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    Lake Gregory Property Management

    2.8 (8 reviews)

    Services - Lake Gregory Property Management

    Property management

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    San Moritz Realty - Some Of Our Memories Of Pals Place

    San Moritz Realty

    (13 reviews)

    Very disappointed with their professionalism. It was…read moredifficult getting any information from them so I could coordinate with the actual home owner to get the utilities in my name. Looked like a years worth acorns and spider webs on the home.

    Shockingly rude and unprofessional. When you see Lisa or Grant's name on a listing don't even…read morebother, just keep looking. I tried to look at several properties last year listed by San Moritz Realty. They are unpleasant and curmudgeonly on the phone to a level that is disrespectful. They treat you like you are a major inconvenience. I looked at one property through them and she showed up an hour late to the viewing leaving me and my girlfriend standing outside the house. I ended up buying a home in the area a few months later listed through a different agency. I have multiple friends in Crestline that have also had the misfortune of having to deal with San Moritz Realty. My experience is not unique. I honestly feel sorry for these folks at San Moritz Realty because it seems like they have miserable lives based on the way they treat people. I hope they get the therapy they need. It doesn't feel good writing a review this negative but others need to be warned. This agency has a horrible reputation around town and I feel compelled to share this to good people who take interest in moving to Crestline. There are plenty of friendly agents and agencies around here, just keep looking.

    Michelle Calkins  - Coldwell Banker Sky Ridge Realty - My newest head shot from 2018!

    Michelle Calkins - Coldwell Banker Sky Ridge Realty

    (44 reviews)

    Michelle is amazing: your search for the best real estate agent ends with Michelle! I interviewed…read moremultiple real estate agents and Michelle stood out above and beyond as being the clear best! Michelle knows the market really well - she has a great pulse for what is going on, what each of the sub-neighborhoods are like, other lake/Association issues that might effect purchasing and selling, etc. Another great thing about Michelle as a buyer's agent is that she doesn't rush you into a home just so she can get a commission - I love how Michelle will point out negatives in a home that I might not notice (like deferred maintenance, water damage, etc. that I would not have noticed) because she truly is looking out for you and not just trying to quickly close a deal. Michelle truly cares about finding you the best home and will even wait months & months (or even years like she did with us!) and never complain about touring tons of homes with you until you find what is the best fit and checks all of your boxes. Michelle makes it her mission to find her clients their perfect home - and never settle! So here's the thing: I have an intense attention to detail PLUS I've had a real estate license for two-decades, so I have way high expectations when selecting a real estate agent to represent me and Michelle has exceeded all of my incredibly high expectations! I really appreciated how Michelle would photograph or video a home for me if one came on the market while I was out of town and couldn't make it up to Lake Arrowhead to view it - that is just one example of how caring she is! I also love how detail oriented & attentive Michelle is and she truly has your best interests in mind! We appreciate Michelle's experience and great judgment on if a property will be a good fit. Michelle also has studied interior design so she has a great eye for what would go well in a home you buy and for staging homes she sells. Michelle doesn't do anything less than amazing - all of her photos, marketing, pricing, everything is top notch! As a seller's agent she portrays your home in the best possible light and is really incredible at marketing. Michelle is an above and beyond agent! Even after the close of your home, Michelle has a great network of contractors that she can refer you to for maintenance or upgrades for your home. Everyone Michelle has referred me to has been top notch! Also, Michelle is just a super cool person - I enjoy spending time with her and during the process of finding us our ideal home she has become a friend! In addition to being privileged to work with the best real estate agent on the mountain, I just enjoy hanging out with Michelle! If the little details matter to you and you want an agent who you feel truly has your back & best interests in mind - then Michelle is the agent for you. We couldn't be happier with our experience because she found and secured us our dream home - and I gained a friend in the process!

