for Sale in Lake City, FL

All 63 homes for sale in Lake City, FL · median $396,150 · 15 homes for sale in 32055 · Columbia County homes for sale

Community in Lake City · Columbia County · ZIP 32055
9 homesBuilt 1989–2007
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Built fromLive realMLS data17 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside Rolling Oaks right now. These are the 2 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

879 NW MILO TERRACE
$589K · 0.3 mi away
4 bd · 2.5 ba · 2,832 sqft
879 NW MILO TERRACE
Listed by REALTY ONE GROUP MVP
245 NW GENELL LOOP
$300K · 1.1 mi away
4 bd · 3 ba · 2,167 sqft
245 NW GENELL LOOP
Listed by DANIEL CRAPPS AGENCY, INC.

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

Live · Rolling Oaks Housing Pulse realMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
89%
Owner-occupied · Rolling Oaks
8 of 9 parcels homesteaded (FL DOR 2025)
11%
Non-owner-occupied · Rolling Oaks
incl. 0% trust or LLC-held · 0% out-of-state
9
Homes in the community
9 residential parcels (FL DOR 2025)
Track record · 17 years of records
Est. 1989
Community established
homes built 1989-2007, median 2000 (FL DOR 2025)

The market around Rolling Oaks

Rolling Oaks is too small for its own price trend, so here is the market around it.

In ZIP 32055, 14 homes are on the market and 7% are under contract — a slower corner of Lake City.

Across Columbia County, 110 homes are active and 23 pending (17% under contract).

ZIP and county figures describe the wider market, not Rolling Oaks specifically. Momentum Research analysis of MLS records.

If we were buying in Rolling Oaks today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Rolling Oaks.

A closer look at the Rolling Oaks market

The housing stock is 9 homes built between 1989 and 2007, and 89% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

The location and the amenities are priced into every listing in Rolling Oaks. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Rolling Oaks homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Rolling Oaks.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Rolling Oaks sales matched to your home.

What is your Rolling Oaks home worth?

Get a no-obligation home value based on real comparable sales in Rolling Oaks, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See all homes for sale in Lake City →

Real comps, not an automated estimate.

Housing distress & ownership in Rolling Oaks, Lake City

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 1 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-10-11)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.

Email me new listings in Rolling Oaks

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Rolling Oaks

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Rolling Oaks will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Recent Developments in Rolling Oaks

Development, infrastructure, retail, and school activity affecting Rolling Oaks, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

  1. October 2026
    Schools

    Florida Gateway College to build Building Construction Technology Center with $3 million federal grant

    Florida Gateway College announced plans for a new Building Construction Technology Center and two new construction trades programs. A $3 million federal workforce grant secured with Rep. Cammack's help will fund the project. More than 150 people attended the announcement on the Lake City campus.

    What it may mean for the marketNew construction trades training adds a local workforce pipeline for builders and contractors in the Lake City area. The site is about 2 miles north of Rolling Oaks.

    Source: Lake City Reporter
  2. October 2026
    Retail & Dining

    Older Little Caesars at I-75 and SR 47 demolished for new drive-through location

    The older Little Caesars next to the Cornerstone Crossing at 47 development in Lake City was demolished this week. The owner plans to build a new restaurant with a drive-through on the site. Opening date and cost were not published.

    What it may mean for the marketContinued commercial reinvestment at the I-75 and SR 47 interchange adds quick-service dining access for the Lake City interstate corridor. The site is about 4 miles southwest of Rolling Oaks.

    Source: Lake City Reporter
  3. October 2026
    Civic

    Site work begins on new Columbia County Tax Collector's Office at former TD Bank building

    Crews started expanding the parking lot at the former TD Bank building on NW Main Boulevard, next to the Lake City Public Safety Building. The county bought the property earlier in 2026 to house the Tax Collector's Office, with interior work to follow. Cost and completion date were not stated.

    What it may mean for the marketConsolidating county services near the public safety building concentrates civic activity along NW Main Boulevard in central Lake City. The site is less than a mile northeast of Rolling Oaks.

    Source: Lake City Reporter
  4. August 2026
    Parks & Amenities

    Rodeo arena under construction at Florida Gateway Fairgrounds collapses during storm

    A rodeo arena being built at the Florida Gateway Fairgrounds in Lake City collapsed on August 12 while workers installed beams with cranes ahead of storms; workers had minor injuries. Contractor Plumb Level Construction is involved, and the cause is under investigation. A pro rodeo is planned at the venue in March.

    What it may mean for the marketThe delay affects the timeline of a planned event venue that would add regional event draw to the Lake City area. The site is about 2 miles southeast of Rolling Oaks.

    Source: WCJB TV20

Development alerts for Rolling OaksGet a short monthly email when something new is approved, funded, or opens near Rolling Oaks.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

Frequently Asked Questions

How many homes are in Rolling Oaks?
The Florida DOR 2025 assessment roll shows 9 homes in Rolling Oaks (public records).
What share of Rolling Oaks is owner-occupied?
89% of Rolling Oaks parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Rolling Oaks built?
Homes in Rolling Oaks were built between 1989 and 2007, with a median year built of 2000.0 (FL DOR 2025 roll).
Who is the best real estate agent for Rolling Oaks?
The best agent for Rolling Oaks is one who actively works Lake City and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Rolling Oaks.
How do I find a top Lake City real estate agent who knows Rolling Oaks?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Rolling Oaks and the wider Lake City area.
Can Momentum Realty connect me with an agent for Rolling Oaks?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Rolling Oaks purchase or sale - no call center and no pressure.
Where is Rolling Oaks, and what county is it in?
Rolling Oaks is in Lake City, Columbia County, FL, ZIP 32055. The community's center is about 6 miles northwest of the center of Lake City (straight-line).

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32055/32234))
Under-contract sharesrealMLS records, as of 2026-10-10
Historical depthClosed-sale records back to 2009 (3 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of realMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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Nearby Communities

Explore more neighborhoods near Rolling Oaks with Momentum Realty’s local guides.

Oak Haven2.3 mi awayHPHigh Pointe2.4 mi awayFHFairfield Hills2.6 mi away · 19 homes, built 1981–20Emerald Bay2.9 mi awayEmerald Lakes2.9 mi awayStar Lake Estates3.3 mi awayEmerald Cove3.9 mi away

Browse all neighborhood guides →

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