    We purchased a home in Lake Arrowhead this past October (2020) and Michelle was our agent. I…read morealready had a sense it was a competitive market and we couldn't afford to get into bidding wars so I knew we had to select the best agent possible to work for us. I did a lot of online research and sleuthing, a lot of the other agents in L/A seemed 'typical & vanilla', what I liked about Michelle was the way she put herself out there online, and appeared to have an excellent working knowledge of the area. We locked in Michelle immediately to begin our hunt. In a matter of weeks we saw over 20 places in Lake Arrowhead and Michelle was brutally honest at times, feelings had to be put aside as I realized that she wasn't just trying to get us into 'any' house and get us off her books, she didn't want to see us over pay or end up with something that needed more 'fixing' (hello, lipstick on a pig) than we could afford. After a number of weeks and many trips to Lake Arrowhead we found the right place for us, escrow was super smooth, Michelle and her team stayed in close contact through the entire process (much more enjoyable than our first home buying experience) We closed early. But here's the real magic with Michelle, she gave us SO MUCH intel on Lake Arrowhead, the pro's the con's and the how's and the when's on how to thrive and survive in Lake Arrowhead. We have friends that moved here 18-month before us and my Wife (Janeva) and I are informing them on things about Lake Arrowhead, on top of that we had new neighbors move in recently near us as a snow storm hit, and they were completely unprepared, their agent gave them no intel at all on the area. Michelle not only helped us secure our home that we absolutely love, but she gave us a head start to mountain living that has us years ahead of others. If you're serious about wanting to buy OR sell a property in Lake Arrowhead you would be a fool to not use Michelle, you will need to be realistic though as she'll most certainly be real with you. Thanks Michelle - th

    Sky High Cabins - Ballentine Lake Lodge

    Sky High Cabins

    (13 reviews)

    I've had the opportunity to experience Sky High Cabins from both the guest side and the…read moreproperty-management side. As a guest, cleanliness and communication immediately stood out. The cabin was clean, comfortable, and well prepared when we arrived. The check-in information was clear, and the property had the cozy atmosphere we wanted for a Big Bear getaway. Having access to guest support also made the experience feel more secure because we knew there was a local team available if we needed assistance. The hospitality details were a nice touch as well. Sky High offers things such as custom gift boxes, firewood delivery, chain assistance, and recommendations for local restaurants and activities. Those services aren't something every vacation rental company provides, and they help make the stay feel more personal. From the property-owner perspective, I can understand why those details matter. A well-presented, clean property and a smooth guest experience are important for maintaining a vacation rental. Sky High's management services include staging and listing assistance, housekeeping, guest communication, inspections, and local support. I also appreciate that their approach is hands-on. Having a local team that can handle guest needs and keep an eye on the property removes a lot of the stress that comes with managing a vacation rental remotely. The two experiences reinforced the same impression for me: Sky High Cabins pays attention to the details that affect both guests and owners. As a guest, I appreciated having a clean and comfortable place with good support. As an owner, I appreciated knowing that those same standards were being applied to the property. Overall, it was a very positive experience on both sides, and I'd be comfortable recommending them to someone looking for either a Big Bear vacation rental or hands-on property-management support.

    We had a fantastic experience! Brandon, Leanne, and the entire team were absolutely wonderful to…read morework with. They were incredibly helpful, responsive, and went above and beyond to make sure everything was taken care of. You can tell they genuinely care about their guests and providing a great experience. I would definitely recommend staying with this team and would happily book with them again! Great communication, great service, and an overall excellent experience.

    Simone Knepper - Coldwell Banker - Give me a rainy day by the fireside any day!

    Simone Knepper - Coldwell Banker

    (49 reviews)

    Every agent told us to list lower. Simone told us to list higher - and she was right. Sold for full…read moreasking in 45 days, less than half the market average of ~4 months. We interviewed four of the top agents in Lake Arrowhead and asked them all the same questions. Most pushed us to price about 10% below where we ended up, focused on what buyers might not like. Simone was the only true straight shooter - honest, candid, no overselling. She saw the best in our home, came in higher than anyone else, and backed it with real data and comps. The result? We sold for exactly our list price (rare up here) in 45 days. She ran multiple open houses when other agents insisted they don't work on the mountain. Our buyer came from one of them. On top of that, Simone staged thoughtful touches (even new bedding to neutralize the rooms), and her photographer gave our listing a genuinely artistic look - the photos made the place shine! We were living in the home with our six-month-old and two cats, and Simone was intentional about setting expectations with buyers and working around our schedule. Her assistant was fantastic, and her whole team was a joy. As first-time sellers, what mattered most was how she prepped us - decisive when we needed it, clear about tradeoffs, never sugarcoating, and a sharp negotiator who made sure we were never blindsided by a buyer's request. If you're worried about picking the wrong agent, Simone is your answer. She minimizes risk, maximizes return, and is a true partner start to finish. Save yourself the headache of interviewing a dozen agents - we did that work for you. Simone and her team are the best on the mountain!

    Where do I start... I will try to keep my book short. There are so many incredible things to say…read moreabout Simone! We had a real estate agent back out of showing us property because it was snowing. We drove around and Simone was holding an open house. I said, that is someone with tenacity. We walked up a huge hill where we met Simone and from that day forward she was the most kind, knowledgeable, intelligent, responsive, and thorough real estate agent we could ever ask for from start to finish. Even on the first home, we put an offer in went through all the inspections and it fell out. Simone never gave up and she found us the absolute perfect house! Not once did she ever have an attitude or show frustration of any kind through any of the transactions. She always had a sincere smile and only wanted what was best for us. I wish I could give her 10 stars, she deserves it! Simone has our highest recommendation!

    The Orange Cabins - Lake view baths at "Shoreline"

    The Orange Cabins

    (15 reviews)

    We've used Orange Cabins (Natalie and Alex) for over a year now and I honestly can't imagine doing…read morethis without them. For 20 years I've managed my own rentals (this is the first time I've used a company) and self management was brutal. You're basically on-call 24/7 because the second a guest can't figure out the hot tub, the WiFi, the lock, or decides the forest has "too many bugs," your entire evening is gone. ‍ What I appreciate most is that they actually treats this like a partnership. They care about the guest experience as much as I do, and they're insanely responsive. I'm on the message threads with guests, so I see how they handle things in real time. Professional, calm, patient, and never reactive, even when guests are being... let's just say "creative." One thing they said early on when we onboarded really stuck with me. They told me they intentionally say "our home" when talking to guests because they want guests to feel like they're staying with people who are personally invested in their experience, not some faceless management company. And honestly, it works. You can see it in the reviews. Guests constantly mention Natalie by name because they remember her. That says a lot. People don't remember automated customer service. They remember when someone genuinely takes care of them, and she really does. They've also helped me navigate permitting, operational stuff, and all the random homeowner stress that comes with having a rental in Arrowhead. Every time I call, they answer. Every question gets handled. I trust them completely, which is not a sentence I say lightly. And yes, I initially had the same thought everyone has: "Do I really want to pay a management fee?" After working with them, absolutely yes. Worth every penny. The biggest thing they gave me was peace of mind. I don't spend my life thinking about the house anymore. They also market properties on their own website, which brings in bookings we wouldn't have gotten otherwise. I basically see those as bonus bookings. Our reviews are 100% 5 stars, and a huge part of that is because of how they operate behind the scenes. I've recommended them to a ton of homeowners in Arrowhead at this point, and every single person comes back saying the same thing: "Oh thank god." Now I just go enjoy the mountain without any stress.

    As a STR owner I needed a property manager who would take care of my property at the level that I…read morehad been. Unfortunately, despite the very high commission they charge, the OC did not accomplish that in my experience. They have much to improve upon. Edit: This had nothing to do with air conditioning Alex. This was consistent incompetence in handling simple tasks. And your rambling here about A/C in a vintage cabin in the mountains solidifies my experience.

    Lake Gregory Property Management - propertymgmt - Updated October 2026

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